N-甲基胞嘧啶

N-甲基胞嘧啶1-甲基胞嘧啶(简写:dS)是DNA碱基胞嘧啶C)的甲基化产物。N-甲基胞嘧啶可由胞嘧啶碘甲烷在一定条件下反应得到[4]硫酸二甲酯[5]三甲基氢氧化锍[6]也能作为甲基化试剂。

N-甲基胞嘧啶
IUPAC名
4-amino-1-methyl-2(1H)-pyrimidinone
识别
CAS号 1122-47-0  checkY
PubChem 79143
ChemSpider 71474
SMILES
 
  • CN1C=CC(=NC1=O)N
InChI
 
  • 1S/C5H7N3O/c1-8-3-2-4(6)7-5(8)9/h2-3H,1H3,(H2,6,7,9)
InChIKey HWPZZUQOWRWFDB-UHFFFAOYSA-N
ChEBI 39624
MeSH 1-Methylcytosine
性质
化学式 C5H7N3O
摩尔质量 125.13 g·mol−1
密度 1.4483 g·cm−3[1]
熔点 278—279 °C(551—552 K)[2]
沸点 300—303 °C(573—576 K)(分解)[3]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. M. Rossi, T. J. Kistenmacher. . Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. 1977-12-01, 33 (12): 3962–3965 [2019-03-18]. ISSN 0567-7408. doi:10.1107/S0567740877012618. (原始内容存档于2018-06-02).
  2. Johnson, T. B.; Clapp, S. H. Researches on Pyrimidines XXXIII: Syntheses of Some N Alkyl Derivatives of Cytosine, Thymine and Uracil. Journal of Biological Chemistry, 1909. 5: 49-70. ISSN: 0021-9258.
  3. Ramachandra S. Hosmane, Nelson J. Leonard. . Synthesis. 1981, 1981 (02): 118–119 [2019-03-18]. ISSN 0039-7881. doi:10.1055/s-1981-29352. (原始内容存档于2018-06-04) (英语).
  4. Steffi Noll, Marijeta Kralj, Lidija Šuman, Holger Stephan, Ivo Piantanida. . European Journal of Medicinal Chemistry. 2009-3, 44 (3): 1172–1179 [2019-03-18]. doi:10.1016/j.ejmech.2008.06.002. (原始内容存档于2018-06-29) (英语).
  5. Bredereck, Hellmut; Haas, Hans; Martini, Annelise. Nucleic acids. XXIII. Methylated nucleosides and purines and their pharmacological effects. 2. Methylation of nucleosides with dimethyl sulfate. Chemische Berichte, 1948. 81: 307-313. ISSN: 0009-2940.
  6. Kiyoshi Yamauchi, Toshizumi Tanabe, Masayoshi Kinoshita. . The Journal of Organic Chemistry. 1979-2, 44 (4): 638–639 [2019-03-18]. ISSN 0022-3263. doi:10.1021/jo01318a037. (原始内容存档于2019-10-18) (英语).
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