Title: Enocitabine
CAS Registry Number: 55726-47-1
CAS Name: N-(1-b-D-Arabinofuranosyl-1,2-dihydro-2-oxo-4-pyrimidinyl)docosanamide
Synonyms: N(4)-behenoyl-1-b-D-arabinofuranosylcytosine; behenoylcytosine arabinoside; BH-AC
Manufacturers' Codes: NSC-239336
Trademarks: Sunrabin (Asahi)
Molecular Formula: C31H55N3O6
Molecular Weight: 565.78
Percent Composition: C 65.81%, H 9.80%, N 7.43%, O 16.97%
Literature References: Deriv of cytarabine,
q.v. Prepn: T. Ishida
et al., DE 2426304;
eidem, US 3991045 (1975, 1976 both to Asahi); M. Akiyama
et al., Chem. Pharm. Bull. 26, 981 (1978). Antitumor activity: M. Aoshima
et al., Cancer Res. 36, 2726 (1976);
eidem, ibid. 37, 2481 (1977). Distribution, excretion: M. Fukama
et al., Gan to Kagaku Ryoho 7, 2109 (1980),
C.A. 95, 35186 (1981). Effect and mode of action: T. Kataoka, Y. Sakurai,
Recent Results Cancer Res. 70, 147 (1980). Pharmacological and clinical studies: K. Yamada
et al., ibid. 219.
Properties: Crystals from DMSO, mp 141-142°. [a]D +70° (c = 1 in THF, 22°). uv max (isopropyl alcohol): 216, 248, 303 nm (e 16400, 15200, 8200).
Melting point: mp 141-142°
Optical Rotation: [a]D +70° (c = 1 in THF, 22°)
Absorption maximum: uv max (isopropyl alcohol): 216, 248, 303 nm (e 16400, 15200, 8200)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Antimetabolites; Pyrimidine Analogs.