2-(3-Chlorophenyl)amino-3-hydroxymethylpyridine | 59272-28-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-Chlorophenyl)amino-3-hydroxymethylpyridine
• 英文别名: [2-(3-Chloroanilino)pyridin-3-yl]methanol
• CAS: 59272-28-5
• 化学式: C₁₂H₁₁ClN₂O
• 分子量: 234.685
• InChiKey: RQKUJJHLFXCIDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-Chlorophenyl)amino-3-hydroxymethylpyridine 在 sodium hydroxide 、 氯化亚砜 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 32.0h， 生成 1,3-dihydro-1-(3-chlorophenyl)-3-(phenylthio)-2H-pyrrolo[2,3-b]pyridin-2-one
  参考文献：
  名称：

  Substituted 1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-ones as potential antiinflammatory agents

  摘要：

  A series of analogues based on the 1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one ring system have been synthesized and shown to possess oral antiinflammatory activity in both the reverse passive Arthus reaction (RPAR) pleural cavity assay in rats and in the adjuvant-induced arthritic rat model (AAR). Several members of this series additionally exhibit an inhibitory effect on the in vivo production of prostaglandin- and leukotriene-derived products or arachidonic acid metabolism although these compounds exhibit no significant inhibitory activity against the cyclooxygenase and 5-lipoxygenase enzymes in vitro. Structure-activity relationships in this series are discussed.

  DOI：

  10.1021/jm00172a004
• 作为产物：
  描述：

  2-((3-chlorophenyl)amino)nicotinic acid 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 2-(3-Chlorophenyl)amino-3-hydroxymethylpyridine
  参考文献：
  名称：

  Substituted 1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-ones as potential antiinflammatory agents

  摘要：

  A series of analogues based on the 1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one ring system have been synthesized and shown to possess oral antiinflammatory activity in both the reverse passive Arthus reaction (RPAR) pleural cavity assay in rats and in the adjuvant-induced arthritic rat model (AAR). Several members of this series additionally exhibit an inhibitory effect on the in vivo production of prostaglandin- and leukotriene-derived products or arachidonic acid metabolism although these compounds exhibit no significant inhibitory activity against the cyclooxygenase and 5-lipoxygenase enzymes in vitro. Structure-activity relationships in this series are discussed.

  DOI：

  10.1021/jm00172a004

文献信息

• TING, PAULINE C.;KAMINSKI, JAMES J.;SHERLOCK, MARGARET H.;TOM, WING C.;LE+, J. MED. CHEM., 33,(1990) N0, C. 2697-2706
  作者：TING, PAULINE C.、KAMINSKI, JAMES J.、SHERLOCK, MARGARET H.、TOM, WING C.、LE+

  DOI：——

  日期：——
• NODA, XIRODZI;NAKAGAVA, AKIRA;MOTOMURA, TOSIXARU;YAMAGATA, TAKEHSI;MIYATA+
  作者：NODA, XIRODZI、NAKAGAVA, AKIRA、MOTOMURA, TOSIXARU、YAMAGATA, TAKEHSI、MIYATA+

  DOI：——

  日期：——
• TEULON, JEAN-MARIE
  作者：TEULON, JEAN-MARIE

  DOI：——

  日期：——
• US4786642A
  申请人：——

  公开号：US4786642A

  公开（公告）日：1988-11-22
• US5364860A
  申请人：——

  公开号：US5364860A

  公开（公告）日：1994-11-15