89180-45-0

Basic information

• Product Name: 5-Chloro-2-hydroxypyrazine
• Synonyms: 5-Chloropyrazin-2-ol;5-Chloro-2-hydroxypyrazine;2-hydroxy-5-chloropyrazine;5-Chloropyrazin-2-ol, 5-Chloro-2-hydroxy-1,4-diazine;Pyrazinol, 5-chloro-;5-chloro-1H-pyrazin-2-one
• CAS NO: 89180-45-0
• Molecular Formula: C₄H₃ClN₂O
• Molecular Weight: 130.53
• Mol File: 89180-45-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 138-140 °C
• Boiling Point: 419.6 °C at 760 mmHg
• Flash Point: 207.5 °C
• Appearance: /
• Density: 1.553g/cm³
• Vapor Pressure: 1.23E-07mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 10.02±0.40(Predicted)
• CAS DataBase Reference: 5-Chloro-2-hydroxypyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-hydroxypyrazine(89180-45-0)
• EPA Substance Registry System: 5-Chloro-2-hydroxypyrazine(89180-45-0)

Safety Data

• Hazardous Substances Data: 89180-45-0(Hazardous Substances Data)

Usage

General Description

5-Chloro-2-hydroxypyrazine is a chemical compound with the molecular formula C4H4ClN2O. It is a chlorinated pyrazine derivative with a hydroxyl group attached to the second carbon atom in the pyrazine ring. 5-Chloro-2-hydroxypyrazine is used as a building block in organic synthesis and can be utilized in the pharmaceutical industry for the preparation of various bioactive molecules. It has also been studied for its potential antimicrobial and antifungal properties. Additionally, 5-Chloro-2-hydroxypyrazine has been investigated for its role in the development of new materials and as a possible component in the production of agrochemicals.

InChI:InChI=1/C4H3ClN2O/c5-3-1-7-4(8)2-6-3/h1-2H,(H,7,8)

Upstream product

• 33332-29-5 2-amino-5-chloropyrazine 
• 5049-61-6 2-Aminopyrazine 

Downstream Products

• 19745-07-4 2,5-dichloropyrazine 

Relevant articles and documents

Discovery of pyrimidine nucleoside dual prodrugs and pyrazine nucleosides as novel anti-HCV agents

To explore the application potential of dual prodrug strategies in the development of anti-HCV agents, a variety of sofosbuvir derivatives with modifications at the C4 or N3 position of the uracil moiety were designed and synthesized. Some compounds exhibited potent anti-HCV activities, such as 4e and 8a–8c with similar EC50 values (0.20–0.22 μM) comparative to that of sofosbuvir (EC50 = 0.18 μM) in a genotype 1b based replicon Huh-7 cell line. Moreover, 8b displayed a good human plasma stability profile, and was easily metabolized in human liver microsomes expectantly. On the other hand, aiming to discover novel anti-HCV nucleosides, pyrazin-2(1H)-one nucleosides and their phosphoramidate prodrugs were investigated. Several active compounds were discovered, such as 25e (EC50 = 7.3 μM) and S-29b (EC50 = 19.5 μM). This kind of nucleosides were interesting and would open a new avenue for the development of antiviral agents.