BML-190

BML-190

Systematic (IUPAC) name
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-1-morpholin-4-ylethanone
Identifiers
CAS Number	2854-32-2
PubChem	CID 2415
ChemSpider	2321
Chemical data
Formula	C23H23ClN2O4
Molar mass	426.892
SMILES C4COCCN4C(=O)Cc(c(c1cc2)cc2OC)c(C)n1C(=O)c3ccc(Cl)cc3
InChI InChI=1S/C23H23ClN2O4/c1-15-19(14-22(27)25-9-11-30-12-10-25)20-13-18(29-2)7-8-21(20)26(15)23(28)16-3-5-17(24)6-4-16/h3-8,13H,9-12,14H2,1-2H3 Key:BJSDNVVWJYDOLK-UHFFFAOYSA-N
(what is this?)  (verify)

BML-190 (Indomethacin morpholinylamide) is a drug used in scientific research that acts as a selective CB₂ inverse agonist.^[1] BML-190 is structurally derived from the NSAID indomethacin but has a quite different biological activity.^[2] The activity produced by this compound is disputed, with some sources referring to it as a CB₂ agonist rather than an inverse agonist;^[3][4] this may reflect an error in classification, or alternatively it may produce different effects in different tissues, and more research is required to resolve this dispute.

References

1. New, DC; Wong, YH (2003). "BML-190 and AM251 act as inverse agonists at the human cannabinoid CB2 receptor: signalling via cAMP and inositol phosphates". FEBS Letters 536 (1–3): 157–60. doi:10.1016/S0014-5793(03)00048-6. PMID 12586356.
2. Klegeris, A; Bissonnette, CJ; McGeer, PL (2003). "Reduction of human monocytic cell neurotoxicity and cytokine secretion by ligands of the cannabinoid-type CB2 receptor". British Journal of Pharmacology 139 (4): 775–86. doi:10.1038/sj.bjp.0705304. PMC 1573900. PMID 12813001.
3. Melck, D; De Petrocellis, L; Orlando, P; Bisogno, T; Laezza, C; Bifulco, M; Di Marzo, V (2000). "Suppression of nerve growth factor Trk receptors and prolactin receptors by endocannabinoids leads to inhibition of human breast and prostate cancer cell proliferation". Endocrinology 141 (1): 118–26. doi:10.1210/en.141.1.118. PMID 10614630.
4. Scutt, A; Williamson, EM (2007). "Cannabinoids stimulate fibroblastic colony formation by bone marrow cells indirectly via CB2 receptors". Calcified tissue international 80 (1): 50–9. doi:10.1007/s00223-006-0171-7. PMID 17205329.