133661-78-6

Basic information

• Product Name: N-[(2-chlorophenyl)methylideneamino]pyridine-3-carboxamide
• Synonyms: BTB00374
• CAS NO: 133661-78-6
• Molecular Formula: C₁₃H₁₀ClN₃O
• Molecular Weight: 259.695
• Mol File: 133661-78-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 148 - 150 °C (ethanol)
• CAS DataBase Reference: N-[(2-chlorophenyl)methylideneamino]pyridine-3-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(2-chlorophenyl)methylideneamino]pyridine-3-carboxamide(133661-78-6)
• EPA Substance Registry System: N-[(2-chlorophenyl)methylideneamino]pyridine-3-carboxamide(133661-78-6)

Safety Data

• Hazardous Substances Data: 133661-78-6(Hazardous Substances Data)

Upstream product

• 553-53-7 Nicotinic acid hydrazide 
• 89-98-5 2-chloro-benzaldehyde 
• 10400-19-8 3-pyridinecarbonyl chloride 
• 614-18-6 3-pyridinecarboxylic acid ethyl ester 
• 59-67-6 nicotinic acid 

Downstream Products

• 89813-91-2 1-(2-(2-chlorophenyl)-5-(pyridin-3-yl)-1,3,4-oxadiazole-3(2H)-yl) ethanone 

Relevant articles and documents

Synthesis and pharmacological evaluation of pyridinyl-1,3,4-oxadiazolyl-ethanone derivatives as antimicrobial, antifungal and antitubercular agents

Abstract: Nicotinic acid was converted into different substituted acetylated nicotinic acid derivatives by sequential transformation involving formation of hydrazide, Schiff’s base and finally acylated oxadiazole derivatives. The synthesized compounds were characterized by spectroscopic techniques and evaluated in vitro for the antimicrobial, antifungal, as well as antitubercular activity. Among all the synthesized derivatives, compounds 6b, 6d, 6e, 6g, and 6j demonstrated excellent antimicrobial activity on Bacillus subtilis. The compounds 6d, 6j and compounds 6b, 6f, 6h, and 6i exhibited maximum zone of inhibition against fungi Candida albicans as well as Aspergillus niger, respectively at the concentration of 500 μg/mL. The antitubercular activity exhibited by 6f, 6g, and 6d with minimum inhibitory concentration (MIC) values of 1.2, 3.1, and 7.8 μg/mL, respectively. The synthesized compounds were studied by molecular docking through Autodock Vina to evaluate their interaction at respective proteins. Further the effect of synthesized derivatives on surface morphology of human erythrocytes as well as hemolysis was also evaluated. The results demonstrated lesser extent of hemolytic toxicity.

Synthesis, antimycobacterial, antiviral, antimicrobial activities, and QSAR studies of nicotinic acid benzylidene hydrazide derivatives

A series of nicotinic acid benzylidene hydrazide derivatives (1-18) was synthesized and tested in vitro for biological evaluations. The antimycobacterial activity results indicated that the presence of electron-withdrawing halogen groups at para position of the phenyl ring improved their activity. The results of antiviral evaluation depicted that none of the synthesized derivatives inhibited the replication of viruses at subtoxic concentration. Further, the antimicrobial screening results indicated that compounds having OCH3 and NO2 substituents were the most active ones. QSAR investigations revealed that multitarget QSAR models were effective in describing the antimicrobial activity. Springer Science+Business Media, LLC 2011.

Antihypertensive actions of hydrazidones: Study of acylated 2-chloro benzilidenhydrazines

A series of acylated hydrazones: o-Cl-C6H4-C(R1) = N-NH-CO-R, have been prepared and evaluated on spontaneous hypertensive rats (SHR). The more active compounds present a hydroxyl in position α to the acyl group and R