BD1018

BD1018 or (S)-2-[2-(3,4-dichlorophenyl)ethyl]octahydropyrrolo[1,2-a]pyrazine is a selective sigma receptor ligand, with a reported binding affinity of K_i = 5 ± 0.7 nM for the sigma-1 receptor and approximately 10 times selectivity over the sigma-2 receptor.[1] Unlike its enantiomer, BD1031, BD1018 acts as a sigma receptor antagonist.[1]

BD1018

Identifiers
IUPAC name (S)-2-[2-(3,4-dichlorophenyl)ethyl]octahydropyrrolo[1,2-a]pyrazine
CAS Number	150208-42-7
PubChem CID	9796317
ChemSpider	7972083
CompTox Dashboard (EPA)	DTXSID80430866
Chemical and physical data
Formula	C15H20Cl2N2
Molar mass	299.24 g·mol^−1
3D model (JSmol)	Interactive image
SMILES Clc1ccc(cc1Cl)CCN3C[C@H]2N(CCC2)CC3
InChI InChI=1S/C15H20Cl2N2/c16-14-4-3-12(10-15(14)17)5-7-18-8-9-19-6-1-2-13(19)11-18/h3-4,10,13H,1-2,5-9,11H2/t13-/m0/s1 Key:IGVDQXLOMXGWKN-ZDUSSCGKSA-N

Consistent with other reported sigma receptor antagonists, BD1018 decreases the behavioural toxicity of cocaine in Swiss Webster mice.[1]

See also

• BD1008
• BD1031

References

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.