86153-38-0

Basic information

• Product Name: 9,11-Dehydro-17α-cyanoMethyl Estradiol
• Synonyms: 9,11-Dehydro-17α-cyanoMethyl Estradiol
• CAS NO: 86153-38-0
• Molecular Formula: C20H23NO2
• Molecular Weight: 309.40212
• Product Categories: Steroids, Pharmaceuticals, Intermediates & Fine Chemicals, Metabolites & Impurities, Drug Analogues
• Mol File: 86153-38-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 551.2±50.0 °C(Predicted)
• Appearance: /
• Density: 1.25±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly, Sonicated)
• PKA: 10.37±0.60(Predicted)
• CAS DataBase Reference: 9,11-Dehydro-17α-cyanoMethyl Estradiol(CAS DataBase Reference)
• NIST Chemistry Reference: 9,11-Dehydro-17α-cyanoMethyl Estradiol(86153-38-0)
• EPA Substance Registry System: 9,11-Dehydro-17α-cyanoMethyl Estradiol(86153-38-0)

Safety Data

• Hazardous Substances Data: 86153-38-0(Hazardous Substances Data)

Usage

Description

9,11-Dehydro-17α-cyanoMethyl Estradiol is a synthetic derivative of estradiol, a naturally occurring estrogen hormone. It is characterized by the presence of a cyanomethyl group at the 17α position and a dehydrogenation at the 9,11 positions. 9,11-Dehydro-17α-cyanoMethyl Estradiol exhibits unique pharmacological properties and is being explored for its potential therapeutic applications.

Uses

Used in Pharmaceutical Industry:
9,11-Dehydro-17α-cyanoMethyl Estradiol is used as a pharmaceutical agent for its progesterone-receptor binding, progestational, antiprogestational, estrogenic, and antigonadotropic activities. It is being investigated for its potential role in the inhibition of fertility, offering a novel approach to contraceptive development.
Used in Gynecological Applications:
In the field of gynecology, 9,11-Dehydro-17α-cyanoMethyl Estradiol is being considered as a novel treatment for heavy menstrual bleeding. Its unique properties may provide an effective and targeted therapy for managing this condition, improving the quality of life for affected individuals.
As research progresses, additional applications for 9,11-Dehydro-17α-cyanoMethyl Estradiol may be discovered, further expanding its potential uses across various medical fields.

Upstream product

• 65928-58-7 Dienogest 
• 95853-09-1 17α-Cyanomethyl-17β-hydroxy-9α,10α-epoxyestra-4-en-3-on 

Relevant articles and documents

Nitrile hydratase from Rhodococcus erythropolis: Metabolization of steroidal compounds with a nitrile group

The progestin dienogest (17α-cyanomethyl-17β-hydroxy-estra-4,9-dien-3-one) was metabolized by the nitrile hydratase-containing microorganism Rhodococcus erythropolis. An enzymatic hydrolysis of the nitrile group at the 17α-side chain was intended to obtain novel derivatives and to test them for progesterone receptor affinity. In contrast to the rapid enzymatic hydrolysis of nonsteroidal nitriles, the nitrile group of dienogest was cleaved very slowly. The dominant reaction was an aromatization of ring A. After prolonged fermentation, the 17α-acetamido derivatives of estradiol and of 9(11)-dehydroestradiol were formed. Three of the metabolites were also prepared synthetically. They were tested for hormonal activity by assessing their binding to progesterone and estrogen receptors in vitro. Neither the aromatized 17α-acetamido derivatives nor the dienogest derivative 17α-acetamido-17β-hydroxy-estra-4,9-dien-3-one, which was prepared synthetically only, exhibited affinity for the progesterone receptor. Copyright (C) 1999 Elsevier Science Inc.

URINARY METABOLITES OF THE NEW PROGESTAGEN STS 557 (17α-CYANOMETHYL-17-HYDROXY-4,9-ESTRADIEN-3-ONE) IN THE DOG AND RAT

Urinary metabolites of the new progestagen STS 557 (17α-cyanomethyl-17-hydroxy-4,9-estradien-3-one) were isolated and characterized following oral administration of the 14α,15α-tritium labelled compound to dogs and rats. 17α-Cyanomethyl-11β,17-dihydroxy-4