63916-23-4

Basic information

• Product Name: 4-Piperidinobenzaldehyde thiosemicarbazone
• Synonyms: 4-Piperidinobenzaldehyde thiosemicarbazone
• CAS NO: 63916-23-4
• Molecular Formula: C₁₃H₁₈N₄S
• Molecular Weight: 262.3738
• Mol File: 63916-23-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 443.2°Cat760mmHg
• Flash Point: 221.8°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: 4-Piperidinobenzaldehyde thiosemicarbazone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Piperidinobenzaldehyde thiosemicarbazone(63916-23-4)
• EPA Substance Registry System: 4-Piperidinobenzaldehyde thiosemicarbazone(63916-23-4)

Safety Data

• Hazardous Substances Data: 63916-23-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H18N4S/c14-13(18)16-15-10-11-4-6-12(7-5-11)17-8-2-1-3-9-17/h4-7,10H,1-3,8-9H2,(H3,14,16,18)/b15-10+

Upstream product

• 10338-57-5 4-(piperidin-1-yl)benzaldehyde 
• 79-19-6 thiosemicarbazide 
• 110-89-4 piperidine 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 1187067-22-6 4-methyl-2-{[2-(4-(piperidin-1-yl)benzylidene)hydrazino]}-5-[(4-chlorophenyl)azo]-1,3-thiazole 
• 1187067-21-5 4-methyl-2-{[2-(4-(piperidin-1-yl)benzylidene)hydrazino]}-5-(4-tolylazo)-1,3-thiazole 
• 1187067-23-7 4-methyl-2-{[2-(4-(piperidin-1-yl)benzylidene)hydrazino]}-5-[(4-aminosulfonylphenyl)azo]-1,3-thiazole 
• 1187067-20-4 4-methyl-2-([2-(4-(piperidin-1-yl)benzylidene)hydrazino])-5-phenylazo-1,3-thiazole 

Relevant articles and documents

Biological evaluation and in silico molecular docking study of a new series of thiazol-2-yl-hydrazone conglomerates

A new series of hybridized thiazol-2-yl-hydrazone derivatives having diverse substituents were designed, synthesized, and screened for their anti-inflammatory property by a carrageenan-induced paw edema method. The compounds 11a, 11b, 11c, 11d, 11e, 11g, 11m and 11p revealed significant inhibition when compared to Diclofenac sodium. Subsequently, two highly potent compounds (11d and 11e) were evaluated for their cytotoxic effect on the tumor cell line. The binding interactions of thiazol-2-yl-hydrazones with the cyclooxygenase-2 (COX-2) protein (PDB: 3LN1) displayed effective interactions with Arg-120, Tyr-385 and Tyr-355 amino acids, the main criteria of the COX-2 inhibitor. In addition, all the compounds showed moderate to good in vitro antibacterial activity. Most active benzyloxy derivatives were also tested to understand the radical scavenging efficacy by the 2,2-diphenyl-1-picrylhydrazyl method. Graphical Abstract: [Figure not available: see fulltext.].

Syntheses of hitherto unknown thiazole, ylidene and pyridinethione derivatives having a piperidin-1-yl moiety and their use as antimicrobial agents

The novel hydrazone derivatives 2a-c were prepared by treatment of aldehydes 1a,b with some hydrazines. Thiocarbamoyl functional group in compound 2a was subjected to cyclization reactions with some α-halocarbonyl reagents and furnished the novel thiazoles 4-6, 8 and 9. Enaminonitrile 10 and pyridinone 13 derivatives were synthesized by interaction of active methylene compound 2b with N,N-dimethylformamide-dimethylacetal and ketene dithioacetal 11, respectively. Aliphatic, aromatic and heteroaromatic active methylene compounds were condensed with aldehydes 1a,b to afford the new ylidenes 15a-d, 19a,b, 20 and 21. Substituted pyridinethiones 22 and 23 were prepared in high yields by cyclocondensation of 15c with malononitrile and ethyl cyanoacetate, respectively. Indeno[1,2-b]pyridines 26a,b were obtained by the reaction of ylidenes 19a,b with cyanothioacetamide in ethanol and in the presence of sodium ethoxide under reflux. The structures of the synthesized compounds were established from their analytical and spectral data. The prepared compounds were also screened for their antimicrobial activity.