tert-butyl 3-((N-(3-(4-trifluoromethyl)phenoxy)-3-phenylpropyl)-N-methylcarbamoyl)propylcarbamate | 1002331-75-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl 3-((N-(3-(4-trifluoromethyl)phenoxy)-3-phenylpropyl)-N-methylcarbamoyl)propylcarbamate
• 英文别名: tert-Butyl 3-(N-(3-(4-(Trifluoromethyl)phenoxy)-3-phenylpropyl)-N-methyl carbamoyl)propylcarbamate；tert-butyl N-[4-[methyl-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amino]-4-oxobutyl]carbamate
• CAS: 1002331-75-0
• 化学式: C₂₆H₃₃F₃N₂O₄
• 分子量: 494.554
• InChiKey: SFXPZJUPFGVVPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  35
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-((N-(3-(4-trifluoromethyl)phenoxy)-3-phenylpropyl)-N-methylcarbamoyl)propylcarbamate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 4.0h， 生成 BL-1024 hydrochloride
  参考文献：
  名称：

  γ-Aminobutyric Acid Amides of Nortriptyline and Fluoxetine Display Improved Pain Suppressing Activity

  摘要：

  The GABA amides of the antidepressants nortriptyline and fluoxetine, 1 and 2, were compared to their respective parent compounds in rodent models of pain. The amides significantly reduced early nociceptive and late inflammatory responses compared to nortriptyline or fluoxetine, where 1 exhibited overall better efficacy than 2. Amide 1 was most efficacious in lowering cytokine secretion, edema and hyperalgesia induced by formalin and lambda-carrageenan, respectively. Thus, 1 is a promising candidate for the treatment of pain.

  DOI：

  10.1021/jm900143u
• 作为产物：
  描述：

  N-BOC-GAMMA-氨基丁酸 、 氟西汀 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 tert-butyl 3-((N-(3-(4-trifluoromethyl)phenoxy)-3-phenylpropyl)-N-methylcarbamoyl)propylcarbamate
  参考文献：
  名称：

  γ-Aminobutyric Acid Amides of Nortriptyline and Fluoxetine Display Improved Pain Suppressing Activity

  摘要：

  The GABA amides of the antidepressants nortriptyline and fluoxetine, 1 and 2, were compared to their respective parent compounds in rodent models of pain. The amides significantly reduced early nociceptive and late inflammatory responses compared to nortriptyline or fluoxetine, where 1 exhibited overall better efficacy than 2. Amide 1 was most efficacious in lowering cytokine secretion, edema and hyperalgesia induced by formalin and lambda-carrageenan, respectively. Thus, 1 is a promising candidate for the treatment of pain.

  DOI：

  10.1021/jm900143u

文献信息

• Conjugates Comprising a gaba-or glycine compound, pharmaceutical compositions and combinations thereof as well as their use in treating cns disorders
  申请人：Nudelman Abraham

  公开号：US20100144869A1

  公开（公告）日：2010-06-10

  A novel use of conjugates of psychotropic drugs (e.g., antidepressants or anti-epileptic drugs) and organic acids such as GABA in the treatment of pain is disclosed. A novel GABA conjugate and uses thereof is also disclosed.

  本发明揭示了一种使用精神药物的共轭物（例如抗抑郁药或抗癫痫药）和有机酸（例如GABA）的新型治疗疼痛的方法。还揭示了一种新型的GABA共轭物及其用途。
• Conjugates comprising a psychotropic drug or a GABA agonist and an organic acid and their use in treating pain and other CNS disorders
  申请人：Nudelman Abraham

  公开号：US08377990B2

  公开（公告）日：2013-02-19

  A novel use of conjugates of psychotropic drugs (e.g., antidepressants or anti-epileptic drugs) and organic acids such as GABA in the treatment of pain is disclosed. A novel GABA conjugate and uses thereof is also disclosed.

  本发明揭示了精神药物（例如抗抑郁药物或抗癫痫药物）和有机酸（如GABA）的共轭物在治疗疼痛方面的新用途。还揭示了一种新的GABA共轭物及其用途。
• CONJUGATES COMPRISING A GABA- OR GLYCINE COMPOUND, PHARMACEUTICAL COMPOSITIONS AND COMBINATIONS THEREOF AS WELL AS THEIR USE IN TREATING CNS DISORDERS
  申请人：NUDELMAN Abraham

  公开号：US20130059910A1

  公开（公告）日：2013-03-07

  A novel use of conjugates of psychotropic drugs (e.g., antidepressants or anti-epileptic drugs) and organic acids such as GABA in the treatment of pain is disclosed. A novel GABA conjugate and uses thereof is also disclosed.

  披露了一种将精神药物（例如抗抑郁药或抗癫痫药）和有机酸（如GABA）的共轭物在治疗疼痛方面的新用途。还披露了一种新的GABA共轭物及其用途。
• γ-Aminobutyric Acid Amides of Nortriptyline and Fluoxetine Display Improved Pain Suppressing Activity
  作者：Ada Rephaeli、Irit Gil-Ad、Ana Aharoni、Igor Tarasenko、Nataly Tarasenko、Yona Geffen、Efrat Halbfinger、Yotam Nisemblat、Abraham Weizman、Abraham Nudelman

  DOI：10.1021/jm900143u

  日期：2009.5.14

  The GABA amides of the antidepressants nortriptyline and fluoxetine, 1 and 2, were compared to their respective parent compounds in rodent models of pain. The amides significantly reduced early nociceptive and late inflammatory responses compared to nortriptyline or fluoxetine, where 1 exhibited overall better efficacy than 2. Amide 1 was most efficacious in lowering cytokine secretion, edema and hyperalgesia induced by formalin and lambda-carrageenan, respectively. Thus, 1 is a promising candidate for the treatment of pain.