4604-72-2

Basic information

• Product Name: PYRAZINE-2-CARBOTHIOAMIDE
• Synonyms: RARECHEM BG FB 0012;PYRAZINE-2-CARBOTHIOAMIDE;PYRAZINE-2-CARBOTHIOIC ACID AMIDE;2-pyrazinethiocarboxamide;pyrazinecarboxylicacidthioamide;thio-pyrazinecarboxamid;Pyrazine-2-thiocarboxamide;PYRAZINE-2-CARBOTHIAMIDE
• CAS NO: 4604-72-2
• Molecular Formula: C₅H₅N₃S
• Molecular Weight: 139.18
• Mol File: 4604-72-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 200 °C
• Boiling Point: 292.9 °C at 760 mmHg
• Flash Point: 131 °C
• Appearance: /
• Density: 1.358 g/cm³
• Vapor Pressure: 0.00178mmHg at 25°C
• Refractive Index: 1.677
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Soluble in organic solvents, ethanol, DMSO.
• PKA: 11.35±0.29(Predicted)
• CAS DataBase Reference: PYRAZINE-2-CARBOTHIOAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PYRAZINE-2-CARBOTHIOAMIDE(4604-72-2)
• EPA Substance Registry System: PYRAZINE-2-CARBOTHIOAMIDE(4604-72-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-41-43
• Safety Statements: 26-36/39
• WGK Germany: 1
• RTECS: uq2360000
• HazardClass: IRRITANT
• Hazardous Substances Data: 4604-72-2(Hazardous Substances Data)

Usage

General Description

PYRAZINE-2-CARBOTHIOAMIDE, also known as 2-Pyrazinethiol, is an organic compound with the chemical formula C5H5N3S. It is a colorless to pale yellow liquid with a strong, unpleasant odor. 2-Pyrazinethiol is primarily used as an intermediate in the production of pharmaceuticals and agrochemicals. It is also used as a flavoring agent in the food industry. The compound is known to be toxic if ingested or inhaled and can cause irritation to the skin and eyes. Additionally, 2-Pyrazinethiol is highly flammable and should be handled with care.

InChI:InChI=1/C5H5N3S/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9)

Upstream product

• 19847-10-0 pyrazinoyl chloride 
• 98-97-5 2-pyrazylcarboxylic acid 
• 98-96-4 pyrazinamide 
• 19847-12-2 2-pyrazine carbonitrile 

Downstream Products

• 19847-12-2 2-pyrazine carbonitrile 

Relevant articles and documents

Synthesis and Antitubercular activity of New Thiazolidinones with Pyrazinyl and Thiazolyl Scaffolds

Emergence of multidrug resistant and extensively drug resistant tuberculosis has prompted to develop new molecular entities to treat the disease. A series of new 4-thiazolidinones with pyrazinyl and thiazolyl scaffolds has been synthesized, and their antitubercular activity is reported. The title 4-thiazolidinones, N-(pyrazinyl substituted thiazoloylamino)-2-aryl-4-thiazolidinones (6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j) have been first time prepared using pyrazinamide as a starting material via five successive steps. The purity and the structures of the intermediates (carboethoxythiazole, acid hydrazide, and azomethines) and title thiazolidinones (6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j) have been confirmed by TLC and spectral analyses, respectively. An antitubercular screening of the new 4-thiazolidinones has been performed on bacterial strains, Mycobacterium tuberculosis H37Ra and Mycobacterium BCG using the solutions of different concentrations of the compounds (6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j) and the screening results are presented. Compound 6a has displayed notable antitubercular activity.

Potent ribonucleotide reductase inhibitors: Thiazole-containing thiosemicarbazone derivatives

The antioxidant, antimalarial, antibacterial, and antitumor activities of thiosemicarbazones have made this class of compounds important for medicinal chemists. In addition, thiosemicarbazones are among the most potent and well-known ribonucleotide reductase inhibitors. In this study, 24 new thiosemicarbazone derivatives were synthesized, and the structures and purity of the compounds were determined by IR, 1H NMR, 13C NMR, mass spectroscopy, and elemental analysis. The IC50 values of these 24 compounds were determined with an assay for ribonucleotide reductase inhibition. Compounds 19, 20, and 24 inhibited ribonucleotide reductase enzyme activity at a higher level than metisazone as standard. The cytotoxic effects of these compounds were measured on the MCF7 (human breast adenocarcinoma) and HEK293 (human embryonic kidney) cell lines. Similarly, compounds 19, 20, and 24 had a selective effect on the MCF7 and HEK293 cell lines, killing more cancer cells than cisplatin as standard. The compounds (especially 19, 20, and 24 as the most active ones) were then subjected to docking experiments to identify the probable interactions between the ligands and the enzyme active site. The complex formation was shown qualitatively. The ADME (absorption, distribution, metabolism, and excretion) properties of the compounds were analyzed using in-silico techniques.

Arylthioamides as H2S donors: L-cysteine-activated releasing properties and vascular effects in vitro and in vivo

A small library of arylthioamides 1-12 was easily synthesized, and their H2S-releasing properties were evaluated both in the absence or in the presence of an organic thiol such as l-cysteine. A number of arylthioamides (1-3 and 7) showed a slow and l-cysteine-dependent H2S-releasing mechanism, similar to that exhibited by the reference slow H2S- releasing agents, such as diallyl disulfide (DADS) and the phosphinodithioate derivative GYY 4137. Compound 1 strongly abolished the noradrenaline-induced vasoconstriction in isolated rat aortic rings and hyperpolarized the membranes of human vascular smooth muscle cells in a concentration-dependent fashion. Finally, a significant reduction of the systolic blood pressure of anesthetized normotensive rats was observed after its oral administration. Altogether these results highlighted the potential of arylthioamides 1-3 and 7 as H 2S-donors for basic studies, and for the rational design/development of promising pharmacotherapeutic agents to treat cardiovascular diseases.