(2Z)-1-甲基-2-(硝基甲基烯)吡咯烷 | 228104-62-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: (2Z)-1-甲基-2-(硝基甲基烯)吡咯烷
• 中文别名: 吡咯烷,1-甲基-2-(硝基亚甲基)-,(2Z)-
• 英文名称: 1-Methyl-Δ^2,α-pyrrolidinenitromethane
• 英文别名: 1-Methyl-2-(nitromethylene)pyrrolidine；(2Z)-1-methyl-2-(nitromethylidene)pyrrolidine
• CAS: 228104-62-9
• 化学式: C₆H₁₀N₂O₂
• 分子量: 142.158
• InChiKey: BJFPEODODUCJLP-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  3

ADMET

毒理性

• 毒性总结

模拟神经递质的作用，既有兴奋性又有抑制性效果，最终阻断突触后的尼古丁受体。

Acts as a neurotransmitter mimic , having both excitatory and depressant effects, eventually blocking postsynaptic nicotinic receptors. (T10)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

对人类不具有致癌性（未被国际癌症研究机构IARC列名）。

No indication of carcinogenicity to humans (not listed by IARC).

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

硝基甲烯是有神经毒性的。(T10)

Nitromethylenes are neurotoxic. (T10)

来源:Toxin and Toxin Target Database (T3DB)

反应信息

• 作为反应物：
  描述：

  (2Z)-1-甲基-2-(硝基甲基烯)吡咯烷 、 苯 在 三氟甲磺酸 作用下， 反应 14.0h， 以69%的产率得到(E)-(N-methyl-1-azacyclopentan-2-yl)phenylketone oxime
  参考文献：
  名称：

  1-Amino-2-nitroethene derivatives in triflic acid: NMR study and triflates formation from their hydroxynitrilium ions

  摘要：

  In triflic acid, 1-amino-2-nitroene derivatives undergo a C,O-diprotonation followed by the loss of (protonated) water, to form the >C=N+< conjugated hydroxynitrilium ions that can react, in a competitive way, either with TfO- or with added C6H6. The resulting phenylated dications can be selectively reduced by NaBH4 at the iminium bond moiety. A protonated nitroso derivative was also isolated as its triflate salt. Structure, reactivity and mechanism of these reactions are discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00244-6
• 作为产物：
  描述：

  1-甲基吡咯烷-2-硫酮 在 苄基三乙基氯化铵 potassium fluoride 作用下， 以 二氯甲烷 为溶剂， 反应 8.5h， 生成 (2Z)-1-甲基-2-(硝基甲基烯)吡咯烷
  参考文献：
  名称：

  Singh, Harjit; Batra, M. S.; Singh, Paramjit, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 12, p. 1176 - 1180

  摘要：

  DOI：

文献信息

• Singh, Harjit; Batra, M. S.; Singh, Paramjit, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 12, p. 1176 - 1180
  作者：Singh, Harjit、Batra, M. S.、Singh, Paramjit

  DOI：——

  日期：——
• 1-Amino-2-nitroethene derivatives in triflic acid: NMR study and triflates formation from their hydroxynitrilium ions
  作者：Jean-Marie Coustard

  DOI：10.1016/s0040-4020(99)00244-6

  日期：1999.4

  In triflic acid, 1-amino-2-nitroene derivatives undergo a C,O-diprotonation followed by the loss of (protonated) water, to form the >C=N+< conjugated hydroxynitrilium ions that can react, in a competitive way, either with TfO- or with added C6H6. The resulting phenylated dications can be selectively reduced by NaBH4 at the iminium bond moiety. A protonated nitroso derivative was also isolated as its triflate salt. Structure, reactivity and mechanism of these reactions are discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.