149691-83-8

Basic information

• Product Name: 1-(3-amino-3-phenylpropionyl)-4-[(2-methyl-pyridin-3-yl)cyanomethyl]piperazine
• Synonyms: 1-(3-amino-3-phenylpropionyl)-4-[(2-methyl-pyridin-3-yl)cyanomethyl]piperazine
• CAS NO: 149691-83-8
• Molecular Weight: 363.462
• Mol File: 149691-83-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(3-amino-3-phenylpropionyl)-4-[(2-methyl-pyridin-3-yl)cyanomethyl]piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-amino-3-phenylpropionyl)-4-[(2-methyl-pyridin-3-yl)cyanomethyl]piperazine(149691-83-8)
• EPA Substance Registry System: 1-(3-amino-3-phenylpropionyl)-4-[(2-methyl-pyridin-3-yl)cyanomethyl]piperazine(149691-83-8)

Safety Data

• Hazardous Substances Data: 149691-83-8(Hazardous Substances Data)

Upstream product

• 149691-38-3 1-(tert-butoxycarbonyl)-4-((2-methyl-3-pyridyl)cyanomethyl)piperazine 
• 77278-93-4 1-(tert-butoxycarbonyl)-4-((2-pyridyl)methyl)piperazine 
• 149691-39-4 1-((2-methyl-3-pyridyl)cyanomethyl)piperazine 
• 55579-01-6 1-(pyridine-2-ylmethyl)piperazine 
• 6959-47-3 2-chloromethylpyridine hydrochloride 
• 14676-01-8 3-(tert-butoxycarbonylamino)-3-phenylpropanoic acid 
• 149691-82-7 1-(3-(N-(tert-butoxycarbonyl)amino)-3-phenylpropanoyl)-4-((2-methyl-3-pyridyl)cyanomethyl)piperazine 

Downstream Products

• 149692-12-6 1-(3-((N-phenoxycarbonyl)amino)-3-phenylpropanoyl)-4-((2-methyl-3-pyridyl)cyanomethyl)piperazine 
• 149692-09-1 UR 12519 

Relevant articles and documents

Synthesis and Structure-Activity Relationships of 1-Acyl-4-(2-methyl-3-pyridyl)cyanomethyl)piperazines as PAF Antagonists

A second generation of (cyanomethyl)piperazines, 1-acyl-4-((2-methyl-3-pyridyl)cyanomethyl)piperazines, with increased oral activity was prepared and evaluated in vitro in PAF-induced platelet aggregation assay (PAG) and in vivo in a PAF-induced hypotension test in normotensive rats (HYP).Oral activity was ascertained through a PAF-induced mortality test in mice (MOR).Attachment of a methyl group at position 2 of our earlier pyridine derivatives resulted in an improvement of 1 order of magnitude or greater in the ID50 of the oral test.Three different types of acylsubstituents of similar potency emerge from this work: N-(diphenylmethylamino)acetyl, 3-substituted 3-hydroxy-3-phenylpropionyl, and N-substituted 3-amino-3-phenylpropionyl groups.The most interesting compounds, 26 (UR-12460, PAG IC50 = 0.040 μM, HYP, ID50 = 0.021 mg/kg iv, MOR, ID50 = 0.30 mg/kg po) and 58 (UR-12519, PAG IC50 = 0.041 μM, HYP, ID50 = 0.015 mg/kg iv, MOR, ID50 = 0.044 mg/kg po), compare favorably with WEB-2086.Compounds 26 and 58 were also tested in active anaphylactic shock (AAS) and endotoxin-induced mortality (EIM) tests.On the basis of these data, compounds 26 and 58 have been selected for further pharmacological development.