Dienestrol

Dienestrol

Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
ATC code	G03CB01 (WHO) G03CC02 (WHO)
Pharmacokinetic data
Protein binding	50 to 80%
Identifiers
IUPAC name 4-[4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]phenol; p-[(E,E)-1-Ethylidene-2-(p-hydroxyphenyl)-2-butenyl]phenol
CAS Number	13029-44-2
PubChem (CID)	667476
IUPHAR/BPS	7160
DrugBank	DB00890
ChemSpider	580857
UNII	RRW32X4U1F
KEGG	D00898
ChEBI	CHEBI:4518
ChEMBL	CHEMBL1018
ECHA InfoCard	100.001.381
Chemical and physical data
Formula	C18H18O2
Molar mass	266.334 g/mol
3D model (Jmol)	Interactive image
SMILES Oc2ccc(C(/C(c1ccc(O)cc1)=C/C)=C\C)cc2
InChI 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+ Key:NFDFQCUYFHCNBW-SCGPFSFSSA-N
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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 of the stilbestrol group 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 close analogue of diethylstilbestrol.^[5] It has approximately 223% and 404% of the affinity of estradiol at the ERα and ERβ, respectively.^[6]

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

See also

• Benzestrol
• Hexestrol
• Methestrol

References

1. Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 331–. ISBN 978-3-88763-075-1.
2. 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. 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.
6. Kuiper GG, Carlsson B, Grandien K, Enmark E, Häggblad J, Nilsson S, Gustafsson JA (1997). "Comparison of the ligand binding specificity and transcript tissue distribution of estrogen receptors alpha and beta". Endocrinology. 138 (3): 863–70. doi:10.1210/endo.138.3.4979. PMID 9048584.