14933-25-6

Basic information

• Product Name: 3-Chloro-4-hydroxy-1H-quinolin-2-one
• Synonyms: 3-CHLORO-4-HYDROXY-1H-QUINOLIN-2-ONE;3-CHLORO-4-HYDROXY-2-QUINOLONE
• CAS NO: 14933-25-6
• Molecular Formula: C₉H₆ClNO₂
• Molecular Weight: 195.6
• Mol File: 14933-25-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 284.6°C at 760 mmHg
• Flash Point: 126°C
• Appearance: /
• Density: 1.53g/cm³
• Vapor Pressure: 0.00138mmHg at 25°C
• Refractive Index: 1.681
• CAS DataBase Reference: 3-Chloro-4-hydroxy-1H-quinolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-4-hydroxy-1H-quinolin-2-one(14933-25-6)
• EPA Substance Registry System: 3-Chloro-4-hydroxy-1H-quinolin-2-one(14933-25-6)

Safety Data

• Hazardous Substances Data: 14933-25-6(Hazardous Substances Data)

Usage

Description

3-Chloro-4-hydroxy-1H-quinolin-2-one is a synthetic heterocyclic compound with the molecular formula C9H6ClNO2. It is a chlorinated derivative of 4-hydroxyquinoline, known for its versatile reactivity and pharmacological potential. 3-Chloro-4-hydroxy-1H-quinolin-2-one serves as a valuable intermediate in the synthesis of pharmaceuticals and fine chemicals, and has been studied for its potential biological activities, including anti-inflammatory, antifungal, and anticancer properties.

Uses

Used in Pharmaceutical Synthesis:
3-Chloro-4-hydroxy-1H-quinolin-2-one is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs and fine chemicals. Its unique structure and reactivity make it a key component in the development of new therapeutic agents.
Used in Biological Research:
In the field of biological research, 3-Chloro-4-hydroxy-1H-quinolin-2-one is utilized for studying its potential biological activities. Its anti-inflammatory, antifungal, and anticancer properties are of particular interest, as they may contribute to the development of novel treatments for various diseases and conditions.
Used in Drug Development:
3-Chloro-4-hydroxy-1H-quinolin-2-one is used as a building block in drug development, particularly for the creation of new drugs and agrochemicals. Its versatile reactivity and pharmacological potential make it a promising candidate for the design and synthesis of innovative therapeutic agents.
Used in Agrochemical Development:
In the agrochemical industry, 3-Chloro-4-hydroxy-1H-quinolin-2-one is employed as a starting material for the development of new agrochemicals. Its potential applications in this field include the creation of novel pesticides, fungicides, and other agricultural chemicals that can improve crop protection and yield.

InChI:InChI=1/C9H6ClNO2/c10-7-8(12)5-3-1-2-4-6(5)11-9(7)13/h1-4H,(H2,11,12,13)

Upstream product

• 70254-43-2 4-Hydroxy-2-quinolone 
• 86795-52-0 2-Oxo-3-phenyliodonium-1,2-dihydrochinolin-4-olat 

Downstream Products

• 3568-33-0 3,3-Dihydroxy-2,4-dioxo-1,2,3,4-tetrahydro-chinolin 
• 40335-02-2 2,3,4-trichloroquinoline 
• 110216-98-3 3-Chlor-4-tosyloxy-2(1H)-chinolon 

Relevant articles and documents

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Ylides of Heterocycles, VIII. Reactions of Iodonium-Ylides with Acids

The reaction of various organic and inorganic acids (HX) with iodonium ylides 2 leads to nucleophilic substitution of the iodobenzene substituent by the anion X(-) to yield the heterocycles 5.Some of them are hydrolyzed to the hydroxy compounds 3 or reduced to the starting compounds 1 under the reaction conditions.Reaction of the iodonium ylide 2b with monomethyl sulfate gives the salt 9, which with bases undergoes nucleophilic substitution to compounds 8 and 10-12, respectively, or is converted to 2b again. - Keywords: 3-Acetoxy-4-hydroxy-2-quinolones; 2-Oxoquinoline-4-olates; 3-Substituted 4-hydroxy-2-quinolones