342002-26-0

Basic information

• Product Name: 4-chloro-N'-[(2-chloroquinolin-3-yl)methylidene]benzohydrazide
• Synonyms: 4-chloro-N'-[(2-chloroquinolin-3-yl)methylidene]benzohydrazide
• CAS NO: 342002-26-0
• Molecular Weight: 344.2
• Mol File: 342002-26-0.mol

Chemical Properties

• CAS DataBase Reference: 4-chloro-N'-[(2-chloroquinolin-3-yl)methylidene]benzohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-N'-[(2-chloroquinolin-3-yl)methylidene]benzohydrazide(342002-26-0)
• EPA Substance Registry System: 4-chloro-N'-[(2-chloroquinolin-3-yl)methylidene]benzohydrazide(342002-26-0)

Safety Data

• Hazardous Substances Data: 342002-26-0(Hazardous Substances Data)

Upstream product

• 74-11-3 para-chlorobenzoic acid 
• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 
• 536-40-3 4-chlorobenzoic acid hydrazide 

Relevant articles and documents

Synthesis, antibacterial and anticancer evaluation of 5-substituted (1,3,4-oxadiazol-2-yl)quinoline

2-Chloroquinoline-3-carbaldehyde (2) was synthesized via Vilsmeier-Haack method using acetanilide. Phenoxy/naphthalene-1-yl/naphthalen-2-yloxy methyl-1H-benzimidazol-1-yl)acetohydrazide (7a-c) were synthesized using 2-[2-(phenoxy/naphthalen-1-yl/naphthalen-2-yloxy methyl)-1H-benzimidazol-1-yl]acetohydrazide (6a-c). The title compounds 2-chloro-3-{5-[(2-phenoxy/naphthalene-1-yl/naphthalen-2-yloxy methyl-1-H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazol-2-yl}quinolone (8a-c) were prepared using chloramine-T. In the second series, (2-chloroquinolin-3-yl)methylidene]-substituted benzohydrazide (11a-i) were prepared by the reaction of 2-chloroquinoline-3-carbaldehyde (2) and an acid hydrazide (10a-i). The synthesized compounds were characterized by IR, NMR, Mass spectrometry, elemental analysis and screened for their antibacterial (serial dilution technique and disc diffusion method) and anticancer activity by NCI 60 cell screen at a single high dose (10-5 M) on various panel/cell lines. The synthesized compounds (8a, 8c, 12a, 12b, 12c and 12h) were acting as a magic bullet against gram-positive strains of Bacillus cereus MTCC1305, and the compounds (12a, 12c and 12h) were also found to be extremely active against Klebsiella pneumonia NCTC7447. In the in vitro screen on tested cancer cell line, the compound (12d) showed 95.70 growth percent (GP) and highly active on SNB-75 (CNS cancer) and UO-31 (renal cancer) (GP = 53.35 and 64.35, respectively), and the compound (8a) showed 96.86 GP and highly active on SNB-75 (CNS cancer GP 51.27).

A "green" synthesis of N-(quinoline-3-ylmethylene)benzohydrazide derivatives and their cytotoxicity activities

We report some hybrid molecules based on N-(quinoline-3-ylmethylene) benzohydrazide template the synthesis of which was carried out using 2-chloroquinoline-3-carbaldehyde and a variety of substituted hydrazides in PEG 400. The "green" solvent PEG 400 was recovered and reused for several times in the present reaction and was found to be effective in terms of product yield. Some of the compounds synthesized showed significant cytotoxic activity when tested in vitro. ?2011 Sociedade Brasileira de Qui?mica.