[2-(8-chloro-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepin-1-yl)-2-phenyl-ethyl]-dimethyl-amine | 71616-86-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: [2-(8-chloro-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepin-1-yl)-2-phenyl-ethyl]-dimethyl-amine
• 英文别名: 8-chloro-N,N-dimethyl-β,6-diphenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-1-ethanamine；8-chloro-1-[2-(dimethylamino)-1-phenylethyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine；2-(8-chloro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-1-yl)-N,N-dimethyl-2-phenylethanamine
• CAS: 71616-86-9
• 化学式: C₂₆H₂₄ClN₅
• 分子量: 441.963
• InChiKey: OXNRPSGQEPITJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-(8-chloro-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepin-1-yl)-2-phenyl-ethyl]-dimethyl-amine 生成 2-(8-chloro-6-phenyl-4H-<1,2,4>triazolo<4,3-a><1,4>benzodiazepin-1-yl)-N,N,N-trimethyl-2-phenylethanaminium iodide
  参考文献：
  名称：

  HESTER, JACKSON B. , JR.;LUDENS, JAMES H.

  摘要：

  DOI：
• 作为产物：
  描述：

  1-benzyl-8-chloro-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine 、 乙酰氯 以77%的产率得到
  参考文献：
  名称：

  HESTER J. B. JR., J. ORG. CHEM., 1979, 44, NO 23, 4165-4169

  摘要：

  DOI：

文献信息

• Process for preparing triazolobenzodiazepines
  申请人：The Upjohn Company

  公开号：US04075221A1

  公开（公告）日：1978-02-21

  An improved process for the production of 1-dialkyl-amino-ethyl-6-aryl-4H-s-triazolo[4,3-a][1,4]benzodiazepines of the formula II: ##STR1## wherein R.sub.1 is alkyl of 1 to 3 carbon atoms, inclusive; wherein R.sub.2 is hydrogen, methyl or phenyl; wherein the ring A is unsubstituted, or monosubstituted with fluoro, chloro, bromo, nitro, trifluoromethyl or methylthio; and wherein Ar is phenyl; o-chlorophenyl; o-fluorophenyl; 2,6-difluorophenyl or 2-pyridyl, is carried out by reacting a compound of the Formula I: ##STR2## wherein ring A, Ar and R.sub.2 are defined as above, with a dialkylmethyleneammonium salt in the presence of a reactive carboxylic acylating agent. The compounds of Formula II (R.sub.2 .dbd.H) are known compounds (Belgian Pat. No. 782,84g) which have sedative-tranquilizing as well as pronounced anti-depressant activity, suitable for the treatment of anxieties and depressions in mammals, including man.

  一种改进的方法用于制备式II的1-二烷基氨基乙基-6-芳基-4H-s-三唑并[4,3-a][1,4]苯二氮平，其中R.sub.1是1到3个碳原子的烷基，包括；其中R.sub.2是氢，甲基或苯基；其中环A未取代，或单取代为氟，氯，溴，硝基，三氟甲基或甲硫基；而Ar是苯基；o-氯苯基；o-氟苯基；2,6-二氟苯基或2-吡啶基，通过在反应性羧酸酰化剂存在下与式I的化合物反应：其中环A，Ar和R.sub.2如上定义，与二烷基亚甲基铵盐反应。式II的化合物（R.sub.2.dbd.H）是已知化合物（比利时专利号782,84g），具有镇静安定以及明显的抗抑郁活性，适用于治疗哺乳动物，包括人类的焦虑和抑郁症。
• 1-(2-Aminoethyl)-6-aryl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepines with diuretic and natriuretic activity
  作者：Jackson B. Hester、James H. Ludens、D. Edward Emmert、Bruce E. West

  DOI：10.1021/jm00126a003

  日期：1989.6

  A series of 1-(2-amino-1-phenylethyl)-6-phenyl-4H- [1,2,4]triazolo[4,3-a][1,4]benzodiazepines was prepared and evaluated for diuretic activity. These compounds have diuretic and natriuretic activity but no kaliuretic activity when evaluated by oral administration to the conscious rat. The structure requirements for this activity are discussed. In particular it was found that the 2-aminoethyl side chain at C-1 with hydrogen or methyl substituents on the amino group was required for diuretic activity. A substituent at C-8 was also required; soft substituents such as methylthio and iodo at this position favored activity. Compounds with both phenyl and 2-pyridyl substituents at C-6 were active; substituents on the C-6 phenyl, however, reduced or eliminated the activity. Substituents other than phenyl at the 1-position of the 2-aminoethyl side chain were detrimental to activity; phenyl substitution at this position was required for activity when the substituent at C-8 was chloro but not when it was bromo.
• HESTER, JACKSON B. , JR.;LUDENS, JAMES H.
  作者：HESTER, JACKSON B. , JR.、LUDENS, JAMES H.

  DOI：——

  日期：——
• US4075221A
  申请人：——

  公开号：US4075221A

  公开（公告）日：1978-02-21
• US4514407A
  申请人：——

  公开号：US4514407A

  公开（公告）日：1985-04-30