| Iupac name | 4-[(E)-4-(4-methoxyphenyl)hex-3-en-3-yl]phenol |
|---|---|
| Width | 250px |
| Tradename | Monomestro, Monomestrol |
| Class | Nonsteroidal estrogen; Estrogen ether |
| Cas number | 18839-90-2 |
| Pubchem | 3032340 |
| Chemspiderid | 2297337 |
| Unii | N44U12UW5N |
| Chebi | 34702 |
| Synonyms | Monomethylstilbestrol; Diethylstilbestrol monomethyl ether |
| C | 19 |
| H | 22 |
| O | 2 |
| Smiles | CCC(=C(CC)C1=CC=C(C=C1)OC)C2=CC=C(C=C2)O |
| Stdinchi | 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+ |
| Stdinchikey | 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]
See also
References
- ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 396. ISBN 978-1-4757-2085-3.
- ^ Negwer M (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.
- ^ "Monoalkyl ethers of diethylstilboestrol". No. 2385468.
- ^ Sevringhaus EL (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 C, Loeb RL (1951). A Textbook of Medicine. Saunders.
- ^ Salter WT (1952). A Textbook of Pharmacology: Principles and Application of Pharmacology to the Practice of Medicine. Saunders.