154255-37-5

Basic information

• Product Name: N'-[(2-chloroquinolin-3-yl)methylidene]-2-phenylacetohydrazide
• Synonyms: N'-[(2-chloroquinolin-3-yl)methylidene]-2-phenylacetohydrazide
• CAS NO: 154255-37-5
• Molecular Weight: 323.782
• Mol File: 154255-37-5.mol

Chemical Properties

• CAS DataBase Reference: N'-[(2-chloroquinolin-3-yl)methylidene]-2-phenylacetohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N'-[(2-chloroquinolin-3-yl)methylidene]-2-phenylacetohydrazide(154255-37-5)
• EPA Substance Registry System: N'-[(2-chloroquinolin-3-yl)methylidene]-2-phenylacetohydrazide(154255-37-5)

Safety Data

• Hazardous Substances Data: 154255-37-5(Hazardous Substances Data)

Upstream product

• 103-82-2 phenylacetic acid 
• 103-84-4 Acetanilid 
• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 
• 937-39-3 2-phenylacetylhydrazine 

Relevant articles and documents

Synthesis and antimicrobial evaluation of novel oxa(thia)diazolylquinolines and oxa(thia)diazepino[7,6-b] quinolines

Three novel series of quinoline derivatives have been prepared by cyclization of the intermediate 3[(substituted)thiocarbamoyl-hydrazonomethyl]-2-chloroquinolines and 3-aroylhydrazonomethyl-2-chloroquinolines: 3-(3-Acetyl-5-(substituted)-2,3-dihydro-1,3,4-oxa(thia)diazol-2-yl)-2- chloroquinolines(4; 5), 3-(5-(substituted)-1,3,4-oxa(thia)diazol-2-yl)-2-chloroquinolines (6; 7), and 2-(substituted)-1,3,4-oxa(thia)diazepino[7,6-b]quinolines (8; 9). The antimicrobial activity of these compounds was studied.

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).