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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/10/04 22:26:05」(JST)

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Etynodiol (INN), or ethynodiol (BAN), is a steroidal progestin which was never marketed.^[1]^[2] A diacylated derivative, etynodiol diacetate, is used as a hormonal contraceptive.^[1]^[2]

While etynodiol is sometimes used as a synonym for etynodiol diacetate, what is usually being referred to is actually etynodiol diacetate and not etynodiol.

Synthesis

Ethynodiol diacetate synthesis:^[3] F. B. Colton, U.S. Patent 2,843,609 (1958 to Searle). Prepn of the 3-acetate, 17-acetate, and diacetate: P. D. Klimstra, U.S. Patent 3,176,013 (1965 to Searle); see also:^[4]

References

^ ^a ^b F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1454. ISBN 978-0-412-46630-4. Retrieved 12 May 2012.
^ ^a ^b Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 422. ISBN 978-3-88763-075-1. Retrieved 30 May 2012.
^ Klimstra, P.; Colton, F. (1967). "The synthesis of 3β-hydroxyestr-4-en-17-one and 3β-hydroxiandrost-4-en-17-one". Steroids 10 (4): 411. doi:10.1016/0039-128X(67)90119-5.
^ Sondheimer, F.; Klibansky, Y. (1959). "Synthesis of 3β-hydroxy analogues of steroidal hormones, a biologically active class of compounds". Tetrahedron 5: 15. doi:10.1016/0040-4020(59)80066-1.

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UpToDate Contents

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1. 遺伝性血栓性素因を有する女性のための避妊 contraception for women with inherited thrombophilias
2. アンドロゲン過剰症および男性型多毛症治療におけるエストロゲン・プロゲスチン
混合避妊剤の使用 use of combination estrogen progestin contraceptives in the treatment of hyperandrogenism and hirsutism
3. 避妊している女性におけるホルモン剤内服中の出血のマネージメント management of unscheduled bleeding in women using contraception
4. 思春期における多嚢胞性卵巣症候群の治療 treatment of polycystic ovary syndrome in adolescents
5. エストロゲン・プロゲスチン避妊剤の使用に関する概要 overview of the use of estrogen progestin contraceptives

English Journal

Biotransformation of oral contraceptive ethynodiol diacetate with microbial and plant cell cultures.

Zafar S Dr, Yousuf S Dr, A Kayani H Dr, Saifullah S Dr, Khan S Dr, Al-Majid AM Dr, Choudhary MI Prof.AbstractABSTRACT: BACKGROUND: Biotransformation by using microbial and plant cell cultures has been applied effectively for the production of fine chemicals on large scale. Inspired by the wealth of literature available on the biotransformation of steroids, we decided to investigate the biotransformation of ethynodiol diacetate (1), by using plant and microbial cultures.
Chemistry Central journal.Chem Cent J.2012 Sep 29;6(1):109. [Epub ahead of print]
ABSTRACT: BACKGROUND: Biotransformation by using microbial and plant cell cultures has been applied effectively for the production of fine chemicals on large scale. Inspired by the wealth of literature available on the biotransformation of steroids, we decided to investigate the biotransformation of
PMID 23021311

Levonorgestrel used for emergency contraception during lactation-A prospective observational cohort study on maternal and infant safety.

Polakow-Farkash S, Gilad O, Merlob P, Stahl B, Yogev Y, Klinger G.SourceBeilinson Teratology Information Service, Rabin Medical Center, Tel-Aviv University , Tel-Aviv , Israel.
The journal of maternal-fetal & neonatal medicine : the official journal of the European Association of Perinatal Medicine, the Federation of Asia and Oceania Perinatal Societies, the International Society of Perinatal Obstetricians.J Matern Fetal Neonatal Med.2012 Sep 12. [Epub ahead of print]
Objective: To identify possible effects of levonorgestrel used as an emergency contraceptive during breastfeeding on mothers and their infants. Study design: A prospective observational cohort study of all women who contacted the Teratology Information Service between January, 2005 and January, 2010
PMID 22928541

Japanese Journal

小用量のEthynodiol diacetateとEthinyl estradiolの合剤による経口避妊

東山秀声,岡田弘二
産婦人科の進歩 34(4), p207-217, 1982-07
NAID 40001496581

Ethynodiol diacetate-ethinylestradiol剤(SC-11800EE)の経口避妊に関する臨床成績

田中俊誠 [他]
日本不妊学会雑誌 24(4), p480-487, 1979-10
NAID 40003028299

Related Pictures

★リンクテーブル★

リンク元	「エチノジオール」
拡張検索	「ethynodiol diacetate」「ethynodiol diacetate containing combination」

「エチノジオール」

Etynodiol
Systematic (IUPAC) name
	(3β,17β)-17-ethynylestr-4-ene-3,17-diol
Identifiers
CAS Registry Number	1231-93-2
ATC code	G03DC06
PubChem	CID: 14687
ChemSpider	14017
Chemical data
Formula	C20H28O2
Molecular mass	300.435 g/mol
	SMILES O[C@@H]4/C=C3\[C@@H]([C@H]2CC[C@]1([C@@H](CC[C@]1(C#C)O)[C@@H]2CC3)C)CC4 ;
	InChI InChI=1S/C20H28O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,14-18,21-22H,4-11H2,2H3/t14-,15-,16+,17+,18-,19-,20-/m0/s1 ; Key:JYILPERKVHXLNF-QMNUTNMBSA-N ;