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US 7,071,213 B2Granted
Cannabinoid receptor ligands
AssigneeSchering Corporation
InventorsRichard J. Friary, Joseph A. Kozlowski, Bandarpalle B. Shankar, Michael K. C. Wong, Guowei Zhou, Brian J. Lavey, Neng-Yang Shih, Ling Tong, Lei Chen, Youheng Shu
Life of this patent
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Abstract
There are disclosed compounds of the formula I: or a pharmaceutically acceptable salt of the compound, which exhibit anti-inflammatory and immunomodulatory activity. Also disclosed are pharmaceutical compositions containing said compounds.
Claims20
A compound of the formula I:
- or a pharmaceutically acceptable salt or solvate of said compound, wherein:
- L1 is —S(O2)—;
- L3 is —C(O)— or —S(O2)—;
- R1 is selected from the group consisting of H, alkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, heterocyclylalkyl, —NHR7, —N(R7)2, —Si(alkyl)n(aryl)3-n, substituted aryl and substituted or unsubstituted heteroaryl,
- wherein each substituted aryl or heteroaryl can be independently substituted with one to five moieties which can be the same or different and are independently selected from the group consisting of halogen, alkyl, cycloalkyl, cycloalkylalkyl, haloalkyl, haloalkoxy, alkoxy, —N(R7)2, —C(O)OR7, —C(O)N(R7)2, —NC(O)R7, —NC(O)OR7, —NC(O)N(R7)2, —NO2, —CN, —S(O2)R7, —S(O2)N(R7)2, —NC(═N—CN)NHR7, and OH;
- R2 is H, —OH, halogen, —N(R7)2—, —CF3, alkoxy, alkyl, haloalkyl, cycloalkyl or cycloalkylalkyl;
- R3 and R4 are the same or different, and are independently H or alkyl;
- R5 is H or alkyl;
- R6 is selected from the group consisting of H, alkyl, haloalkyl, cycloalkyl, NHR7, N(R7)2, aryl and heteroaryl, wherein each said aryl and heteroaryl can be unsubstituted or optionally independently substituted with one to five moieties which moieties can be the same or different and are independently selected from the group consisting of halogen, alkyl, cycloalkyl, haloalkyl, haloalkoxy, alkoxy and OH;
- R7 is selected from H, alkyl, haloalkyl, cycloalkyl, heterocyclylalkyl, aryl and heteroaryl, wherein each of said aryl and heteroaryl can be unsubstituted or optionally independently substituted with one to five moieties which moieties can be the same or different and are independently selected from the group consisting of halogen, alkyl, cycloalkyl, haloalkyl, haloalkoxy, alkoxy and/or OH;
- A is indolyl;
- X is independently selected from the group consisting of H, halogen, alkyl, cycloalkyl, haloalkyl, hydroxy, alkoxy, alkoxycarbonyl, haloalkoxy, —N(R7)2, —N(R7)(C(O)R7), —N(R7)(C(O)OR7), —NO2, oxide, and —CN;
- and
- n is 1,
- with the proviso that (i) the two R7 moieties in —N(R7)2 can be the same or different and are independently selected, and (ii) the moiety —N(R5)-L3—R6 can optionally form a ring system.
12 more elements
Dependencies are inferred from the claim text.