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Chemokine Cxcr4 Receptor Modulators and Uses Related Thereto
| Content Provider | The Lens |
|---|---|
| Abstract | The disclosure relates to chemokine CXCR4 receptor modulators and uses related thereto. In certain embodiments, the disclosure relates to pharmaceutical compositions comprising compounds disclosed herein or pharmaceutically acceptable salts or prodrugs thereof. In certain embodiments, the compositions disclosed herein are used for managing CXCR4 related conditions, typically prevention or treatment of viral infections such as HIV or for managing cancer. |
| Related Links | https://www.lens.org/lens/patent/106-796-284-844-651/frontpage |
| Language | English |
| Publisher Date | 2017-03-23 |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Patent |
| Jurisdiction | United States of America |
| Date Applied | 2016-12-06 |
| Applicant | Univ Emory |
| Application No. | 201615370611 |
| Claim | A method of treating or preventing cancer comprising administering an effective amount of a compound having formula I, to a subject in need thereof, or salts thereof wherein, A is a carbocyclyl or heterocyclyl, wherein A is optionally substituted with one or more, the same or different, R 10 ; X is C—R 6 or N; R 1 is hydrogen or alkyl, wherein R 1 is optionally substituted with one or more, the same or different, R 10 ; R 2 and R 3 together with the atoms they are bonded to form a carbocyclyl or hetercyclyl, wherein the carbocyclyl or heterocyclyl are optionally substituted with one or more, the same or different, R 10 ; R 4 is hydrogen, alkyl, halogen, cyano, hydroxy, amino, mercapto, formyl, carboxy, carbamoyl, alkoxy, alkylthio, alkylamino, aminoalkyl, (alkyl) 2 amino, alkylsulfinyl, alkylsulfonyl, arylsulfonyl, carbocyclyl, aryl, or heterocyclyl, wherein R 4 is optionally substituted with one or more, the same or different, R 10 ; R 5 , R 6 and R 7 are each individually and independently hydrogen, halogen, nitro, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, mercapto, sulfamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethyl carbamoyl, N,N-dimethylcarbamoyl, N,N-diethyl carbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, mesyl, ethyl sulfonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N,N-diethylsulfamoyl, N-methyl-N-ethylsulfamoyl, carbocyclyl, aryl, or heterocyclyl; R 10 is alkyl, halogen, nitro, cyano, hydroxy, amino, mercapto, formyl, carboxy, carbamoyl, alkoxy, alkylthio, alkylamino, (alkyl) 2 amino, alkylsulfinyl, alkyl sulfonyl, arylsulfonyl, carbocyclyl, aryl, or heterocyclyl, wherein R 10 is optionally substituted with one or more, the same or different, R 11 ; R 11 is alkyl, halogen, nitro, cyano, hydroxy, amino, mercapto, formyl, carboxy, carbamoyl, alkoxy, alkylthio, alkylamino, (alkyl) 2 amino, alkylsulfinyl, alkyl sulfonyl, arylsulfonyl, carbocyclyl, aryl, or heterocyclyl, wherein R 11 is optionally substituted with one or more, the same or different, R 12 ; and R 12 is halogen, nitro, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, mercapto, sulfamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethyl amino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethylcarbamoyl, N,N-dimethylcarbamoyl, N,N-diethylcarbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, mesyl, ethyl sulfonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N,N-diethylsulfamoyl, N-methyl-N-ethylsulfamoyl, carbocyclyl, aryl, or heterocycly The method of claim 1 , wherein formula I is formula IA, wherein, n is 2, 3, or 4; and R 8 and R 9 are each individually and independently hydrogen, halogen, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, mercapto, sulfamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetyl amino, N-methylcarbamoyl, N-ethylcarbamoyl, N,N-dimethylcarbamoyl, N,N-diethylcarbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, mesyl, ethyl sulfonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N,N-diethylsulfamoyl, N-methyl-N-ethylsulfamoyl, carbocyclyl, aryl, or heterocycly The method of claim 1 , wherein formula I is formula IB, The method of claim 1 , wherein formula I is formula IC, wherein, Z is the bridging group —(CH 2 ) m —NR 13 —, —(CH 2 ) m —CHR 13 —, or m is 0, 1, or 2; p is 0, 1, or 2; q is 0, 1, or 2; R 13 is hydrogen alkyl, halogen, nitro, cyano, hydroxy, amino, mercapto, formyl, carboxy, carbamoyl, alkoxy, alkylthio, alkylamino, (alkyl) 2 amino, alkylsulfinyl, alkylsulfonyl, arylsulfonyl, carbocyclyl, aryl, or heterocyclyl, wherein R 13 is optionally substituted with one or more, the same or different, R 14 ; R 14 is alkyl, halogen, nitro, cyano, hydroxy, amino, mercapto, formyl, carboxy, carbamoyl, alkoxy, alkylthio, alkylamino, (alkyl) 2 amino, alkylsulfinyl, alkyl sulfonyl, arylsulfonyl, carbocyclyl, aryl, or heterocyclyl, wherein R 14 is optionally substituted with one or more, the same or different, R 15 ; and R 15 is halogen, nitro, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, mercapto, sulfamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethyl amino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethylcarbamoyl, N,N-dimethylcarbamoyl, N,N-diethylcarbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, mesyl, ethyl sulfonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N,N-diethylsulfamoyl, N-methyl-N-ethylsulfamoyl, carbocyclyl, aryl, or heterocyclyl; and R 16 , R 17 , R 18 and R 19 are each individually and independently hydrogen, halogen, nitro, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, mercapto, sulfamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethyl carbamoyl, N,N-dimethylcarbamoyl, N,N-diethyl carbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, mesyl, ethyl sulfonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N,N-diethylsulfamoyl, N-methyl-N-ethylsulfamoyl, carbocyclyl, aryl, or heterocycly The method of claim 1 , wherein R 1 is hydrogen. The method of claim 1 , wherein R 4 is —CH 2 CH 2 NH 2 optionally substituted with one or more the same or different R 10 . The method of claim 1 , wherein R 5 , R 6 , and R 7 are hydrogen, halogen, alkyl, or alkoxy. The method of claim 4 , wherein R 13 is alkyl, alkoxy, phenyl, benzyl, benyloxy, benzoyl, optionally substituted with one or more, the same or different, R 14 ; The method of claim 1 selected from: N 1 —(((S)- 1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)-N 1 —((S)-5,6,7, 8-tetrahydroquinolin-8-yl)butane- 1,4-diamine; N 1 —(((R)- 1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)-N 1 —((S)-5,6,7, 8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 —(((S)-4-benzylpiperazin-2-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 —(((R)-4-benzylpiperazin-2-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; ((R)-3 -(((4-aminobutyl)((S)-5,6,7, 8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone; ((S)-3-(((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)piperazin-1-yl)(phenyl)methanone; N 1 —(((R)-4-phenylpiperazin-2-yl)methyl)-N 1 -((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 —(((S)-4-phenylpiperazin-2-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 -(((2S)-4-phenylpiperidin-2-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 -(((2R)-4-phenylpiperidin-2-yl)methyl)-N 1 -((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; (2 S)-benzyl 4-(4-aminobutoxy)-2-(((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)pyrrolidine-1-carboxylate; (2R)-benzyl 4-(4-aminobutoxy)-2-(((4-aminobutyl)((S)-5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)pyrrolidine-1-carboxylate; N 1 -(((2S)-4-(benzyloxy)pyrrolidin-2-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 -(((2S)-4-(benzyloxy)pyrrolidin-2-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 -(((2S)-4-phenylpyrrolidin-2-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 -(((2R)-4-phenylpyrrolidin-2-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 -((S)isoindolin-1-ylmethyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 —((R)-isoindolin-1-ylmethyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 —(((S)-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 —(((R)-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; N 1 —(((S)-1,2,3,4-tetrahydroquinolin-2-yl)methyl)-N 1 ((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine; and N 1 —(((R)-1,2,3,4-tetrahydroquinolin-2-yl)methyl)-N 1 —((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine. A method of claim 1 , wherein the compound is administered in combination with another anticancer agent to a subject in need thereof. |
| CPC Classification | Preparations For Medical; Dental Or Toiletry Purposes Specific Therapeutic Activity Of Chemical Compounds Or Medicinal Preparations HETEROCYCLIC COMPOUNDS Technologies For Adaptation To Climate Change |
| Extended Family | 065-565-649-647-586 199-959-136-365-867 088-079-918-703-146 027-846-564-120-059 179-213-352-039-373 056-568-323-308-506 160-142-233-859-859 105-279-514-820-478 154-092-035-194-948 026-389-464-450-627 032-605-000-072-040 117-418-148-952-405 002-805-283-322-430 106-796-284-844-651 100-882-933-507-624 089-718-808-588-612 053-079-678-427-751 125-669-760-721-837 110-036-905-618-28X |
| Patent ID | 20170079971 |
| Inventor/Author | Wilson Lawrence J Wiseman John Liotta Dennis C Natchus Michael G |
| IPC | A61K31/4709 A61K31/4725 A61K31/496 A61K45/06 |
| Status | Active |
| Owner | Emory University |
| Simple Family | 065-565-649-647-586 199-959-136-365-867 088-079-918-703-146 027-846-564-120-059 179-213-352-039-373 056-568-323-308-506 160-142-233-859-859 105-279-514-820-478 154-092-035-194-948 026-389-464-450-627 032-605-000-072-040 117-418-148-952-405 002-805-283-322-430 106-796-284-844-651 100-882-933-507-624 089-718-808-588-612 053-079-678-427-751 125-669-760-721-837 110-036-905-618-28X |
| CPC (with Group) | A61K31/4709 A61K31/4725 A61K31/496 A61P31/18 A61P35/00 C07D401/12 C07D401/14 Y02A50/30 A61K45/06 |
| Issuing Authority | United States Patent and Trademark Office (USPTO) |
| Kind | Patent Application Publication |
