Structural Formula Vector Image
Title: Emitefur
CAS Registry Number: 110690-43-2
CAS Name: 3-[[3-(Ethoxymethyl)-5-fluoro-3,6-dihydro-2,6-dioxo-1(2H)-pyrimidinyl]carbonyl]benzoic acid 6-(benzoyloxy)-3-cyano-2-pyridinyl ester
Additional Names: 3-[3-(6-benzoyloxy-3-cyano-2-pyridyloxycarbonyl)benzoyl]-1-(ethoxymethyl)-5-fluorouracil
Manufacturers' Codes: BOF-A2
Molecular Formula: C28H19FN4O8
Molecular Weight: 558.47
Percent Composition: C 60.22%, H 3.43%, F 3.40%, N 10.03%, O 22.92%
Literature References: Bifunctional prodrug composed of a derivative of 5-fluorouracil (5-FU) and 3-cyano-2,6-dihydroxypyridine (CNDP), an inhibitor of 5-FU degradation by dihydrouracil dehydrogenase. Prepn: S. Fujii, DE 3709699; idem, US 4983609 (1988, 1991 both to Otsuka); M. Hirohashi et al., Chem. Pharm. Bull. 41, 1498 (1993). Antitumor activity: S. Fujii et al., Jpn. J. Cancer Res. 80, 173 (1989). Mechanism of action: T. Okayasu et al., ibid. 85, 101 (1994). Clinical evaluation in lung cancer: Y. Nakai et al., Acta Oncol. 33, 523 (1994). Toxicity study: H. Kinoshita et al., Yakuri to Chiryo 22, 81 (1994), C.A. 121, 99197 (1994).
Properties: Crystals, mp 162-164°. LD50 in mice, male rats, female rats (mg/kg): >5000, 1850, 1934 orally (Kiroshita).
Melting point: mp 162-164°
Toxicity data: LD50 in mice, male rats, female rats (mg/kg): >5000, 1850, 1934 orally (Kiroshita)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Antimetabolites; Pyrimidine Analogs.
Status: This monograph has been retired and is no longer subject to revision or update.

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