1192-72-9

Basic information

• Product Name: 4,5-DIMETHYL-1H-IMIDAZOLE-2-THIOL
• Synonyms: 2-MERCAPTO-4,5-DIMETHYLIMIDAZOLE;4,5-DIMETHYL-1H-IMIDAZOLE-2-THIOL;4,5-DIMETHYLIMIDAZOLE-2-THIOL
• CAS NO: 1192-72-9
• Molecular Formula: C₅H₈N₂S
• Molecular Weight: 128.2
• Mol File: 1192-72-9.mol

Chemical Properties

• Melting Point: >280°C
• Boiling Point: 179.8 °C at 760 mmHg
• Flash Point: 62.5 °C
• Appearance: /
• Density: 1.2 g/cm³
• Vapor Pressure: 0.925mmHg at 25°C
• Refractive Index: 1.612
• PKA: 11.50±0.70(Predicted)
• CAS DataBase Reference: 4,5-DIMETHYL-1H-IMIDAZOLE-2-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIMETHYL-1H-IMIDAZOLE-2-THIOL(1192-72-9)
• EPA Substance Registry System: 4,5-DIMETHYL-1H-IMIDAZOLE-2-THIOL(1192-72-9)

Safety Data

• Hazardous Substances Data: 1192-72-9(Hazardous Substances Data)

Usage

Uses

Since the provided materials do not contain specific information on the applications of 4,5-DIMETHYL-1H-IMIDAZOLE-2-THIOL, it is not possible to list its uses based on the given data. Further research and information are required to determine its potential applications in various industries.

InChI:InChI=1/C5H8N2S/c1-3-4(2)7-5(8)6-3/h1-2H3,(H2,6,7,8)

Upstream product

• 1147550-11-5 ammonium thiocyanate 
• 108-24-7 acetic anhydride 
• 302-72-7 rac-Ala-OH 
• 333-20-0 potassium thioacyanate 
• 2198-64-3 N-Benzoylalanine 
• 135636-66-7 butane-2,3-dione mono-oxime 
• 513-86-0 3-hydroxy-2-butanon 
• 17356-08-0 thiourea 

Downstream Products

• 2302-39-8 4,5-dimethylimidazole 
• 1020662-86-5 C₁₄H₁₁ClN₂OS 
• 1125455-45-9 2-(4-methoxybenzylsulfanyl)-4,5-dimethyl-1H-imidazole 
• 75-64-9 tert-butylamine 

Relevant articles and documents

1,4,5-Trialkyl imidazole system anti-inflammatory properties of new substituted derivatives

In an investigation of the anti-inflammatory properties of five-membered ring nitrogen-containing heterocyclic compounds, two series of derivatives of imidazole were prepared by altering the sites of substitution and by joining aliphatic chains to the nitrogen atom in the 1 position of the imidazole ring. Some of them were more potent inhibitors of carragenan-induced edema than indomethacin. An electron spin resonance study indicated that these compounds possess anti-radical activity.

Kinetics and mechanism of the nucleophilic cleavage of disulfide bond in 2,2′-dithio-diimidazoles with hydroxide ions

Kinetics of the cleavage of disulfide bond of dithiobisdisulfides of diimidazoles to their parent imidazoles by hydroxide ion have been investigated spectrophotometrically. Rate equation and other observations suggest that the nucleophilic attack of hydroxide ion on one of the sulfur atoms of disulfide bond is a rate limiting step. This process is accompanied by much slower, parallel reaction with water as a nucleophile. Hence the full kinetic equation for nucleophilic cleavage of 2,2′-dithio-diimidazoles in aqueous alkaline solutions is a two-term equation: -(d[RSSR]/dt) = k1 [RSSR][OHl + k2[RSSR][H2O], where k1 > k2. The mechanism of the reaction is proposed.

Synthesis and antithyroid activity of 1,4,5-trialkyl 2-thioimidazole derivatives

A series of compounds based on the structure of MTI (1-methyl-2-thioimidazole) were synthesized by condensation of α-hydroxyketones and alkylthioureas. The α-hydroxyketones were obtained by a radical reaction in the presence of sodium and the alkyl ester, while the alkylthioureas were prepared by nucleophilic addition of ammonia on an alkylisothiocyanate. The antithyroid activity of the 13 compounds prepared was evaluated in vitro by determination of the concentrations which led to a 50% inhibition (IC50) of the activity of thyroid peroxidase, and in vivo by assay of thyroid hormones levels and histological examination of the thyroid gland in rats treated chronically with the compounds. 1-methyl-4,5-dipropyl 2-thioimidazole (compound 10) was found to have the highest antithyroid activity of the 13 compounds synthesized.

Synthesis and inhibitory effects of 1,4,5-trialkyl-2-thioimidazole derivatives on platelet aggregation

New 1,4,5-trialkyl-2-thioimidazole have been synthesized by the condensation of α-hydroxyketones and alkylthioureas. The in vitro platelet aggregation inhibiting effect of prepared compounds on human platelets was studied in the presence of ADP and collagen as inducers. The formation of thromboxane B2 (TXB2) was inhibited. 1-isopropyl-4,5-dimethyl-2-thioimidazole has the greatest aggregation inhibiting effect, about 4 times that of aspirin. It highly inhibits the production of TXB2 (68,5% for a final concentration of 0,04 M).