129-15-7

Basic information

• Product Name: 2-methyl-1-nitroanthraquinone
• Synonyms: 2-Methyl-1-Bitroanthraquinone;2-methyl-1-nitroanthracene-9,10-dione;1-NITRO-2-METHYLANTHRAQUINONE;2-Methyl-1-nitroanthraquinone (of uncertain purity);2-Methyl-1-nitro-9,10-anthraquinone;1-Nitro-2-methyl-9,10-anthraquinone;NSC 8
• CAS NO: 129-15-7
• Molecular Formula: C₁₅H₉NO₄
• Molecular Weight: 267.23626
• EINECS: 204-932-0
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 129-15-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 270~271℃
• Boiling Point: 410.42°C (rough estimate)
• Flash Point: 248.7 °C
• Appearance: Pale yellow needles or light yellow solid
• Density: 1.2671 (rough estimate)
• Vapor Pressure: 9.98E-10mmHg at 25°C
• Refractive Index: 1.6231 (estimate)
• CAS DataBase Reference: 2-methyl-1-nitroanthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-1-nitroanthraquinone(129-15-7)
• EPA Substance Registry System: 2-methyl-1-nitroanthraquinone(129-15-7)

Safety Data

• Hazardous Substances Data: 129-15-7(Hazardous Substances Data)

Usage

General Description

Pale yellow needles or light yellow solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-methyl-1-nitroanthraquinone is easily reduced. 2-methyl-1-nitroanthraquinone is also readily oxidized.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 2-methyl-1-nitroanthraquinone emits toxic fumes of nitrogen oxides.

Fire Hazard

Flash point data for 2-methyl-1-nitroanthraquinone are not available; however, 2-methyl-1-nitroanthraquinone is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. Moderately toxic by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

InChI:InChI=1/C15H9NO4/c1-8-6-7-11-12(13(8)16(19)20)15(18)10-5-3-2-4-9(10)14(11)17/h2-7H,1H3

Upstream product

• 84-54-8 2-methylanthracene-9,10-dione 
• 84-65-1 9,10-phenanthrenequinone 
• 82-28-0 disperse orange 11 
• 7664-93-9 sulfuric acid 
• 85-44-9 phthalic anhydride 
• 108-88-3 toluene 

Downstream Products

• 82-24-6 1-aminoanthraquinone-2-carboxylic acid 
• 36139-44-3 anthra[1,2-c]isoxazole-6,11-dione 
• 128-67-6 1-nitroanthraquinone-2-carboxylic acid 
• 6941-85-1 2-dibromomethyl-1-nitro-anthraquinone 
• 82-28-0 disperse orange 11 
• 82-23-5 1-chloro-9,10-dioxo-9,10-dihydro-anthracene-2-carboxylic acid 
• 84-54-8 2-methylanthracene-9,10-dione 
• 92439-31-1 2-methylanthraquinone-1-sulfonic acid 
• 70173-75-0 3-methyl-1⁽²⁾H-dibenz[cd,g]indazol-6-one 
• 7400-93-3 1-hydroxy-9,10-dioxoanthracene-2-carboxylic acid 
• 129-35-1 1-chloro-2-methylanthraquinone 
• 81-26-5 2,2'-dimethyl-1,1'-bianthraquinone 
• 6336-80-7 1-amino-3-bromo-9,10-dioxo-9,10-dihydro-anthracene-2-carboxylic acid 
• 82-45-1 1-amino-9,10-anthracenedione 

Relevant articles and documents

Design, Synthesis, Molecular Docking, and Biological Evaluation of New Emodin Anthraquinone Derivatives as Potential Antitumor Substances

The emodin anthraquinone derivatives are generally used in traditional Chinese medicine due to their various pharmacological activities. In the present study, a series of emodin anthraquinone derivatives have been designed and synthesized, among which 1,3-dihydroxy-6,8-dimethoxyanthracene-9,10-dione is a natural compound that has been synthesized for the very first time, and 1,3-dimethoxy-5,8-dimethylanthracene-9,10-dione is a compound that has never been reported earlier. Interestingly, while total seven of these compounds showed neuraminidase inhibitory activity in influenza virus with inhibition rate more than 50 %, specific four compounds exhibited significant inhibition of tumor cell proliferation. The further results demonstrate that 1,3-dimethoxy-5,8-dimethylanthracene-9,10-dione showed the best anticancer activity among all the synthesized compounds by inducing highest apoptosis rate to HCT116 cancer cells and arresting their G0/G1 cell cycle phase, through elevation of intracellular level of reactive oxygen species (ROS). Moreover, the binding of 1,3-dimethoxy-5,8-dimethylanthracene-9,10-dione with BSA protein has thoroughly been investigated. Altogether, this study suggests the neuraminidase inhibitory activity and antitumor potential of the new emodin anthraquinone derivatives.

OXIDATIVE NITRATION OF ANTRAQUINONE AND 2-METHYLANTHRAQUINONE

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