1-methyl-4-(10-bromo-5H-dibenzo[a,d]cyclohepten-5-ylidene)-piperidine | 34663-44-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 1-methyl-4-(10-bromo-5H-dibenzo[a,d]cyclohepten-5-ylidene)-piperidine
• 英文别名: 4-(10-bromo-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-piperidine；1-methyl-4-(10-bromo-5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine；1-Methyl-4-(10-bromo-5H-dibenzo[a,d]cyclohepten5-ylidene)-piperidine；4-(9-bromo-2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)-1-methylpiperidine
• CAS: 34663-44-0
• 化学式: C₂₁H₂₀BrN
• 分子量: 366.3
• InChiKey: BMOKORRUGITEMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-methyl-4-(10-bromo-5H-dibenzo[a,d]cyclohepten-5-ylidene)-piperidine 在 potassium tert-butylate 作用下， 以 乙醚 为溶剂， 生成 4-(1,4-dihydro-1,4-epioxido-tribenzo[a,c,e]cyclohepten-9-ylidene)-piperidine-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  A comparison of the antiserotonin, antihistamine, and anticholinergic activity of cyproheptadine with analogs having furan nuclei fused to the 10,11-vinylene bridge

  摘要：

  A series of cyproheptadine derivatives having furan nuclei fused to the 10,11-vinylene bridge has been prepared. None of the compounds retain the potent antiserotonin and antihistaminic actions of cyproheptadine. 1-methyl-4-(1-methyl-8H-dibenzo[a,e]furo[3,4-c]cyclohepten-8-ylidene)piperidine (7), 1-methyl-4-(1,3-dihydro-1-oxo-8H-[3,4:6,7]cycloheptal[1,2-c]furan-8-ylidene)piperidine (10), and its reduction product 11 retained the peripheral anticholinergic activity of cyproheptadine.

  DOI：

  10.1021/jm00216a020
• 作为产物：
  描述：

  1-Methyl-4-(10,11-dibromo-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5-ylidene)piperidine Hydrobromide 以 正己烷 、 水 、 叔丁醇 为溶剂， 生成 1-methyl-4-(10-bromo-5H-dibenzo[a,d]cyclohepten-5-ylidene)-piperidine
  参考文献：
  名称：

  1 Alkyl-4-(10:oxo or

  摘要：

  新的1-烷基-4-(10-氧代或羟基-10,11-二氢-5H-二苯并[a,d]环庚烯-5-基)-哌嗪化合物是通过以下过程制备的：从相应的10-去氧化化合物开始，在10,11-位置具有双键，经过溴化、去溴化生成的二溴化合物，然后进行恩酰胺形成和水解，得到所需的10-氧代化合物。这种方法制备的化合物具有抗组胺和食欲刺激剂活性。

  公开号：

  US03960872A1

文献信息

• 1 Alkyl-4-(10:oxo or
  申请人：Merck & Co., Inc.

  公开号：US03960872A1

  公开（公告）日：1976-06-01

  The new 1-alkyl-4-(10-oxo or -hydroxy-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-piperidine compounds are prepared from the corresponding 10-desoxy compounds having a double bond at the 10,11-position by a process involving bromination, dehydrobromination of the resulting dibromo compound, followed by enamine formation and hydrolysis to give the desired 10-oxo compound. The compounds prepared in this manner are active as antihistamines and as appetite stimulants.

  新的1-烷基-4-(10-氧代或羟基-10,11-二氢-5H-二苯并[a,d]环庚烯-5-基)-哌嗪化合物是通过以下过程制备的：从相应的10-去氧化化合物开始，在10,11-位置具有双键，经过溴化、去溴化生成的二溴化合物，然后进行恩酰胺形成和水解，得到所需的10-氧代化合物。这种方法制备的化合物具有抗组胺和食欲刺激剂活性。
• 10,11-Furo-derivatives of cyproheptadine
  申请人：Merck & Co., Inc.

  公开号：US03974285A1

  公开（公告）日：1976-08-10

  10,11-Furo and 10,11-bis-(hydroxyalkyl) derivatives of cyproheptadine are disclosed having anticholinergic activity but with diminished or eliminated antiserotonin and antihistamine activity. Also disclosed are processes for the preparation of such compounds; pharmaceutical compositions comprising such compounds, and methods of treatment comprising administering such compounds and compositions.

  本文披露了赛庚啶的10,11-呋喃和10,11-双-(羟基烷基)衍生物，具有抗胆碱能活性，但减弱或消除了抗血清素和抗组胺活性。还披露了制备这种化合物的过程；包含这种化合物的药物组合物以及包含这种化合物和组合物的治疗方法。
• 1-Alkyl-4-(10[1-p
  申请人：Merck & Co., Inc.

  公开号：US03981876A1

  公开（公告）日：1976-09-21

  The new 1-alkyl-4-(10-oxo or -hydroxy-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-piperidine compounds are prepared from the corresponding 10-desoxy compounds having a double bond at the 10,11-position by a process involving bromination, dehydrobomination of the resulting dibromo compound, followed by enamine formation and hydrolysis to give the desired 10-oxo compound. The compounds prepared in this manner are active as antihistamines and as appetite stimulants.

  新的1-烷基-4-(10-氧代或-羟基-10,11-二氢-5H-二苯并[a,d]环庚烯-5-亚基)-哌啶化合物是通过以下过程制备的：从具有10,11-位置双键的相应10-去氧化合物开始，经溴化、去溴反应形成的双溴化合物，然后进行恩酰胺形成和水解反应，最终得到所需的10-氧代化合物。以这种方式制备的化合物具有抗组胺药和食欲刺激剂的活性。
• 1-Alkyl-4-(10 and/or
  申请人：Merck & Co., Inc.

  公开号：US03968115A1

  公开（公告）日：1976-07-06

  The new 1-alkyl-4-(10-oxo or -hydroxy-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine compounds are prepared from the corresponding 10-desoxy compounds having a double bond at the 10,11-position by a process involving bromination, dehydrobromination of the resulting dibromo compound, followed by enamine formation and hydrolysis to give the desired 10-oxo compound. The compounds prepared in this manner are active as antihistamines and as appetite stimulants.

  新的1-烷基-4-(10-氧或-羟基-10,11-二氢-5H-二苯并[a,d]环庚烯-5-亚甲基)哌啶化合物是通过一种涉及溴化、去溴化生成的二溴化合物、随后进行烯胺形成和水解以得到所需的10-氧化合物的过程，从相应的10-脱氧化合物制备而成。这种方法制备的化合物具有抗组胺和食欲刺激作用。
• Piperidylidene derivatives of cyano-5H-dibenzo[a,d]cycloheptene
  申请人：Merck & Co., Inc.

  公开号：US03988342A1

  公开（公告）日：1976-10-26

  Disclosed are 1-, 2-, or 3-cyano-N-alkyl-5H-dibenzo[a,d]-cyclohepten-5-ylidene piperidine compounds having pharmaceutical utility as tranquilizers; also disclosed are processes for the preparation of such compounds; pharmaceutical compositions comprising such compounds; and methods of treatment comprising administering such compounds and compositions when a tranquilizing effect is indicated.

  本发明涉及具有药用价值的1-，2-或3-氰基-N-烷基-5H-二苯并[a，d]-环庚烯-5-基吡啶化合物，其作为镇静剂；还公开了制备这种化合物的方法；包含这种化合物的药物组合物；以及在需要镇静作用时，用于治疗的方法，包括给予这种化合物和组合物。