820. Arzoxifene

Nomenclature

CAS number: 182133-25-1
2-(4-Methoxyphenyl)-3-[4-[2-(1-piperidinyl)ethoxy]phenoxy]benzo[b]thiophene-6-ol; [6-hydroxy-3-[4-[2-(1-piperidinyl)ethoxy]phenoxy]2-(4-methoxyphenyl)]benzo[b]thiophene; LY-353381.
C28H29NO4S; mol wt 475.60.
C 70.71%, H 6.15%, N 2.95%, O 13.46%, S 6.74%.

Description and references

Selective estrogen receptor modulator (SERM). Prepn: A. D. Palkowitz, K. J. Thrasher, EP 729956; idem, US 5981765 (1996, 1999 both to Eli Lilly). Pharmacology: M. Sato et al., Endocrinology 139, 4642 (1998); N. Suh et al., Cancer Res. 61, 8412 (2001). Clinical pharmacokinetics: P. N. Münster et al., J. Clin. Oncol. 19, 2002 (2001). Review of development and clinical experience: idem, Expert Opin. Invest. Drugs 15, 317-326 (2006).

Chemical structure

Properties

Solid from hexane, mp 174-176°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 182133-27-3
C28H29NO4S.HCl; mol wt 512.06.
C 65.68%, H 5.91%, N 2.74%, O 12.50%, S 6.26%, Cl 6.92%.

Properties

Crystals from ethanol/ethyl acetate, mp 156-160°.

Therapeutic Category

Antineoplastic (hormonal).

Keywords

Antineoplastic (Hormonal); Antiestrogens; Selective Estrogen Receptor Modulator (SERM)