LR132

LR132
Identifiers
	IUPAC name (+)-3,4-dichloro-N-[(1R,2S)-2-(1-pyrrolidinyl)cyclohexyl]benzeneethanamine;
CAS Number	135211-15-3 ;
PubChem CID	5471948;
ChemSpider	4581994;
UNII	K7C7XKK3P3;
ChEMBL	ChEMBL320828;
CompTox Dashboard (EPA)	DTXSID201030387 ;
Chemical and physical data
Formula	C18H26Cl2N2
Molar mass	341.32 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1cc(c(cc1CCN[C@H]2CCCC[C@H]2N3CCCC3)Cl)Cl;
	InChI InChI=1S/C18H26Cl2N2/c19-15-8-7-14(13-16(15)20)9-10-21-17-5-1-2-6-18(17)22-11-3-4-12-22/h7-8,13,17-18,21H,1-6,9-12H2/t17-,18+/m0/s1; Key:NREHOBGKKWFKES-ZWKOTPCHSA-N;

LR132 or (+)-3,4-dichloro-N-[(1R,2S)-2-(1-pyrrolidinyl)cyclohexyl]benzeneethanamine is a selective sigma receptor antagonist, with a reported binding affinity of K_i = 2 ± 0.1 nM for the sigma-1 receptor and more than 350 times selectivity over the sigma-2 receptor.^[1]

Consistent with other reported sigma receptor antagonists, pretreating Swiss Webster mice with LR132 significantly decreases the convulsivity and lethality of cocaine.^[1]

References

^ ^a ^b Matsumoto RR, McCracken KA, Friedman MJ, Pouw B, De Costa BR, Bowen WD (2001). "Conformationally restricted analogs of BD1008 and an antisense oligodeoxynucleotide targeting sigma1 receptors produce anti-cocaine effects in mice". Eur. J. Pharmacol. 419 (2–3): 163–74. doi:10.1016/s0014-2999(01)00968-2. PMID 11426838.

[Matsumoto_2001-1] Matsumoto RR, McCracken KA, Friedman MJ, Pouw B, De Costa BR, Bowen WD (2001). "Conformationally restricted analogs of BD1008 and an antisense oligodeoxynucleotide targeting sigma1 receptors produce anti-cocaine effects in mice". Eur. J. Pharmacol. 419 (2–3): 163–74. doi:10.1016/s0014-2999(01)00968-2. PMID 11426838.

[1]

See also

References