3300-25-2

Basic information

• Product Name: 9,10-Anthracenedione, 1-hydroxy-8-methoxy-3-methyl-
• CAS NO: 3300-25-2
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• Mol File: 3300-25-2.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 9,10-Anthracenedione, 1-hydroxy-8-methoxy-3-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-Anthracenedione, 1-hydroxy-8-methoxy-3-methyl-(3300-25-2)
• EPA Substance Registry System: 9,10-Anthracenedione, 1-hydroxy-8-methoxy-3-methyl-(3300-25-2)

Safety Data

• Hazardous Substances Data: 3300-25-2(Hazardous Substances Data)

Usage

General Description

9,10-Anthracenedione, 1-hydroxy-8-methoxy-3-methyl-, also known as mitomycin C, is a potent chemotherapy medication used to treat various forms of cancer. It works by preventing the growth and replication of cancer cells by interfering with their DNA synthesis. Mitomycin C is commonly used to treat cancers of the bladder, stomach, pancreas, and breast, as well as certain types of lung and colon cancer. It is typically administered intravenously by a healthcare professional and may cause significant side effects, including bone marrow suppression, nausea and vomiting, and potential damage to the heart, kidneys, and lungs. Despite its potential adverse effects, mitomycin C remains an important and effective treatment option for many cancer patients.

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Relevant articles and documents

Synthesis of highly functionalized anthraquinones and evaluation of their antitumor activity

Highly functionalized anthraquinones which derive from the natural products mensacarcin, islandicin, and chrysophanol have been efficiently synthesized using a Diels-Alder reaction as key step. The introduction of the proposed pharmacophoric side chain unit has been achieved by an addition of an aryllithium species onto different aldehydes. Furthermore, the antitumor activity of these novel compounds has been studied by the in vitro growth inhibition of human lung carcinoma cells of line A549. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

4H-Anthra[1,2-b]pyran antibiotics. Total synthesis of the methyl ether of kidamycinone

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A new synthesis of Rhein

A novel synthesis of Rhein (2), the active metabolite of the anti-osteoarthritic drug Diacetyl Rhein (1) has been achieved. Key steps include stereospecific olefination of aldehyde 21 with novel phosphonate 28 and the cylisation of acid 31 to produce anthracene 32.

Intramolecular aldol-type condensation between side chains of naphthoquinones: Biomimetic synthesis of 1,6- and 1,8-dihydroxyanthraquinones

Intramolecular condensation of 2-(acetonyl)-3-acyljuglone derivatives under basic conditions gave 1,6- and/or 1,8-dihydroxyanthraquinones depending on the conditions employed. Treatment of 6-[(3-acetyl-5-methoxy-1,4-dioxo-1,4-dihydro-2-naphthyl)methyl]-2,2- dimethyl-4H-1,3-dioxin-4-one with K2CO3 in alcohol brought about the intramolecular Knoevenagel-type reaction to give 3-hydroxy-8-methoxy-1-methyl-9,10-dioxo-9,10-dihydro-anthracene-2- carboxylates in good yields, while the same naphthoquinone gave 4-hydroxy-5-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-acetic acid in good yield by treatment with potassium bis(trimethylsilyl)amide (KHMDS). Chrysophanol, aloe-emodin, aloesaponarin I, and K1115A were prepared in good yields.