132222-38-9

Basic information

• Product Name: N-benzyl-2-chloropyridine-4-carboxamide
• Synonyms: N-benzyl-2-chloropyridine-4-carboxamide
• CAS NO: 132222-38-9
• Molecular Formula: C₁₃H₁₁ClN₂O
• Molecular Weight: 246.69224
• Mol File: 132222-38-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 447.0±40.0 °C(Predicted)
• Appearance: /
• Density: 1.260±0.06 g/cm3(Predicted)
• PKA: 13.34±0.46(Predicted)
• CAS DataBase Reference: N-benzyl-2-chloropyridine-4-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-2-chloropyridine-4-carboxamide(132222-38-9)
• EPA Substance Registry System: N-benzyl-2-chloropyridine-4-carboxamide(132222-38-9)

Safety Data

• Hazardous Substances Data: 132222-38-9(Hazardous Substances Data)

Upstream product

• 33252-30-1 2-chloro-4-pyridinenitrile 
• 100-46-9 benzylamine 
• 65287-34-5 2-chloropyridine-4-carbonyl chloride 

Downstream Products

• 1202927-83-0 N-benzyl-2-(2-oxopiperidin-1-yl)isonicotinamide 
• 1202927-35-2 N-benzyl-2-(2-oxo-4-phenylpyridn-1(2H)-yl)isonicotinamide 
• 1202927-37-4 4-benzyloxy-2-oxo-2H-[1,2']bipyridinyl-4'-carboxylic acid benzylamide 
• 1202927-36-3 2-oxo-4-phenyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4'-carboxylic acid benzylamide 
• 1202927-39-6 N-benzyl-2-(3-benzyl-2-oxopiperidin-1-yl)isonicotinamide 
• 1202927-38-5 4-hydroxy-2-oxo-2H-[1,2']bipyridinyl-4'-carboxylic acid benzylamide 

Relevant articles and documents

Clean synthesis of primary to tertiary carboxamides by CsOH-catalyzed aminolysis of nitriles in water

Using CsOH as the only catalyst and utilizing its "cesium effect", a clean synthesis of a wide range of primary, secondary, and tertiary carboxamides was achieved by aminolysis reactions of nitriles with ammonia, primary, or secondary amines in water. Studies on the control reactions revealed that the reactions with ammonia most probably proceed via an aminolysis path by the initial addition of ammonia to Cs-activated nitriles to form unsubstituted amidine intermediates, while the reactions with primary or secondary amines may proceed via a hydration/transamidation path by the initial hydration of the Cs-activated nitriles to form primary carboxamide intermediates followed by their transamidation with amines through the formation of substituted amidine intermediates.

New derivatives of benzylamide with anticonvulsant activity

Previously obtained picolinic acid benzylamide is a potent anticonvulsant with low neurotoxicity. In search for new effective anticonvulsants twelve new benzylamides (1-12) were synthesized and preliminary evaluated in the Anticonvulsant Screening Program (ASP) of Antiepileptic Drug Development Program (ADDP) of NIH. Two of them appeared the most promising: 1- cyclopentenecarboxylic acid benzylamide (1- Cpc-BZA) (9) showed MES ED 50 = 85,36 mg/kg (PI = 2,49), scPTZ ED50 = 1,37 mg/kg (PI = 1,37), 6Hz-EST ED50 = 50,29 mg/kg and cyclopentanecarboxylic acid benzylamide (Cpc-BZA) (11) showed pilocarpine ED50 = 154.75 mg/kg and pilocarpine ED97 = 270.95 mg/kg.