Dienestrol

Dienestrol
Clinical data
Trade names	Ortho Dienestrol, Dienoestrol, Dienoestrol Ortho, Sexadien, Cycladiene, Denestrolin, Dienol, Dinovex, Follormon, Oestrodiene, Synestrol
Other names	Dienoestrol; p-[(E,E)-1-Ethylidene-2-(p-hydroxyphenyl)-2-butenyl]phenol; 3,4-Di(para-hydroxyphenyl)-2,4-hexadiene
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Drug class	Nonsteroidal estrogen
ATC code	G03CB01 (WHO) G03CC02 (WHO);
Identifiers
	IUPAC name 4-[4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]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 ;
CompTox Dashboard (EPA)	DTXSID7022382 ;
ECHA InfoCard	100.001.381
Chemical and physical data
Formula	C18H18O2
Molar mass	266.340 g·mol−1
3D model (JSmol)	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 (INNTooltip International Nonproprietary Name, USANTooltip United States Adopted Name) (brand names Dienoestrol, Denestrolin, Dienol and many others^[a]), also known as dienoestrol (BANTooltip British Approved Name), is a synthetic nonsteroidal estrogen medication of the stilbestrol group which is or was used to treat menopausal symptoms in the United States and Europe.^[1]^[2]^[3]^[4] It has been studied for use by rectal administration in the treatment of prostate cancer in men as well.^[5] The medication 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.^[6] It has approximately 223% and 404% of the affinity of estradiol at the ERα and ERβ, respectively.^[7]

Quick facts Clinical data, Trade names ...

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

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Dienestrol

Isomers

See also

Notes

References

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