3927. Fadrozole

Nomenclature

CAS number: 102676-47-1
4-(5,6,7,8-Tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile; 5-p-cyanophenyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine.
C14H13N3; mol wt 223.27.
C 75.31%, H 5.87%, N 18.82%.

Description and references

Aromatase inhibitor. Prepn: L. J. Browne, EP 165904; idem, US 4617307 (1985, 1986 both to Ciba-Geigy); L. J. Browne et al., J. Med. Chem. 34, 725 (1991). Effects on estrogen biosynthesis: R. E. Steele et al., Steroids 50, 147 (1987). Pharmacology: K. Schieweck et al., Cancer Res. 48, 834 (1988). GC/MS determn in plasma and urine: R. Ackermann, G. Kaiser, Biomed. Environ. Mass Spectrom. 18, 558 (1989). Pharmacokinetics: G. M. Kochak et al., J. Clin. Endocrinol. Metab. 71, 1349 (1990). Clinical evaluation in metastatic breast cancer: J. I. Raats et al., J. Clin. Oncol. 10, 111 (1992).

Chemical structure

Properties

mp 117-118°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 102676-31-3
CGS-16949A; Afema (Novartis).
C14H13N3.HCl; mol wt 259.73.
C 64.74%, H 5.43%, N 16.18%, Cl 13.65%.

Properties

Crystals from 2-propanol, mp 231-233°. Sol in water.

Therapeutic Category

Antineoplastic.

Keywords

Antineoplastic (Hormonal); Aromatase Inhibitors; Aromatase Inhibitors