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501927-29-3

Basic Information
CAS No.: 501927-29-3
Name: MN-25
Article Data: 1
Molecular Structure:
Molecular Structure of 501927-29-3 (MN-25)
Formula: C27H39N3O3
Molecular Weight: 453.625
Synonyms: 7-Methoxy-2-methyl-1-[2-(4-morpholinyl)ethyl]-N-[(1S,2S,4R)-1,3,3 -trimethylbicyclo[2.2.1]hept-2-yl]-1H-indole-3-carboxamide;
PSA: 59.22000
LogP: 4.74780
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Specification

MN-25 (UR-12) is a drug invented by Bristol-Myers Squibb, that acts as a reasonably selective agonist of peripheral cannabinoid receptors. It has moderate affinity for CB2 receptors with a Ki of 11nM, but 22x lower affinity for the psychoactive CB1 receptors with a Ki of 245nM. The indole 2-methyl derivative has the ratio of affinities reversed however, with a Ki of 8nM at CB1 and 29nM at CB2, which contrasts with the usual trend of 2-methyl derivatives having increased selectivity for CB2 (cf. JWH-018 vs JWH-007, JWH-081 vs JWH-098).
2-methyl derivative; Chemically, it is closely related to another indole-3-carboxamide synthetic cannabinoid, Org 28611, but with a different cycloalkyl substitution on the carboxamide, and the cyclohexylmethyl group replaced by morpholinylethyl, as in JWH-200 or A-796,260. Early compounds such as these have subsequently led to the development of a large number of related indole-3-carboxamide cannabinoid ligands.