4-dimethylamino-4-(3-methoxyphenyl)-cyclohexan-1-one | 65618-98-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-dimethylamino-4-(3-methoxyphenyl)-cyclohexan-1-one
• 英文别名: 4-dimethylamino-4-(3-methoxyphenyl)cyclohexan-1-one；4-(dimethylamino)-4-(3-methoxyphenyl)cyclohexanone；4-(m-methoxyphenyl)-4-dimethylaminocyclohexanone；4-(m-Anisyl)-4-dimethylaminocyclohexanon；4-(Dimethylamino)-4-(3-methoxyphenyl)cyclohexan-1-one
• CAS: 65618-98-6
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: DIFSATBFVKGPKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-dimethylamino-4-(3-methoxyphenyl)-cyclohexan-1-one 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 为溶剂， 反应 102.0h， 生成 1-[4-Dimethylamino-4-(3-methoxyphenyl)cyclohexyl]-2-phenylethanone
  参考文献：
  名称：

  Hydroxymethylcyclohexylamines

  摘要：

  该发明涉及对μ阿片受体和ORL1受体具有亲和力的化合物，其制备方法，含有这些化合物的药物以及利用这些化合物制备药物的用途。

  公开号：

  US20110059999A1
• 作为产物：
  描述：

  4-(m-anisyl)-4-dimethylaminocyclohexanone, ethylene ketal hydrochloride 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以45%的产率得到4-dimethylamino-4-(3-methoxyphenyl)-cyclohexan-1-one
  参考文献：
  名称：

  4-Amino-4-arylcyclohexanones and their derivatives, a novel class of analgesics. 1. Modification of the aryl ring

  摘要：

  Investigation of central nervous system activity of phenylcyclohexylamines was continued by preparation of "reversed" analogues. Following the unexpected finding of analgesic activity with 1-(dimethylamino)-1-phenylcyclohexylamine, the SAR of the series was investigated. Synthesis starts by double Michael reaction of acrylate on arylacetonitriles. Following cyclization, decarboxylation, ketalization, and saponification, the geminally substituted acid is rearranged to the isocyanate by means of (C6H5O)2PON3. Isocyanates were then converted to the title compounds. Analgesic activity is very sensitive to the nature and position of the substitutent on the aromatic ring. The most potent compounds in this series (p-CH3, p-Br) showed 50% the potency of morphine. Deletion of the ring oxygen abolishes activity.

  DOI：

  10.1021/jm00178a014

文献信息

• 8-Amino-2-Oxo-1,3-Diaza-Spiro-[4.5]-Decane Derivatives
  申请人：Gruenenthal GmbH

  公开号：US20170197949A1

  公开（公告）日：2017-07-13

  The invention relates to 8-amino-2-oxo-1,3-diaza-spiro-[4.5]-decane derivatives, their preparation and their use in medicine, particularly in the treatment of pain.

  该发明涉及8-氨基-2-氧代-1,3-二氮杂螺[4.5]癸烷衍生物，它们的制备方法以及它们在医学中的应用，特别是在疼痛治疗中的应用。
• 3-(Carboxymethyl)-8-Amino-2-Oxo-1,3-Diaza-Spiro-[4.5]-Decane Derivatives
  申请人：Gruenenthal GmbH

  公开号：US20170197971A1

  公开（公告）日：2017-07-13

  The invention relates to 3-(carboxymethyl)-8-amino-2-oxo-1,3-diaza-spiro-[4.5]-decane derivatives, their preparation and their use in medicine, particularly in the treatment of pain.

  本发明涉及3-(羧甲基)-8-氨基-2-氧代-1,3-二氮杂螺[4.5]癸烷衍生物，它们的制备方法以及它们在医学中的应用，特别是在疼痛治疗中的应用。
• 3-(Carboxyethyl)-8-Amino-2-Oxo-1,3-Diaza-Spiro-[4.5]-Decane Derivatives
  申请人：Gruenenthal GmbH

  公开号：US20170197919A1

  公开（公告）日：2017-07-13

  The invention relates to 3-(carboxyethyl)-8-amino-2-oxo-1,3-diazaspiro-[4.5]-decane derivatives, their preparation and their use in medicine, particularly in the treatment of pain.

  这项发明涉及3-(羧乙基)-8-氨基-2-氧代-1,3-二氮杂螺[4.5]-癸烷衍生物，它们的制备以及它们在医学中的应用，特别是在疼痛治疗中的应用。
• Analgetic compounds, compositions and process of treatment
  申请人：The Upjohn Company

  公开号：US04113866A1

  公开（公告）日：1978-09-12

  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.

  根据上述化学式，制备出具有镇痛活性的新化合物，其为单剂量形式，可以通过口服、静脉注射和直肠给药方式给人类和动物使用，这些化合物有助于缓解疼痛。
• 3-(carboxymethyl)-8-amino-2-oxo-1,3-diaza-spiro-[4.5]-decane derivatives
  申请人：Grünenthal GmbH

  公开号：US10807989B2

  公开（公告）日：2020-10-20

  The invention relates to 3-(carboxymethyl)-8-amino-2-oxo-1,3-diaza-spiro-[4.5]-decane derivatives, their preparation and their use in medicine, particularly in the treatment of pain.

  本发明涉及 3-(羧甲基)-8-氨基-2-氧代-1,3-二氮杂-螺-[4.5]-癸烷衍生物、其制备方法及其在医学中的应用，特别是在疼痛治疗中的应用。