BML-190 (Synonyms: BML-190, Indomethacin Morpholinylamide, LM-4131)

BML-190(IMMA) is a potent and selective CB2 receptor ligand (Ki values = 435 nM)

The cannabinoid receptor (CB1 and CB2) is a member of G-protein coupled receptor (GPCR) which plays a significant role in physiologic processes such as cognitive and immune functions.

In HEK-293 cells expressing human Cb2 receptor, BML-190 promoted the forskoline-stimulated accumulation of cAMP. BML-190 also reduced the basal level production of inositol phosphate the CB(2) receptor and 16z44-expressing cells. [1]

BML-190 played a role in LPS (lipopolysaccharide)-activated inflammation [2] and in lowering human cytokine secretion and monocytic cell neurotoxicity [3]. It activated fibroblastic colony formation [4] and moderated collagen-induce arthritis [5].

References:
[1] New DC, Wong YH.  BML-190 and AM251 act as inverse agonists at the human cannabinoid CB2 receptor: signalling via cAMP and inositol phosphates.  FEBS Lett. 2003 Feb 11;536(1-3):157-60.  PubMed PMID: 12586356.
[2] Chang YH, Lee ST, Lin WW.  Effects of cannabinoids on LPS-stimulated inflammatory mediator release from macrophages: involvement of eicosanoids.  J Cell Biochem.  2001;81(4):715-23. PubMed PMID: 11329626.
[3] Klegeris A, Bissonnette CJ, McGeer PL.  Reduction of human monocytic cell neurotoxicity and cytokine secretion by ligands of the cannabinoid-type CB2 receptor.  Br J Pharmacol. 2003 Jun;139(4):775-86. PubMed PMID: 12813001; PubMed Central PMCID: PMC1573900. 
[4] Scutt A, Williamson EM.  Cannabinoids stimulate fibroblastic colony formation by bone marrow cells indirectly via CB2 receptors.  Calcif Tissue Int. 2007 Jan;80(1):50-9.  Epub 2007 Jan 4. PubMed PMID: 17205329.
[5] Zhang L, Zhang X, Wu P, Li H, Jin S, Zhou X, Li Y, Ye D, Chen B, Wan J.  BML-111, a lipoxin receptor agonist, modulates the immune response and reduces the severity of collagen-induced arthritis.  Inflamm Res. 2008 Apr;57(4):157-62. doi: 10. 1007/s00011-007-7141-z. PubMed PMID: 18648754.
[6] Zhang Q, Ma P, Cole RB, Wang G.  In vitro metabolism of indomethacin morpholinylamide (BML-190), an inverse agonist for the peripheral cannabinoid receptor (CB(2)) in rat liver microsomes.  Eur J Pharm Sci. 2010 Sep 11;41(1):163-72.  doi: 10.1016/j.ejps.2010.06.004. Epub 2010 Jun 11. PubMed PMID: 20542112; PubMed Central PMCID: PMC2907062.