149747-23-9

Basic information

• Product Name: 5-METHYL-4-P-TOLYL-4H-[1,2,4]TRIAZOLE-3-THIOL
• Synonyms: 5-METHYL-4-P-TOLYL-4H-[1,2,4]TRIAZOLE-3-THIOL;5-Methyl-4-(4-methylphenyl)-4H-1,2,4-triazole-3-thiol
• CAS NO: 149747-23-9
• Molecular Formula: C₁₀H₁₁N₃S
• Molecular Weight: 205.28
• Mol File: 149747-23-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-METHYL-4-P-TOLYL-4H-[1,2,4]TRIAZOLE-3-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-4-P-TOLYL-4H-[1,2,4]TRIAZOLE-3-THIOL(149747-23-9)
• EPA Substance Registry System: 5-METHYL-4-P-TOLYL-4H-[1,2,4]TRIAZOLE-3-THIOL(149747-23-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 149747-23-9(Hazardous Substances Data)

Upstream product

• 18871-66-4 N,N-dimethylacetamide dimethyl acetal 
• 13278-67-6 4-(4-methylphenyl)-3-thiosemicarbazide 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 152473-68-2 1-acetyl-4-(4-methylphenyl)thiosemicarbazide 

Downstream Products

• 482661-10-9 N-(2-chloro-phenyl)-2-(5-methyl-4-p-tolyl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetamide 

Relevant articles and documents

Antimicrobial and Physicochemical Characterizations of Thiosemicarbazide and S-Triazole Derivatives

Two series of thiosemicarbazide derivatives and three series of s-triazole derivatives have been synthesized. All of these compounds were tested for their in vitro antibacterial activity against Gram-positive and Gram-negative bacterial strains. Among tested thiosemicarbazide derivatives, the best bioactivity was detected for two 1-formylthiosemicarbazides with 3-/4-tolyl substitution (1 l, 1 m) (MICs range between 31.25 and 250 μg/mL). All tested s-triazole derivatives exhibited lower antibacterial activity than their acyclic precursors.

Tri-substituted triazoles as potent non-nucleoside inhibitors of the HIV-1 reverse transcriptase

A new series of 1,2,4-triazoles was synthesized and tested against several NNRTI-resistant HIV-1 isolates. Several of these compounds exhibited potent antiviral activities against efavirenz- and nevirapine-resistant viruses, containing K103N and/or Y181C mutations or Y188L mutation. Triazoles were first synthesized from commercially available substituted phenylthiosemicarbazides, then from isothiocyanates, and later by condensing the desired substituted anilines with thiosemicarbazones.

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.