14247-04-2

Basic information

• Product Name: 4-amino-1-benzyl-1,2,5,6-tetrahydropyridine-3-carbonitrile
• Synonyms: 4-amino-1-benzyl-1,2,5,6-tetrahydropyridine-3-carbonitrile
• CAS NO: 14247-04-2
• Molecular Formula: C₁₃H₁₅N₃
• Molecular Weight: 213.2783
• Mol File: 14247-04-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 433°Cat760mmHg
• Flash Point: 215.7°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 1.06E-07mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 4-amino-1-benzyl-1,2,5,6-tetrahydropyridine-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-1-benzyl-1,2,5,6-tetrahydropyridine-3-carbonitrile(14247-04-2)
• EPA Substance Registry System: 4-amino-1-benzyl-1,2,5,6-tetrahydropyridine-3-carbonitrile(14247-04-2)

Safety Data

• Hazardous Substances Data: 14247-04-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H15N3/c14-8-12-10-16(7-6-13(12)15)9-11-4-2-1-3-5-11/h1-5H,6-7,9-10,15H2

Upstream product

• 782-87-6 N-benzylbis(2-cyanoethyl)amine 
• 706-03-6 3-(benzylamino)propionitrile 
• 100-46-9 benzylamine 
• 100-39-0 benzyl bromide 
• 111-94-4 3,3'-Iminodipropionitrile 

Downstream Products

• 1030328-96-1 (±)-4-amino-1-benzylpiperidine-3-carbonitrile 
• 108442-14-4 9-benzyl-2-(3-fluorophenyl)-7,8,9,10-tetrahydropyrido[3,4-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)one 
• 116798-99-3 9-benzyl-2(2-chlorophenyl)-7,8,9,10-tetrahydropyrido[3,4-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)one 
• 108442-23-5 9-benzyl-2-(2-fluorophenyl)-7,8,9,10-tetrahydropyrido[3,4-e][1,2,4]triazolo [1,5-c]pyrimidin-5(6H)one 
• 116799-00-9 9-benzyl-2-(2-pyridyl)-7,8,9,10-tetrahydropyrido[3,4-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)one 
• 108461-24-1 9-benzyl-2-(4-chlorophenyl)-7,8,9,10-tetrahydropyrido [3,4-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)one 
• 108442-26-8 8-Benzyl-2-(4-fluoro-phenyl)-6,7,8,9-tetrahydro-5H-1,3,3a,5,8-pentaaza-cyclopenta[a]naphthalen-4-one 
• 135481-50-4 8-Benzyl-2-(1H-pyrrol-2-yl)-6,7,8,9-tetrahydro-5H-1,3,3a,5,8-pentaaza-cyclopenta[a]naphthalen-4-one 
• 108442-13-3 9-benzyl-2-phenyl-7,8,9,10-tetrahydropyrido[3,4-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)one 
• 135481-58-2 4-<<(2-fluorophenyl)methyl>amino>-5,6,7,8-tetrahydro-6-(phenylmethyl)pyrido<3,4-d>pyrimidin-2(1H)-one 
• 135481-57-1 5,6,7,8-tetrahydro-6-(phenylmethyl)pyrido<3,4-d>pyrimidine-2,4(1H,3H)-dione 

Relevant articles and documents

3-PHOSPHOGLYCERATE DEHYDROGENASE INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

Anxiolytic properties of certain annelated [1,2,3]triazolo[1,5-c]pyrimidin-5(6H)-ones

Modification of the benzodiazepine (BZ) receptor binding template 2-aryl[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-one by replacement of the annelated benzene ring with various alicyclic and heterocyclic moieties led to novel structures with potent BZ receptor binding affinity. High affinity was found in some cycloalkyl-annelated [1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-ones and in some 7,8,9,10-tetrahydropyrido[3,4-e][1,2,4]triazolo[1,5-c] pyrimidin-5(6H)-ones, in which the degree of activity was strongly dependent on the N-substituent in the 9-position. Nine compounds with BZ receptor IC50 binding affinity values equal or superior to diazepam were evaluated in secondary screening. One of these, 9-benzyl-2-phenyl-7,8,9,10-tetrahydropyrido[3,4-e] [1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one, showed good activity in rats as a potential anxiolytic agent without sedative liability. However, it increased the rotorod deficit produced by ethanol at anxiolytic doses, an indication of alcohol interaction. Thus, none of the compounds showed an advantage over CGS 9896 (Yokoyama et al. J. Med. Chem. 1982, 25, 337-339), which is free of sedative and alcohol interaction potential as measured by the test procedures described.