[5-chloro-2-[(1-methylpiperidin-3-yl)amino]phenyl]-(2-chlorophenyl)methanone | 96110-91-7

• 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: [5-chloro-2-[(1-methylpiperidin-3-yl)amino]phenyl]-(2-chlorophenyl)methanone
• CAS: 96110-91-7
• 化学式: C₁₉H₂₀Cl₂N₂O
• 分子量: 363.287
• InChiKey: QMRHYECHWDQCRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  32.34
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  [5-chloro-2-[(1-methylpiperidin-3-yl)amino]phenyl]-(2-chlorophenyl)methanone 在 盐酸 、 sodium hydroxide 、 碳酸氢铵 、 sodium iodide 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 34.5h， 生成 benzyl 3-[7-chloro-5-(2-chlorophenyl)-2-oxo-3H-1,4-benzodiazepin-1-yl]piperidine-1-carboxylate
  参考文献：
  名称：

  1-Azacycloalkyl-1,4-benzodiazepin-2-ones with antianxiety-antidepressant actions

  摘要：

  A series of 1-azacycloalkyl-1,4-benzodiazepin-2-ones were synthesized from 1-azacycloalkyl-2-benzoylanilines and corresponding imines and then evaluated for their central nervous system activities. Pharmacological data showed that some of these compounds have potent antidepressant properties, as assessed by their antagonism of tetrabenzine (TBZ) induced ptosis and their inhibition of [3H]norepinephrine uptake into rat brain synaptosomes, as well as their moderate antianxiety properties of preventing of pentylenetetrazol (PTZ) convulsion, suppressing conflict behavior, and displacing potential for [3H]diazepam binding. Introduction of a halogen substituent at position 7 of the 1,4-benzodiazepine ring lengthened the anti-PTZ effects, although the peak effect was slightly reduced and clearly enhanced the anti-PTZ and anticonflict properties. Introduction of Cl to the ortho position of the phenyl ring at position 5 greatly reduced the antidepressant properties. The secondary amine function of the azacyclic ring at position 1 was essential for the production of the antidepressant properties. Of these new series, 7-fluoro-5-(2-fluorophenyl)-1,3-dihydro-1-(4-piperidinyl)-2H-1,4-benzodi azepin-2 -one has the potential to become a useful antidepressant drug with a moderate antianxiety property.

  DOI：

  10.1021/jm00383a003
• 作为产物：
  描述：

  对氯苯胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 sodium tetrahydroborate 、 molecular sieve 、 三氯化硼 作用下， 反应 29.33h， 生成 [5-chloro-2-[(1-methylpiperidin-3-yl)amino]phenyl]-(2-chlorophenyl)methanone
  参考文献：
  名称：

  Adachi, Makoto; Sasakura, Kazuyuki; Sugasawa, Tsutomu, Chemical and pharmaceutical bulletin, 1985, vol. 33, # 5, p. 1826 - 1835

  摘要：

  DOI：

文献信息

• SUGASAWA, TSUTOMU;ADACHI, MAKOTO;SASAKURA, KAZUYUKI;MATSUSHITA, AKIRA;EIG+, J. MED. CHEM., 1985, 28, N 6, 699-707
  作者：SUGASAWA, TSUTOMU、ADACHI, MAKOTO、SASAKURA, KAZUYUKI、MATSUSHITA, AKIRA、EIG+

  DOI：——

  日期：——
• ADACHI, MAKOTO;SASAKURA, KAZUYUKI;SUGASAWA, TSUTOMU, CHEM. AND PHARM. BULL., 1985, 33, N 5, 1826-1835
  作者：ADACHI, MAKOTO、SASAKURA, KAZUYUKI、SUGASAWA, TSUTOMU

  DOI：——

  日期：——