6630-24-6

Basic information

• Product Name: 2H-1-Benzopyran-6-carboxylic acid, 3,4-dihydro-2,2-diMethyl-, ethyl ester
• Synonyms: 2H-1-Benzopyran-6-carboxylic acid, 3,4-dihydro-2,2-diMethyl-, ethyl ester
• CAS NO: 6630-24-6
• Molecular Formula: C14H18O3
• Molecular Weight: 234.29092
• Mol File: 6630-24-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 337.6°Cat760mmHg
• Flash Point: 139.7°C
• Appearance: /
• Density: 1.064g/cm³
• Vapor Pressure: 0.000103mmHg at 25°C
• Refractive Index: 1.509
• CAS DataBase Reference: 2H-1-Benzopyran-6-carboxylic acid, 3,4-dihydro-2,2-diMethyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-6-carboxylic acid, 3,4-dihydro-2,2-diMethyl-, ethyl ester(6630-24-6)
• EPA Substance Registry System: 2H-1-Benzopyran-6-carboxylic acid, 3,4-dihydro-2,2-diMethyl-, ethyl ester(6630-24-6)

Safety Data

• Hazardous Substances Data: 6630-24-6(Hazardous Substances Data)

Usage

Chemical compound

2H-1-Benzopyran-6-carboxylic acid, 3,4-dihydro-2,2-diMethyl-, ethyl ester

Classification

Benzopyran derivative

Structure

Ethyl ester of 3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-carboxylic acid

Uses

Widely used in pharmaceutical industry for drug synthesis and organic synthesis

Properties

Antioxidant and anti-inflammatory

Applications

Potential therapeutic use, fragrance, and flavoring agent

InChI:InChI=1/C14H18O3/c1-4-16-13(15)11-5-6-12-10(9-11)7-8-14(2,3)17-12/h5-6,9H,4,7-8H2,1-3H3

Upstream product

• 2039-47-6 2,2-dimethylchroman-6-carboxylic acid 
• 64-17-5 ethanol 
• 89091-82-7 4-(3-methyl-but-2-enyloxy)-benzoic acid ethyl ester 
• 1198-96-5 2,2-dimethylchroman 
• 4167-73-1 4-(2-hydroxyphenyl)-2-methyl-2-butanol 
• 32333-31-6 2,2-dimethyl-6-acetylchroman 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 1191-16-8 3-methylbut-2-enyl acetate 
• 1740-74-5 1,1-diethoxy-3-methyl-2-butene 

Downstream Products

• 192762-72-4 8-bromo-2,2-dimethyl-4-(4-methylphenyl)-4(2H)-chroman-6-carboxylic acid 
• 192762-71-3 ethyl 8-bomo-2,2-dimethyl-4-(4-methylphenyl)-4(2H)-chroman-6-carboxylate 
• 192762-73-5 ethyl 2-fluoro-4-[[[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl]amino]benzoate 
• 1442439-45-3 ethyl 4-[[[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl]amino]benzoate 
• 1442439-46-4 4-[[[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl]amino]benzoic acid 

Relevant articles and documents

RAR-ALPHA COMPOUNDS FOR INFLAMMATORY DISEASE AND MALE CONTRACEPTION

Modulators of retinoid acid receptor-alpha (RARα) of formula (I) are provided herein, as well as pharmaceutical compositions and methods relating thereto.

InIII-catalysed tandem C-C and C-O bond formation between phenols and allylic acetates

Indium triflate catalysed tandem allylation-intramolecular hydroalkoxylation was efficiently carried out by using 1 mol-% of the catalyst under mild conditions to afford the dihydrobenzopyran ring system (chroman-type structure) in good yields. Kinetic, mechanistic and theoretical studies are also presented. Tandem allylation-intramolecular hydroalkoxylation carried out in the presence of an indium catalyst (1 mol-%) under mild conditions provides the dihydrobenzopyranring system in good yields. Kinetic, mechanistic and theoretical studies are presented.

Identification of highly potent retinoic acid receptor α-selective antagonists

The syntheses and full retinoid receptor characterization of a novel series of retinoic acid receptor α (RARα) antagonists, 1-5, are described. These compounds bind with high affinity to RARα but were completely inactive in gene transactivation. They were also potent and effective antagonists of retinoic acid (RA) induced gene transcription at RARα. Compounds 1-5 exhibited varying degrees of selectivity for RARα relative to RARβ/γ, with compound 5 being the most selective in both binding and functional antagonism assays. These compounds will be invaluable tools in delineating the physiological roles of RARα in development and in the adult animal and may themselves be useful therapeutic agents in human diseases associated with RARα.