1-Methyl-2,4-dinitro-pyrrol | 2948-69-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1-Methyl-2,4-dinitro-pyrrol
• 英文别名: 2,4-Dinitro-1-methyl-pyrrol；Pyrrole, 2,4-dinitro-1-methyl-；1-methyl-2,4-dinitropyrrole
• CAS: 2948-69-8
• 化学式: C₅H₅N₃O₄
• 分子量: 171.112
• InChiKey: MLTNFLAALLYRSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  96.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  哌啶 、 1-Methyl-2,4-dinitro-pyrrol 以46%的产率得到
  参考文献：
  名称：

  MENCARELLI, P.;STEGEL, F., J. CHEM. RES. SYNOP., 1984, N 1, 18-19

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-dinitro-1H-pyrrole 、 硫酸二甲酯 在 sodium hydroxide 作用下， 生成 1-Methyl-2,4-dinitro-pyrrol
  参考文献：
  名称：

  Safonowa et al., Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1959, p. 1307,1309; engl. Ausg. S. 1258, 1260

  摘要：

  DOI：

文献信息

• Synthesis, DNA binding and biological evaluation of synthetic precursors and novel analogs of netropsin
  作者：Francoise Debart、Christian Perigaud、Gilles Gosselin、Driss Mrani、Bernard Rayner、Pierre Le Ber、Christian Auclair、Jan Balzarini、Erik De Clercq

  DOI：10.1021/jm00125a024

  日期：1989.5

  A series of oligopeptides have been synthesized that are structurally related to the natural agent netropsin. The binding constants to double-stranded polynucleotides as well as the cytostatic activity against both murine human tumor cell lines and the in vitro activity against a range of DNA and RNA viruses have been determined for these novel compounds and some of their synthetic precursors. 1-Methyl-5-nitropyrrole-2-carboxylic acid methyl ester (4), N-[[1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)pyrrol-2- yl]carbonyl]-L-alanine tert-butyl ester (28), and N-[[1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)pyrrol-2- yl]carbonyl]-L-alanyl-L-alanine tert-butyl ester (29) showed modest inhibitory effect on tumor cell proliferation (CD50 = 26-85 micrograms/mL). Of all the compounds that were evaluated, 28 proved the most potent antiviral agent. It was inhibitory to parainfluenza-3 virus and Coxsackie virus B4 in Vero cells at a concentration of 20 micrograms/mL.
• DODDI G.; MENCARELLI P.; RAZZINI A.; STEGEL F., J. ORG. CHEM., 1979, 44, NO 13, 2321-2323
  作者：DODDI G.、 MENCARELLI P.、 RAZZINI A.、 STEGEL F.

  DOI：——

  日期：——
• GREHN L., CHEM. SCR., 1978-1979, 13, NO 2-3, 67-77
  作者：GREHN L.

  DOI：——

  日期：——
• DEBART, FRANCOISE;PERIGAUD, CHRISTIAN;GOSSELIN, GILLES;MRANI, DRISS;RAYNE+, J. MED. CHEM., 32,(1989) N, C. 1074-1083
  作者：DEBART, FRANCOISE、PERIGAUD, CHRISTIAN、GOSSELIN, GILLES、MRANI, DRISS、RAYNE+

  DOI：——

  日期：——
• GREHN L., CHEM. SCR., 1980, 16, NO 3, 85-96
  作者：GREHN L.

  DOI：——

  日期：——