10-methyl-5,5-dioxo-5,10-dihydro-5λ⁶-phenothiazin-3-ylamine | 4278-21-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 10-methyl-5,5-dioxo-5,10-dihydro-5λ⁶-phenothiazin-3-ylamine
• 英文别名: 10-methyl-5,5-dioxo-5λ⁶-phenothiazin-3-ylamine；10-Methyl-5,5-dioxo-5λ⁶-phenothiazin-3-ylamin；3-Amino-10-methyl-phenothiazin-5,5-dioxid；3-Amino-11-methyl-phenthiazin-5-dioxid；3-amino-10-methylphenothiazine S,S-dioxide；10-methyl-5,5-dioxophenothiazin-3-amine
• CAS: 4278-21-1
• 化学式: C₁₃H₁₂N₂O₂S
• 分子量: 260.316
• InChiKey: HBRIMBXSHWNMQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  10-methyl-5,5-dioxo-5,10-dihydro-5λ⁶-phenothiazin-3-ylamine 生成 N-(10-methyl-5,5-dioxophenothiazin-3-yl)acetamide
  参考文献：
  名称：

  Harfenist Morton, Joyner Charles T., Mize Patrick D., White Helen L., J. Med. Chem, 37 (1994) N 13, S 2085-2089

  摘要：

  DOI：
• 作为产物：
  描述：

  N-甲基吩噻嗪 在 platinum(IV) oxide 氢气 、 双氧水 、 硝酸 、 溶剂黄146 作用下， 以 溶剂黄146 为溶剂， 生成 10-methyl-5,5-dioxo-5,10-dihydro-5λ⁶-phenothiazin-3-ylamine
  参考文献：
  名称：

  Selective Inhibitors of Monoamine Oxidase. 2. Arylamide SAR

  摘要：

  Monoamine oxidase (MAO) exists in two forms distinguishable by substrate specificity. Inhibition of MAO A is believed to be responsible for the antidepressant activity of MAO inhibitors. A group of N-arylacetamides are highly specific inhibitors of MAO A, some with IC50 values in the 10-100 nM range. The requirements for high activity and specificity include a nearly linear tricyclic aromatic portion but a larger and a smaller central ring component. The amide group, which is best acetamido, is optimally placed para to the smaller central group. The size and shape of the aromatic moiety appear to be the major influence on activity and specificity for MAO A.

  DOI：

  10.1021/jm00039a021

文献信息

• Antonow; Karakaschewa, Izvestiya na Khimicheskiya Institut, Bulgarska Akademiya na Naukite, 1953, vol. 2, p. 113,118
  作者：Antonow、Karakaschewa

  DOI：——

  日期：——
• Bodea et al., Revue Roumaine de Chimie, 1966, vol. 11, p. 1117,1120
  作者：Bodea et al.

  DOI：——

  日期：——
• Harfenist Morton, Joyner Charles T., Mize Patrick D., White Helen L., J. Med. Chem, 37 (1994) N 13, S 2085-2089
  作者：Harfenist Morton, Joyner Charles T., Mize Patrick D., White Helen L.

  DOI：——

  日期：——
• Selective Inhibitors of Monoamine Oxidase. 2. Arylamide SAR
  作者：Morton Harfenist、Charles T. Joyner、Patrick D. Mize、Helen L. White

  DOI：10.1021/jm00039a021

  日期：1994.6

  Monoamine oxidase (MAO) exists in two forms distinguishable by substrate specificity. Inhibition of MAO A is believed to be responsible for the antidepressant activity of MAO inhibitors. A group of N-arylacetamides are highly specific inhibitors of MAO A, some with IC50 values in the 10-100 nM range. The requirements for high activity and specificity include a nearly linear tricyclic aromatic portion but a larger and a smaller central ring component. The amide group, which is best acetamido, is optimally placed para to the smaller central group. The size and shape of the aromatic moiety appear to be the major influence on activity and specificity for MAO A.