5706-78-5

Basic information

• Product Name: 2-CHLOROBENZALDEHYDE THIOSEMICARBAZONE
• Synonyms: AKOS B004075;AKOS BBS-00004769;2-(2-CHLOROBENZYLIDENE)HYDRAZINE-1-CARBOTHIOAMIDE;2-CHLOROBENZALDEHYDE THIOSEMICARBAZONE;AURORA 2258;TIMTEC-BB SBB000540;o-chloro-benzaldehyd3-thiosemicarbazone;o-chlorobenzaldehyde3-thiosemicarbazone
• CAS NO: 5706-78-5
• Molecular Formula: C₈H₈ClN₃S
• Molecular Weight: 213.69
• Mol File: 5706-78-5.mol
• Article Data: 25

Chemical Properties

• Melting Point: 207-210°C (dec.)
• Boiling Point: 351.9 °C at 760 mmHg
• Flash Point: 166.6 °C
• Appearance: /
• Density: 1.36 g/cm³
• Vapor Pressure: 3.99E-05mmHg at 25°C
• Refractive Index: 1.643
• PKA: 11.20±0.70(Predicted)
• CAS DataBase Reference: 2-CHLOROBENZALDEHYDE THIOSEMICARBAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLOROBENZALDEHYDE THIOSEMICARBAZONE(5706-78-5)
• EPA Substance Registry System: 2-CHLOROBENZALDEHYDE THIOSEMICARBAZONE(5706-78-5)

Safety Data

• RTECS: CU5235000
• Hazardous Substances Data: 5706-78-5(Hazardous Substances Data)

Usage

Uses

2-Chlorobenzaldehyde thiosemicarbazone, is an amino acid derivative that can be used as a potential antitubercular (combats tuberculosis bacteria) drug.

InChI:InChI=1/C8H8ClN3S/c9-7-4-2-1-3-6(7)5-11-12-8(10)13/h1-5H,(H3,10,12,13)/b11-5+

Upstream product

• 4346-94-5 thiosemicarbazide hydrochloride 
• 89-98-5 2-chloro-benzaldehyde 
• 34025-59-7 2,4-bis(2-chlorophenyl)-3-azabicyclo<3.3.1>nonan-9-one 
• 79-19-6 thiosemicarbazide 
• 2698-41-1 o-chlorobenzylidene malononitrile 

Downstream Products

• 109699-99-2 5-(4-methoxy-benzylidene)-thiazolidine-2,4-dione-2-(2-chloro-benzylidenehydrazone) 
• 1338084-31-3 C₁₈H₁₇ClN₆O₃S 
• 1338083-76-3 C₁₃H₉ClN₆O₂S 
• 1338083-98-9 C₁₅H₁₂ClN₅O₂S 
• 1338084-10-8 C₁₃H₈ClN₅O₂S 
• 1049976-87-5 (E)-2-[2-(2-chlorobenzylidene)hydrazinyl]-4-phenylthiazole 
• 18199-97-8 2-chloro-N-[5-(2-chlorophenyl)-[1,3,4]-thiadiazol-2-yl]-acetamide 
• 1018475-04-1 2-[{5-(2-chlorophenyl)-[1,3,4]-thiadiazol-2-yl}imino]-1,3-thiazolidin-4-one 

Relevant articles and documents

Inhibition kinetics of chlorobenzaldehyde thiosemicarbazones on mushroom tyrosinase

2-Chlorobenzaldehyde thiosemicarbazone (2-Cl-BT) and 4-chlorobenzaldehyde thiosemicarbazone (4-Cl-BT) were synthesized, and their inhibitory kinetics on the activity of mushroom tyrosinase were investigated. Results showed that these compounds exhibited s

The design, synthesis, and: In vitro trypanocidal and leishmanicidal activities of 1,3-thiazole and 4-thiazolidinone ester derivatives

Chagas and leishmaniasis are both neglected tropical diseases, whose inefficient therapies have made them remain the cause for millions of deaths worldwide. Given this, we synthesized 27 novel 1,3-thiazoles and 4-thiazolidinones using bioisosteric and est

Thiosemicarbazones exhibit inhibitory efficacy against New Delhi metallo-β-lactamase-1 (NDM-1)

The superbug infection caused by metallo-β-lactamases (MβLs) carrying drug-resistant bacteria, specifically, New Delhi metallo-β-lactamase (NDM-1) has become an emerging threat. In an effort to develop novel inhibitors of NDM-1, thirteen thiosemicarbazones (1a-1m) were synthesized and assayed. The obtained molecules specifically inhibited NDM-1, with an IC50 in the range of 0.88–20.2 μM, and 1a and 1f were found to be the potent inhibitors (IC50 = 1.79 and 0.88 μM) using cefazolin as substrate. ITC and kinetic assays indicated that 1a irreversibly and non-competitively inhibited NDM-1 in vitro. Importantly, MIC assays revealed that these molecules by themselves can sterilize NDM-producing clinical isolates EC01 and EC08, exhibited 78-312-fold stronger activities than the cefazolin. MIC assays suggest that 1a (16 μg ml?1) has synergistic antimicrobial effect with ampicillin, cefazolin and meropenem on E. coli producing NDM-1, resulting in MICs of 4-32-, 4-32-, and 4-8-fold decrease, respectively. These studies indicate that the thiosemicarbazide is a valuable scaffold for the development of inhibitors of NDM-1 and NDM-1 carrying drug-resistant bacteria.