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US 12,486,228 B2Granted
N-substituted indoles and use as allosteric modulators of cannabinoid receptors
AssigneeNortheastern University
InventorsGaneshsingh A. Thakur, Sumanta Garai
Life of this patent
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Abstract
Heteroaromatic compounds are provided which are allosteric modulators of the cannabinoid receptors and which are useful for the treatment of glaucoma, pain, neuropathic pain, post-traumatic stress disorder (PTSD), and neurodegenerative diseases such as Huntington's disease, Alzheimer's disease, Parkinson's disease, multiple sclerosis, and other diseases where cannabinoid receptors are involved.
Claims19
A compound having a structure according to Formula I
- wherein
- X and Y are CH;
- Z is (CH2)k, and k is 0 to 4;
- A is an unsaturated carbocyclic ring and n is 2;
- B is phenyl or a 5 to 6 membered heteroaryl ring;
- R1 is H, OH, ═CH2, or C1 to C5 alkyl, linear or branched, optionally substituted with CO2H, CONH2, or —C═C—;
- R2 is H, halogen, or alkyl;
- R4 is H, halogen, alkoxy, OH, alkyl, haloalkyl, optionally substituted, alkyne, NO2, CN, CO2R, NR2, a deuterated alkyl group, a five- or six-membered heterocyclic ring, a (hetero)aromatic ring, or SO2NHR, wherein R is independently H or alkyl, optionally substituted;
- R3 is H;
- R5 is H;
- R6 is CO2H;
- (CHR7)pCO2R7;
- CN;
- CONH2;
- alkoxy;
- CONR7R8;
- aryl;
- heterocyclic ring;
- CH═CHCO2R7;
- or (CHR7)yCOR7;
- wherein R7 and R8, including each of R7, is independently H or alkyl, optionally substituted, p is 2 to 4 and y is 0 to 4;
- * represents a chiral center;
- and
- m is 0 to 5, with the proviso that, when m=0, R1 and R6 are bonded to the atom marked with *.
21 more elements
A compound having a structure selected from the group consisting of
Dependencies are inferred from the claim text.