N-甲基胞嘧啶
化合物
N-甲基胞嘧啶或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和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 | |
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IUPAC名 4-amino-1-methyl-2(1H)-pyrimidinone | |
识别 | |
CAS号 | 1122-47-0 |
PubChem | 79143 |
ChemSpider | 71474 |
SMILES |
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InChI |
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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
编辑- ^ M. Rossi, T. J. Kistenmacher. 1-Methylcytosine: a refinement. 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).
- ^ 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.
- ^ Ramachandra S. Hosmane, Nelson J. Leonard. Simple Convenient Synthesis of 1-Methylcytosine. 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).
- ^ Steffi Noll, Marijeta Kralj, Lidija Šuman, Holger Stephan, Ivo Piantanida. Synthesis of modified pyrimidine bases and positive impact of chemically reactive substituents on their in vitro antiproliferative activity. 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).
- ^ 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.
- ^ Kiyoshi Yamauchi, Toshizumi Tanabe, Masayoshi Kinoshita. Trimethylsulfonium hydroxide: a new methylating agent. 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).