Home > Name List By other > (2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydrofuro[1, 2][1,3]oxazolo[3,4-a]pyrimidin-3-ol

CAS No 31698-14-3 , (2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydrofuro[1,
2][1,3]oxazolo[3,4-a]pyrimidin-3-ol

  • Name: (2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydrofuro[1,
    2][1,3]oxazolo[3,4-a]pyrimidin-3-ol
  • Synonyms: 2,2'-Anhydrocytidine;Cyclocytidine; 2,2'-Cyclocytidine;(2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydrofuro[1,
    2][1,3]oxazolo[3,4-a]pyrimidin-3-ol; Ancitabinum; Anhydrocytidine; Anhydroara C; Ancytabine; Ancitabina;
  • CAS Registry Number:
  • Flash Point: 422.2 ºCat 760 mmHg
  • Boiling Point: 422.2 ºCat 760 mmHg
  • Density: 2.01 g/cm3
  • Flash Point: 422.2 ºCat 760 mmHg
  • Molecular Weight: 225.20134
  • InchiKey: BBDAGFIXKZCXAH-CCXZUQQUSA-N
  • InChI: InChI=1S/C9H11N3O4/c10-5-1-2-12-8-7(16-9(12)11-5)6(14)4(3-13)15-8/h1-2,
    4,6-8,10,13-14H,3H2/t4-,6-,7+,8-/m1/s1
  • Molecular Formula: C9H11N3O4
  • Molecular Structure:CAS No:31698-14-3 (2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydrofuro[1,<br />2][1,3]oxazolo[3,4-a]pyrimidin-3-ol

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References of (2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydrofuro[1,
2][1,3]oxazolo[3,4-a]pyrimidin-3-ol
Title: Ancitabine
CAS Registry Number: 31698-14-3
CAS Name: [2R-(2a,3b,3ab,9ab)]-2,3,3a,9a-Tetrahydro-3-hydroxy-6-imino-6H-furo[2¢,3¢:4,5]oxazolo[3,2-a]pyrimidine-2-methanol
Synonyms: 2,2¢-anhydro-(1b-D-arabinofuranosyl)cytosine; 2,2¢-O-cyclocytidine; O2,2¢-cyclocytidine; ancytabine; anhydroara C
Molecular Formula: C9H11N3O4
Molecular Weight: 225.20
Percent Composition: C 48.00%, H 4.92%, N 18.66%, O 28.42%
Literature References: A cytostatic agent and intermediate in the synthesis of cytarabine, q.v. Prepn of the hydrochloride: E. R. Walwick et al., Proc. Chem. Soc. London 1959, 84; T. Y. Shen, W. V. Ruyle, US 3463850 (1969 to Merck & Co.); E. K. Hamamura et al., J. Med. Chem. 19, 654 (1976). General pharmacological properties: H. Hirayama et al., Oyo Yakuri 6, 1259 (1972), C.A. 79, 49175f (1973). Metabolism: D. H. W. Ho, Drug Metab. Dispos. 1, 752 (1973). Biochemical study: idem, Biochem. Pharmacol. 23, 1235 (1974). Pharmacokinetic study: H. S. Chen, J. F. Gross, Cancer Chemother. Pharmacol. 2, 85 (1979). Clinical studies: J. Z. Finklestein et al., Cancer Treat. Rep. 63, 1331 (1979); T. Miale et al., ibid. 1913. Toxicity studies: K. Sugihara et al., Oyo Yakuri 8, 1469 (1974); H. Hirayama et al., ibid. 1693, C.A. 83, 71766, 37747 (1975). HPLC study: V. Reichelova et al., J. Chromatogr. 588, 147 (1991).
 
Derivative Type: Hydrochloride
CAS Registry Number: 10212-25-6
Manufacturers' Codes: NSC-145668
Trademarks: Cyclo-C (Kohjin)
Molecular Formula: C9H11N3O4.HCl
Molecular Weight: 261.66
Percent Composition: C 41.31%, H 4.62%, N 16.06%, O 24.46%, Cl 13.55%
Properties: Cryst, mp 248-250° (dec). [a]D23 -21.8° (c = 2.0 in water). uv max (pH 1-7): 262, 231 nm (e 10600, 9400).
Melting point: mp 248-250° (dec)
Optical Rotation: [a]D23 -21.8° (c = 2.0 in water)
Absorption maximum: uv max (pH 1-7): 262, 231 nm (e 10600, 9400)
 
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Antimetabolites; Pyrimidine Analogs.