4-cyano-4-phenyl-heptanedioic acid | 37563-99-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-cyano-4-phenyl-heptanedioic acid
• 英文别名: 4-Cyan-4-phenyl-heptandisaeure；γ-Phenyl-γ-cyanopimelinsaeure；4-Phenyl-4-cyan-pimelinsaeure；4-Cyano-4-phenylheptanedioic acid
• CAS: 37563-99-8
• 化学式: C₁₄H₁₅NO₄
• 分子量: 261.277
• InChiKey: GGMMIMNCDHPFQT-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：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  98.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-cyano-4-phenyl-heptanedioic acid 生成 3-(1-cyano-4-oxo-1,2,3,4-tetrahydro-[1]naphthyl)-propionic acid
  参考文献：
  名称：

  Jilek,J.O. et al., Collection of Czechoslovak Chemical Communications, 1971, vol. 36, p. 3300 - 3313

  摘要：

  DOI：
• 作为产物：
  描述：

  γ-Cyano-γ-phenylpimelonitrile 在 盐酸 作用下， 生成 4-cyano-4-phenyl-heptanedioic acid
  参考文献：
  名称：

  Jilek,J.O. et al., Collection of Czechoslovak Chemical Communications, 1971, vol. 36, p. 3300 - 3313

  摘要：

  DOI：

文献信息

• 4-Pyrrolidino-cyclohexanone ketals
  申请人：The Upjohn Company

  公开号：US04180584A1

  公开（公告）日：1979-12-25

  A class of new 4-amino-4-arylcyclohexanones, their ketals, and acid addition salts have been synthesized and found to be useful for relieving pain in animals. Their analgesic activity appears to be of high order, and in addition some exhibit narcotic antagonist activity that is useful in modifying the cardiovascular, respiratory, and behavioral depression caused by other analgesics. Several show mixed analgesic and narcotic antagonist activity. Preferred compounds of the class are 4-(m-hydroxyphenyl)-4-dimethylaminocyclohexanone ethylene ketal, and 4-(m-hydroxyphenyl)-4-(n-butylmethylamino)cyclohexanone ethylene ketal as free bases and as their hydrochloride salts. Processes for snythesis and intermediates are described. Unit dosage forms and therapeutic treatments are disclosed.

  一类新的4-氨基-4-芳基环己酮、它们的缩酮和酸加成盐已被合成并发现对缓解动物疼痛有用。它们的镇痛活性似乎是高级别的，另外一些表现出麻醉拮抗活性，有助于改变其他镇痛剂引起的心血管、呼吸和行为抑制。几种显示出混合的镇痛和麻醉拮抗活性。该类化合物的首选物是4-（间羟基苯基）-4-二甲氨基环己酮乙二醇缩酮和4-（间羟基苯基）-4-（正丁基甲基氨基）环己酮乙二醇缩酮，作为自由碱和它们的盐酸盐。描述了合成和中间体的过程。揭示了单元剂量形式和治疗方法。
• Analgetic compounds, compositions and process of treatment
  申请人：The Upjohn Company

  公开号：US04447454A1

  公开（公告）日：1984-05-08

  Novel compounds of the formula: ##STR1## wherein R.sub.1 is a variable consisting of hydrogen, alkyl of from 1 to 8 carbon atoms, CH.sub.2 -alkenyl wherein alkenyl is from 2 to 4 carbon atoms, inclusive, cycloalkyl of from 3 to 6 carbon atoms, inclusive, cycloalkylmethyl of from 3 to 6 carbon atoms, inclusive; R.sub.2 is a variable consisting of hydrogen, alkyl of from 1 to 8 carbon atoms, inclusive, with the proviso that R.sub.1 and R.sub.2 cannot both be hydrogen at the same time; Y is a variable consisting of alkyl of from 1 to 4 carbon atoms, inclusive, halogen, trifluoromethyl, hydroxy, alkanoyloxy from 2 to 5 carbon atoms, inclusive, alkoxy of from 1 to 4 carbon atoms, inclusive, cycloalkyloxy of from 3 to 6 carbon atoms, inclusive, benzyloxy; m is an integer 0, 1, 2; R.sub.5 is a variable consisting of hydrogen and alkyl of from 1 to 4 carbon atoms, inclusive; R.sub.3 is a variable consisting of alkyl of from 1 to 4 carbon atoms, inclusive; R.sub.4 is a variable consisting of alkyl of from 1 to 4 carbon atoms, inclusive, CH.sub.2 -alkenyl wherein alkenyl is of from 2 to 4 carbon atoms, inclusive, and arylalkyl wherein alkyl is from 1 to 4 carbon atoms, inclusive, and aryl is ##STR2## wherein Y' is CF.sub.3, halogen, alkyl of 1 to 4 carbon atoms, inclusive, and alkoxy of from 1 to 4 carbon atoms, inclusive; and R.sub.3 and R.sub.4 when taken together with the nitrogen atom to which they are attached can form saturated heterocycles of from 5 to 7 ring members, a second hetero atom of said ring can be oxygen or nitrogen, e.g., morpholine, piperazine, and said heterocycles can be monosubstituted having a total of up to 9 carbon atoms, with the proviso that when ##STR3## is pyrrolidinyl, then m=1, 2, having analgetic activity in humans and animals are prepared in unit dosage forms. The compositions are useful in relieving pain by administering orally, parenterally, and rectally to humans and animals.

  该专利描述了一种新的化合物，其化学式为：##STR1## 其中R.sub.1是变量，包括氢、1到8个碳原子的烷基、CH.sub.2-烯丙基（烯丙基中含有2到4个碳原子）、3到6个碳原子的环烷基、3到6个碳原子的环烷基甲基；R.sub.2是变量，包括氢、1到8个碳原子的烷基，但R.sub.1和R.sub.2不能同时为氢；Y是变量，包括1到4个碳原子的烷基、卤素、三氟甲基、羟基、2到5个碳原子的烷酰氧基、1到4个碳原子的烷氧基、3到6个碳原子的环烷氧基、苄氧基；m是整数0、1、2；R.sub.5是变量，包括氢和1到4个碳原子的烷基；R.sub.3是变量，包括1到4个碳原子的烷基；R.sub.4是变量，包括1到4个碳原子的烷基、2到4个碳原子的CH.sub.2-烯丙基、1到4个碳原子的芳基烷基，其中芳基是##STR2## Y'是CF.sub.3、卤素、1到4个碳原子的烷基和1到4个碳原子的烷氧基；当R.sub.3和R.sub.4与它们连接的氮原子一起形成5到7个环成员的饱和杂环时，该环的第二个杂原子可以是氧或氮，例如吗啡啶、哌嗪，该杂环可以是单取代的，总碳原子数最多为9个，但当##STR3## 是吡咯烷基时，m=1、2，该化合物在人类和动物中具有镇痛作用，并以单位剂量形式制备。该组合物可以通过口服、注射和直肠给药来缓解疼痛。
• 4-Amino-4-phenylcyclohexanone ketal compositions and process of use
  申请人：The Upjohn Company

  公开号：US04065573A1

  公开（公告）日：1977-12-27

  A class of new 4-amino-4-arylcyclohexanones, their ketals, and acid addition salts have been synthesized and found to be useful for relieving pain in animals. Their analgesic activity appears to be of high order, and in addition some exhibit narcotic antagonist activity that is useful in modifying the cardiovascular, respiratory, and behavioral depression caused by other analgesics. Several show mixed analgesic and narcotic antagonist activity. Preferred compounds of the class are 4-(m-hydroxyphenyl)-4-dimethylaminocyclohexanone ethylene ketal, and 4-(m-hydroxyphenyl)-4-(n-butylmethylamino)cyclohexanone ethylene ketal as free bases and as their hydrochloride salts. Processes for synthesis and intermediates are described. Unit dosage forms and therapeutic treatments are disclosed.

  一类新的4-氨基-4-芳基环己酮、它们的缩醛和酸加成盐已经被合成，并被发现在动物止痛方面有用。它们的镇痛活性似乎是高级别的，另外一些表现出镇痛拮抗剂活性，这对于改变其他镇痛药物引起的心血管、呼吸和行为抑制是有用的。其中一些表现出混合的镇痛和镇痛拮抗剂活性。该类化合物的首选物是4-(间羟基苯基)-4-二甲氨基环己酮乙烯缩醛，以及4-(间羟基苯基)-4-(正丁基甲基氨基)环己酮乙烯缩醛，作为自由碱和它们的盐酸盐。描述了合成和中间体的过程。揭示了单元剂量形式和治疗方法。
• Bertocchio,R.; Dreux,J., Bulletin de la Societe Chimique de France, 1962, p. 1809 - 1813
  作者：Bertocchio,R.、Dreux,J.

  DOI：——

  日期：——
• 4-Arylcyclohexanones¹
  作者：E. C. Horning、M. G. Horning、M. S. Fish、M. W. Rutenberg

  DOI：10.1021/ja01123a056

  日期：1952.2