6936-94-3

Basic information

• Product Name: (17beta)-4-nitroestra-1,3,5(10)-triene-3,17-diol
• Synonyms: 4-Nitroestra-1,3,5(10)-triene-3,17beta-diol
• CAS NO: 6936-94-3
• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.3795
• Mol File: 6936-94-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 463.9°C at 760 mmHg
• Flash Point: 187°C
• Density: 1.298g/cm³
• Vapor Pressure: 2.1E-09mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: (17beta)-4-nitroestra-1,3,5(10)-triene-3,17-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (17beta)-4-nitroestra-1,3,5(10)-triene-3,17-diol(6936-94-3)
• EPA Substance Registry System: (17beta)-4-nitroestra-1,3,5(10)-triene-3,17-diol(6936-94-3)

Safety Data

• Hazardous Substances Data: 6936-94-3(Hazardous Substances Data)

Usage

General Description

The chemical (17beta)-4-nitroestra-1,3,5(10)-triene-3,17-diol, commonly known as 4-nitroestradiol, is a synthetic estrogen compound. It has a nitro group at the 4 position of the A-ring of the estradiol molecule, making it a unique and potent estrogen receptor modulator. 4-nitroestradiol has been studied for its potential use in hormone replacement therapy, cancer treatment, and as a research tool for studying estrogen receptor function. Its ability to selectively bind to estrogen receptors and regulate gene expression makes it a valuable compound for understanding the role of estrogen in various physiological processes and for developing new therapeutic interventions. However, its use also raises some concerns due to its potential toxic effects and the need for further research to fully understand its mechanisms of action and potential applications.

Upstream product

• 50-28-2 estradiol 
• 5976-74-9 4-nitroestrone 
• 64-19-7 acetic acid 

Downstream Products

• 6301-88-8 4-aminoestra-1,3,5(10)-triene-3,17β-diol 
• 20823-11-4 2,4-dinitro-17β-estradiol 

Relevant articles and documents

Bismuth nitrate-induced novel nitration of estradiol: An entry to new anticancer agents

Direct nitration of estradiol was carried out using metal nitrates on solid surfaces under mild condition, and a combination of bismuth nitrate pentahydrate impregnated KSF clay was found to be the best reagent to synthesize 2- and 4-nitroestradiol effectively. Furthermore, various basic side chains were introduced, through O-linker at C-3, to these nitroestradiols. The ability of these derivatives to cause cytotoxicity in Estrogen Receptor (ER)-positive and ER-negative breast cancer cell lines, as well as cancer cell lines of other origins, was examined. Qualitative structure activity relationship (SAR) has also been studied. We found that a basic side chain containing either a piperidine or morpholine ring, when conjugated to 2-nitroestradiol, was particularly effective at causing cytotoxicity in each of the cancer cell lines examined. Surprisingly, this effective cytotoxicity was even seen in ER-negative breast cancer cells.

Preparation of biochemically interesting thioethers of estrogens. II. 2-methoxy-4-(carboxymethylmercapto)estrone-3-methyl ether

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