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
3D model (Jmol)	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]

References

1 2 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.

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