SB-612,111 - Misplaced Pages

Chemical compound Pharmaceutical compound

SB-612,111
Clinical data

Other names	SB-612,111
Identifiers
IUPAC name (5S,7S)-7-{methyl}-1-methyl-6,7,8,9-tetrahydro-5H-benzoannulen-5-ol
CAS Number	371980-98-2
PubChem CID	10047612
IUPHAR/BPS	1693
ChemSpider	8223175
ChEMBL	ChEMBL559569
CompTox Dashboard (EPA)	DTXSID301027159 DTXSID40610405, DTXSID301027159
Chemical and physical data
Formula	C₂₄H₂₉Cl₂NO
Molar mass	418.40 g·mol
3D model (JSmol)	Interactive image Interactive image
SMILES CC1=CC=CC2=C1CC(C2O)CN3CCC(CC3)C4=C(C=CC=C4Cl)Cl CC1=C2CC(C(C2=CC=C1)O)CN3CCC(CC3)C4=C(C=CC=C4Cl)Cl
InChI InChI=1S/C24H29Cl2NO/c1-16-4-2-5-20-19(16)9-8-17(14-23(20)28)15-27-12-10-18(11-13-27)24-21(25)6-3-7-22(24)26/h2-7,17-18,23,28H,8-15H2,1H3/t17-,23-/m0/s1 Key:OHRDCQFCAWLDBP-SBUREZEXSA-N
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SB-612,111 is an opioid receptor ligand which is a potent and selective antagonist for the nociceptin receptor (ORL-1), several times more potent than the older drug J-113,397. It does not have analgesic effects in its own right, but prevents the development of hyperalgesia, and also shows antidepressant effects in animal studies.

References

Spagnolo B, Carrà G, Fantin M, Fischetti C, Hebbes C, McDonald J, et al. (June 2007). "Pharmacological characterization of the nociceptin/orphanin FQ receptor antagonist SB-612111 methyl]-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol]: in vitro studies". The Journal of Pharmacology and Experimental Therapeutics. 321 (3): 961–7. doi:10.1124/jpet.106.116764. PMID 17329552. S2CID 17504101.
Zaratin PF, Petrone G, Sbacchi M, Garnier M, Fossati C, Petrillo P, et al. (February 2004). "Modification of nociception and morphine tolerance by the selective opiate receptor-like orphan receptor antagonist (-)-cis-1-methyl-7-4-(2,6-dichlorophenyl)piperidin-1-yl]methyl]-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol (SB-612111)". The Journal of Pharmacology and Experimental Therapeutics. 308 (2): 454–61. doi:10.1124/jpet.103.055848. PMID 14593080. S2CID 8036750.
Rizzi A, Gavioli EC, Marzola G, Spagnolo B, Zucchini S, Ciccocioppo R, et al. (June 2007). "Pharmacological characterization of the nociceptin/orphanin FQ receptor antagonist SB-612111 methyl]-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol]: in vivo studies". The Journal of Pharmacology and Experimental Therapeutics. 321 (3): 968–74. doi:10.1124/jpet.106.116780. PMID 17329551. S2CID 2557475.