7271-45-6

Basic information

• Product Name: 3H-1,2,4-Triazole-3-thione,5-ethyl-1,2-dihydro-(9CI)
• Synonyms: 3H-1,2,4-Triazole-3-thione,5-ethyl-1,2-dihydro-(9CI);1H-1,2,4-triazole-3-thiol, 5-ethyl-;5-ethyl-1H-1,2,4-triazole-3-thiol;5-ethyl-1,2-dihydro-1,2,4-triazole-3-thione
• CAS NO: 7271-45-6
• Molecular Formula: C₄H₇N₃S
• Molecular Weight: 129.186
• Product Categories: THIOL
• Mol File: 7271-45-6.mol

Chemical Properties

• Boiling Point: 293.287°C at 760 mmHg
• Flash Point: 131.175°C
• Appearance: /
• Density: 1.297g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: 3H-1,2,4-Triazole-3-thione,5-ethyl-1,2-dihydro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-1,2,4-Triazole-3-thione,5-ethyl-1,2-dihydro-(9CI)(7271-45-6)
• EPA Substance Registry System: 3H-1,2,4-Triazole-3-thione,5-ethyl-1,2-dihydro-(9CI)(7271-45-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 7271-45-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3H-1,2,4-Triazole-3-thione,5-ethyl-1,2-dihydro-(9CI) is used as a building block for the synthesis of various pharmaceuticals. Its unique structure and properties make it a valuable component in the creation of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 3H-1,2,4-Triazole-3-thione,5-ethyl-1,2-dihydro-(9CI) is utilized as a key intermediate in the development of agrochemicals. Its potential antifungal and antimicrobial properties render it suitable for applications in crop protection and pest control, thereby enhancing agricultural productivity.
Used in Materials Science:
3H-1,2,4-Triazole-3-thione,5-ethyl-1,2-dihydro-(9CI) also finds application in the field of materials science. Its chemical properties allow it to be incorporated into the design and synthesis of novel materials with specific characteristics, such as improved stability or reactivity, broadening its utility in various industrial applications.

InChI:InChI=1/C4H7N3S/c1-2-3-5-4(8)7-6-3/h2H2,1H3,(H2,5,6,7,8)

Upstream product

• 20953-13-3 1-propanoyl-3-thiosemicarbazide 
• 20939-16-6 4-amino-3-ethyl-1,2,4-triazole-5-thiol 
• 96133-97-0 C₆H₁₃N₃OS 
• 79-03-8 propionyl chloride 
• 79-19-6 thiosemicarbazide 

Downstream Products

• 449747-35-7 (5-ethyl-2H-[1,2,4]triazol-3-ylsulfanyl)-acetic acid ethyl ester 

Relevant articles and documents

Novel panaxadiol triazole derivatives induce apoptosis in HepG-2 cells through the mitochondrial pathway

In this study, we introduced 1, 2, 4-triazole groups into panaxadiol (PD) to obtain 18 panaxadiol triazole derivatives. Five cancer cells and one normal cell were evaluated for cytotoxicity by MTT assay. The results showed that most of the derivatives could inhibit cancer cell proliferation, and the anti-proliferative activity of compound A1 was the most significant. For HepG-2 cells, the IC50 value was 4.21 ± 0.54 μM, which was nearly 15 times higher than the activity of PD. Further studies showed that compound A1 could induce apoptosis in HepG-2 cells, and could enhance the expression of Cl-caspase-3, Cl-caspase-9 and Cl-PARP. Moreover, Western blot analysis showed that after treating HepG-2 cells with compound A1, the expression of p53 protein was increased and the ratio of Bax/Bcl-2 was gradually increased. The cytoplasmic Bax is then translocated to the mitochondria, causing the release of Cyt c protein. Therefore, the results indicate that compound A1 induces apoptosis through the mitochondrial pathway and can be used the potential to develop new anti-proliferative agents.

3-Mercapto-1,2,4-triazoles and N-acylated thiosemicarbazides as metallo-β-lactamase inhibitors

The production of β-lactamases is an effective strategy by which pathogenic bacteria can develop resistance against β-lactam antibiotics. While inhibitors of serine-β-lactamases are widely used in combination therapy with β-lactam antibiotics, there are no clinically available inhibitors of metallo-β-lactamases (MBLs), and so there is a need for the development of such inhibitors. This work describes the optimisation of a lead inhibitor previously identified by fragment screening of a compound library. We also report that thiosemicarbazide intermediates in the syntheses of these compounds are also moderately potent inhibitors of the IMP-1 MBL from Pseudomonas aeruginosa. The interactions of these inhibitors with the active site of IMP-1 were examined using in silico methods.

Deamination of some N-amino nitrogen heterocycles using Preyssler's anion

Some N-aminotriazines and -triazoles were treated with Preyssler's anion as catalyst in acetic acid to afford the corresponding deaminated triazines and triazoles. The reaction is suggested to proceed via formation of N-nitrosamines with subsequent N-NO b

6-SUBSTITUTED- 2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINES AS 5-HT2C RECEPTOR AGONISTS

The present invention provides 6-substituted 2,3,4,5-tetrahydro-lH- benzo[d]azepines of Formula (I) as selective 5-HT2C receptor agonists for the treatment of 5-HT2c associated disorders including obesity, obsessive/compulsive disorder, depression, and anxiety: R6 D R? N-R" R* where R6 is -(CrC3)alkyl-S-(C0-C3)alkyl-R10, -(C1-C3)alkyl-NR11R12, -(CrC3)alkyl-O- R 13. and other substituents are as defined in the specification.

Condensation of 3-methyl/ethyl-5-mercapto-s-triazole with 3- acetylcoumarin and its derivatives

3-Methyl/ethyl-5-mercapto-s-triazoles 2 on condensation with either 3- (2-bromoacetyl)coumarins or with substituted 3-acetyl comarins using bromine in the presence of trichloro-(N,N'-ethylene-bis-aminobenzamide) lanthanum and samarium as a catalyst, followed by cyclization of the intermediate 3-alkyl- 5-coumarinacyl-thio-s-triazole 3 using PPA furnish 3-alkyl-5- coumarinylthiazolo[3,2-b]-s-triazoles 4 and not the isomeric 3-alkyl-5- coumarinylthiazolo[2.3-c]-s-triazoles 6. 2-Acetyl- or 2-propanoylhydrazino- 4-coumarinyl-thlazolo hydrobromides 5 obtained from the reaction of acetyl/propanoyl thiosemicarbazides 1 with either substituted 3-(2- bromoacetyl) coumarins or with bromine and substituted 3-acetylcoumarin using trichloro-(N,N'-ethylene-bis-aminobenzamide)lanthanum (III) and samarium (III) as a catalyst, on treatment with phosphoryl chloride undergo facile cyclization yielding 5-alkyl-5-coumarinylthiazolo[2.3-c]-s-triazole 6.

A new series of selective COX-2 inhibitors: 5,6-diarylthiazolo[3,2-b][1,2,4]triazoles

A series of 5,6-diarylthiazolo[3,2-b][1,2,4]triazoles was prepared for evaluation of potency and selectivity against human COX-1 and COX-2 enzymes. This lead to the discovery of L-768,277, a potent and selective COX-2 inhibitor that also demonstrated good in vivo activity.

Derives de la dihydro-2,4 triazole-1,2,4 thione-3 et de l'amino-2 thiadiazole-1,3,4 a partir de nouvelles thiosemicarbazones d'esters

A new general synthesis of 4,5-disubstituted 2,4-dihydro-1,2,3-triazole-3-thiones is proposed.These heterocycles are obtained by the action of primary amines, aralhydrazines or aroylhydrazines on the thiosemicarbazones of esters.These last compounds are prepared by action of chlorhydrates of iminoesters on thiosemicarbazide in dimethylformamide.These thiosemicarbazones react also with strong acids, acid anhydrides and chlorides; by thermolysis and they give 2-amino-1,3,4-thiadiazole derivatives.Also, two derivatives of 1,2,4-triazolo-1,3,4-thiadiazole have been prepared.