16499-60-8

Basic information

• Product Name: 4-CHLORO-5-FLUOROQUINAZOLINE
• Synonyms: 4-CHLORO-5-FLUOROQUINAZOLINE
• CAS NO: 16499-60-8
• Molecular Formula: C₈H₄ClFN₂
• Molecular Weight: 182.5821632
• Mol File: 16499-60-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 284.9 °C at 760 mmHg
• Flash Point: 126.1 °C
• Appearance: /
• Density: 1.447 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 0.35±0.30(Predicted)
• CAS DataBase Reference: 4-CHLORO-5-FLUOROQUINAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-5-FLUOROQUINAZOLINE(16499-60-8)
• EPA Substance Registry System: 4-CHLORO-5-FLUOROQUINAZOLINE(16499-60-8)

Safety Data

• Hazardous Substances Data: 16499-60-8(Hazardous Substances Data)

Usage

General Description

4-CHLORO-5-FLUOROQUINAZOLINE is a chemical compound with the molecular formula C8H4ClFN2. It is a heterocyclic organic compound that contains a quinazoline ring with chlorine and fluorine atoms attached to it. 4-CHLORO-5-FLUOROQUINAZOLINE is used in the pharmaceutical and chemical industries for the synthesis of various biologically active molecules and pharmaceutical drugs. It has also been studied for its potential antimicrobial and antitumor properties. 4-CHLORO-5-FLUOROQUINAZOLINE is known for its diverse range of applications in medicinal chemistry and has shown promise as a building block for the development of new drug candidates.

Upstream product

• 436-72-6 5-fluoroquinazolin-4(3H)-one 
• 115643-59-9 2-amino-6-fluorobenzamide 
• 77326-36-4 2-amino-6-fluorobenzonitrile 

Downstream Products

• 524955-33-7 N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-fluoroquinazolin-4-amine 
• 744194-19-2 5-fluoro-N-[1-(3-fluorobenzyl)-1H-indazol-5-yl]quinazolin-4-amine 
• 786689-78-9 2-fluoro-4-[(5-fluoroquinazolin-4-yl)amino]phenol 
• 848482-94-0 5-fluoro-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}quinazolin-4-amine 
• 786689-74-5 4-[(5-fluoroquinazolin-4-yl)amino]-2-methoxyphenol 
• 786689-37-0 2-chloro-4-[(5-fluoroquinazolin-4-yl)amino]phenol 

Relevant articles and documents

POCl3 Chlorination of 4-Quinazolones

The reaction of quinazolones with POCl3 to form the corresponding chloroquinazolines occurs in two distinct stages, which can be separated through appropriate temperature control. An initial phosphorylation reaction occurs readily under basic conditions (R3N, aq pK a > 9) at t 3 addition. Clean turnover of phosphorylated quinazolones to the corresponding chloroquinazoline is then achieved by heating to 70-90 C. (N)- and (O)-phosphorylated intermediates, involving multiple substitution at phosphorus, have been identified and their reactions monitored using a combination of 1H, 31P, and 19F NMR. Kinetic analysis of the reaction profiles suggest that the various intermediates react with both Cl- and Cl2P(O)O-, but product formation arises exclusively from reaction of (O)-phosphorylated intermediates with Cl-. (O)- and (N)-phosphorylated intermediates equilibrate rapidly on the time scale of the reaction. A minimum of 1 molar equiv of POCl3 is required for efficient conversion of the intermediates to product.

ERBB RECEPTOR INHIBITORS

Disclosed are compounds inhibiting ErbBs (e. g. HER2), pharmaceutically acceptable salts, hydrates, solvates or stereoisomers thereof and pharmaceutical compositions comprising the compounds. The compound and the pharmaceutical composition can effectively treat diseases associated ErbBs (especially HER2), including cancer.

4- (IH-INDAZOL-S-YL-AMINO)-QUINAZOLINE COMPOUNDS AS ERBB RECEPTOR TYROSINE KINASE INHIBITORS FOR THE TREATMENT OF CANCER

A quinazoline derivative of the Formula I: wherein the substituents are as defined in the text for use in the production of an anti proliferative effect which effect is produced alone or in part by inhibiting erbB2 receptor tyrosine kinase in a warm blood