Idoxifene
Structural Formula Vector Image
Title: Idoxifene
CAS Registry Number: 116057-75-1
CAS Name: 1-[2-[4-[(1E)-1-(4-Iodophenyl)-2-phenyl-1-butenyl]phenoxy]ethyl]pyrrolidine
Additional Names: 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).

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