87885-43-6

Basic information

• Product Name: 2-CHLORO-3-NITROPYRAZINE
• Synonyms: 2-CHLORO-3-NITROPYRAZINE;3-Chloro-2-nitropyrazine
• CAS NO: 87885-43-6
• Molecular Formula: C4H2ClN3O2
• Molecular Weight: 159.53
• Mol File: 87885-43-6.mol

Chemical Properties

• Boiling Point: 283℃
• Flash Point: 125℃
• Appearance: /
• Density: 1.600
• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -5.91±0.10(Predicted)
• CAS DataBase Reference: 2-CHLORO-3-NITROPYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-NITROPYRAZINE(87885-43-6)
• EPA Substance Registry System: 2-CHLORO-3-NITROPYRAZINE(87885-43-6)

Safety Data

• Hazardous Substances Data: 87885-43-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-3-nitropyrazine is used as a building block for the preparation of substituted benzodiazepine calcitonin gene-related peptide (CGRP) receptor antagonists. These antagonists are important in the development of drugs for the treatment of migraine and other neurological disorders.
Used in Radiotherapy:
2-Chloro-3-nitropyrazine is also used in the preparation of hypoxic cell radiosensitizers. These compounds are used to enhance the effectiveness of radiation therapy in cancer treatment by increasing the sensitivity of hypoxic (oxygen-deficient) cancer cells to radiation. This can lead to improved outcomes for patients undergoing radiotherapy.

InChI:InChI=1/C4H2ClN3O2/c5-3-4(8(9)10)7-2-1-6-3/h1-2H

Upstream product

• 86536-74-5 S,S-dimethyl-N-(3-chloropyrazin-2-yl)sulfilimine 
• 105410-36-4 2-Chloro-3-nitroso-pyrazine 
• 6863-73-6 3-chloropyrazin-2-amine 
• 144-55-8 sodium hydrogencarbonate 

Downstream Products

• 1439394-20-3 {1-[4-(3-nitro-pyrazin-2-ylamino)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester 

Relevant articles and documents

Nucleophilic substitution by 3-amino-1,2-propanediol in nitropyrazines and nitroquinoxalines

Treatment of 2-chloro-3-nitropyrazine and 2-chloro-5-nitropyrazine with 3-amino-1,2-propranediol affords products derived from displacement of chloride, while similar reaction of methyl 3-nitropyrazinoate and 2-chloro-3-nitroquinoxaline gives clean nitro group replacement. Analogous reaction of methyl 6-chloro-3-nitropyrazinoate affords a mixture containing products derived from competitive displacement of chloride and nitrite.

BICYCLIC HETEROARYL DERIVATIVES AS KINASE INHIBITORS

The present invention provides compounds, including resolved enantiomers, resolved diastereomers, solvates and pharmaceutically acceptable salts thereof, comprising the Formula 1: wherein Het, X, R1 and R2 are as defined herein.

LONIDAMINE ANALOGUES FOR FERTILITY MANAGEMENT

Fertility management can include: administering to the subject one or more doses of a compound according to Formula I so as to reduce fertility in the subject. Fertility management can also include administering an effective amount of the compound to: impair Sertoli cell function in a male subject; inhibit spermatogenesis in the subject; reduce testis weight in the subject; reduce ovary weight in a female subject; reduce serum progesterone in the female subject; impair ovarian follicle function in the female subject; causing reversible fertility in the subject. In order to return fertility, the method can include ceasing administration of the compound to the subject so as to return fertility in the subject. The compound can be administered for irreversibly sterilizing the subject.

Lonidamine analogues and their use in male contraception and cancer treatment

Novel compounds useful for inhibiting spermatogenesis and cancer treatment, and in particular as inhibitors of heat shock proteins and/or elongation factor 1 alpha.

2,6-disubstituted derivatives of 3-nitropyrazines useful as adjuncts to radiation therapy

2,6-Disubstituted derivatives of 3-nitropyrazine are disclosed to have activity in increasing the sensitivity of tumor cells to radiation. Also disclosed are methods of preparing such compounds and pharmaceutical compositions including such compounds.

2,6-disubstituted derivatives of 3-nitropyrazines useful as adjuncts to radiation therapy

2,6-Disubstituted derivatives of 3-nitropyrazine are disclosed to have activity in increasing the sensitivity of tumor cells to radiation. Also disclosed are methods of preparing such compounds and pharmaceutical compositions including such compounds.

Synthesis and activity of novel nitropyrazines for use as hypoxic cell radiosensitizers

A series of eight novel nitropyrazines has been prepared by oxidation of sulfoximine intermediates. The partition coefficient, one-electron reduction potential, sensitizer enhancement ratio, and chronic and acute aerobic cytotoxicity have been measured for each. Two representatives of this series were tested in the Ames test and were not found to be mutagenic.