88541-06-4

Basic information

• Product Name: 1,3,4-Thiadiazole, 2-chloro-5-(3-nitrophenyl)-
• CAS NO: 88541-06-4
• Molecular Formula: C8H4ClN3O2S
• Molecular Weight: 241.658
• Mol File: 88541-06-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1,3,4-Thiadiazole, 2-chloro-5-(3-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4-Thiadiazole, 2-chloro-5-(3-nitrophenyl)-(88541-06-4)
• EPA Substance Registry System: 1,3,4-Thiadiazole, 2-chloro-5-(3-nitrophenyl)-(88541-06-4)

Safety Data

• Hazardous Substances Data: 88541-06-4(Hazardous Substances Data)

Upstream product

• 833-47-6 5-(3-nitrophenyl)-1,3,4-thiadiazol-2-amine 
• 121-92-6 3-nitrobenzoic acid 

Downstream Products

• 85103-36-2 5-(3-nitro-phenyl)-3H-[1,3,4]thiadiazole-2-thione 
• 1146978-14-4 1-cyclopropyl-6-fluoro-7-[4-[5-(3-nitrophenyl)-1,3,4-thiadiazol-2-yl]-3-methylpiperazin-1-yl]-8-methoxy-4-oxo-quinoline-3-carboxylic acid 
• 21125-34-8 2-methylsulfanyl-5-(3-nitro-phenyl)-[1,3,4]thiadiazole 
• 207236-14-4 2-ethylsulfanyl-5-(3-nitro-phenyl)-[1,3,4]thiadiazole 

Relevant articles and documents

Synthesis and anti-Helicobacter pylori activity of 5-(nitroaryl)-1,3,4-thiadiazoles with certain sulfur containing alkyl side chain

A series of 5-(nitroaryl)-1,3,4-thiadiazoles bearing certain sulfur containing alkyl side chain similar to pendent residue in tinidazole molecule were synthesized and evaluated against Helicobacter pylori using disk diffusion method. The synthesized compounds were also evaluated for their antibacterial, antifungal and cytotoxic effects. Study of the structure-activity relationships of this series of compounds indicated that both the structure of the nitroaryl unit and the pendent group on 2-position of 1,3,4-thiadiazole ring dramatically impact the anti-H. pylori activity. While compound 7a containing 2-[2-(ethylsulfonyl)ethylthio]-side chain from nitrothiophene series was the most potent compound tested against clinical isolates of H. pylori, however, nitroimidazoles 6c and 7c were found to be more promising compounds because of their respectable anti-H. pylori activity besides less cytotoxic effects.

Synthesis and in vitro antifungal activity of 2-aryl-5-phenylsulfonyl- 1,3,4-thiadiazole derivatives

The synthesis and antifungal activity of a series of 2-nitroaryl-5- phenylsulfonyl-1,3,4-thiadiazoles (5a-e) are described. The in vitro antifungal activity of the compounds was determined against a variety of fungal strains in comparison to miconazole (CAS 22916-47-8) and fluconazole (CAS 86386-73-4). Two derivatives (5d, 5e) showed high activity against Candida albicans and Candida spp. having MIC values ranging from 0.048-3.12 μg/ml, providing higher potencies than the reference drug fluconazole. Compound 5a also showed high activity against Cryptococcus neoformans (MIC 0.048 μg/ml). The activity of this compound against Aspergillus niger and Aspergillus fumigatus was moderate (MIC = 1.56-6.25 μg/ml), while fluconazole was inactive. Moreover, the nitroimidazole derivative 5d possessed good activity against most fungal strains in comparison to fluconazole.

SYNTHESIS AND MASS-SPECTROMETRIC STUDY OF 2-AMINO- AND 2-CHLORO-5-ARYL-1,3,4-THIADIAZOLES

The cyclization of aldehyde thiosemicarbazones with ferric chloride yielded 2-amino-5-aryl-1,3,4-thiadiazoles, forming 2-chloro-5-aryl-1,3,4-thiadiazoles in the Sandmeyer reaction.The mass-spectrometric behavior of the 2-amino- and 2-chloro-5-aryl-1,3,4-t