68162-13-0

Basic information

• Product Name: (3R,4R)-7,12-dimethyl-3,4-dihydrotetraphene-3,4-diol
• CAS NO: 68162-13-0
• Molecular Formula: C₂₀H₁₈O₂
• Molecular Weight: 290.3557
• Mol File: 68162-13-0.mol

Chemical Properties

• Boiling Point: 544.5°C at 760 mmHg
• Flash Point: 260.4°C
• Density: 1.294g/cm³
• Vapor Pressure: 1.09E-12mmHg at 25°C
• Refractive Index: 1.747
• CAS DataBase Reference: (3R,4R)-7,12-dimethyl-3,4-dihydrotetraphene-3,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R)-7,12-dimethyl-3,4-dihydrotetraphene-3,4-diol(68162-13-0)
• EPA Substance Registry System: (3R,4R)-7,12-dimethyl-3,4-dihydrotetraphene-3,4-diol(68162-13-0)

Safety Data

• Hazardous Substances Data: 68162-13-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(3R,4R)-7,12-dimethyl-3,4-dihydrotetraphene-3,4-diol is used as a potential therapeutic agent for its antioxidant and anti-inflammatory properties. It is being studied for its potential role in the development of new drugs and treatments, particularly for conditions that may benefit from these properties.
Used in Nutraceutical Industry:
As a naturally occurring compound with health-promoting qualities, (3R,4R)-7,12-dimethyl-3,4-dihydrotetraphene-3,4-diol can be used as an ingredient in nutraceutical products. Its antioxidant and anti-inflammatory properties may contribute to the overall wellness and health of consumers, making it a valuable addition to dietary supplements and functional foods.
Used in Cosmetic Industry:
Due to its potential antioxidant and anti-inflammatory properties, (3R,4R)-7,12-dimethyl-3,4-dihydrotetraphene-3,4-diol can be utilized in the cosmetic industry. It may be incorporated into skincare products to provide benefits such as reducing inflammation, protecting the skin from oxidative stress, and potentially improving skin health and appearance.

Upstream product

• 70092-13-6 7,12-dimethylbenzanthracene-3,4-dione 
• 5111-65-9 2-Bromo-6-methoxynaphthalene 
• 14760-53-3 4-Hydroxy-7,12-dimethylbenz[a]anthracene 
• 66240-01-5 3-methoxy-7-(chloromethyl)-12-methylbenzanthracene 
• 103500-33-0 7,12-Dimethyl-7,12-dihydro-benzo[a]anthracene-3,7,12-triol 
• 71964-75-5 2-(6-methoxy-2-naphthoyl)benzoic acid 
• 60549-33-9 3-hydroxybenzanthracene-7,12-dione 
• 147595-54-8 3-hydroxybenzo(a)anthracene acetate 
• 147595-53-7 3-oxo-1,2,3,4,5,6-hexahydrobenzo(a)anthracene 
• 66240-02-6 3-methoxy-7,12-dimethylbenzanthracene 
• 57266-83-8 3-hydroxy-7,12-dimethylbenzanthracene 

Downstream Products

• 63216-11-5 3-methoxybenzanthracene-7,12-dione 
• 103500-31-8 2α-bromo-1β,3α,4β-trihydroxy-1,2,3,4-tetrahydro-7,12-dimethylbenzanthracene 
• 130856-45-0 7,12-dimethylbenz[a]anthracene anti-diol epoxide 
• 86941-59-5 trans-3,4-dihydroxy-syn-1,2-epoxy-1,2,3,4-tetrahydro-7,12-dimethylbenzanthracene 

Relevant articles and documents

Synthesis of the o-Quinones and Other Oxidized Metabolites of Polycyclic Aromatic Hydrocarbons Implicated in Carcinogenesis

Efficient new syntheses of the o-quinone derivatives of benzo[a]pyrene (BPQ), 7,12-dimethylbenz-[a] anthracene (DMBAQ), and benz[a]anthracene (BAQ), implicated as active carcinogenic metabolites of the parent polycyclic aromatic hydrocarbons (PAHs), are reported. These PAH quinones also serve as starting compounds for the synthesis of the other active metabolites of these PAHs thought to be involved in their mechanism(s) of carcinogenesis. The latter include the corresponding o-catechols, trans-dihydrodiols, and the corresponding anti- and syn-diol epoxides.

A new synthesis of trans-3,4-dihydroxy-anti-1,2-epoxy-1,2,3,4-tetrahydro-7,12- dimethylbenz(a)anthracene

A facile synthesis of trans-3,4-dihydroxy-anti-1,2-epoxy-1,2,3,4-tetrahydro-7,12- dimethylbenz(a)anthracene 1; a highly carcinogenic metabolite of 7,12-dimethylbenz(a)anthracene (DMBA) have been described.

Synthesis of the o-Quinones and Dihydro Diols of Polycyclic Aromatic Hydrocarbons from the Corresponding Phenols

Terminal-ring trans-dihydro diol metabolites have been implicated as the ultimate carcinogenic forms of polycyclic aromatic hydrocarbons.Synthesis of these dihydro diols from the related polycyclic phenols in two steps via oxidation to the corresponding o-quinones with either Fremy's salt or phenylseleninic anhydride followed by stereospecific reduction with lithium aluminum hydride is described.The non-K-region quinones and trans-dihydro diols of naphthalene, anthracene, phenanthrene, benzanthracene, benzopyrene, and 7,12-dimethylbenzanthracene are synthesized via this approach.Although poor yields (1-4percent) were previously reported for the reduction of non-K-region quinones, an improved experimental procedure has been developed which affords the trans-dihydro diols free of the isomeric cis-dihydro diols in generally good yields.Major byproducts are the corresponding hydroquinones, previously undetected, and the related tetrahydro diols.The latter are the major products of reduction of the poorly soluble quinones of benzopyrene and benzanthracene and are shown to arise through further reduction of the dihydro diols.Since the tetrahydro diols are convertible to dihydro diols and the hydroquinones are reoxidizable to quinones, good overall conversions of quinones to dihydro diols are attainable. trans-3,4-Dihydroxy-3,4-dihydro-7,12-dimethylbenzanthracene synthesized in these studies is the most potent tumorigenic hydrocarbon metabolite tested to date.