64109-72-4

Basic information

• Product Name: (11beta,17beta)-11-ethylestra-1,3,5(10)-triene-3,17-diol
• Synonyms: 11b-ethylestradiol
• CAS NO: 64109-72-4
• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.4351
• Mol File: 64109-72-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 461.5°C at 760 mmHg
• Flash Point: 211.4°C
• Density: 1.111g/cm³
• Vapor Pressure: 2.59E-09mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: (11beta,17beta)-11-ethylestra-1,3,5(10)-triene-3,17-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (11beta,17beta)-11-ethylestra-1,3,5(10)-triene-3,17-diol(64109-72-4)
• EPA Substance Registry System: (11beta,17beta)-11-ethylestra-1,3,5(10)-triene-3,17-diol(64109-72-4)

Safety Data

• Hazardous Substances Data: 64109-72-4(Hazardous Substances Data)

Usage

Description

(11beta,17beta)-11-ethylestra-1,3,5(10)-triene-3,17-diol is a synthetic steroid compound with a molecular formula C20H26O2. It belongs to the class of estrogenic steroids and is characterized by its structural similarity to the naturally occurring hormone estradiol. This resemblance allows it to bind to estrogen receptors and exert biological effects, making it a valuable tool in endocrinology and hormonal therapies.

Uses

Used in Pharmaceutical Industry:
(11beta,17beta)-11-ethylestra-1,3,5(10)-triene-3,17-diol is used as a key component in the development of hormonal contraceptives for its ability to regulate the female reproductive system. Its estrogenic properties help prevent ovulation and fertilization, providing a reliable method of birth control.
Additionally, it is used in Hormone Replacement Therapy (HRT):
(11beta,17beta)-11-ethylestra-1,3,5(10)-triene-3,17-diol serves as an effective treatment in hormone replacement therapies, particularly for women experiencing menopause. It helps alleviate symptoms associated with hormonal imbalances, such as hot flashes and vaginal dryness, by mimicking the effects of the naturally produced hormone estradiol.

Upstream product

• 64143-38-0 C₂₇H₃₀O₄ 
• 925-90-6 ethylmagnesium bromide 
• 89155-71-5 (8S,9S,13S,14S,17S)-3,17-bis(benzyloxy)-13-methyl-6,7,8,9,12,13,14,15,16,17-decahydro-11H-cyclopenta[a]phenanthren-11-one 
• 40128-87-8 11α-hydroxy-3,17β-dibenzyloxyoestra-1,3,5(10)-triene 
• 791-69-5 9⁽¹¹⁾-Dehydroestradiol 
• 1089-80-1 3-hydroxy-estra-1,3,5⁽¹⁰⁾,9⁽¹¹⁾-tetraen-17-one 
• 129000-34-6 11β-(1-ethenyl)estra-1,3,5(10)-triene-3,17β-diol 3,17-bis(benzyl ether) 
• 68599-01-9 11beta-Vinylestradiol 
• 129000-33-5 11β-vinylestrone 3-acetate 
• 166183-95-5 3,17β-Bis(benzyloxy)-11α-ethenylestra-1,3,5(10)-trien-11β-ol 
• 40128-86-7 3,17β-Bis(benzyloxy)estra-1,3,5(10),9(11)-tetraene 

Relevant articles and documents

17ALPHA-SUBSTITUTED STEROIDS AS SYSTEMIC ANTIANDROGENS AND SELECTIVE ANDROGEN RECEPTOR MODULATORS

Compounds having the structure, their salts or N-oxide derivatives: are used to treat or reduce le likelihood of acquiring androgen-dependent diseases, such as prostate cancer, benign prostatic hyperplasia, polycystic ovarian syndrome, acne, hirsutism, seborrhea, androgenic alopecia and male baldness. They can be formulated together with pharmaceutically acceptable diluent or carrier or otherwise made into any pharmaceutical dosage form. Combinations with other active pharmaceutical agents are also disclosed.

Synthesis and Estrogen Receptor Binding of Novel 11β-Substituted Estra-1,3,5(10)-triene-3,17β-diols

As part of our program to develop estrogenic radioligands for use in nuclear medicine, a study was undertaken to investigate the effect of substituents on the receptor affinity of putative radiochemicals.In the study a synthetic strategy directed toward the introduction of an 11β-(fluoroethyl) substituent was devised.The target compound 9 was prepared via a five-step procedure starting from 11β-vinylestrone 3-acetate (4) in an overall 43percent yield.The final product and several analogues, 11β-ethyl-, -vinyl-, and (hydroxyethyl)estradiols (11, 5, and 12), were evaluated for their estrogen receptor binding affinity.The results indicate that the target compound and several 11β-substituted analogues possess relative binding affinities greater than of estradiol and its 16α-fluorinated derivatives.The manner in which the target compound 9 was prepared is amenable to use with 18F incorporation.