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
• Article Data: 7

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

Description

2-Chloro-3-nitropyrazine is an organic compound with the chemical formula C4H2ClN3O2. It is a heterocyclic compound that contains a chlorine atom and a nitro group attached to a pyrazine ring. 2-Chloro-3-nitropyrazine is known for its potential applications in the synthesis of various pharmaceuticals and chemical compounds.

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.

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.

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.