105576-60-1

Basic information

• Product Name: 4-amino-5-(3-methylphenyl)-4H-1,2,4-triazole-3-thiol
• Synonyms: 4-amino-5-(3-methylphenyl)-4H-1,2,4-triazole-3-thiol;4-amino-5-(3-methylphenyl)-2H-1,2,4-triazole-3-thione;AG-690/12885164;ZINC00574149
• CAS NO: 105576-60-1
• Molecular Formula: C₉H₁₀N₄S
• Molecular Weight: 206.27
• Mol File: 105576-60-1.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-amino-5-(3-methylphenyl)-4H-1,2,4-triazole-3-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-5-(3-methylphenyl)-4H-1,2,4-triazole-3-thiol(105576-60-1)
• EPA Substance Registry System: 4-amino-5-(3-methylphenyl)-4H-1,2,4-triazole-3-thiol(105576-60-1)

Safety Data

• Hazardous Substances Data: 105576-60-1(Hazardous Substances Data)

Upstream product

• 85103-40-8 C₉H₉N₂OS₂^(1-)*K⁽¹⁺⁾ 
• 13050-47-0 3-methylbenzoyl hydrazine 
• 120-33-2 ethyl 3-methylbenzoate 
• 75-15-0 carbon disulfide 
• 2231-57-4 Thiocarbohydrazide 
• 99-04-7 m-Toluic acid 
• 99-36-5 1-methoxycarbonyl-3-methylbenzene 
• 66147-19-1 2-mercapto-5-(3-methylphenyl)-1,3,4-oxadiazole 

Downstream Products

• 117376-51-9 3-m-Tolyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole-6-thione 
• 629652-21-7 6-amino-3-(m-methylphenyl)-s-triazolo[3,4-b]-1,3,4-thiadiazole 
• 1187818-70-7 3-(2,4-dinitrophenylthio)-5-(m-tolyl)-4H-1,2,4-triazol-4-amine 
• 1400796-52-2 methyl 3α-(2-(4-amino-3-(3-methylphenyl)-5-thioxo-4,5-dihydro-1,2,4-triazol-1-yl)acetoxy)-12α-hydroxycholanate 
• 1227682-00-9 C₃₀H₂₀N₈S₂ 
• 1258231-95-6 6-(6-methyl-2-oxochromen-3-yl)-3-(3-methylphenyl)-7H[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 
• 108222-54-4 6-(2-oxochromen-3-yl)-3-(3-methylphenyl)-7H[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 
• 150093-63-3 C₁₄H₁₄N₄S 
• 1122552-25-3 2,5-bis[3-(m-methylphenyl)-1,2,4-triazolo[3,4-b]-[1,3,4]thiadiazol-6-yl]thiophene 
• 1075220-97-1 6-[(E)-2-(1-benzofuran-2-yl)ethenyl]-3-(3-methylphenyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 
• 1119751-42-6 1,8-bis[(3-m-methylphenyl)-s-triazolo[3,4-b]-[1,3,4]thiadiazole-6-yl]octane 

Relevant articles and documents

Synthesis and antimicrobial evaluation of 5-aryl-1,2,4-triazole-3-thione derivatives containing a rhodanine moiety

Three series of 5-aryl-1,2,4-triazole-3-thione derivatives containing a rhodanine moiety (5a-k, 6a-i, and 7a-i) have been synthesized, characterized and evaluated for their antibacterial activity. Some of these displayed potent antibacterial activity against several Gram-positive and Gram-negative bacterial strains (including multidrug-resistant clinical isolates) with minimum inhibitory concentration (MIC) values in the range of 4-64 μg/mL and minimum bactericidal concentration (MBC) values in the range of 8-256 μg/mL. Compared with previously reported rhodanine derivatives, these compounds exhibited a broad spectrum of antibacterial activity by means of introducing 4-amino-5-aryl-1,2,4-triazole-3-thione moiety. Notably, compound 5f exhibited good antibacterial activity against Staphylococcus aureus RN 4220, S. aureus 209, S. aureus 503, Gram-negative bacteria (Escherichia coli 1924), and Candida albicans 7535 with MBC values of 8 or 16 μg/ml. All of the compounds synthesized in the current Letter were characterized by 1H NMR, 13C NMR, infrared and mass spectroscopy.

Synthesis, anti-HIV activity and Molecular modeling study of 3-aryl-6-adamantylmethyl-[1,2,4] triazolo[3,4-b][1,3,4]thiadiazole derivatives

A series of novel 3-aryl-6-adamantylmethyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 6a-l were synthesized by a simple method with the aim of developing novel HIV non-nucleoside reverse transcriptase inhibitors. All the synthesized compounds were structurally confirmed by spectral analyses. The structure of 6a was unambiguously verified by X-ray structure determination. The synthesized compounds were evaluated for their anti-HIV activity and four analogs displayed moderate inhibitory activity with EC50 values ranging from 10.10 to 12.40 μg mL-1. Molecular docking of 6g with HIV-1 reverse transcriptase was studied to rationalize some structureactivity relationships (SARs).

Synthesis of 1,3-bis[(3-aryl)-s-triazolo[3,4-b]-[1,3,4]thiadiazole-6-yl] benzenes

1,3-bis[(3-aryl)-s-triazolo[3,4-b]-[1,3,4]thiadiazole-6-yl]benzenes 2 were synthesized in high yields by the reaction of 3-aryl 4-amino-5-mercapto-1,2,4- triazole 1 with m-phthalic acid. Copyright Taylor & Francis Group, LLC.

A process for preparing 3 - substituted - 6 - ferrocenyl methylene - 1, 2, 4 - triazolo [3.4 - b] - 1, 3, 4 - thiadiazole method

The invention relates to a method for preparing 3-substituted-6-ferrocenylmethylene-1,2,4-triazolo[3.4-b]-1,3,4-thiadiazole. The method comprises the following steps: 1) adding A mmol of ferrocenyl acetic acid, B mmol of 3-substituted-4-amino-5-sulfhydryl