Phenestrol

Phenestrol, or fenestrol, also known as hexestrol bis[4-[bis(2-chloroethyl)amino]phenylacetate, is a synthetic, nonsteroidal estrogen and cytostatic antineoplastic agent (i.e., chemotherapy drug) and a chlorphenacyl nitrogen mustard ester of hexestrol which was developed in the early 1960s for the treatment of hormone-dependent tumors but was never marketed.[1][2][3][4]

Phenestrol
Clinical data
Other namesFenestrol; NSC-183736; hexestrol bis[4-[bis(2-chloroethyl)amino]phenylacetate
Identifiers
IUPAC name
  • [4-[4-[4-[2-[4-[Bis(2-chloroethyl)amino]phenyl]acetyl]oxyphenyl]hexan-3-yl]phenyl] 2-[4-[bis(2-chloroethyl)amino]phenyl]acetate
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC42H48Cl4N2O4
Molar mass786.66 g·mol−1
3D model (JSmol)
SMILES
  • CCC(C1=CC=C(C=C1)OC(=O)CC2=CC=C(C=C2)N(CCCl)CCCl)C(CC)C3=CC=C(C=C3)OC(=O)CC4=CC=C(C=C4)N(CCCl)CCCl
InChI
  • InChI=1S/C42H48Cl4N2O4/c1-3-39(33-9-17-37(18-10-33)51-41(49)29-31-5-13-35(14-6-31)47(25-21-43)26-22-44)40(4-2)34-11-19-38(20-12-34)52-42(50)30-32-7-15-36(16-8-32)48(27-23-45)28-24-46/h5-20,39-40H,3-4,21-30H2,1-2H3
  • Key:GTWGWCYJKHSRHO-UHFFFAOYSA-N
Not to be confused with Fenestrel.

See also

References
  1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 163–. ISBN 978-1-4757-2085-3.
  2. Abraham Goldin; National Cancer Institute (U.S.); Onkologicheskiĭ nauchnyĭ t͡sentr (Akademii͡a medit͡sinskikh nauk SSSR) (1981). Experimental evaluation of antitumor drugs in the USA and USSR and clinical correlations. U.S. Dept. of Health and Human Services, Public Health Service, National Institutes of Health, National Cancer Institute. p. 17.
  3. Morozova TM, Merkulova TI, Martynov V, Iaguzhinskaia VP, Shkodinskaia EN (1984). "[Properties of alkylating derivatives of estrogens]". Eksp. Onkol. (in Russian). 6 (2): 50–4. PMID 6510335.
  4. Lagova ND, Sof'ina ZP, Shkodinskaia EN, Kurdiumova KN, Valueva IM (1988). "[The antineoplastic activity of testiphenon]". Vopr Onkol (in Russian). 34 (11): 1363–8. PMID 3201773.


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