60233-66-1

Basic information

• Product Name: 5-Chloro-3H-quinazolin-4-one
• Synonyms: 5-Chloro-4(3H)-Quinazolinone;5-chloro-4H-iMidazol-4-one;5-Chloro-4(3H)-quinazolinone、5-Chloro-3H-quinazolin-4-one;5-Chloro-3,4-dihydro-4-oxoquinazoline98%;5-CHLORO-4-QUINAZOLINONE;5-Chloro-3,4-dihydro-4-oxoquinazoline;5-Chloroquinazolin-4(3H)-one;5-Chloro-3,4-dihydro-4-oxoquinazoline 98%
• CAS NO: 60233-66-1
• Molecular Formula: C₈H₅ClN₂O
• Molecular Weight: 180.59
• Product Categories: blocks;Heterocycles;Quinolines;Alcohols and Derivatives
• Mol File: 60233-66-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 353.6 °C at 760 mmHg
• Flash Point: 167.7 °C
• Appearance: /
• Density: 1.5 g/cm³
• Vapor Pressure: 3.54E-05mmHg at 25°C
• Refractive Index: 1.688
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-Chloro-3H-quinazolin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-3H-quinazolin-4-one(60233-66-1)
• EPA Substance Registry System: 5-Chloro-3H-quinazolin-4-one(60233-66-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 60233-66-1(Hazardous Substances Data)

Usage

General Description

5-Chloro-3H-quinazolin-4-one, also known as 5-chloro-4(3H)-quinazolinone, is a chemical compound belonging to the quinazolinone class. It is a heterocyclic organic compound with a quinazoline ring structure, and its molecular formula is C8H5ClN2O. 5-Chloro-3H-quinazolin-4-one is commonly used as a building block in the synthesis of pharmaceuticals, specifically for the development of antiviral and anti-tumor agents. It has also been studied for its potential as a therapeutic agent for diseases such as Alzheimer's and Parkinson's. Additionally, 5-Chloro-3H-quinazolin-4-one has been investigated for its antimicrobial and antifungal properties, and it is used as a precursor for the preparation of various biologically active compounds.

InChI:InChI=1/C8H5ClN2O/c9-5-2-1-3-6-7(5)8(12)11-4-10-6/h1-4H,(H,10,11,12)

Upstream product

• 2148-56-3 2-chloro-6-aminobenzoic acid 
• 77287-34-4 formamide 
• 6313-33-3 formamidine hydrochloride 
• 19407-42-2 2-(acetylamino)-6-chlorobenzoic acid 
• 87-60-5 3-chloro-2-methylbenzenamine 
• 7463-35-6 N-(3-chloro-2-methylphenyl)acetamide 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 2148-55-2 4,5-dichloroquinazoline 
• 1258431-82-1 N-benzyl-5-chloroquinazolin-4-amine 
• 400784-50-1 4-hydroxy-5-chloro-8-nitro-quinazoline 

Relevant articles and documents

3,4-Dihydroquinazolin-8-yl-3-phenylurea Derivatives: Synthesis, VEGFR-2 Kinase Inhibiting Activity, and Molecular Docking

Abstract: New 15 compounds have been synthesized targeting the highly conserved active site of VEGFR-2. Some of those have exhibited high anti-proliferation potency against tumor cells and inhibitory activity against VEGFR-2. One of the products (6h) has

4-Amino quinazoline compound as well as preparation method and application thereof

The invention relates to a 4-amino quinazoline compound as well as a preparation method and application thereof. The compound has a general formula I) as shown in the specification, a quinazoline compound is taken as a basis, an aromatic ring methylene is introduced into the system for synthesizing a series of aromatic ring-containing methylene substituted 4-amino quinazoline compounds, the compound has a good inhibiting effect on pathogenic bacteria of plants, and has a good inhibiting effect on pathogenic bacteria such as xanthomonas oryzae, Xanthomonas citri and the like.

Design, Synthesis, and Potency of Pyruvate Dehydrogenase Complex E1 Inhibitors against Cyanobacteria

Safe and effective algaecides are needed to control agriculturally and environmentally significant algal species. Four series (6, 10, 17, and 21) of 29 novel 4-aminopyrimidine derivatives were rationally designed and synthesized. A part of 10, 17, and 21 displayed potent inhibition of Escherichia coli pyruvate dehydrogenase complex E1 (E. coli PDHc-E1) (IC50 = 2.12-18.06 μM) and good inhibition of Synechocystis sp. PCC 6803 (EC50 = 0.7-7.1 μM) and Microcystis sp. FACH 905 (EC50 = 3.7-7.6 μM). The algaecidal activity of these compounds positively correlated with their inhibition of E. coli PDHc-E1. In particular, 21l and 10b exhibited potent algaecidal activity against PCC 6803 (EC50 = 0.7 and 0.8 μM, respectively), values that were 2-fold increased compared to that of copper sulfate (EC50 = 1.8 μM), and showed the best inhibition of cyanobacterium PDHc-E1 (IC50 = 5.10 and 6.06 μM, respectively). 17h and 21e, the best inhibitors of E. coli PDHc-E1, were studied by molecular docking, site-directed mutagenesis, and enzymatic assays. These results revealed that the improved inhibition of novel inhibitors compared with that of the lead compound I was due to the formation of a new hydrogen bond with Leu264 at the active site of E. coli PDHc-E1. The results proved the great potential to obtain effective algaecides via the rational design of PDHc-E1 inhibitors. [Figure Presented]