4-[phenyl(exo-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)amino]benzoic acid

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[phenyl(exo-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)amino]benzoic acid
• 化学式: C₂₁H₂₄N₂O₂
• 分子量: 336.434
• InChiKey: HJTWGPZBUGCLJE-ACDBMABISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.78
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-[phenyl(exo-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)amino]benzoic acid 在 1-氯乙基氯甲酸酯 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 N,N-diethyl-4-[phenyl(exo-8-azabicyclo[3.2.1]octan-3-yl)amino]benzamide
  参考文献：
  名称：

  Synthesis and binding affinities of 4-diarylaminotropanes, a new class of delta opioid agonists

  摘要：

  A series of 4-diarylaminotropanes has been prepared. Both endo and exo diastereomeric forms bound to the delta opioid receptor but the endo isomers were more potent and selective versus the mu opioid receptor than the exo isomers. The most potent delta opioid agonist (14) exhibited a delta opioid K-i of 0.2 nM and was 860-fold selective over mu. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00182-7
• 作为产物：
  描述：

  托品酮 在 盐酸 、 tris-(dibenzylideneacetone)dipalladium(0) 、 乙醇 、 三叔丁基膦 、 sodium 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 生成 4-[phenyl(exo-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)amino]benzoic acid
  参考文献：
  名称：

  Synthesis and binding affinities of 4-diarylaminotropanes, a new class of delta opioid agonists

  摘要：

  A series of 4-diarylaminotropanes has been prepared. Both endo and exo diastereomeric forms bound to the delta opioid receptor but the endo isomers were more potent and selective versus the mu opioid receptor than the exo isomers. The most potent delta opioid agonist (14) exhibited a delta opioid K-i of 0.2 nM and was 860-fold selective over mu. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00182-7

文献信息

• 4-[aryl(8-azabicyclo[3.2.1]octan-3-yl)]aminobenzoic acid derivatives
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：US06306876B1

  公开（公告）日：2001-10-23

  4-[aryl(8-azabicyclo[3.2.1]octan-3yl)]aminobenzoic acid derivatives are delta-opioid receptor modulators. As delta-opioid receptor agonists, such compounds are useful as analgesics. Depending on their antagonist effect, such compounds may also be useful immunosuppressants, antiinflammatory agents, agents for the treatment of neurological and psychiatric conditions, medicaments for drug and alcohol abuse, agents for treating gastritis and diarrhea, cardiovascular agents and agents for the treatment of respiratory diseases.

  4-［芳基（8-氮杂双环［3.2.1］辛烷-3基）氨基苯甲酸衍生物是δ-阿片受体调节剂。作为δ-阿片受体激动剂，这类化合物可用作镇痛剂。根据它们的拮抗作用，这类化合物也可能用作免疫抑制剂、抗炎药、治疗神经和精神疾病的药物、药物和酒精滥用的药物、治疗胃炎和腹泻的药物、心血管药物以及治疗呼吸道疾病的药物。
• 4-[ARYL(8-AZABICYCLO[3.2.1] OCTAN-3-YL)] AMINOBENZOIC ACID DERIVATIVES
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：EP1242421A1

  公开（公告）日：2002-09-25
• US6306876B1
  申请人：——

  公开号：US6306876B1

  公开（公告）日：2001-10-23
• [EN] 4-[ARYL(8-AZABICYCLO[3.2.1]OCTAN-3-YL)]AMINOBENZOIC ACID DERIVATIVES<br/>[FR] DERIVES D'ACIDE AMINOBENZOIQUE 4-[ARYL(8-AZABICYCLO[3.2.1]OCTANE-3-YL)
  申请人：ORTHO MCNEIL PHARM INC

  公开号：WO2001046191A1

  公开（公告）日：2001-06-28

  4-[aryl(8-azabicyclo[3.2.1]octan-3yl)]aminobenzoic acid derivatives are delta-opioid receptor modulators. As delta-opioid receptor agonists, such compounds are useful as analgesics. Depending on their antagonist effect, such compounds may also be useful immunosuppressants, antiinflammatory agents, agents for the treatment of neurological and psychiatric conditions, medicaments for drug and alcohol abuse, agents for treating gastritis and diarrhea, cardiovascular agents and agents for the treatment of respiratory diseases.
• Synthesis and binding affinities of 4-diarylaminotropanes, a new class of delta opioid agonists
  作者：Robert E. Boyd、John R. Carson、Ellen E. Codd、A.Diane Gauthier、Lou Anne Neilson、Sui-Po Zhang

  DOI：10.1016/s0960-894x(00)00182-7

  日期：2000.5

  A series of 4-diarylaminotropanes has been prepared. Both endo and exo diastereomeric forms bound to the delta opioid receptor but the endo isomers were more potent and selective versus the mu opioid receptor than the exo isomers. The most potent delta opioid agonist (14) exhibited a delta opioid K-i of 0.2 nM and was 860-fold selective over mu. (C) 2000 Elsevier Science Ltd. All rights reserved.