Title: Idoxifene
CAS Registry Number: 116057-75-1
CAS Name: 1-[2-[4-[(1
E)-1-(4-Iodophenyl)-2-phenyl-1-butenyl]phenoxy]ethyl]pyrrolidine
Synonyms: 1-[2-[
p-[(
E)-b-ethyl-a-(
p-iodophenyl)styryl]phenoxy]ethyl]pyrrolidine
Manufacturers' Codes: CB-7432
Molecular Formula: C28H30INO
Molecular Weight: 523.45
Percent Composition: C 64.25%, H 5.78%, I 24.24%, N 2.68%, O 3.06%
Literature References: Nonsteroidal estrogen antagonist; structurally analogous to tamoxifen,
q.v. Prepn: R. McCague,
EP 260066;
idem,
US 4839155 (1988, 1989 both to Nat. Res. Dev. Corp.); and structural activity: R. McCague
et al., J. Med. Chem. 32, 2527 (1989). Stereochemistry: C. M. Nunn, E. J. Parker,
Acta Crystallogr. C50, 2043 (1994). Modulating effects on multidrug resistance: J. Kirk
et al., Biochem. Pharmacol. 48, 277 (1994); S. Y. Sharp
et al., Br. J. Cancer 70, 409 (1994). Clinical evaluation in breast cancer: R. C. Coombes
et al., Cancer Res. 55, 1070 (1995).
Properties: Crystals from light petroleum (pet. ether), mp 108-109° (McCague
et al.); also reported as colorless monoclinic prisms from methanol (Nunn).
Melting point: mp 108-109° (McCague
et al.)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic (Hormonal); Antiestrogens; Selective Estrogen Receptor Modulator (SERM).