743449-20-9

Basic information

• Product Name: 3-[4-(2-butoxyphenyl)-piperazin-1-yl]-propionitrile
• Synonyms: 3-[4-(2-butoxyphenyl)-piperazin-1-yl]-propionitrile
• CAS NO: 743449-20-9
• Molecular Weight: 287.405
• Mol File: 743449-20-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-[4-(2-butoxyphenyl)-piperazin-1-yl]-propionitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[4-(2-butoxyphenyl)-piperazin-1-yl]-propionitrile(743449-20-9)
• EPA Substance Registry System: 3-[4-(2-butoxyphenyl)-piperazin-1-yl]-propionitrile(743449-20-9)

Safety Data

• Hazardous Substances Data: 743449-20-9(Hazardous Substances Data)

Usage

Chemical Structure

The compound consists of a propionitrile group attached to a piperazine ring substituted with a butoxyphenyl group.

Classification

Piperazine derivative

Therapeutic Target

Selective serotonin 5-HT1D receptor antagonist

Mode of Action

Blocks 5-HT1D receptors

Potential Therapeutic Effects

Investigated for treating migraine headaches and cluster headaches

Mechanism of Action

Prevents the constriction of blood vessels in the brain

Therapeutic Potential

Believed to alleviate migraine and cluster headaches by inhibiting vasoconstriction

Research Status

Further investigations are necessary to comprehend its full therapeutic applications.

Upstream product

• 107-13-1 acrylonitrile 
• 106476-37-3 1-(o-butoxyphenyl)piperazine 

Downstream Products

• 740831-54-3 1-(2-butoxyphenyl)-4-[2-(1H-tetrazol-5-yl)-ethyl]-piperazine 

Relevant articles and documents

Optically active antifungal azoles: Synthesis and antifungal activity of (2R,3S)-2-(2,4-difluorophenyl)-3-(5-{2-[4-aryl-piperazin-1-yl]-ethyl} -tetrazol-2-yl/1-yl)-1-[1,2,4]-triazol-1-yl-butan-2-ol

A series of (2R,3S)-2-(2,4-difluorophenyl)-3-(5-{2-[4-aryl-piperazin-1-yl]- ethyl}-tetrazol-2-yl)-1-[1,2,4]-triazol-1-yl-butan-2-ol (11a-n) and (2R,3S)-2-(2,4-difluorophenyl)-3-(5-{2-[4-aryl-piperazin-1-yl]-ethyl} -tetrazole-1-yl)-1-[1,2,4]-triazol-1-yl-butan-2-ol (12a-n) has been synthesized. The antifungal activity of compounds was evaluated by in vitro agar diffusion and broth dilution assay. Compounds 11d and its positional isomer 12d having 3-trifluoromethyl substitution on the phenyl ring of piperazine demonstrated significant antifungal activity against variety of fungal cultures (Candida spp. C. neoformans and Aspergillus spp.). The compound 12d showed MIC value of 0.12μg/mL for C. albicans, C. albicans V-01-191A-261 (resistant strain); 0.25μg/mL for C. tropicalis, C. parapsilosis ATCC 22019 and C. krusei and MIC value of 0.5μg/mL for C. glabrata, C. krusei ATCC 6258, which is comparable to itraconazole and better than fluconazole. Further, compound 11d showed significant activity (MIC; 0.25-0.5μg/mL) against Candida spp. and strong anticryptococcal activity (MIC; 0.25μg/mL) against C. neoformans.