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[1S,(-)]-1,2,3,4-Tetrahydro-1α,2α-Epoxybenzo[A]Anthracene-3β,4α-Diol CAS NO 80433-78-9


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CAS No.:80433-78-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

[1S,(-)]-1,2,3,4-Tetrahydro-1α,2α-Epoxybenzo[A]Anthracene-3β,4α-Diol is a high-purity, stereochemically defined polycyclic aromatic diol epoxide, a critical class of compounds in biochemical research. Its precise stereochemistry makes it an invaluable reference standard and synthetic intermediate for studying metabolic activation pathways and DNA adduct formation. This product is primarily utilized by advanced research laboratories and pharmaceutical development teams focused on toxicology, carcinogenesis, and molecular biology.

Application

  • Biochemical Research Standard: Serves as a critical reference compound for calibrating analytical instruments (HPLC, GC-MS) in studies of polycyclic aromatic hydrocarbon (PAH) metabolism and DNA damage.
  • Mechanistic Toxicology Studies: Used as a model ultimate carcinogen to investigate the covalent binding of benzo[a]anthracene metabolites to DNA and proteins in in vitro and in vivo systems.
  • Synthetic Organic Chemistry: Acts as a key chiral building block or precursor for the synthesis of more complex molecules designed to probe specific biological interactions or inhibit metabolic enzymes.
  • Environmental and Analytical Chemistry: Employed as a high-purity standard for the development and validation of sensitive detection methods for PAH-derived adducts in environmental and biological samples.
  • Academic and Pharmaceutical R&D: Fundamental tool for research into cancer etiology, chemoprevention strategies, and the molecular mechanisms of chemical carcinogenesis.

Basic Information

Product Name [1S,(-)]-1,2,3,4-Tetrahydro-1α,2α-Epoxybenzo[A]Anthracene-3β,4α-Diol
CAS No. 80433-78-9
Molecular Formula C18H14O3
Molecular Weight 278.30 g/mol
Synonyms (-)-anti-Benzo[a]anthracene-3,4-diol-1,2-epoxide; (-)-anti-BaA-3,4-diol-1,2-epoxide; anti-Benzo[a]anthracene 1,2-epoxide-3,4-diol; (1S,2S,3R,4R)-1,2-Epoxy-3,4-dihydroxy-1,2,3,4-tetrahydrobenzo[a]anthracene; 1,2-Epoxy-3,4-dihydroxy-1,2,3,4-tetrahydrobenzo[a]anthracene (anti isomer); Benzo[a]anthracene anti-3,4-diol-1,2-epoxide; BA anti-DE
EINECS Contact for details

Quality Control

Every batch of our [1S,(-)]-1,2,3,4-Tetrahydro-1α,2α-Epoxybenzo[A]Anthracene-3β,4α-Diol is manufactured and analyzed under strict quality protocols to ensure identity, purity, and stereochemical integrity. We employ advanced chromatographic (HPLC, GC) and spectroscopic (NMR, MS) techniques for comprehensive characterization. A detailed Certificate of Analysis (COA) is provided with each shipment, confirming compliance with our stringent in-house specifications for research-grade materials.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere for long-term stability. For short-term use, store at 2-8°C. Allow the sealed container to reach room temperature before opening to minimize moisture condensation. Handle and store in accordance with all applicable laboratory safety regulations.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Specific Rotation Contact for details
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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