BD1031

BD1031

Identifiers
IUPAC name (R)-2-[2-(3,4-dichlorophenyl)ethyl]octahydropyrrolo[1,2-a]pyrazine
CAS Number	150208-44-9
ChemSpider	23166168
Chemical and physical data
Formula	C15H20Cl2N2
Molar mass	299.24 g·mol^−1
3D model (JSmol)	Interactive image
SMILES c1cc(c(cc1CCN2CCN3CCC[C@@H]3C2)Cl)Cl
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-/m1/s1 Key:IGVDQXLOMXGWKN-CYBMUJFWSA-N

BD1031 or (R)-2-[2-(3,4-dichlorophenyl)ethyl]octahydropyrrolo[1,2-a]pyrazine is a selective sigma receptor agonist, with a reported binding affinity of K_i = 1 ± 0.2 nM for the sigma-1 receptor and 80 times selectivity over the sigma-2 receptor.^[1] The enantiomer of BD1031 is known as BD1018.

Consistent with other reported sigma receptor agonists, BD1031 increases the behavioural toxicity of cocaine in Swiss Webster mice.^[1]

See also

• BD1008

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.