US2022135572A1PendingUtilityA1

Compounds and methods for targeting hsp90

Assignee: UNIV DUKEPriority: Apr 22, 2016Filed: Jan 10, 2022Published: May 5, 2022
Est. expiryApr 22, 2036(~9.7 yrs left)· nominal 20-yr term from priority
C07D 498/06C07D 491/107C07D 487/04C07D 403/14
67
PatentIndex Score
0
Cited by
0
References
0
Claims

Abstract

Described herein are compounds that may selectively bind to Hsp90, methods of using the compounds, and kits including the compounds. The compounds may allow for selective detection of Hsp90 in a sample.

Claims

exact text as granted — not AI-modified
1 . A compound of formula (I): 
       
         
           
           
               
               
           
         
         and stereoisomers and salts thereof; 
         wherein
 X is —CH 2 — or —C(O)—; 
 R N  is H, —CH 2 (C 6 H 4 )—I, or —CH 2 (C 6 H 4 )—Sn(CH 3 ) 3 ; 
 R is 
 
       
       
         
           
           
               
               
           
         
         
           each X 1  and X 2 , if present, are independently selected from H and SO 3 H; 
           n is 0 or 1; 
           m is 0 or 1; and 
           the dotted lines show an optional fused ring. 
         
       
     
     
         2 . The compound according to  claim 1 , wherein X is —CH 2 —. 
     
     
         3 . The compound according to  claim 1 , wherein X is —C(O)—. 
     
     
         4 . The compound according to any one of  claims 1 - 3 , wherein R N  is H. 
     
     
         5 . The compound according to any one of  claims 1 - 3 , wherein R N  is —CH 2 (C 6 H 4 )—I. 
     
     
         6 . The compound according to any one of  claims 1 - 5 , wherein n is 0. 
     
     
         7 . The compound according to any one of  claims 1 - 5 , wherein n is 1. 
     
     
         8 . The compound according to any one of  claims 1 - 7 , wherein m is 0. 
     
     
         9 . The compound according to any one of  claims 1 - 7 , wherein m is 1. 
     
     
         10 . The compound according to any one of  claims 1 - 5 , wherein R is 
       
         
           
           
               
               
           
         
       
     
     
         11 . The compound according to any one of  claims 1 - 5 , wherein R is 
       
         
           
           
               
               
           
         
       
     
     
         12 . The compound according to any one of  claims 1  to  11 , wherein each X 1  and X 2 , if present, are H. 
     
     
         13 . The compound of any one of  claims 1  to  11 , wherein each X 1  is SO 3 H. 
     
     
         14 . The compound of any one of  claims 1  to  11 , wherein each X 2  is SO 3 H. 
     
     
         15 . A compound according to any one of  claims 1 - 14  selected from: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         16 . A compound according to any one of  claims 1 - 14  having the formula: 
       
         
           
                 
               
                     
                 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                 
                     
                 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                 
                     
                 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                 
                     
                 
                   
                     
                       
                       
                           
                           
                       
                     
                   
                 
                     
                 
                 
                 
                 
                 
               
                   R 
                   X 
                   Y 
                   Dye 
                 
                     
                 
                   H 
                   H 2   
                   H 
                   12 
                 
                   H 
                   O 
                   H 
                   12 
                 
                   H 
                   H 2   
                   H 
                   13 
                 
                   H 
                   H 2   
                   H 
                   14 
                 
                   H 
                   O 
                   H 
                   14 
                 
                   H 
                   H 2   
                   H 
                   15 
                 
                   H 
                   H 2   
                   H 
                   16 
                 
                   H 
                   H 2   
                   H 
                   17 
                 
                   H 
                   O 
                   H 
                   17 
                 
                   H 
                   H 2   
                   H 
                   18 
                 
                   H 
                   H 2   
                   —CH 2 C 6 H 4 —I 
                   12 
                 
                   H 
                   H 2   
                   —CH 2 C 6 H 4 —I 
                   15 
                 
                   H 
                   H 2   
                   —CH 2 C 6 H 4 —Sn(CH 3 ) 3   
                   12 
                 
                     
                 
             
                
               
               
                
                
                
                
                
                
                
                
               
            
             
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
               
            
           
         
       
     
     
         17 . A method of detecting Hsp90 in a sample, comprising:
 a) contacting the sample with a compound according to any one of  claims 1 - 16 ;   and b) detecting a signal.   
     
     
         18 . The method of  claim 17 , wherein the sample is an in vitro sample. 
     
     
         19 . The method of any one of  claims 17 - 18 , wherein the sample is a cell culture. 
     
     
         20 . The method of any one of  claims 17 - 19 , wherein the sample is a biological sample from a subject. 
     
     
         21 . The method of  claim 20 , wherein the biological sample is selected from the group consisting of a tissue sample, bodily fluid, whole blood, plasma, serum, urine, bronchoalveolar lavage fluid, and a cell culture suspension or fraction thereof. 
     
     
         22 . The method of any one of  claims 17 - 21 , wherein the Hsp90 is eHsp90. 
     
     
         23 . A method of detecting cancer in a subject, comprising:
 a) contacting a biological sample from the subject with a compound according to any one of  claims 1 - 16 ; and   b) detecting a signal;   wherein cancer is detected in the sample when the signal is higher relative to a signal from a reference sample.   
     
     
         24 . The method of  claim 23 , wherein the method further comprises obtaining the biological sample from the subject. 
     
     
         25 . The method of any of  claims 23 - 24 , wherein the subject is a human. 
     
     
         26 . The method of any of  claims 23 - 25 , wherein the biological sample is selected from the group consisting of a tissue sample, bodily fluid, whole blood, plasma, serum, urine, bronchoalveolar lavage fluid, and a cell culture suspension or fraction thereof. 
     
     
         27 . The method of any of  claims 23 - 26 , wherein the cancer is selected from the group consisting of breast cancer, prostate cancer, non-small cell lung cancer, colorectal cancer, pancreatic cancer, ovarian cancer and melanoma. 
     
     
         28 . The method of  claim 27 , wherein the cancer is selected from the group consisting of breast cancer and prostate cancer. 
     
     
         29 . A method of treating cancer in a subject in need of treatment, comprising administering to the subject a therapeutically effective amount of a compound according to any one of  claims 1 - 16 . 
     
     
         30 . The method of  claim 29 , wherein the subject has a cancer selected from the group consisting of breast cancer, prostate cancer, non-small cell lung cancer, colorectal cancer, pancreatic cancer, ovarian cancer and melanoma. 
     
     
         31 . The method of  claim 29  or  30 , wherein the subject has a cancer selected from the group consisting of breast cancer and prostate cancer. 
     
     
         32 . A pharmaceutical composition comprising a compound according to any one of  claims 1 - 16  and a pharmaceutically acceptable carrier. 
     
     
         33 . A kit comprising a compound according to any of  claims 1 - 16 . 
     
     
         34 . A compound selected from: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         35 . A pharmaceutical composition comprising a compound according to  claim 34  and a pharmaceutically acceptable carrier. 
     
     
         36 . A kit comprising a compound of formula (I) according to  claim 34 .

Join the waitlist — get patent alerts

Track US2022135572A1 — get alerts on status changes and closely related new filings.

We store only your email — no account needed. See our privacy policy.