SB-612,111

SB-612,111

Identifiers
IUPAC name (5S,7S)-7-{[4-(2,6-dichlorophenyl)piperidin-1-yl]methyl}-1-methyl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-ol
Synonyms	SB-612,111
CAS Number	371980-98-2
PubChem (CID)	10047612
IUPHAR/BPS	1693
ChemSpider	8223175
ChEMBL	CHEMBL559569
Chemical and physical data
Formula	C24H29Cl2NO
Molar mass	418.398 g/mol
3D model (Jmol)	Interactive image
SMILES CC1=CC=CC2=C1CC[C@@H](C[C@@H]2O)CN3CCC(CC3)C4=C(C=CC=C4Cl)Cl CC1=C2CC[C@@H](C[C@@H](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.^[1] It does not have analgesic effects in its own right, but prevents the development of hyperalgesia,^[2] and also shows antidepressant effects in animal studies.^[3]

See also

• JTC-801
• J-113,397
• LY-2940094

References

1. Spagnolo, B; Carrà, G; Fantin, M; Fischetti, C; Hebbes, C; McDonald, J; Barnes, TA; Rizzi, A; et al. (2007). "Pharmacological characterization of the nociceptin/orphanin FQ receptor antagonist SB-612111 (−)-cis-1-methyl-7-4-(2,6-dichlorophenyl)piperidin-1-ylmethyl-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.
2. Zaratin, PF; Petrone, G; Sbacchi, M; Garnier, M; Fossati, C; Petrillo, P; Ronzoni, S; Giardina, GA; Scheideler, MA (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-ylmethyl-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.
3. Rizzi, A; Gavioli, EC; Marzola, G; Spagnolo, B; Zucchini, S; Ciccocioppo, R; Trapella, C; Regoli, D; Calò, G (2007). "Pharmacological characterization of the nociceptin/orphanin FQ receptor antagonist SB-612111 (−)-cis-1-methyl-7-4-(2,6-dichlorophenyl)piperidin-1-ylmethyl-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.