63857-85-2

Basic information

• Product Name: 5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96%
• Synonyms: 5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96%;2-Mercapto-5-(4-chlorophenyl)-1,3,4-thiadiazole;5-(4-Chlorophenyl)-1,3,4-thiadiazole-2(3H)-thione;NSC 137056
• CAS NO: 63857-85-2
• Molecular Formula: C₈H₅ClN₂S₂
• Molecular Weight: 228.7217
• Mol File: 63857-85-2.mol
• Article Data: 13

Chemical Properties

• Melting Point: 205-208℃
• Boiling Point: 326.4 °C at 760 mmHg
• Flash Point: 151.2 °C
• Appearance: /
• Density: 1.56 g/cm³
• Vapor Pressure: 0.000216mmHg at 25°C
• Refractive Index: 1.759
• CAS DataBase Reference: 5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96%(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96%(63857-85-2)
• EPA Substance Registry System: 5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96%(63857-85-2)

Safety Data

• Hazardous Substances Data: 63857-85-2(Hazardous Substances Data)

Usage

Description

5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96% is a chemical compound featuring a thiadiazole ring with a 4-chlorophenyl group attached. It is a white to off-white crystalline solid with a purity of 96%.
Used in Pharmaceutical Research:
5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96% is used as a research compound for the development of drugs with various therapeutic purposes.
Used in Synthesis of Organic Compounds:
5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96% is used as a raw material for the synthesis of other organic compounds.
Used in Drug Development:
5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96% is used as a potential active pharmaceutical ingredient for the development of drugs with anti-inflammatory, antimicrobial, and antitumor activities.
Used in Agrochemicals:
5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96% is used as a component in the formulation of agrochemicals.
Used in Dye Production:
5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96% is used as a starting material in the production of dyes.
Used in Laboratory and Industrial Processes:
5-(4-Chlorophenyl)-1,3,4-thiadiazole-2-thiol, 96% is used as a high purity compound suitable for various laboratory and industrial applications.

InChI:InChI=1/C8H5ClN2S2/c9-6-3-1-5(2-4-6)7-10-11-8(12)13-7/h1-4H,(H,11,12)

Upstream product

• 7335-27-5 ethyl 4-chlorobenzoate 
• 536-40-3 4-chlorobenzoic acid hydrazide 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 38539-88-7 potassium p-chlorobenzoylhydrazinodithioformate 
• 23289-10-3 2-(4-chlorophenyl)-1,3,4-oxadiazole 
• 75-15-0 carbon disulfide 

Downstream Products

• 1298111-47-3 2-(4-chlorophenyl)-5-(phenylthio)-1,3,4-thiadiazole 
• 116883-49-9 2-(((5-p-chlorophenyl-1,3,4-thiadiazol-2-yl)thio)methyl)-1H-benzimidazole 
• 328527-98-6 5-(4-chlorophenyl)-1,3,4-thiadiazole-2-sulfonyl chloride 
• 126766-98-1 2-Bromodifluoromethylthio-5-(4-chlorophenyl)-1,3,4-thiadiazole 
• 1172580-90-3 C₂₂H₂₄BrClN₂O₃S₂ 
• 1257421-79-6 5-(4-chlorophenyl)-N-phenyl-1,3,4-thiadiazole-2-sulfonamide 
• 1257421-80-9 1-(5-(4-chlorophenyl)-1,3,4-thiadiazol-2-ylsulfonyl)-4-methylpiperazine 
• 1257421-81-0 diisopropyl (2-(4-chlorophenyl)-1,3,4-thiadiazole-5-sulfonamido)(2-fluorophenyl)methylphosphonate 
• 1257421-82-1 N,5-bis(4-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide 
• 1257421-83-2 C₂₃H₁₅Cl₂N₅O₄S₄ 
• 1257421-84-3 N-(3-chlorophenyl)-5-(4-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide 
• 1257421-76-3 1-(5-(4-chlorophenyl)-1,3,4-thiadiazol-2-ylsulfonyl)piperidine 
• 1257421-77-4 5-(4-chlorophenyl)-N-(p-tolyl)-1,3,4-thiadiazole-2-sulfonamide 
• 1257421-78-5 diethyl (2-(4-chlorophenyl)-1,3,4-thiadiazole-5-sulfonamido)(2-fluorophenyl)methylphosphonate 

Relevant articles and documents

Efficient formation of C–S bond using heterocyclic thiones and arynes

Phenylthio heterocyclic compounds are widely used because of their diverse biological activities and medicinal prospects. Here, a facile method was reported. An arylation of 1,3,4-oxa(thia)diazol-2-thiones reacting with arynes to build C(aryl)-S bonds in the presence of CsF had good yields and excellent selectivity. The reaction was completed in short time without using expensive reagents and catalysts. Present reaction system is an efficient procedure to process phenylthio heterocyclic compounds and reveals a sustainable method and better application prospects in future organic synthesis.

Synthesis, antifungal activity and 3D-QSAR study of novel nopol-based 1,3,4-thiadiazole–thioether compounds

A series of novel nopol derivatives containing 1,3,4-thiadiazole–thioether moiety were synthesized from β-pinene, which is a natural, abundant and renewable biomass resource. Their structures were characterized by FT-IR, 1H NMR, 13C NMR, ESI–MS and elemental analysis. In vitro antifungal activity of the target compounds was preliminarily evaluated against eight tested plant pathogens, including Fusarium oxysporum f. sp. cucumerinum, Cercospora arachidicola, Physalospora piricola, Alternaria solani, Gibberella zeae, Rhizoeotnia solani, Bipolaris maydis and Colleterichum orbicalare. The bioassay results revealed that, at the concentration of 50?μg/mL, all the target compounds showed certain inhibition activity against the eight tested fungi. Compounds 5f (R = m–OCH3), 5i (R = m–F) and 5r (R = m–I) had excellent inhibition rates of 77.8%, 88.9% and 77.8%, respectively, against P. piricola, showing much better antifungal activity than that of the positive control chlorothalonil. Meanwhile, compound 5?m (R = p–Cl) displayed antifungal activity of 80.7% against R. solani. Furthermore, the analysis of three-dimensional quantitative structure–activity relationship (3D-QSAR) was performed for the relationship between the structures of the target compounds and their antifungal activity against P. piricola by CoMFA method. A reasonable CoMFA model (n = 6; q2 = 0.597; r2 = 0.985) was established.

Synthesis and biological evaluation of novel disulfides incorporating 1,3,4-thiadiazole scaffold as promising antitumor agents

In the present study, fourteen 2,5-disubstituted 1,3,4-thiadiazole derivatives containing disulfide group were prepared. The resulting compounds 7a–7n were identified by IR, NMR, MS, and elemental analysis. Their antiproliferative properties in vitro were studied employing standard CCK-8 assay against SMMC-7721, MCF-7, and A549 lines. Bioassay indicated that some compounds showed stronger antitumor effects than reference drugs PX-12 and 5-fluorouracil. Among these screened compounds, compound 7h showed excellent biological activities in inhibiting SMMC-7721 cell proliferation with IC50 at 1.93 ± 0.08 μM. Compounds 7k and 7i manifested highly effective growth inhibitory activity versus MCF-7 cells, with IC50 at 3.04 ± 0.09 and 3.54 ± 0.17 μM, respectively. For A549 cells, compound 7m was found to have the highest antitumor potency with IC50 at 3.67 ± 0.13 μM.