17771-33-4

Basic information

• Product Name: 7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE
• Synonyms: 7-HYDROXY-2,2-DIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE;7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE;2,2-Dimethyl-7-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one;2,2-Dimethyl-7-hydroxychroman-4-one;2,3-Dihydro-7-hydroxy-2,2-dimethyl-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2,2-dimethyl-;7-hydroxy-2,2-dimethyl-4-chromanone
• CAS NO: 17771-33-4
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21
• Mol File: 17771-33-4.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 354.3°C at 760 mmHg
• Flash Point: 141.7°C
• Appearance: /
• Density: 1.196g/cm³
• Vapor Pressure: 1.65E-05mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: 7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE(17771-33-4)
• EPA Substance Registry System: 7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE(17771-33-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 17771-33-4(Hazardous Substances Data)

Usage

General Description

7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE, also known as Trolox, is a synthetic derivative of vitamin E with antioxidant properties. It is a water-soluble compound that scavenges free radicals and protects cells from oxidative damage. Trolox has been studied for its potential use in preventing and treating various diseases, including cancer, cardiovascular diseases, and neurodegenerative disorders. Its ability to protect against oxidative stress and inflammation makes it a valuable compound in the field of pharmaceuticals and nutraceuticals. Trolox is also used as a reference compound in antioxidant research and as a food additive to prolong the shelf life of products.

InChI:InChI=1/C11H12O3/c1-11(2)6-9(13)8-4-3-7(12)5-10(8)14-11/h3-5,12H,6H2,1-2H3

Upstream product

• 107054-41-1 7-hydroxy-2,2-dimethyl-4-oxo-chroman-6-carboxylic acid 
• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 108-46-3 recorcinol 
• 541-47-9 3-Methylbutenoic acid 
• 62113-84-2 7-methanesulfonyloxy-2,2-dimethyl-chroman-4-one 
• 10025-91-9 antimony(III) chloride 
• 20321-73-7 7-methoxy-2,2-dimethyl-4-chromanone 
• 150-19-6 O-methylresorcine 
• 20052-58-8 7-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran 
• 17598-02-6 2,2 dimethyl 7 methoxychromene 
• 120046-18-6 7-(cyclopentyloxy)-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one 
• 109043-63-2 2,4-dihydroxy-5-(3-methyl-crotonoyl)-benzoic acid methyl ester 
• 107625-53-6 7-hydroxy-2,2-dimethyl-4-oxo-chroman-6-carboxylic acid methyl ester 
• 2150-47-2 methyl 2,4-dihydroxybenzoate 

Downstream Products

• 59257-86-2 7-(benzyloxy)-2,2-dimethylchroman-4-one 
• 102026-85-7 7-hydroxy-2,2-dimethyl-chroman-4-one-(2,4-dinitro-phenylhydrazone) 
• 59257-85-1 2,2-dimethyl-4-phenyl-2H-chromen-7-ol 

Relevant articles and documents

Aluminium Chloride/Phosphoryl Chloride as an Efficient Acylating Agent

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Modified coumarins. 13. Synthesis of cyclopentane-annelated pyranocoumarins

Modified pyranocoumarins containing a condensed cyclopentane fragment were synthesized by adjoining a 2,2-dimethyltetrahydropyran ring to a 2,3-dihydrocyclopenta[c]chromen-4-one system and annelation of a pyrone ring to a 2,2-dimethylchromane.

Design and structural optimization of novel 2H-benzo[h]chromene derivatives that target AcrB and reverse bacterial multidrug resistance

Drug efflux pumps have emerged as a new drug targets for the treatment of bacterial infections in view of its critical role in promoting multidrug resistance. Herein, novel chromanone and 2H-benzo[h]chromene derivatives were designed by means of integrated molecular design and structure-based pharmacophore modeling in an attempt to identify improved efflux pump inhibitors that target Escherichia coli AcrB. The compounds were tested for their efflux inhibitory activity, ability to inhibit efflux, and the effect on bacterial outer and inner membranes. Twenty-three novel structures were identified that synergized with antibacterials tested, inhibited Nile Red efflux, and acted specifically on the AcrB. Among them, WK2, WL7 and WL10 exhibiting broad-spectrum and high-efficiency efflux inhibitory activity were identified as potential ideal AcrB inhibitors. Molecular modeling further revealed that the strong π-π stacking interactions and hydrogen bond networks were the major contributors to tight binding of AcrB.

Synthesis of 3,5-Disubstituted isoxazoles containing privileged substructures with a diverse display of polar surface area

We designed and synthesized the molecular framework of 3,5-disubstituted isoxazoles containing privileged substructures with various substituents which uniquely display polar surface area in a diverse manner. A library of 3,5-disubstituted isoxazoles were systematically prepared via 1,3-dipolar cycloaddition of alkynes with nitrile oxides prepared by two complementary synthetic routes; method A utilized a halogenating agent with a base and method B utilized a hypervalent iodine reagent. Through the biological evaluation of corresponding isoxazoles via three independent phenotypic assays, the different pattern of biological activities was shown according to the type of privileged substructure and substituent. These results demonstrated the significance of molecular design via introducing privileged substructures and various substituents to make a diverse arrangement of polar surface area within a similar 3-dimensional molecular framework.