Dienestrol: Difference between revisions

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| IUPAC_name = 4-[4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]phenol; ''p''-[(''E,E'')-1-Ethylidene-2-(''p''-hydroxyphenyl)-2-butenyl]phenol
| IUPAC_name = 4-[4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]phenol; ''p''-[(''E,E'')-1-Ethylidene-2-(''p''-hydroxyphenyl)-2-butenyl]phenol
| image = Dienestrol.svg
| image = Dienestrol.svg

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| IUPHAR_ligand = 7160
| IUPHAR_ligand = 7160
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| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 1018
| ChEMBL = 1018

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| StdInChIKey = NFDFQCUYFHCNBW-SCGPFSFSSA-N
| StdInChIKey = NFDFQCUYFHCNBW-SCGPFSFSSA-N
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'''Dienestrol''' is a synthetic [[estrogen]].
'''Dienestrol''' ([[International Nonproprietary Name|INN]], [[United States Adopted Name|USAN]]) (brand names '''Ortho Dienestrol''', '''Dienoestrol''', '''Dienoestrol Ortho''', '''Sexadien''', '''Denestrolin''', '''Dienol''', '''Dinovex''', '''Follormon''', '''Oestrodiene''', '''Synestrol''', numerous others), also known as '''dienoestrol''' ([[British Approved Name|BAN]]), is a [[synthetic]], [[non-steroidal]] [[estrogen]] used to treat [[menopause|menopausal]] symptoms in the [[United States]] and [[Europe]].<ref>{{cite book|title=Index Nominum 2000: International Drug Directory|url=http://books.google.com/books?id=5GpcTQD_L2oC&pg=PA331|date=January 2000|publisher=Taylor & Francis|isbn=978-3-88763-075-1|pages=331–}}</ref><ref name="Elks2014">{{cite book|author=J. Elks|title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=http://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA390|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=390–}}</ref><ref name="Muller1998">{{cite book|author=Muller|title=European Drug Index: European Drug Registrations, Fourth Edition|url=http://books.google.com/books?id=2HBPHmclMWIC&pg=PA361|date=19 June 1998|publisher=CRC Press|isbn=978-3-7692-2114-5|pages=361–}}</ref><ref name="Publishing2013">{{cite book|author=William Andrew Publishing|title=Pharmaceutical Manufacturing Encyclopedia, 3rd Edition|url=http://books.google.com/books?id=_J2ti4EkYpkC&pg=PA1286|date=22 October 2013|publisher=Elsevier|isbn=978-0-8155-1856-3|pages=1286–}}</ref> It was introduced in the U.S. in 1947 by [[Schering]] as '''Synestrol''' and in France in 1948 as '''Cycladiene'''.<ref name="Publishing2013" /> Dienestrol is a member of the [[stilbene]] group of synthetic estrogens, and is a close [[structural analog|analogue]] of [[diethylstilbestrol]].<ref>{{cite book|title=VITAMINS AND HORMONES|url=http://books.google.com/books?id=7PrzbzO-Q2AC&pg=PA233|date=1 January 1945|publisher=Academic Press|isbn=978-0-08-086600-0|pages=233–}}</ref>

[[Dienestrol diacetate]] (brand names Faragynol, Gynocyrol, others) also exists and is used medically.<ref name="Elks2014" />


==See also==
==See also==
*[[Diethylstilbestrol]]
* [[Benzestrol]]
* [[Broparestrol]]
* [[Fosfestrol]]
* [[Hexestrol]]


==References==
==References==
{{reflist}}
{{Reflist|2}}


{{Estrogens}}
{{Estrogenics}}
{{Estrogenics}}

[[Category:Synthetic estrogens]]
[[Category:Phenols]]
[[Category:Phenols]]
[[Category:Synthetic estrogens]]





Revision as of 00:17, 29 December 2015

Dienestrol
Clinical data
AHFS/Drugs.comMicromedex Detailed Consumer Information
ATC code
Pharmacokinetic data
Protein binding50 to 80%
Identifiers
  • 4-[4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]phenol; p-[(E,E)-1-Ethylidene-2-(p-hydroxyphenyl)-2-butenyl]phenol
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.001.381 Edit this at Wikidata
Chemical and physical data
FormulaC18H18O2
Molar mass266.334 g/mol g·mol−1
3D model (JSmol)
  • Oc2ccc(C(/C(c1ccc(O)cc1)=C/C)=C\C)cc2
  • InChI=1S/C18H18O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h3-12,19-20H,1-2H3/b17-3+,18-4+ checkY
  • Key:NFDFQCUYFHCNBW-SCGPFSFSSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Dienestrol (INN, USAN) (brand names Ortho Dienestrol, Dienoestrol, Dienoestrol Ortho, Sexadien, Denestrolin, Dienol, Dinovex, Follormon, Oestrodiene, Synestrol, numerous others), also known as dienoestrol (BAN), is a synthetic, non-steroidal estrogen used to treat menopausal symptoms in the United States and Europe.[1][2][3][4] It was introduced in the U.S. in 1947 by Schering as Synestrol and in France in 1948 as Cycladiene.[4] Dienestrol is a member of the stilbene group of synthetic estrogens, and is a close analogue of diethylstilbestrol.[5]

Dienestrol diacetate (brand names Faragynol, Gynocyrol, others) also exists and is used medically.[2]

See also

References

  1. ^ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 331–. ISBN 978-3-88763-075-1.
  2. ^ a b J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 390–. ISBN 978-1-4757-2085-3.
  3. ^ Muller (19 June 1998). European Drug Index: European Drug Registrations, Fourth Edition. CRC Press. pp. 361–. ISBN 978-3-7692-2114-5.
  4. ^ a b William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. pp. 1286–. ISBN 978-0-8155-1856-3.
  5. ^ VITAMINS AND HORMONES. Academic Press. 1 January 1945. pp. 233–. ISBN 978-0-08-086600-0.