200815-83-4

Basic information

• Product Name: (5-METHYL-4-PHENYL-4 H-[1,2,4]TRIAZOL-3-YLSULFANYL)-ACETIC ACID
• Synonyms: (5-METHYL-4-PHENYL-4 H-[1,2,4]TRIAZOL-3-YLSULFANYL)-ACETIC ACID;[(5-METHYL-4-PHENYL-4H-1,2,4-TRIAZOL-3-YL)THIO]ACETIC ACID;BUTTPARK 70\41-23;2-[(5-methyl-4-phenyl-1,2,4-triazol-3-yl)sulfanyl]acetic acid;2-[(5-methyl-4-phenyl-1,2,4-triazol-3-yl)sulfanyl]ethanoic acid;2-[(5-methyl-4-phenyl-1,2,4-triazol-3-yl)thio]acetic acid;BAS 02071229;ST5260026
• CAS NO: 200815-83-4
• Molecular Formula: C₁₁H₁₁N₃O₂S
• Molecular Weight: 249.29
• Mol File: 200815-83-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (5-METHYL-4-PHENYL-4 H-[1,2,4]TRIAZOL-3-YLSULFANYL)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (5-METHYL-4-PHENYL-4 H-[1,2,4]TRIAZOL-3-YLSULFANYL)-ACETIC ACID(200815-83-4)
• EPA Substance Registry System: (5-METHYL-4-PHENYL-4 H-[1,2,4]TRIAZOL-3-YLSULFANYL)-ACETIC ACID(200815-83-4)

Safety Data

• Hazardous Substances Data: 200815-83-4(Hazardous Substances Data)

Usage

General Description

(5-Methyl-4-phenyl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetic acid is a chemical compound with potential pharmaceutical and biological applications. It belongs to the class of 1,2,4-triazole derivatives, which have been found to possess various pharmacological activities, such as antibacterial, antifungal, antiviral, and anticancer properties. The compound's structure includes a 1,2,4-triazole ring with a sulfur atom attached to a 5-methyl-4-phenyl substituent, as well as an acetic acid functional group. This chemical structure suggests its potential utility as a drug candidate or as a lead compound for the development of novel therapeutic agents. Additionally, it may also have applications in fields like agricultural chemistry and material science. Further research is warranted to explore its full range of properties and potential uses.

Upstream product

• 79-08-3 bromoacetic acid 
• 6232-82-2 3-mercapto-5-methyl-4-phenyl-4H-1,2,4-triazole 
• 13153-00-9 N⁴-phenyl acetic acid thio-semicarbazide 
• 5351-69-9 4-Phenyl-3-thiosemicarbazide 
• 1428354-41-9 4-ethoxycarbonyl-1-{[(4-phenyl-5-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetyl} thiosemicarbazide 
• 84210-55-9 ethyl [(4-phenyl-5-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate 
• 62373-05-1 [(4-phenyl-5-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide 
• 6232-82-2 5-methyl-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione 

Downstream Products

• 354995-89-4 N-(2-chloro-phenyl)-2-(5-methyl-4-phenyl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetamide 

Relevant articles and documents

Synthesis and in vitro antimicrobial activity of new 4-phenyl-5-methyl-4H-1,2,4-triazole-3-thione derivatives

This study presents the synthesis, spectral analysis and antimicrobial evaluation of a new series of substituted 1,2,4-triazole (5a-i) and 1,3,4-thiadiazole derivatives (9a, c, g, h). New compounds were obtained by cyclization reaction of acyl thiosemicarbazide derivatives in the presence of alkaline and acidic media. All synthesized compounds were screened for their in vitro antimicrobial activities. Nine of the compounds had potential activity against Gram-positive bacteria (MIC = 3.91-500 μg/mL). Some compounds showed good activity especially against: Micrococcus luteus ATCC 10240 (MIC = 3.91-31.25 μg/mL), Bacillus subtilis ATCC 6633 (MIC = 15.63-62.5 μg/mL), and Staphylococcus aureus ATCC 25923 (MIC = 15.63-125 μg/mL).

Synthesis and biological evaluations of sulfanyltriazoles as novel HIV-1 non-nucleoside reverse transcriptase inhibitors

A novel sulfanyltriazole was discovered as an HIV-1 non-nucleoside reverse transcriptase inhibitor via HTS using a cell-based assay. Chemical modifications and molecular modeling studies were carried out to establish its SAR and understand its interactions with the enzyme. These modifications led to the identification of sulfanyltriazoles with low nanomolar potency for inhibiting HIV-1 replication and promising activities against selected NNRTI resistant mutants. These novel and potent sulfanyltriazoles could serve as advanced leads for further optimization.