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 Ki = 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
  • (S)-2-[2-(3,4-dichlorophenyl)ethyl]octahydropyrrolo[1,2-a]pyrazine
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H20Cl2N2
Molar mass299.24 g·mol−1
3D model (JSmol)
  • Clc1ccc(cc1Cl)CCN3C[C@H]2N(CCC2)CC3
  • 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

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.
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