50743-20-9

Basic information

• Product Name: 6-CHLORO-3-CYANOCHROMONE
• Synonyms: 6-CHLORO-3-CYANOCHROMONE;6-CHLORO-4-OXO-4 H-1-BENZOPYRAN-3-CARBONITRILE;6-CHLORO-4-OXO-4H-CHROMENE-3-CARBONITRILE;6-CHLORO3-CYANOCHROMONE 98%;6-Chlorochromone-3-carbonitrile, 98%;6-chloro-4-oxochromene-3-carbonitrile
• CAS NO: 50743-20-9
• Molecular Formula: C₁₀H₄ClNO₂
• Molecular Weight: 205.6
• EINECS: 245-589-0
• Product Categories: Chromones
• Mol File: 50743-20-9.mol

Chemical Properties

• Melting Point: 209-211 °C(lit.)
• Boiling Point: 390.2ºC at 760 mmHg
• Flash Point: 189.8ºC
• Appearance: /
• Density: 1.48g/cm3
• Vapor Pressure: 2.7E-06mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 6-CHLORO-3-CYANOCHROMONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-3-CYANOCHROMONE(50743-20-9)
• EPA Substance Registry System: 6-CHLORO-3-CYANOCHROMONE(50743-20-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 50743-20-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
6-CHLORO-3-CYANOCHROMONE is used as a research compound for its potential pharmaceutical applications, leveraging its anti-inflammatory and antioxidant properties. It is being explored for its ability to modulate biological processes and pathways that are implicated in various diseases and conditions.
Used in Drug Development:
In the drug development industry, 6-CHLORO-3-CYANOCHROMONE is utilized as a lead compound for the creation of new therapeutic agents. Its unique structure and biological activity make it a valuable asset in the design and synthesis of novel drugs targeting inflammation and oxidative stress-related disorders.
Used in Medicinal Chemistry:
6-CHLORO-3-CYANOCHROMONE serves as a key component in medicinal chemistry, where it is employed to study the structure-activity relationships of chromone derivatives. This helps in optimizing the pharmacological properties of these compounds, enhancing their efficacy and safety in potential clinical applications.
Used in Antioxidant Therapies:
6-CHLORO-3-CYANOCHROMONE is used as an antioxidant agent in the development of therapies aimed at combating oxidative stress, a major contributor to various diseases such as neurodegenerative disorders, cardiovascular diseases, and cancer.
Used in Anti-inflammatory Treatments:
6-CHLORO-3-CYANOCHROMONE is also utilized in the development of anti-inflammatory treatments, targeting conditions like arthritis, asthma, and inflammatory bowel disease, where its anti-inflammatory properties can provide relief and manage symptoms effectively.

InChI:InChI=1/C10H4ClNO2/c11-8-1-2-9-6(4-8)3-7(5-12)10(13)14-9/h1-4H

Upstream product

• 25575-32-0 <(chlorosulfinyloxy)methylene>dimethylammonium chloride 
• 874814-83-2 C₁₀H₆ClNO₂ 
• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 68-12-2 N,N-dimethyl-formamide 
• 42248-31-7 6-Chloro-4-oxo-4H-chromene-3-carbaldehyde 

Downstream Products

• 887848-31-9 ethyl 7-chloro-2-phenyl-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylate 
• 1380762-60-6 7-chloro-2-(4-methoxyphenyl)-5H-chromeno[2,3-d]pyrimidin-5-one 
• 1338367-53-5 diethyl 5-chloro-5'-cyano-4'-(cyclohexylamino)-3-oxo-3H-spiro[benzofuran-2,1'-cyclopenta[2,4]diene]-2',3'-dicarboxylate 
• 1260250-21-2 C₁₆H₁₁ClN₂O₂ 
• 1257085-11-2 4'-benzyl-5-chloro-6'-cyano-2'-fluoro-3'-hydroxybiphenyl-2-yl ethyl carbonate 
• 1235751-25-3 3-(5-chloro-2-hydroxyphenyl)-1-methylpyrazole-4-carbonitrile 
• 73262-19-8 8-Chloro-2-methyl-3,5-dioxa-1,4-diaza-cyclopenta[b]anthracen-10-one 
• 68301-77-9 2-amino-6-chloro-4-oxo-4H-1-benzopyran-3-carboxaldehyde 
• 91546-74-6 2-amino-6-chlorochromone-3-carbaldehyde N-phenylhydrazone 
• 73262-07-4 1-(5-Chloro-2-hydroxy-phenyl)-2-imidazolidin-2-ylidene-ethanone 
• 68301-92-8 ethyl 7-chloro-2-methyl-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylate 
• 50743-50-5 6-chloro-3-(1H-tetrazol-5-yl)-chromen-4-one 

Relevant articles and documents

Metal-free access to 3-allyl-2-alkoxychromanonesviaphosphine-catalyzed alkoxy allylation of chromones with MBH carbonates and alcohols

A metal-free access to 3-allyl-2-alkoxychromanones by PPh3-catalyzed alkoxy allylation of chromones with MBH carbonates and alcohols is described. This reaction is performed under mild conditions and it shows good functional group tolerance, providing a series of functionalized chromanones in moderate to high yields with excellent diastereoselectivities. Deuterium-labeling experiments to probe a possible mechanism and scale-up reaction were also conducted.

KHMDS enhanced SmI2-mediated reformatsky type α-cyanation

A novel combination of SmI2, KHMDS, and TsCN can be utilized to introduce a cyano group into structurally diverse and highly sensitive 2-alkyl-chroman-4-ones. Subsequent oxidation allows the formed 2-alkyl-3-cyanochromones to be isolated in yields ranging from 49 to 77%. In addition, α-bromoketones and esters were found to undergo equally effective α-cyanation.

A mild and facile method for the synthesis of 3-cyano-chromones from oximes derived from 3-formylchromones using dimethylformamide-thionylchloride complex

A mild and facile method for the synthesis of 3-cyanochromones (4) from oximes (2) derived from 3-formylchromones using Dimethylformamide- thionylchloride complex (1) is herein reported.