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Detail of "3131-60-0"

  • CAS Number:
  • 3131-60-0
  • Name:
  • 1,2,4-Triazin-3(2H)-one,5-amino-2-b-D-ribofuranosyl-

  • Molecular Structure:
  • Formula:
  • C8H12 N4 O5
  • Molecular Weight:
  • 244.24
  • Synonyms:
  • as-Triazin-3(2H)-one,5-amino-2-b-D-ribofuranosyl- (6CI,7CI,8CI);5-Amino-1,2,4-triazin-3-one 2-b-D-ribofuranoside; 6-Azacytidine; NSC 524767
  • Density:
  • 2.08 g/cm3
  • Boiling Point:
  • 534.5 °C at 760 mmHg
  • Flash Point:
  • 277 °C
  • Appearance:
  • white crystalline powder
  • Safety:
  • Mildly toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. Details

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CAS No.3131-60-0 6-AZACYTIDINE

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Supplier:TriLink BioTechnologies, Inc. [ United States]

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Reference

In vitro transformation of primary rat tracheal epithelial cells by 5-azacytidine
In vitro transformation of primary rat tracheal epithelial cells by 5-azacytidine. Walker, Cheryl; Nettesheim, Paul (Lab. Pulm. Pathobiol., Natl. Inst. Environ. Health Sci., Research Triangle Park, NC 27709, USA). Cancer Res., 46(12, Pt. 1), 6433-7 (English) 1986. CODEN: CNREA8. ISSN: 0008-5472. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) The ability of the hypomethylating agent 5-azacytidine (I) [320-67-2] to transform normal primary rat tracheal epithelial cells was detd. A single 24-h exposure to 5-azacytidine resulted in the transformation of rat tracheal epithelial cells at concns. ranging from 1 to 4 mM. Doses of 5-azacytidine that produced these enhanced growth transformants were nonmutagenic as measured by the induction of 6-thioguanine or ouabain resistance. In addn., the hypomethylating agent 5-azadeoxycytidine [2353-33-5] also transformed primary rat tracheal epithelial cells, whereas 6-azacytidine [3131-60-0], a cytosine analog which does not induce DNA hypomethylation, did not. Enhanced growth transformants resulting from 5-azacytidine exposure continued to progress in the absence of further treatment to give rise to variants with indefinite growth capacity which ultimately became neoplastic. Thus, hypomethylating agents can transform normal cells and changes in DNA methylation may occur during the initial stages of neoplastic transformation.
Induction of a step in carcinogenesis that is normally associated with mutagenesis by nonmutagenic concentrations of 5-azacytidine
Induction of a step in carcinogenesis that is normally associated with mutagenesis by nonmutagenic concentrations of 5-azacytidine. Bouck, Noel; Kokkinakis, Demetri; Ostrowsky, Julie (Med. Sch., Northwestern Univ., Chicago, IL 60611, USA). Mol. Cell. Biol., 4(7), 1231-7 (English) 1984. CODEN: MCEBD4. ISSN: 0270-7306. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) Section cross-reference(s): 14 The permanent cell line BHK-21/cl 13 can be transformed by mutagenic carcinogens as the result of the induction of a recessive somatic mutation. Yet when the cells were treated with 5-azacytidine (I) [320-67-2] under conditions in which no mutants resistant to ouabain or 6-thioguanine could be detected, they were transformed efficiently. These transformants were induced, not selected. 6-Azacytidine [3131-60-0] was ineffective at transforming BHK cells, while 2'-deoxy-5-azacytidine [2353-33-5] was exceptionally effective. When tested by cell fusion, transformants induced by I fell into the same complementation group as those induced by highly mutagenic carcinogens, but they were phenotypically distinct in that they were unstable during prolonged passage and rarely displayed the temp.-limited phenotypes so common among BHK transformants induced by strongly mutagenic carcinogens. These raise the possibility that a cell can be induced by genetic or epigenetic means to traverse the same step in carcinogenesis.
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