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Claims for Patent: 10,206,893


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Summary for Patent: 10,206,893
Title:Immunoregulatory agents
Abstract: Compounds that modulate the oxidoreductase enzyme indoleamine 2,3-dioxygenase, and compositions containing the compounds, are described herein. The use of such compounds and compositions for the treatment and/or prevention of a diverse array of diseases, disorders and conditions, including cancer- and immune-related disorders, that are mediated by indoleamine 2,3-dioxygenase is also provided.
Inventor(s): Beck; Hilary Plake (Emerald Hills, CA), Jaen; Juan Carlos (Burlingame, CA), Osipov; Maksim (Redwood City, CA), Powers; Jay Patrick (Pacifica, CA), Reilly; Maureen Kay (Burlingame, CA), Shunatona; Hunter Paul (Oakland, CA), Walker; James Ross (Verona, WI), Zibinsky; Mikhail (Redwood City, CA), Balog; James Aaron (Lambertville, NJ), Williams; David K. (Delran, NJ), Markwalder; Jay A. (Lahaska, PA), Seitz; Steven P. (Swarthmore, PA), Cherney; Emily Charlotte (Newtown, PA), Zhang; Liping (East Windsor, NJ), Shan; Weifang (Princeton, NJ), Guo; Weiwei (Lawrenceville, NJ), Huang; Audris (New Hope, PA)
Assignee: Flexus Biosciences, Inc. (Princeton, NJ)
Application Number:15/422,118
Patent Claims:1. A method of treating a cancer that is melanoma, lung cancer, head cancer, neck cancer, renal cell carcinoma, or bladder cancer, comprising administering to a human in need thereof, an effective amount of a compound of formula (I): ##STR00303## or a pharmaceutically acceptable salt, hydrate or solvate thereof, wherein, the subscript n is 1; A is --C(O)--; B is --NH--; T is --CR.sup.3R.sup.4--; D is C(R.sup.5); E is C(R.sup.6); V is a bond; G is an optionally substituted quinolinyl; J.sup.1 is CH or C(R.sup.2), when R.sup.2 is attached to the ring vertex identified as J.sup.1; R.sup.1 and R.sup.2 are independently hydrogen, halogen, optionally substituted C.sub.1-C.sub.4 haloalkyl, optionally substituted C.sub.3-C.sub.6 cycloalkyl, optionally substituted 3- to 6-membered cycloheteroalkyl, optionally substituted phenyl, optionally substituted heteroaryl, optionally substituted C.sub.1-C.sub.4 alkyl, optionally substituted C.sub.1-C.sub.4 alkoxy, CN, SO.sub.2NH.sub.2, NHSO.sub.2CH.sub.3, NHSO.sub.2CF.sub.3, OCF.sub.3, SO.sub.2CH.sub.3, SO.sub.2CF.sub.3, or CONH.sub.2, and when R.sup.1 and R.sup.2 are on adjacent vertices of a phenyl ring they may be joined together to form a 5- or 6-membered cycloheteroalkyl ring having one or two ring vertices independently selected from O, N and S, wherein said cycloheteroalkyl ring is optionally substituted with from one to three members selected from fluoro and C.sub.1-C.sub.3 alkyl; R.sup.3 and R.sup.4 are independently hydrogen, optionally substituted C.sub.1-C.sub.6 alkyl, optionally substituted C.sub.1-C.sub.6 haloalkyl, fluorine, OH, CN, CO.sub.2H, C(O)NH.sub.2, N(R.sup.5a).sub.2, optionally substituted --O--C.sub.1-C.sub.6 alkyl, --(CR.sup.5R.sup.5).sub.m--OH, --(CR.sup.5R.sup.5).sub.m--CO.sub.2H, --(CR.sup.5R.sup.5).sub.m--C(O)NH.sub.2, --(CR.sup.5R.sup.5).sub.m--C(O)NHR.sup.5a, --(CR.sup.5R.sup.5).sub.mN(R.sup.5a).sub.2, --NH(CR.sup.5R.sup.5).sub.mCO.sub.2H or --NH(CR.sup.5R.sup.5).sub.m--C(O)NH.sub.2; each R.sup.5 is independently H, F, OH, optionally substituted C.sub.1-C.sub.6 alkyl or optionally substituted --O--C.sub.1-C.sub.6 alkyl; each R.sup.5a is independently H, or optionally substituted C.sub.1-C.sub.6 alkyl; R.sup.6 is H, OH, F, optionally substituted C.sub.1-C.sub.6 alkyl, optionally substituted --O--C.sub.1-C.sub.6 alkyl, or --N(R.sup.5a).sup.2; and each m is independently 1, 2, or 3.

2. The method of claim 1, wherein the compound is of the formula: ##STR00304##

3. The method of claim 1, wherein the compound is: 4-Chloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)benza- mide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-2-meth- ylbenzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-3-methylben- zamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-me- thylbenzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-2-methoxybe- nzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-3-m- ethoxybenzamide; 2-fluoro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide; 3-fluoro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)et- hyl)benzamide; 2-chloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide; 3-chloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)et- hyl)benzamide; 3,4-dichloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl- )benzamide; 4-fluoro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-[1,1- '-biphenyl]-3-carboxamide; 3,5-dichloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl- )benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-methoxybe- nzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-[1,- 1'-biphenyl]-2-carboxamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-[1,1'-biphe- nyl]-4-carboxamide; 4-Chloro-N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)propyl)benzam- ide; 4-Chloro-N--((S)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)propyl)be- nzamide; 4-Chloro-N--((R)-1-(trans-4-(6-fluoroquinolin-4-yl)cyclohexyl)pro- pyl)benzamide; 4-Chloro-N--((S)-1-(trans-4-(6-fluoroquinolin-4-yl)cyclohexyl)propyl)benz- amide; 4-Cyano-N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)propyl)b- enzamide; 4-Cyano-N--((S)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)propy- l)benzamide; 4-Cyano-N--((R)-1-(trans-4-(6-fluoroquinolin-4-yl)cyclohexyl)propyl)benza- mide; 4-Cyano-N--((S)-1-(trans-4-(6-fluoroquinolin-4-yl)cyclohexyl)propyl)- benzamide; 4-cyano-N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethy- l)benzamide; 5-(3-fluoro-4-methoxyphenyl)-N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cycl- ohexyl)ethyl)picolinamide; (R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)-N-methylethanamine; N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1H-pyrrol-1-- yl)benzamide; N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1H-imidazol-- 1-yl)benzamide; 4-chloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)but-3-en-- 1-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)but-3-en-1-yl)-[1,- 1'-biphenyl]-4-carboxamide N-1-((1 S,4S)-4-(quinolin-3-yl)cyclohexyl)propyl)-[1,1'-biphenyl]-4-carboxamide; N-(1-((1R,4R)-4-(quinolin-3-yl)cyclohexyl)propyl)-[1,1'-biphenyl]-4-carbo- xamide; N--((R)-1-((1s,4S)-4-(quinolin-3-yl)cyclohexyl)propyl)-[1,1'-biphe- nyl]-4-carboxamide; N--((S)-1-((1s,4R)-4-(quinolin-3-yl)cyclohexyl)propyl)-[1,1'-biphenyl]-4-- carboxamide; N--((R)-1-((1 r,4R)-4-(quinolin-3-yl)cyclohexyl)propyl)-[1,1'-biphenyl]-4-carboxamide; N--((S)-1-((1r,4S)-4-(quinolin-3-yl)cyclohexyl)propyl)-[1,1'-biphenyl]-4-- carboxamide; 4-chloro-N--((R)-1-(cis-4-(quinolin-3-yl)cyclohexyl)propyl)benzamide; 4-chloro-N--((S)-1-(cis-4-(quinolin-3-yl)cyclohexyl)propyl)benzamide; 4-chloro-N--((R)-1-(trans-4-(quinolin-3-yl)cyclohexyl)propyl)benzamide; 4-chloro-N--((S)-1-(trans-4-(quinolin-3-yl)cyclohexyl)propyl)benzamide; N-(1-((1s,4s)-4-(6-(trifluoromethyl)quinolin-4-yl)cyclohexyl)propyl)biphe- nyl-4-carboxamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(5-methyl- -1,3,4-oxadiazol-2-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(pyrazin-- 2-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(pyrimidi- n-5-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1-methyl- -1H-imidazol-4-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(2-methox- ypyrimidin-4-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(6-methyl sulfonyl)pyridin-3-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(2-methyl- thiazol-5-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(5-methox- ypyridin-2-yl)benzamide; 4-(2-cyanopyrimidin-5-yl)-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyc- lohexyl)ethyl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(2-methox- ythiazol-4-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4'-(2-hydro- xypropan-2-yl)biphenyl-4-carboxamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(thiazol-- 4-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1,3,4-ox- adiazol-2-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(6-methox- ypyridin-3-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-morpholin- obenzamide; 4-cyclopropyl-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethy- l)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1-methyl- cyclopropyl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(trifluor- omethyl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(oxazol-5- -yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1-methyl- -1H-1,2,4-triazol-5-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(5-methyl- thiazol-2-yl)benzamide; 4-(5-cyanothiazol-2-yl)-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclo- hexyl)ethyl)benzamide; 4-chloro-N-(1-((1s,4s)-4-(6-(trifluoromethyl)quinolin-4-yl)cylcohexyl)pro- pyl)benzamide; 4-(1H-pyrrol-1-yl)-N-(1-((1 s, 4S)-4-(6-(trifloromethyl)quinolin-4-yl)cyclohexyl)propyl)benzamide; N-(1-(4-(6-fluoroquinolin-4-yl)cyclohexyl)propyl)-4-(thiazol-2-yl)benzami- de; or N-(1-(4-(6-fluoroquinolin-4-yl)cyclohexyl)propyl)bi-phenyl-4-carbox- amide; or a pharmaceutically acceptable salt thereof.

4. The method of claim 2, wherein the G is substituted with halogen.

5. The method of claim 1, wherein R.sup.5 is H.

6. The method of claim 1, wherein R.sup.6 is H or C.sub.1-C.sub.6 alkyl.

7. The method of claim 1, wherein R.sup.6 is H.

8. The method of claim 1, wherein R.sup.3 and R.sup.4 are independently hydrogen or optionally substituted C.sub.1-C.sub.6 alkyl.

9. The method of claim 1, wherein the compound is: 4-Chloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)benza- mide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-2-meth- ylbenzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-3-methylben- zamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-me- thylbenzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-2-methoxybe- nzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-3-m- ethoxybenzamide; 2-fluoro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide; 3-fluoro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)et- hyl)benzamide; 2-chloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide; 3-chloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)et- hyl)benzamide; 3,4-dichloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl- )benzamide; 4-fluoro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-[1,1- '-biphenyl]-3-carboxamide; 3,5-dichloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl- )benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-methoxybe- nzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-[1,- 1'-biphenyl]-2-carboxamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-[1,1'-biphe- nyl]-4-carboxamide; 4-cyano-N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)benzamid- e; 5-(3-fluoro-4-methoxyphenyl)-N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cy- clohexyl)ethyl)picolinamide; (R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)-N-methylethanamine; N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1H-pyrrol-1-- yl)benzamide; N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1H-imidazol-- 1-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(5-methyl- -1,3,4-oxadiazol-2-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(pyrazin-- 2-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(pyrimidi- n-5-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1-methyl- -1H-imidazol-4-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(2-methox- ypyrimidin-4-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(6-methyl- sulfonyl)pyridin-3-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(2-methyl- thiazol-5-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(5-methox- ypyridin-2-yl)benzamide; 4-(2-cyanopyrimidin-5-yl)-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyc- lohexyl)ethyl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(2-methox- ythiazol-4-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4'-(2-hydro- xypropan-2-yl)biphenyl-4-carboxamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(thiazol-- 4-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1,3,4-ox- adiazol-2-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(6-methox- ypyridin-3-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-morpholin- obenzamide; 4-cyclopropyl-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethy- l)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1-methyl- cyclopropyl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(trifluor- omethyl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(oxazol-5- -yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(1-methyl- -1H-1,2,4-triazol-5-yl)benzamide; N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-4-(5-methyl- thiazol-2-yl)benzamide; or 4-(5-cyanothiazol-2-yl)-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclo- hexyl)ethyl)benzamide; or a pharmaceutically acceptable salt thereof.

10. The method of claim 1, further comprising administering to said human an effective amount of at least one additional therapeutic agent.

11. The method of claim 1, wherein the compound is 4-Chloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide or a pharmaceutically acceptable salt, hydrate or solvate thereof.

12. The method of claim 1, wherein the compound is N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-3-methylben- zamide or a pharmaceutically acceptable salt, hydrate or solvate thereof.

13. The method of claim 1, wherein the compound is N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)-2-methoxybe- nzamide or a pharmaceutically acceptable salt, hydrate or solvate thereof.

14. The method of claim 1, wherein the compound is 2-fluoro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide or a pharmaceutically acceptable salt, hydrate or solvate thereof.

15. The method of claim 1, wherein the compound is 3-chloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide or a pharmaceutically acceptable salt, hydrate or solvate thereof.

16. The method of claim 1, wherein the compound is 3,4-dichloro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl- )benzamide or a pharmaceutically acceptable salt, hydrate or solvate thereof.

17. The method of claim 1, wherein the compound is 4-fluoro-N--((R)-1-((1s,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)ben- zamide or a pharmaceutically acceptable salt, hydrate or solvate thereof.

18. The method of claim 1, wherein the compound is 4-cyano-N--((R)-1-(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethyl)benzamid- e or a pharmaceutically acceptable salt, hydrate or solvate thereof.

19. The method of claim 10, wherein the additional therapeutic agent is an immuno-oncology agent.

20. The method of claim 19, wherein the immune-oncology agent is ipilimumab, nivolumab or pembroluzimab.

21. The method of claim 9, further comprising administering to said human an effective amount of at least one additional therapeutic agent.

22. The method of claim 21, wherein the additional therapeutic agent is an immuno-oncology agent.

23. The method of claim 22, wherein the immune-oncology agent is ipilimumab, nivolumab or pembroluzimab.

Details for Patent 10,206,893

Applicant Tradename Biologic Ingredient Dosage Form BLA Approval Date Patent No. Expiredate
Bristol-myers Squibb Company YERVOY ipilimumab Injection 125377 03/25/2011 ⤷  Try a Trial 2034-11-05
Bristol-myers Squibb Company OPDIVO nivolumab Injection 125554 12/22/2014 ⤷  Try a Trial 2034-11-05
Bristol-myers Squibb Company OPDIVO nivolumab Injection 125554 10/04/2017 ⤷  Try a Trial 2034-11-05
Bristol-myers Squibb Company OPDIVO nivolumab Injection 125554 08/27/2021 ⤷  Try a Trial 2034-11-05
>Applicant >Tradename >Biologic Ingredient >Dosage Form >BLA >Approval Date >Patent No. >Expiredate

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