138356-08-8

Usage

Uses

Used in Pharmaceutical Industry:
BD 1008 DIHYDROBROMIDE is used as an α receptor antagonist for attenuating the biochemical effects of cocaine. It helps in reducing the impact of cocaine on the body by blocking its interaction with the α receptors.
BD 1008 DIHYDROBROMIDE is also used as a potential agent for preventing neuropathic pain following chemotherapy. Its application in this context is based on its ability to modulate the biochemical processes that contribute to the development of neuropathic pain, providing relief and improving the quality of life for patients undergoing chemotherapy.

Biological Activity

Potent and selective σ -ligand; K i against [ 3 H]-(+)-3-PPP = 0.34 nM.

InChI:InChI=1/C15H22Cl2N2/c1-18(10-11-19-7-2-3-8-19)9-6-13-4-5-14(16)15(17)12-13/h4-5,12H,2-3,6-11H2,1H3

Upstream product

• 116763-50-9 N-[2-(3,4-dichlorophenyl)acetyl]-N-methyl-2-(1-pyrrolidinyl)ethylamine 
• 32776-22-0 1-(2-methylaminoethyl)pyrrolidine 
• 5807-30-7 3,4-dichlorophenyl acetic acid 
• 7250-67-1 1-(2-chloroethyl)pyrrolidine hydrochloride 

Downstream Products

• 141044-95-3 N-<2-(2-nitro-4,5-dichlorophenyl)-1-ethyl>-N-methyl-2-(1-pyrrolidinyl)ethylamine 

Relevant academic research and scientific papers

Synthesis, characterization, and biological evaluation of a novel class of N-(arylethyl)-N-alkyl-2-(1-pyrrolidinyl)ethylamines: Structural requirements and binding affinity at the σ receptor

By synthesizing and testing a part-structure, N-[2-(3,4- dichlorophenyl)ethyl]-N-methyl-2-(1-pyrrolidinyl)ethylamine (3), derived from our previously reported high affinity σ receptor ligands (1S,2R)-(-)-N-[2- (3,4-dichlorophenyl)-ethyl]-N-methyl-2-(1-pyrrolidinyl)cyclohexylamine [(-)- 2] and (+)-2, we have identified a novel class of superpotent (subnanomolar affinity) σ ligands specific for the σ receptor labeled by [3H]-(+)-3-PPP. When 3 was tested for its capacity to displace [3H]-(+)-3-PPP from guinea pig brain membranes, it exhibited a K(i) of 0.34 nM, which is better than either of its parent compounds (-)-2 (K(i) = 1.3 nM) and (+)-2 (K(i) = 6.0 nM). Other compounds related to 3 such as N-[2-(3,4-dichlorophenyl)ethyl]-N- methyl-2-(1-homopiperidinyl)ethylamine (19) exhibited K(i) = 0.17 nM ([3H]- (+)-3-PPP). The determinants for high σ receptor affinity of 3 were examined by manipulation of this structure in a number of different ways. The high efficacy of these compounds for the σ receptor, their relative chemical simplicity and ease of synthesis, and their high degree of selectivity identifies N-[2-(3,4-dichlorophenyl)ethyl]-N-methyl-2-(1- pyrrolidinyl)ethylamine (3) and related compounds as a highly promising base for determination of the functional role of σ receptors as well as the development of novel therapeutic agents.