20028-68-6

Basic information

• Product Name: 2,4,6-TRICHLOROQUINAZOLINE
• Synonyms: 2,4,6-TRICHLOROQUINAZOLINE;2,4,6-TRICHLOROQUINOXALINE;2,4,6-Trichloroquinazoline 98%;2,4,6-trichlroquinazoline
• CAS NO: 20028-68-6
• Molecular Formula: C₈H₃Cl₃N₂
• Molecular Weight: 233.48
• Mol File: 20028-68-6.mol
• Article Data: 43

Chemical Properties

• Melting Point: 131 °C
• Boiling Point: 298.549 °C at 760 mmHg
• Flash Point: 162.566 °C
• Appearance: /
• Density: 1.601 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.678
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.15±0.30(Predicted)
• CAS DataBase Reference: 2,4,6-TRICHLOROQUINAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRICHLOROQUINAZOLINE(20028-68-6)
• EPA Substance Registry System: 2,4,6-TRICHLOROQUINAZOLINE(20028-68-6)

Safety Data

• Hazard Codes: T,Xi
• Statements: 25-37/38-41
• Safety Statements: 26-36
• Hazardous Substances Data: 20028-68-6(Hazardous Substances Data)

Usage

General Description

2,4,6-Trichloroquinazoline is a chemical compound with the molecular formula C8H3Cl3N2. It is a white to light yellow crystalline solid with a melting point of 187-191°C. It is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals, and as a building block in the production of various organic compounds. 2,4,6-Trichloroquinazoline may also have potential applications in the field of materials science, as well as in research and development for new chemical processes and products. It is important to handle this chemical with caution, as it may cause skin and eye irritation and should be used in a well-ventilated area with appropriate personal protective equipment.

InChI:InChI=1/C8H3Cl3N2/c9-4-1-2-6-5(3-4)7(10)13-8(11)12-6/h1-3H

Upstream product

• 1640-60-4 6-chloro-1,2,3,4-tetrahydroquinazoline-2,4-dione 
• 134-20-3 2-carbomethoxyaniline 
• 5202-89-1 4-chlorobenzenesulfonyl chloride 
• 57-13-6 urea 
• 635-21-2 5-chloroanthranilic acid 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 5922-60-1 2-amino-5-chlorobenzonitrile 
• 1095657-56-9 6-chloroquinazoline-2,4(1H,3H)-dione monopotassium salt 
• 1640-60-4 2,4-dihydroxy-6-chloroquinazoline 
• 784183-51-3 N-(4-chloro-2-iodophenyl)-2,2,2-trifluoroacetamide 
• 63069-48-7 p-chloro-o-iodoaniline 
• 618889-14-8 N-(4-Chloro-2-cyanophenyl)-2,2,2-trifluoroacetamide 
• 503-38-8 trichloromethyl chloroformate 
• 2516-95-2 5-chloro-2-nitrobenzoic acid 

Downstream Products

• 147971-96-8 4'-[[(2,6-dichloro-4-quinazolinyl)amino]methyl][1,1'-biphenyl]-2-carboxylic acid methyl ester 
• 915691-84-8 2-amino-6-chloro-4-[3-(3-methoxycarbonyl-propionylamino)-phenyl]-quinazoline 
• 915692-69-2 2-amino-6-chloro-4-(3-amino-phenyl)-quinazoline 
• 915693-37-7 2-amino-6-chloro-4-(3-nitro-phenyl)-quinazoline 
• 769158-24-9 2-((2,6-dichloro-4-oxoquinazolin-3(4H)-yl)methyl)benzonitrile 
• 61741-56-8 6-chloro-2-phenethylamino-3H-quinazolin-4-one 
• 76004-42-7 N-(2,6-Dichloro-quinazolin-4-yl)-N',N'-diethyl-cyclohexane-1,4-diamine; hydrochloride 
• 1640-60-4 6-chloro-1,2,3,4-tetrahydroquinazoline-2,4-dione 

Relevant articles and documents

One-pot cascade ring enlargement of isatin-3-oximes to 2,4-dichloroquinazolines mediated by bis(trichloromethyl)carbonate and triarylphosphine oxide

An efficient and convenient one-pot cascade synthesis of 2,4-dichloroquinazolines directly from isatin-3-oximes with the addition of bis(trichloromethyl)carbonate and triarylphosphine oxide was developed, leading to substituted quinazolines in moderate to excellent yields. The efficiency of this transformation was demonstrated by compatibility with a range of functional groups. Thus, the method represents a convenient and practical strategy for the synthesis of substituted 2,4-dichloroquinazolines.

PIPERAZINE DERIVATIVES AS MAGL INHIBITORS

The invention provides new heterocyclic compounds having general Formula (I), or a pharmaceutically acceptable salt thereof, wherein R1, R2, X, Y1 and Y2 are as described herein, compositions including the compounds, processes of manufacturing the compounds and methods of using the compounds.

Structure-Based Design of 6-Chloro-4-aminoquinazoline-2-carboxamide Derivatives as Potent and Selective p21-Activated Kinase 4 (PAK4) Inhibitors

Herein, we report the discovery and characterization of a novel class of PAK4 inhibitors with a quinazoline scaffold. Based on the shape and chemical composition of the ATP-binding pocket of PAKs, we chose a 2,4-diaminoquinazoline series of inhibitors as a starting point. Guided by X-ray crystallography and a structure-based drug design (SBDD) approach, a series of novel 4-aminoquinazoline-2-carboxamide PAK4 inhibitors were designed and synthesized. The inhibitors' selectivity, therapeutic potency, and pharmaceutical properties were optimized. One of the best compounds, 31 (CZh226), showed remarkable PAK4 selectivity (346-fold vs PAK1) and favorable kinase selectivity profile. Moreover, this compound potently inhibited the migration and invasion of A549 tumor cells by regulating the PAK4-directed downstream signaling pathways in vitro. Taken together, these data support the further development of 31 as a lead compound for PAK4-targeted anticancer drug discovery and as a valuable research probe for the further biological investigation of group II PAKs.