56305-04-5

Basic information

• Product Name: 6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID
• Synonyms: TIMTEC-BB SBB005933;TROLOX;TROLOX(R);TROLOXTM C;6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID;(+/-)-6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMANE-2-CARBOXYLIC ACID;6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC;6-HYDROXYTETRAMETHYLCHROMAN-2-CARBOXYLICACID
• CAS NO: 56305-04-5
• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29
• EINECS: 258-422-8
• Mol File: 56305-04-5.mol
• Article Data: 17

Chemical Properties

• Melting Point: 187-189 °C(lit.)
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID(56305-04-5)
• EPA Substance Registry System: 6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID(56305-04-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• RTECS: DJ2273000
• Hazardous Substances Data: 56305-04-5(Hazardous Substances Data)

Usage

Description

6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID, also known as a water-soluble derivative of vitamin E, is a compound that functions as a free-radical inhibitor. It possesses antioxidant properties and is known for its ability to penetrate the skin more effectively than vitamin E itself. This characteristic makes it a promising candidate for various applications, particularly in the cosmetic and skincare industries.

Uses

Used in Cosmetics and Skincare Industry:
6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID is used as an antioxidant for its ability to neutralize free radicals, which can cause damage to the skin and contribute to the aging process. Its enhanced skin penetration and higher antioxidant efficacy compared to BHT make it a valuable ingredient in moisturizing lotions and other skincare products.
Used in Pharmaceutical Applications:
While not explicitly mentioned in the provided materials, the antioxidant and free-radical inhibiting properties of 6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID may also make it a potential candidate for use in the development of pharmaceutical products, particularly those aimed at promoting skin health and treating conditions related to oxidative stress.

Upstream product

• 137475-52-6 perfluorobutylperoxyl radical 
• 56305-04-5 trolox 
• 619-60-3 4-(N,N-dimethylamino)phenol 
• 105868-72-2 trolox c radical 
• 120-80-9 benzene-1,2-diol 
• 89363-90-6 2-Carboxy-2,5,7,8-tetramethyl-chroman-6-ol anion 
• 86646-83-5 methyl 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylate 
• 53101-70-5 (+/-)-2-cyano-4-(2,5-diacetoxy-3,4,6-trimethylphenyl)butan-2-ol 
• 7732-18-5 water 
• 53101-72-7 rac-3,4-dihydro-6-acetyloxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-ol 
• 53713-02-3 (+/-)-4-(2,5-dihydroxy-3,4,6-trimethylphenyl)-2-hydroxy-2-methylbutanoic acid 
• 53713-29-4 2-cyano-6-hydroxy-2,5,7,8-tetramethylchroman 
• 697-82-5 2,3,5-trimethylphenol 
• 103808-46-4 (+)-(S)-2-Hydroxy-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)butansaeure 

Downstream Products

• 53101-49-8 trolox radical cation 
• 122003-24-1 [4-(4-Chloro-phenyl)-piperazin-1-yl]-(6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl)-methanone 
• 122003-25-2 1-[(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)carbonyl]-4-(4-methoxyphenyl)piperazine 
• 57028-37-2 2-Hydroxy-2-methyl-4-(2,5,6-trimethyl-2,4-dioxo-2,5-cyclohexadienyl)butanoic acid 
• 106461-96-5 (+/-)-3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxilic acid 
• 619-60-3 4-(N,N-dimethylamino)phenol 
• 105868-72-2 trolox c radical 
• 120-80-9 benzene-1,2-diol 
• 89363-90-6 2-Carboxy-2,5,7,8-tetramethyl-chroman-6-ol anion 
• 86646-83-5 methyl 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylate 
• 79907-49-6 2-hydroxymethyl-2,5,7,8-tetramethyl-chroman-6-ol 
• 179056-92-9 (±)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carbaldehyde 
• 122003-39-8 N-Phenyl-(6-hydroxy-3,4-dihydro-2,5,7,8-tetramethyl-2H[1]-benzopyran-2-yl)carboxamide 

Relevant articles and documents

SYNTHESIS OF TOCOTRIENOLS FROM O-CRESOL DERIVATIVES

The present invention provides an environmentally benign, facile process for preparation of Tocotrienols from commercially available derivatives of o-Cresol.

POLYMORPHIC AND AMORPHOUS FORMS OF (R)-2-HYDROXY-2-METHYL-4-(2,4,5-TRIMETHYL-3,6-DIOXOCYCLOHEXA-1,4-DIENYL)BUTANAMIDE

Disclosed herein are polymorphic and amorphous forms of anhydrate, hydrate, and solvates of (R)-2-hydroxy-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dienyl)butanamide and methods of using such compositions for treating or suppressing oxidative stress disorders, including mitochondrial disorders, impaired energy processing disorders, neurodegenerative diseases and diseases of aging. Further disclosed are methods of making such polymorphic and amorphous forms.

Cyclodextrin inclusion interferes with trolox oxygen radical scavenging capacity measurement

The interference of cyclodextrin solubilization with the measurement of oxygen radical scavenging capacity was investigated. Cyclodextrin (CD) that can solubilize water-insoluble compounds has been used in the oxygen radical scavenging capacity assay called oxygen radical absorbance capacity (ORAC) method. A vitamin E analog, trolox (2-hydroxy-2,5,7,8-tetramethylchroman-2- carboxylic acid) has been employed as a standard compound in ORAC methods and the results were often expressed in the trolox equivalent unit. We found that trolox ORAC values measured with electron spin resonance-based ORAC method, were markedly dependent on the CD concentration, i.e., it decreased by 50% when [CD]/[Trolox]=100 was present. 2D ROESY NMR study of trolox/CD inclusion complex revealed that trolox resided within the CD cavity. The reactive phenoxyl group in trolox is shielded from the attack by the oxygen radical, suggesting that this hindrance was causal for the decrease in ORAC values. by Oldenbourg Wissenschaftsverlag, Mu?nchen.