物质信息
ID:140
名称和标识
别名
DESDiethylstilbestrolRcra waste number U089trans-DiethylstilboesterolDEBDiethylstilboesterolPercutatrine oestrogenique iscovescotrans-DiethylstilbesterolDiethylstilbesterolDiethylstilbestrol BPDietilestilbestroltrans-Diethylstilbestrol
IUPAC传统名
diethylstilbestrol
商标名
ClimaterineComestrolDestrolDi-EstrylDiastylDibestrolSynthofolinTylosteroneRumestrol 1Rumestrol 2SedestranSexocretinStibiliumStilIscovescoMicroestNew-Estranol 1OestromieninPalestrolProtectonaAntigestilBio-desDesmaDiBestrol 2 PremixDicorvinEstromeninStilphostrolSynthestrinstrobeneAcnestrolGynopharmHi-BestrolIdroestrilMenostilbeenStilbolStilkapCyren ADawe's destrolDomestrolEstilbin MCOEstrosynFonatolBufonStilbetinStilboefralStilboestroformSynestrinSynthoestrinTampovagan stilboestrolOestrogenineOestromonSibolSintestrolStilbestrolStilbestroneCyrenDyestrolEstilbenFollidieneMakarolNeo-Oestranol IStilbofolinStilbofollinSyntofolinVagestrolneo-Oestranol 1Comestrol estrobeneOestromensylPabestrolSerralStil-RolStilbestroformStilboestrolMicrestMilestrolOeKolpOestrol vetagOestromeninOestromensilDistilbeneAgostilbenEstrilEstrobeneEstrogenineGrafestrol
IUPAC标准名
4-[4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
化合物性质
理化性质
疏水性(logP)
5.07 [HANSCH,C ET AL. (1995)]
溶解度
0.012 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
描述信息
Drug Groups
approved
Description
A synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders. It was also used formerly as a growth promoter in animals. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), diethylstilbestrol has been listed as a known carcinogen. (Merck, 11th ed)
Indication
Used in the treatment of prostate cancer. Previously used in the prevention of miscarriage or premature delivery in pregnant women prone to miscarriage or premature delivery.
Pharmacology
Diethylstilbestrol is a synthetic estrogen that was developed to supplement a woman's natural estrogen production. In 1971, the Food and Drug Administration (FDA) issued a Drug Bulletin advising physicians to stop prescribing DES to pregnant women because it was linked to a rare vaginal cancer in female offspring.
Toxicity
Symptoms of overdose include nausea and vomiting, and withdrawal bleeding may occur in females.
Affected Organisms
Humans and other mammals
Biotransformation
Hepatic.
References
•
: Leuprolide versus diethylstilbestrol for metastatic prostate cancer. The Leuprolide Study Group. N Engl J Med. 1984 Nov 15;311(20):1281-6.
[Pubmed]
•
DIECKMANN WJ, DAVIS ME, RYNKIEWICZ LM, POTTINGER RE: Does the administration of diethylstilbestrol during pregnancy have therapeutic value? Am J Obstet Gynecol. 1953 Nov;66(5):1062-81.
[Pubmed]
•
Ingle JN, Ahmann DL, Green SJ, Edmonson JH, Bisel HF, Kvols LK, Nichols WC, Creagan ET, Hahn RG, Rubin J, Frytak S: Randomized clinical trial of diethylstilbestrol versus tamoxifen in postmenopausal women with advanced breast cancer. N Engl J Med. 1981 Jan 1;304(1):16-21.
[Pubmed]
•
Kuchera LK: Postcoital contraception with diethylstilbestrol. JAMA. 1971 Oct 25;218(4):562-3.
[Pubmed]
•
Herbst AL, Ulfelder H, Poskanzer DC: Adenocarcinoma of the vagina. Association of maternal stilbestrol therapy with tumor appearance in young women. N Engl J Med. 1971 Apr 15;284(15):878-81.
[Pubmed]
External Links
分子图谱
暂无数据
点击上传数据
参考文献
• : Leuprolide versus diethylstilbestrol for metastatic prostate cancer. The Leuprolide Study Group. N Engl J Med. 1984 Nov 15;311(20):1281-6. Pubmed
• DIECKMANN WJ, DAVIS ME, RYNKIEWICZ LM, POTTINGER RE: Does the administration of diethylstilbestrol during pregnancy have therapeutic value? Am J Obstet Gynecol. 1953 Nov;66(5):1062-81. Pubmed
• Herbst AL, Ulfelder H, Poskanzer DC: Adenocarcinoma of the vagina. Association of maternal stilbestrol therapy with tumor appearance in young women. N Engl J Med. 1971 Apr 15;284(15):878-81. Pubmed
• Ingle JN, Ahmann DL, Green SJ, Edmonson JH, Bisel HF, Kvols LK, Nichols WC, Creagan ET, Hahn RG, Rubin J, Frytak S: Randomized clinical trial of diethylstilbestrol versus tamoxifen in postmenopausal women with advanced breast cancer. N Engl J Med. 1981 Jan 1;304(1):16-21. Pubmed
• Kuchera LK: Postcoital contraception with diethylstilbestrol. JAMA. 1971 Oct 25;218(4):562-3. Pubmed