6141-13-5

Basic information

• Product Name: 2-Chloroquinazoline
• Synonyms: 2-chloroquinazoline;2-Chloroquinazoline(WX636001)
• CAS NO: 6141-13-5
• Molecular Formula: C₈H₅ClN₂
• Molecular Weight: 164.59
• Product Categories: CHIRAL CHEMICALS
• Mol File: 6141-13-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 108 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 250 °C at 760 mmHg
• Flash Point: 129.2 °C
• Appearance: /
• Density: 1.349 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 0.22±0.30(Predicted)
• CAS DataBase Reference: 2-Chloroquinazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloroquinazoline(6141-13-5)
• EPA Substance Registry System: 2-Chloroquinazoline(6141-13-5)

Safety Data

• Statements: 41
• Safety Statements: 26-39
• Hazardous Substances Data: 6141-13-5(Hazardous Substances Data)

Usage

Description

2-Chloroquinazoline, with the molecular formula C8H6ClN2, is a heterocyclic compound characterized by a quinazoline ring that incorporates a chlorine atom. It is recognized for its diverse applications in organic synthesis and pharmaceutical development, making it a valuable intermediate in the creation of pharmaceuticals, agrochemicals, and fine chemicals. Moreover, 2-Chloroquinazoline demonstrates antiproliferative and cytotoxic properties, positioning it as a candidate for cancer treatment research. Its utility extends to the synthesis of other biologically active compounds, highlighting its versatility in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Development:
2-Chloroquinazoline is used as an intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2-Chloroquinazoline serves as a key intermediate, aiding in the production of compounds designed to protect crops and enhance agricultural yields.
Used in Fine Chemicals Production:
2-Chloroquinazoline is utilized in the synthesis of fine chemicals, which are high-purity chemicals used in various applications, including research, pharmaceuticals, and specialty industries.
Used in Cancer Treatment Research:
2-Chloroquinazoline is used as a research compound in cancer treatment studies due to its antiproliferative and cytotoxic effects, which may lead to the discovery of novel anticancer therapies.
Used in Organic Synthesis as a Building Block:
As a versatile building block in organic synthesis, 2-Chloroquinazoline is employed in the creation of other biologically active compounds, expanding its utility across various chemical and pharmaceutical applications.

InChI:InChI=1/C8H5ClN2/c9-8-10-5-6-3-1-2-4-7(6)11-8/h1-5H

Upstream product

• 193001-44-4 7-benzyloxy-4-chloro-6-methoxyquinazoline hydrochloride 
• 108-95-2 phenol 
• 43120-25-8 1-benzyl-1H-indazole 
• 67-66-3 chloroform 
• 204520-39-8 4-(α-methyl-α-hydroxy-p-bromobenzyl)-2-chloroquinazoline 

Downstream Products

• 952443-60-6 2-chloro-4-cyclohexylquinazoline 
• 851012-56-1 2-chloro-4-(2-fluorophenyl)quinazoline 
• 29874-83-7 2-chloro-4-phenylquinazoline 

Relevant articles and documents

SUBSTITUTED QUINAZOLINES

-

Pyrolysis of 1-substituted pyrazoles and chloroform at 550°C: Formation of α-carboline from 1-benzylpyrazoles

Pyrolysis of 13CH3 labelled 1-methylpyrazole 8 with chloroform at 550°C in a continuous flow reactor yields unlabelled 2-chloropyrimidine 9 and 2-cyanopyrrole 10 labelled at the cyano group. However, pyrolysis of 1-benzylpyrazole 14 with chloroform under similar conditions gives 9,2-phenylpyrimidine 13 and, as the major product, α-carboline 15. Pyrolysis of several substituted 1-(arylmethyl)pyrazoles and the use of 13C and 15N labelled compounds provides direct evidence by which the positions of 7 atoms of 1-benzylpyrazole can be located in the α-carboline. These data support the mechanisms suggested for the formation of 9, 10, and 15.