US2019134159A1PendingUtilityA1

Amylin analogues

Assignee: ZEALAND PHARMA ASPriority: Sep 9, 2016Filed: Jul 31, 2018Published: May 9, 2019
Est. expirySep 9, 2036(~10.1 yrs left)· nominal 20-yr term from priority
A61P 9/12A61P 9/10A61P 5/48A61P 3/10A61P 43/00A61P 9/00A61P 3/00A61P 25/28A61P 29/00A61P 3/04A61P 1/16A61P 19/08A61P 15/00A61P 11/00A61P 19/02A61P 13/12C07K 14/575A61K 38/22A61K 38/00
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Claims

Abstract

The present invention relates to amylin analogues and to their use in the treatment or prevention of a variety of diseases, conditions or disorders, including obesity, excess food intake and associated metabolic diseases such as diabetes. The analogues have good physical and chemical stability, good solubility, and a long duration of action, and are well suited for use in the form of a liquid formulation.

Claims

exact text as granted — not AI-modified
1 . An amylin analogue which is a compound having the formula:
   R 1 —Z—R 2  
   wherein   R 1  is hydrogen, C 1-4  acyl, benzoyl or C 1-4  alkyl, or a half-life extending moiety M, wherein M is optionally linked to Z via a linker moiety L;   R 2  is OH or NHR 3 , wherein R 3  is hydrogen or C 1-3 -alkyl; and   Z is an amino acid sequence of formula I:   
       
         
           
                 
               
                   (I) 
                 
                   (SEQ ID NO: 3) 
                 
                   X1-X2-X3-X4-X5-X6-X7-Ala-Thr-X10-Arg-Leu-Ala-X14- 
                 
                   Phe-Leu-X17-Arg-X19-X20-Phe-Gly(Me)-Ala-Ile(Me)- 
                 
                   X27-Ser-Ser-Thr-Glu-X32-Gly-Ser-X35-Thr-X37 
                 
             
                
                
                
                
                
               
            
           
         
         wherein 
         X1 is selected from the group consisting of Arg, Lys and Glu; 
         X3 is selected from the group consisting of Gly, Gln and Pro; 
         X4 is selected from the group consisting of Thr and Glu; 
         X5 is selected from the group consisting of Ala and Leu; 
         X6 is selected from the group consisting of Thr and Ser; 
         X10 is selected from the group consisting of Glu and Gln; 
         X14 is selected from the group consisting of Aad, His, Asp, Asn and Arg; 
         X17 is selected from the group consisting of Gln, His and Thr; 
         X19-X20 is selected from Ser-Ser, Thr-Thr, Ala-Thr, Ala-Ala, Gly-Thr, Gly-Gly and Ala-Asn or is absent; 
         X27 is selected from the group consisting of Leu and Pro; 
         X32 is selected from the group consisting of Val and Thr; 
         X35 is selected from the group consisting of Asn and Ser; 
         X37 is selected from the group consisting of Hyp and Pro; and 
         X2 and X7 are amino acid residues whose side chains together form a lactam bridge; 
         or a pharmaceutically acceptable salt thereof. 
       
     
     
         2 . An amylin analogue according to  claim 1  wherein X1 is selected from Arg and Lys. 
     
     
         3 . An amylin analogue according to  claim 1  wherein:
 (i) X3 is Gly, X4 is Thr, X5 is Ala and/or X6 is Thr; 
 (ii) X3 is Gly, X4 is Thr, X5 is Ala and X6 is Thr; 
 (iii) X14 is selected from His, Asp and Aad; 
 (iv) X17 is Gln; 
 (v) X19-X20 is selected from Ser-Ser and Thr-Thr, or is absent; or 
 (vi) X32 is Val, X35 is Asn and/or X37 is Hyp. 
 
     
     
         4 - 8 . (canceled) 
     
     
         9 . An amylin analogue according to  claim 1  wherein Z is an amino acid sequence of formula II: 
       
         
           
                 
               
                   (II) 
                 
                   (SEQ ID NO: 4)  
                 
                   X1-X2-Gly-Thr-Ala-Thr-X7-Ala-Thr-X10-Arg-Leu-Ala- 
                 
                   X14-Phe-Leu-Gln-Arg-X19-X20-Phe-Gly(Me)-Ala-Ile 
                 
                   (Me)-X27-Ser-Ser-Thr-Glu-Val-Gly-Ser-Asn-Thr-Hyp 
                 
             
                
                
                
                
                
               
            
           
         
         wherein 
         X1 is selected from Arg and Lys; 
         X10 is selected from the group consisting of Glu and Gln; 
         X14 is selected from the group consisting of Aad, Asp and His; 
         X19-X20 is selected from Ser-Ser and Thr-Thr or is absent; 
         X27 is selected from the group consisting of Leu and Pro; and 
         X2 and X7 are amino acid residues whose side chains together form a lactam bridge. 
       
     
     
         10 . (canceled) 
     
     
         11 . An amylin analogue according to  claim 1  wherein one of the residues at position X2 and X7 is selected from Asp, Glu and Aad, and the other is selected from Dap, Dab, Orn, Lys and hLys. 
     
     
         12 . (canceled) 
     
     
         13 . An amylin analogue according to  claim 11  wherein:
 X2 is Asp and X7 is Lys; 
 X2 is Asp and X7 is Orn; 
 X2 is Asp and X7 is Dab; 
 X2 is Asp and X7 is hLys; 
 X2 is Dap and X7 is Aad; 
 X2 is Glu and X7 is Dab; or 
 X2 is Dab and X7 is Glu. 
 
     
     
         14 . An amylin analogue according to  claim 13  wherein:
 X2 is Asp and X7 is Lys; or 
 X2 is Asp and X7 is Orn. 
 
     
     
         15 . An amylin analogue according to  claim 1  wherein X14 is selected from Asp and Aad. 
     
     
         16 . An amylin analogue according to  claim 1  wherein Z is an amino acid sequence selected from the group consisting of: 
       
         
           
                 
                 
               
                   (SEQ ID NO: 5) 
                     
                 
                   RD()GTAT-Dap()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 6) 
                     
                 
                   RD()GTAT-Dab()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 7) 
                     
                 
                   RD()GTAT-Orn()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 8) 
                     
                 
                   RD()GTAT-Orn()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-PSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 9) 
                     
                 
                   RD()GTAT-Orn()-ATERLAHFLQRF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 10) 
                     
                 
                   RD()GTAT-Orn()-ATERLAHFLHRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNTP 
                     
                 
                     
                 
                   (SEQ ID NO: 11) 
                     
                 
                   RD()GTAT-Orn()-ATQRLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 12) 
                     
                 
                   RD()GTAT-Orn()-ATQRLAHFLQRSSF-Gly(Me)-A-Ile(Me)-PSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 13) 
                     
                 
                   RD()GTAT-Orn()-ATERLARFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 14) 
                     
                 
                   ED()GTATK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 15) 
                     
                 
                   RD()GEATK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 16) 
                     
                 
                   RD()GTLTK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 17) 
                     
                 
                   RD()GTASK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 18) 
                     
                 
                   RD()GTATK()ATQRLAHFLQRSSF-Gly(Me)-A-Ile(Me)-PSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 19) 
                     
                 
                   RD()GTATK()ATQRLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 20) 
                     
                 
                   RD()GTATK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-PSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 21) 
                     
                 
                   RD()GTATK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 22) 
                     
                 
                   RD()GTAT-hLys()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 23) 
                     
                 
                   RD()GTAT-Orn()-ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 24) 
                     
                 
                   RD()GTAT-Orn()-ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)-PSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 25) 
                     
                 
                   RD()GTAT-Orn()-ATERLA-Aad-FLTRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSST-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 26) 
                     
                 
                   RD()GTAT-Orn()-ATERLA-Aad-FLQRTTF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 27) 
                     
                 
                   RD()GTAT-Orn()-ATERLA-Aad-FLQRTTF-Gly(Me)-A-Ile(Me)-PSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 28) 
                     
                 
                   RD()GTAT-Orn()-ATERLA-Aad-FLQRATF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 29) 
                     
                 
                   RD()GTAT-Orn()-ATERLA-Aad-FLQRAAF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 30) 
                     
                 
                   RD()GTAT-Orn()-ATERLA-Aad-FLQRGTF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 31) 
                     
                 
                   RD()QTAT-Orn()-ATERLA-Aad-FLQRGTF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 32) 
                     
                 
                   RD()PTATK()ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 33) 
                     
                 
                   ED()GTATK()ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)-PSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 34) 
                     
                 
                   RD()GTATK()ATERLA-Aad-FLQRAAF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 35) 
                     
                 
                   RD()GTATK()ATERLA-Aad-FLQRGGF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 36) 
                     
                 
                   RD()GTATK()ATERLA-Aad-FLQRANF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 37) 
                     
                 
                   RD()GTATK()ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)-PSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 38) 
                     
                 
                   RD()GTATK()ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 39) 
                     
                 
                   RD()GTATK()ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)-LSSTETGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 40) 
                     
                 
                   ED()GTATK()ATERLA-Aad-FLQRSSFGly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 41) 
                     
                 
                   RD()GTATK()ATERLA-Aad-FLQRTTF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 42) 
                     
                 
                   KD()GTATK()ATQRLA-Aad-FLQRSSF-Gly(Me)-AIle(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 43) 
                     
                 
                   RD()GTATK()ATQRLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 44) 
                     
                 
                   RD()GTATK()ATQRLADFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 45) 
                     
                 
                   RD()GTATK()ATQRLADFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTETGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 46) 
                     
                 
                   KD()GTATK()ATQRLANFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 47) 
                     
                 
                   KD()GTATK()ATQRLANFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTETGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 48) 
                     
                 
                   R-Dap()-GTATD()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 49) 
                     
                 
                   R-Dab()-GTATD()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 50) 
                     
                 
                   R-Orn()-GTATD()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 51) 
                     
                 
                   R-Dap()-GTAT-Aad()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 52) 
                     
                 
                   R-Dab()-GTATE()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 53) 
                     
                 
                   R-Aad()-GTAT-Dap()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
                     
                 
                   (SEQ ID NO: 54) 
                     
                 
                   RE()GTAT-Dab()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTEVGSNT-Hyp 
                     
                 
             
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
               
            
           
         
         or a pharmaceutically acceptable salt thereof. 
       
     
     
         17 . An amylin analogue according to  claim 1  wherein R 1  is M or M-L-. 
     
     
         18 . An amylin analogue according to  claim 17  wherein M is a lipophilic substituent comprising a hydrocarbon chain having from 10 to 24 C atoms. 
     
     
         19 . An amylin analogue according to  claim 18  wherein the lipophilic substituent comprises a carboxylic acid group at the end of the hydrocarbon chain. 
     
     
         20 . An amylin analogue according to  claim 19  wherein the lipophilic substituent is a 15-carboxy-pentadecanoyl, 17-carboxy-heptadecanoyl or 19-carboxy-nonadecanoyl moiety. 
     
     
         21 . An amylin analogue according to  claim 17  wherein the linker L comprises a residue of Gly, Pro, Ala, Val, Leu, Ile, Met, Cys, Phe, Tyr, Trp, His, Lys, Arg, Gln, Asn, α-Glu, γ-Glu, ε-Lys, Asp, β-Asp, Ser, Thr, Gaba, Aib, β-Ala (i.e., 3-aminopropanoyl), 4-aminobutanoyl, 5-aminopentanoyl, 6-aminohexanoyl, 7-aminoheptanoyl, 8-aminooctanoyl, 9-aminononanoyl, 10-aminodecanoyl or 8Ado (i.e., 8-amino-3,6-dioxaoctanoyl). 
     
     
         22 . An amylin analogue according to  claim 21  wherein L is a residue of Glu, γ-Glu, ε-Lys, β-Ala, 4-aminobutanoyl, 8-aminooctanoyl or 8Ado. 
     
     
         23 . An amylin analogue according to  claim 22  wherein R 1  is [19CD]-isoGlu. 
     
     
         24 . An amylin analogue according to  claim 1  wherein R 2  is NH 2 . 
     
     
         25 . An amylin analogue according to  claim 1  which is: 
       
         
           
                 
                 
               
                   (Compound 1) 
                     
                 
                   (SEQ ID NO: 55) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Dap()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 2) 
                 
                   (SEQ ID NO: 56) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Dab()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 3) 
                 
                   (SEQ ID NO: 57) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 4) 
                 
                   (SEQ ID NO: 58) 
                     
                 
                   [19CD]-isoGlu-isoGlu-RD()GTAT-Orn()-ATERLAHFLQRSSF-Gly(Me)-A- 
                     
                 
                   Ile(Me)-LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 5) 
                 
                   (SEQ ID NO: 59) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   PSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 6) 
                 
                   (SEQ ID NO: 60) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLAHFLQRF-Gly(Me)-A-Ile(Me)-LSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 7) 
                 
                   (SEQ ID NO: 61) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLAHFLHRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNTP-NH 2   
                 
                     
                 
                   (Compound 8) 
                 
                   (SEQ ID NO: 62) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATQRLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 9) 
                 
                   (SEQ ID NO: 63) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATQRLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   PSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 10) 
                 
                   (SEQ ID NO: 64) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLARFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 11) 
                 
                   (SEQ ID NO: 65) 
                     
                 
                   [19CD]-isoGlu-ED()GTATK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 12) 
                 
                   (SEQ ID NO: 66) 
                     
                 
                   [19CD]-isoGlu-RD()GEATK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 13) 
                 
                   (SEQ ID NO: 67) 
                     
                 
                   [19CD]-isoGlu-RD()GTLTK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 14) 
                 
                   (SEQ ID NO: 68) 
                     
                 
                   [19CD]-isoGlu-RD()GTASK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 15) 
                 
                   (SEQ ID NO: 69) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATQRLAHFLQRSSF-Gly(Me)-A-Ile(Me)-PSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 16) 
                 
                   (SEQ ID NO: 70) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATQRLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 17) 
                 
                   (SEQ ID NO: 71) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-PSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 18) 
                 
                   (SEQ ID NO: 72) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 19) 
                 
                   (SEQ ID NO: 73) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-hLys()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 20) 
                 
                   (SEQ ID NO: 74) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 21) 
                 
                   (SEQ ID NO: 75) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   PSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 22) 
                 
                   (SEQ ID NO: 76) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLA-Aad-FLTRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSST-Hyp-NH 2   
                 
                     
                 
                   (Compound 23) 
                 
                   (SEQ ID NO: 77) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLA-Aad-FLQRTTF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 24) 
                 
                   (SEQ ID NO: 78) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLA-Aad-FLQRTTF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   PSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 25) 
                 
                   (SEQ ID NO: 79) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLA-Aad-FLQRATF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 26) 
                 
                   (SEQ ID NO: 80) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLA-Aad-FLQRAAF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 27) 
                 
                   (SEQ ID NO: 81) 
                     
                 
                   [19CD]-isoGlu-RD()GTAT-Orn()-ATERLA-Aad-FLQRGTF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 28) 
                 
                   (SEQ ID NO: 82) 
                     
                 
                   [19CD]-isoGlu-RD()QTAT-Orn()-ATERLA-Aad-FLQRGTF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 29) 
                 
                   (SEQ ID NO: 83) 
                     
                 
                   [19CD]-isoGlu-RD()PTATK()ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 30) 
                 
                   (SEQ ID NO: 84) 
                     
                 
                   [19CD]-isoGlu-ED()GTATK()ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   PSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 31) 
                 
                   (SEQ ID NO: 85) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATERLA-Aad-FLQRAAF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 32) 
                 
                   (SEQ ID NO: 86) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATERLA-Aad-FLQRGGF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 33) 
                 
                   (SEQ ID NO: 87) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATERLA-Aad-FLQRANF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 34) 
                 
                   (SEQ ID NO: 88) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   PSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 35) 
                 
                   (SEQ ID NO: 89) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 36) 
                 
                   (SEQ ID NO: 90) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATERLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTETGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 37) 
                 
                   (SEQ ID NO: 91) 
                     
                 
                   [19CD]-isoGlu-ED()GTATK()ATERLA-Aad-FLQRSSFGly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 38) 
                 
                   (SEQ ID NO: 92) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATERLA-Aad-FLORTTF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 39) 
                 
                   (SEQ ID NO: 93) 
                     
                 
                   [19CD]-isoGlu-KD()GTATK()ATQRLA-Aad-FLQRSSF-Gly(Me)-AIle(Me)- 
                     
                 
                   LSSTEVGSNTHyp-NH 2   
                 
                     
                 
                   (Compound 40) 
                 
                   (SEQ ID NO: 94) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATQRLA-Aad-FLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 41) 
                 
                   (SEQ ID NO: 95) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATQRLADFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 42) 
                 
                   (SEQ ID NO: 96) 
                     
                 
                   [19CD]-isoGlu-RD()GTATK()ATQRLADFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTETGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 43) 
                 
                   (SEQ ID NO: 97) 
                     
                 
                   [19CD]-isoGlu-KD()GTATK()ATQRLANFLQRSSF-Gly(Me)-A-Ile(Me)-LSSTE- 
                     
                 
                   VGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 44) 
                 
                   (SEQ ID NO: 98) 
                     
                 
                   [19CD]-isoGlu-KD()GTATK()ATQRLANFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTETGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 45) 
                 
                   (SEQ ID NO: 99) 
                     
                 
                   [19CD]-isoGlu-R-Dap()-GTATD()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 46) 
                 
                   (SEQ ID NO: 100) 
                     
                 
                   [19CD]-isoGlu-R-Dab()-GTATD()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 47) 
                 
                   (SEQ ID NO: 101) 
                     
                 
                   [19CD]-isoGlu-R-Orn()-GTATD()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 48) 
                 
                   (SEQ ID NO: 102) 
                     
                 
                   [19CD]-isoGlu-R-Dap()-GTAT-Aad()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 49) 
                 
                   (SEQ ID NO: 103) 
                     
                 
                   [19CD]-isoGlu-R-Dab()-GTATE()ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 50) 
                 
                   (SEQ ID NO: 104) 
                     
                 
                   [19CD]-isoGlu-R-Aad()-GTAT-Dap()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
                     
                 
                   (Compound 51) 
                 
                   (SEQ ID NO: 105) 
                     
                 
                   [19CD]-isoGlu-RE()GTAT-Dab()-ATERLAHFLQRSSF-Gly(Me)-A-Ile(Me)- 
                     
                 
                   LSSTEVGSNT-Hyp-NH 2   
                 
             
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
               
            
           
         
         or a pharmaceutically acceptable salt thereof. 
       
     
     
         26 . A pharmaceutical composition comprising an amylin analogue according to  claim 1  in combination with a pharmaceutically acceptable carrier, excipient or vehicle. 
     
     
         27 . A method for the synthesis of an amylin analogue according to  claim 1  comprising synthesizing the analogue by solid-phase or liquid-phase peptide synthesis methodology, optionally isolating and/or purifying the final product, and optionally further comprising the step of forming an amide bond between the side chains at positions 2 and 7. 
     
     
         28 - 32 . (canceled)

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