85-90-5

Basic information

• Product Name: 3-METHYLCHROMONE
• Synonyms: 3-methyl-4h-1-benzopyran-4-on;3-methyl-4h-1-benzopyran-4-one;3-methyl-chromon;3-metil-cromone;crodimyl;cromonalgina;diacromone;spasmocromona
• CAS NO: 85-90-5
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.17
• EINECS: 201-641-0
• Mol File: 85-90-5.mol
• Article Data: 17

Chemical Properties

• Melting Point: 68°
• Boiling Point: 246.06°C (rough estimate)
• Flash Point: 108.6°C
• Appearance: /
• Density: 1.0924 (rough estimate)
• Vapor Pressure: 0.0228mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• CAS DataBase Reference: 3-METHYLCHROMONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLCHROMONE(85-90-5)
• EPA Substance Registry System: 3-METHYLCHROMONE(85-90-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 85-90-5(Hazardous Substances Data)

Usage

Description

3-Methylchromone is a chemical compound belonging to the chromone class of organic compounds, which is a derivative of chromone, a naturally occurring compound found in various plants. It is known for its potential pharmacological properties, including its use as an anti-inflammatory and anti-cancer agent. 3-Methylchromone has shown promise in preclinical studies for its ability to inhibit inflammation and tumor growth, as well as its antioxidant and neuroprotective properties, making it a compound of interest for potential therapeutic applications.

Uses

Used in Pharmaceutical Industry:
3-Methylchromone is used as an anti-inflammatory agent for its ability to inhibit inflammation, which can be beneficial in treating various inflammatory conditions.
3-Methylchromone is used as an anti-cancer agent for its potential to inhibit tumor growth, making it a promising candidate for cancer treatment.
Used in Neuroprotection:
3-Methylchromone is used as a neuroprotective agent for its potential to protect neurons from damage, which can be useful in treating neurodegenerative diseases.
Used in Antioxidant Applications:
3-Methylchromone is used as an antioxidant agent for its potential to neutralize harmful free radicals, which can help prevent oxidative stress and related health issues.

InChI:InChI=1/C10H8O2/c1-7-6-12-9-5-3-2-4-8(9)10(7)11/h2-6H,1H3

Upstream product

• 104094-15-7 3-methyl-4-oxo-4H-chromene-2-carboxylic acid 
• 610-99-1 1-(2-Hydroxy-phenyl)-propan-1-on 
• 109-94-4 formic acid ethyl ester 
• 139449-29-9 3-methyl-3-(phenylsulfonyl)chroman-4-one 
• 1325226-52-5 3-(2-bromophenyl)-2-methyl-3-oxopropanal 
• 62403-86-5 2-bromopropiophenone 
• 17422-74-1 3-Formylchromone 
• 122-51-0 orthoformic acid triethyl ester 
• 153933-58-5 o-(1,2-propanedienyloxy)benzaldehyde 
• 29978-83-4 o-propargyloxybenzaldehyde 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 106129-86-6 1-(2-hydroxyphenyl)-3-dimethylaminoprop-2-enone 
• 74-88-4 methyl iodide 
• 16982-86-8 3-methyl-chroman-4-one 

Downstream Products

• 118450-20-7 3-(2-hydroxyphenyl)-4-methyl-1-thicarbamyl-5-thiosemicarbazide-2-pyrazoline 
• 67363-57-9 4-methyl-5-(o-hydroxyphenyl)-isoxazole 
• 89047-15-4 2-amino-3-methyl-4H-chromen-4-one 
• 16982-86-8 3-methyl-chroman-4-one 
• 89296-04-8 2-(4-methyl-1,2-thiazol-5-yl)phenol 
• 94268-36-7 3-(2-hydroxyphenyl)-4-methylpyrazole 
• 118450-21-8 3-(2-hydroxyphenyl)-4-methyl-1-thiocarbamylpyrazole 
• 143707-85-1 5-Ethyl-6-methyl-3-[(4-oxo-4H-chromen-3-ylmethyl)-amino]-1H-pyridin-2-one 
• 130681-11-7 tert-Butyl-dimethyl-[3-methyl-2-(1-phenylsulfanyl-allyl)-2H-chromen-4-yloxy]-silane 
• 1334228-63-5 2-diphenylmethyl-3-methylchromen-4-one 

Relevant articles and documents

Iodine-Mediated Synthesis of 2-(Methylthio)-4 H-chromen-4-ones and Study of Their Halogenation Reactions

An efficient iodine-mediated method is developed for the synthesis of functionalized 2-(methylthio)-4H-chromen-4-ones by intramolecular cyclization of easily accessible 1-(2-benzyloxy-aryl)-3,3-bis-methylsulfanyl-propenones. The synthesized chromen-4-ones turn out to be a key precursor for various kinds of chemical reactions. Mechanistically, we observed that iodine-mediated intramolecular cyclization of ketene dithioacetal proceeded through a radical pathway. 3-Halo-2-(methylthio)-4H-chromen-4-ones were achieved via various two- or one-pot halogenation approaches.

The magnetic graphene oxide/NHC catalyzed aerobic direct amidation and cross-dehydrogenative coupling of aldehydes

In this paper, the synthesis of a novel imidazolium based N-heterocyclic carbene (NHC) containing imidazopyridine substitutes using a three-component reaction is described. This compound was immobilized on magnetic graphene oxide (GO) to make a heterogeneous catalyst for the direct aerobic amidation of benzaldehyde derivatives under solvent-free conditions, as well as the intra-and intermolecular cross dehydrogenative coupling of aldehydes. In addition, the catalytic activity of the NHC catalyst was homogeneously studied in the presence of Fe3O4 nanoparticles under the same conditions, and showed good activity with lower yields than the heterogeneous catalyst.

Silver-Catalyzed Radical Cascade Cyclization toward 1,5-/1,3-Dicarbonyl Heterocycles: An Atom-/Step-Economical Strategy Leading to Chromenopyridines and Isoxazole-/Pyrazole-Containing Chroman-4-Ones

A novel and convenient silver-catalyzed radical cascade cyclization toward a large variety of 1,5-/1,3-dicarbonyl heterocycles containing a chroman-4-one, indanone, or 2,3-dihydroquinolin-4(1H)-one moiety was developed, by reacting various 2-functionalized benzaldehydes, including 2-allyloxy benzaldehydes, 2-allyl benzaldehyde, and 2-N(Ts)CH2-CH CH2 substituted benzaldehyde, with 1,3-dicarbonyl compounds in the presence of AgNO3/K2S2O8 in one pot under mild reaction conditions. The newly obtained 1,5-/1,3-dicarbonyl-containing heterocycles were further used directly to synthesize more structurally diverse polyheterocycles, mainly including chromenopyridines as well as isoxazole- or pyrazole-containing chroman-4-ones.