methyl 5-chloro-2-(3-hydroxymethyl-5-methyl-4H-1,2,4-triazol-4-yl)benzoate | 73268-18-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 5-chloro-2-(3-hydroxymethyl-5-methyl-4H-1,2,4-triazol-4-yl)benzoate
• 英文别名: Methyl 5-chloro-2-[3-(hydroxymethyl)-5-methyl-1,2,4-triazol-4-yl]benzoate
• CAS: 73268-18-5
• 化学式: C₁₂H₁₂ClN₃O₃
• 分子量: 281.699
• InChiKey: DJUYPQMDYCYEKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 5-chloro-2-(3-hydroxymethyl-5-methyl-4H-1,2,4-triazol-4-yl)benzoate 在 氯化亚砜 、 tetraphosphorus decasulfide 、 氨 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 23.1h， 生成 8-chloro-4,5-dihydro-1-methyl-6H-s-triazolo<4,3-a><1,4>-benzodiazepin-6-thione
  参考文献：
  名称：

  6-(Substituted-amino)-4H-s-triazolo[4,3-a][1,4]benzodiazepines and 4-(substituted-amino)-6H-s-triazolo[4,3-a][1,4]benzodiazepines with potential antianxiety activity

  摘要：

  A series of 6-(substituted-amino)-4H-s-triazolo[4,3-a][1,4]benzodiazepines was prepared for pharmacological evaluation, and, because of an interesting chemical isomerization, a similar series of 4-(substituted-amino)-6H-s-triazolo[4,3-alpha][1,4]benzodiazepines was also obtained. Pharmacological evaluation of these compounds demonstrated that8-choloro-1-methyl-6-piperidino-4H-s-triazolo[4,3-a][1,4]benzodiazpin e (10) had interesting activity in tests useful for detecting antianxiety activity, while the corresponding 4-piperidino derivative (15) had little activity in these tests. A brief discussion of a possible mechanism for the isomerization is also included.

  DOI：

  10.1021/jm00182a012
• 作为产物：
  描述：

  5-chloro-2-(3-methyl-4H-1,2,4-triazol-4-yl)benzoic acid 以 二氯甲烷 、 xylene 为溶剂， 反应 1.25h， 生成 methyl 5-chloro-2-(3-hydroxymethyl-5-methyl-4H-1,2,4-triazol-4-yl)benzoate
  参考文献：
  名称：

  6-(Substituted-amino)-4H-s-triazolo[4,3-a][1,4]benzodiazepines and 4-(substituted-amino)-6H-s-triazolo[4,3-a][1,4]benzodiazepines with potential antianxiety activity

  摘要：

  A series of 6-(substituted-amino)-4H-s-triazolo[4,3-a][1,4]benzodiazepines was prepared for pharmacological evaluation, and, because of an interesting chemical isomerization, a similar series of 4-(substituted-amino)-6H-s-triazolo[4,3-alpha][1,4]benzodiazepines was also obtained. Pharmacological evaluation of these compounds demonstrated that8-choloro-1-methyl-6-piperidino-4H-s-triazolo[4,3-a][1,4]benzodiazpin e (10) had interesting activity in tests useful for detecting antianxiety activity, while the corresponding 4-piperidino derivative (15) had little activity in these tests. A brief discussion of a possible mechanism for the isomerization is also included.

  DOI：

  10.1021/jm00182a012

文献信息

• HESTER J. B. JR.; VOIGTLAENDER P. VON; EVENSON G. N., J. MED. CHEM., 1980, 23, NO 8, 873-877
  作者：HESTER J. B. JR.、 VOIGTLAENDER P. VON、 EVENSON G. N.

  DOI：——

  日期：——
• HESTER, J. B. ,, JR
  作者：HESTER, J. B. ,, JR

  DOI：——

  日期：——
• US4180668A
  申请人：——

  公开号：US4180668A

  公开（公告）日：1979-12-25
• US4296239A
  申请人：——

  公开号：US4296239A

  公开（公告）日：1981-10-20