Hexestrol

Hexestrol
Clinical data
Trade names	Synestrol, Synoestrol, Estrifar, Estronal
Other names	Hexanestrol; Hexoestrol; Dihydrodiethylstilbestrol; NSC-9894
Routes of; administration	By mouth, intramuscular injection (as an ester)
Drug class	Nonsteroidal estrogen
Identifiers
	IUPAC name 4-[4-(4-Hydroxyphenyl)hexan-3-yl]phenol;
CAS Number	84-16-2;
PubChem CID	3606;
ChemSpider	3480;
CompTox Dashboard (EPA)	DTXSID2022381 ;
ECHA InfoCard	100.001.380
Chemical and physical data
Formula	C18H22O2
Molar mass	270.372 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC(C1=CC=C(C=C1)O)C(CC)C2=CC=C(C=C2)O;
	InChI InChI=1S/C18H22O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,17-20H,3-4H2,1-2H3; Key:PBBGSZCBWVPOOL-UHFFFAOYSA-N;

Hexestrol (INN; brand names Synestrol, Synoestrol, Estrifar, Estronal, and numerous others; also known as hexanestrol, hexoestrol, and dihydrodiethylstilbestrol) is a synthetic nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol which was used to treat estrogen deficiency.[1][2][3][4] Oil solution of hexestrol is still manufactured in Russia under brand name Synestrol (Синэстрол). Hexestrol has also been available and used in ester form, including as hexestrol diacetate, hexestrol dicaprylate, hexestrol diphosphate, and hexestrol dipropionate.[1] Hexestrol has approximately 302% and 234% of the affinity of estradiol at the ERα and ERβ, respectively.[5] Along with diethylstilbestrol, hexestrol is one of the most potent estrogens known.[6]

References

J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 162–. ISBN 978-1-4757-2085-3.
I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 140–. ISBN 978-94-011-4439-1.
John A. Thomas (12 March 1997). Endocrine Toxicology, Second Edition. CRC Press. pp. 144–. ISBN 978-1-4398-1048-4.
https://www.drugs.com/international/hexestrol.html
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.
SOLMSSEN UV (1945). "Synthetic estrogens and the relation between their structure and their activity". Chem. Rev. 37: 481–598. doi:10.1021/cr60118a004. PMID 21013428.

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[Elks2014-1] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 162–. ISBN 978-1-4757-2085-3.

[MortonHall2012-2] I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 140–. ISBN 978-94-011-4439-1.

[Thomas1997-3] John A. Thomas (12 March 1997). Endocrine Toxicology, Second Edition. CRC Press. pp. 144–. ISBN 978-1-4398-1048-4.

[Drugs.com-4] ttps://www.drugs.com/international/hexestrol.html

[pmid9048584-5] 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.

[pmid21013428-6] SOLMSSEN UV (1945). "Synthetic estrogens and the relation between their structure and their activity". Chem. Rev. 37: 481–598. doi:10.1021/cr60118a004. PMID 21013428.

Hexestrol

See also

References