Home > Name List By 4 > 4-amino-1-[(2S,4S)-2-(hydroxymethyl)-1,3-dioxolan-4-yl]pyrimidin-2-one

CAS No 145918-75-8 , 4-amino-1-[(2S,4S)-2-(hydroxymethyl)-1,3-dioxolan-4-yl]pyrimidin-2-one

  • Name: 4-amino-1-[(2S,4S)-2-(hydroxymethyl)-1,3-dioxolan-4-yl]pyrimidin-2-one
  • Synonyms: NSC668281; Bch-4556; 4-amino-1-((2S,4S)-2-(hydroxymethyl)-1,3-dioxolan-4-yl)pyrimidin-2(1H)-one; cis-Dioxolane-C;4-amino-1-[(2S,4S)-2-(hydroxymethyl)-1,3-dioxolan-4-yl]pyrimidin-2-one;145918-75-8;
  • CAS Registry Number:
  • Flash Point: 209.3°C
  • Boiling Point: 422.5°Cat760mmHg
  • Density: 1.71g/cm3
  • Refractive index: 1.694
  • Flash Point: 209.3°C
  • Molecular Weight: 213.19064
  • InchiKey: RXRGZNYSEHTMHC-BQBZGAKWSA-N
  • InChI: InChI=1S/C8H11N3O4/c9-5-1-2-11(8(13)10-5)6-4-14-7(3-12)15-6/h1-2,6-7,
    12H,3-4H2,(H2,9,10,13)/t6-,7-/m0/s1
  • Molecular Formula: C8H11N3O4
  • Molecular Structure:CAS No:145918-75-8 4-amino-1-[(2S,4S)-2-(hydroxymethyl)-1,3-dioxolan-4-yl]pyrimidin-2-one

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References of 4-amino-1-[(2S,4S)-2-(hydroxymethyl)-1,3-dioxolan-4-yl]pyrimidin-2-one
Title: Troxacitabine
CAS Registry Number: 145918-75-8
CAS Name: 4-Amino-1-[(2S,4S)-2-(hydroxymethyl)-1,3-dioxolan-4-yl]-2(1H)-pyrimidinone
Synonyms: (-)-2￠-deoxy-3￠-oxacytidine; b-L-(-) dioxolane cytidine; (-)-(2S,4S)-1-[2-(hydroxymethyl)-1,3-dioxolan-4-yl]cytosine; L-OddC
Manufacturers' Codes: (-)-BCH-204; BCH-4556
Trademarks: Troxatyl (Shire Biochem)
Molecular Formula: C8H11N3O4
Molecular Weight: 213.19
Percent Composition: C 45.07%, H 5.20%, N 19.71%, O 30.02%
Literature References: Synthetic nucleoside analog with stereochemically unnatural b-L configuration. Prepn: Y.-C. Cheng et al., WO 9218517 (1992 to Yale Univ. and Univ. Georgia Res. Found.); B. R. Belleau et al., Tetrahedron Lett. 33, 6949 (1992); H. O. Kim et al., J. Med. Chem. 36, 519 (1993). Resolution of enantiomers: M. P. DiMarco et al., J. Chromatogr. 645, 107 (1993). Structure activity study: T. S. Mansour et al., Nucleosid. Nucleotid. 14, 627 (1995). Clinical pharmacokinetics: J. S. deBono et al. J. Clin. Oncol. 20, 96 (2001). Population pharmacokinetics: C. K. K. Lee et al., Clin. Cancer Res. 12, 2158 (2006). Clinical evaluation in refractory leukemia: F. J. Giles et al., ibid. 20, 656 (2002); in imatinib-resistant chronic myelogenous leukemia: idem et al., Leukem. Res. 27, 1091 (2003); in pancreatic cancer: R. Lapointe et al., Ann. Oncol. 16, 289 (2005). Review of pharmacology and clinical development: idem, Expert Rev. Anticancer Ther. 2, 261-266 (2002); G. Ecker, Curr. Opin. Invest. Drugs 3, 1533-1538 (2002).
Properties: mp 176-177°. [a]D25 -38.33° (c = 0.43 in MeOH). uv max (water): 270.0 (pH 7), 278.0 (pH 2), 269.0 (pH 11) ( e 7770, 11970, 8380).
Melting point: mp 176-177°
Optical Rotation: [a]D25 -38.33° (c = 0.43 in MeOH).
Absorption maximum: uv max (water): 270.0 (pH 7), 278.0 (pH 2), 269.0 (pH 11) ( e 7770, 11970, 8380)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Antimetabolites; Pyrimidine Analogs.