Mestilbol

Mestilbol
Clinical data
Trade names	Monomestro, Monomestrol
Other names	Monomethylstilbestrol; Diethylstilbestrol monomethyl ether
Drug class	Nonsteroidal estrogen; Estrogen ether
Identifiers
	IUPAC name 4-[(E)-4-(4-methoxyphenyl)hex-3-en-3-yl]phenol;
CAS Number	18839-90-2;
PubChem CID	3032340;
ChemSpider	2297337;
UNII	N44U12UW5N;
ChEBI	CHEBI:34702;
CompTox Dashboard (EPA)	DTXSID7022469 ;
Chemical and physical data
Formula	C19H22O2
Molar mass	282.377 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC(=C(CC)C1=CC=C(C=C1)OC)C2=CC=C(C=C2)O;
	InChI InChI=1S/C19H22O2/c1-4-18(14-6-10-16(20)11-7-14)19(5-2)15-8-12-17(21-3)13-9-15/h6-13,20H,4-5H2,1-3H3/b19-18+; Key:CKMDPZMWUZDKAI-VHEBQXMUSA-N;

Mestilbol (brand name Monomestro or Monomestrol), also known as diethylstilbestrol monomethyl ether, is a synthetic nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol.[1][2][3] It was developed by Wallace & Tiernan Company,[3] patented in 1940,[4] and introduced for medical use in the 1940s,[5] but is now no longer marketed. Mestilbol was available both as oral tablets and in oil for intramuscular injection.[3][6] The drug is gradually demethylated in the body into diethylstilbestrol and hence is a prodrug of diethylstilbestrol.[7] Mestilbol is a highly active estrogen,[6] although somewhat less so than diethylstilbestrol,[8] but is longer-lasting in comparison.[9]

References

J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 396. ISBN 978-1-4757-2085-3.
Martin Negwer (1987). Organic-chemical drugs and their synonyms: (an international survey). VCH Publishers. p. 923. ISBN 978-0-89573-552-2.
Council on Drugs (American Medical Association) (1955). New and Nonofficial Drugs. Lippincott. pp. 419–420.
http://www.google.com.na/patents/US2385468
Sevringhaus, Elmer L. (1944). "Therapy of the Patient in the Menopause: Endocrine Methods". The Journal of Clinical Endocrinology & Metabolism. 4 (12): 597–604. doi:10.1210/jcem-4-12-597. ISSN 0021-972X.
Postgraduate Medicine. McGraw-Hill. 1949. p. 347.
Annales de Bourgogne. Centre d'études bourguignonnes. 1940.
Russell La Fayette Cecil; Robert Frederick Loeb (1951). A Textbook of Medicine. Saunders.
William Thomas Salter (1952). A Textbook of Pharmacology: Principles and Application of Pharmacology to the Practice of Medicine. Saunders.

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[Elks2014-1] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 396. ISBN 978-1-4757-2085-3.

[Negwer1987-2] Martin Negwer (1987). Organic-chemical drugs and their synonyms: (an international survey). VCH Publishers. p. 923. ISBN 978-0-89573-552-2.

[Association)1955-3] Council on Drugs (American Medical Association) (1955). New and Nonofficial Drugs. Lippincott. pp. 419–420.

[4] ttp://www.google.com.na/patents/US2385468

[Sevringhaus1944-5] Sevringhaus, Elmer L. (1944). "Therapy of the Patient in the Menopause: Endocrine Methods". The Journal of Clinical Endocrinology & Metabolism. 4 (12): 597–604. doi:10.1210/jcem-4-12-597. ISSN 0021-972X.

[McGraw-Hill1949-6] Postgraduate Medicine. McGraw-Hill. 1949. p. 347.

[7] Annales de Bourgogne. Centre d'études bourguignonnes. 1940.

[CecilLoeb1951-8] Russell La Fayette Cecil; Robert Frederick Loeb (1951). A Textbook of Medicine. Saunders.

[Salter1952-9] William Thomas Salter (1952). A Textbook of Pharmacology: Principles and Application of Pharmacology to the Practice of Medicine. Saunders.

Mestilbol

See also

References