9-(4'-nitrophenyl)-2-tosyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indol-4-ol | 1210347-27-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-(4'-nitrophenyl)-2-tosyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indol-4-ol
• 英文别名: 2-(4-methylphenyl)sulfonyl-9-(4-nitrophenyl)-3,4-dihydro-1H-pyrido[3,4-b]indol-4-ol
• CAS: 1210347-27-5
• 化学式: C₂₄H₂₁N₃O₅S
• 分子量: 463.514
• InChiKey: NPYBLUOSTCMAHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9-(4'-nitrophenyl)-2-tosyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indol-4-ol 在 甲烷磺酸 作用下， 反应 4.0h， 以20%的产率得到9-(4-硝基苯基)-9H-beta-咔啉
  参考文献：
  名称：

  Chemical Confirmation of the Structure of a Mutagenic Aminophenylnorharman, 9-(4’-Aminophenyl)-9H-pyrido[3,4-b]indole: An Authentic Synthesis of 9-(4’-Nitrophenyl)-9H-pyrido[3,4-b]indole as Its Relay Compound

  摘要：

  9-(4'-Aminophenyl)-9H-pyrido[3,4-b]indole 2 is a mutagenic compound produced by non-mutagenic norharman 1 and aniline in the presence of S9 mix. 9-(4'-Nitrophenyl)-9H-pyrido[3,4-b]indole 4, the relay compound for synthesis of 2, was synthesized starting from ethyl indole-2-aldehyde 12 via initial N-(4-nitro)phenylation of the indole nucleus, elongation of the 2-aldehyde substituent, and then construction of the pyridine nucleus in order to ensure the nitrogen substitution in 2.

  DOI：

  10.3987/com-09-s(s)45
• 作为产物：
  描述：

  9-(4'-nitrophenyl)-2-tosyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indol-4-one 在 甲醇 、 sodium tetrahydroborate 作用下， 以 氯仿 为溶剂， 以94%的产率得到9-(4'-nitrophenyl)-2-tosyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indol-4-ol
  参考文献：
  名称：

  Chemical Confirmation of the Structure of a Mutagenic Aminophenylnorharman, 9-(4’-Aminophenyl)-9H-pyrido[3,4-b]indole: An Authentic Synthesis of 9-(4’-Nitrophenyl)-9H-pyrido[3,4-b]indole as Its Relay Compound

  摘要：

  9-(4'-Aminophenyl)-9H-pyrido[3,4-b]indole 2 is a mutagenic compound produced by non-mutagenic norharman 1 and aniline in the presence of S9 mix. 9-(4'-Nitrophenyl)-9H-pyrido[3,4-b]indole 4, the relay compound for synthesis of 2, was synthesized starting from ethyl indole-2-aldehyde 12 via initial N-(4-nitro)phenylation of the indole nucleus, elongation of the 2-aldehyde substituent, and then construction of the pyridine nucleus in order to ensure the nitrogen substitution in 2.

  DOI：

  10.3987/com-09-s(s)45

文献信息

• Chemical Confirmation of the Structure of a Mutagenic Aminophenylnorharman, 9-(4’-Aminophenyl)-9H-pyrido[3,4-b]indole: An Authentic Synthesis of 9-(4’-Nitrophenyl)-9H-pyrido[3,4-b]indole as Its Relay Compound
  作者：Yasuoki Murakami、Nobuyuki Imai、Tsuyoshi Miura、Takashi Sugimura、Keiji Wakabayashi、Yukari Totsuka、Noriyasu Hada、Yuusaku Yokoyama、Hideharu Suzuki、Katsuyoshi Mitsunaga

  DOI：10.3987/com-09-s(s)45

  日期：——

  9-(4'-Aminophenyl)-9H-pyrido[3,4-b]indole 2 is a mutagenic compound produced by non-mutagenic norharman 1 and aniline in the presence of S9 mix. 9-(4'-Nitrophenyl)-9H-pyrido[3,4-b]indole 4, the relay compound for synthesis of 2, was synthesized starting from ethyl indole-2-aldehyde 12 via initial N-(4-nitro)phenylation of the indole nucleus, elongation of the 2-aldehyde substituent, and then construction of the pyridine nucleus in order to ensure the nitrogen substitution in 2.