(2R)-3-amino-2-hydroxypropyl(cyclohexylmethyl)phosphinic acid | 159934-01-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2R)-3-amino-2-hydroxypropyl(cyclohexylmethyl)phosphinic acid
• 英文别名: CGP51176；AVE-7398；(3-amino-(2R)-hydroxypropyl)(cyclohexylmethyl)phosphinic acid；((R)-3-amino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid；[(2R)-3-amino-2-hydroxypropyl]-(cyclohexylmethyl)phosphinic acid
• CAS: 159934-01-7
• 化学式: C₁₀H₂₂NO₃P
• 分子量: 235.263
• InChiKey: SAPDSGPBMRLHFV-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 (2R)-3-amino-2-hydroxypropyl(cyclohexylmethyl)phosphinic acid 在 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 以92%的产率得到((R)-3-tert-butoxycarbonylamino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid
  参考文献：
  名称：

  WO2006/86734

  摘要：

  公开号：
• 作为产物：
  描述：

  CGP 51176A 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 (2R)-3-amino-2-hydroxypropyl(cyclohexylmethyl)phosphinic acid
  参考文献：
  名称：

  Process for the preparation of 3-amino-2-hydroxypropylphosphinic acid derivatives

  摘要：

  本发明涉及一种制备式I的3-氨基-2-羟基丙基膦酸衍生物的方法，这些衍生物是有价值的药用活性成分，例如可用作抗抑郁药。该过程从式II的O-乙基膦酸酯出发，经过与六甲基二硅氮烷硅化后，通过与环氧氯丙烷和氨反应引入3-氨基-2-羟基丙基基团。

  公开号：

  US20050070507A1

文献信息

• SUBSTITUTED PROPANE PHOSPHINIC ACID ESTERS
  申请人：COLLIS John Alan

  公开号：US20070270385A1

  公开（公告）日：2007-11-22

  The present invention relates to certain esters of substituted 3-aminopropane phosphinic acid derivatives of formula I: wherein R, R 1 and R 2 are as defined herein. The compounds of this invention are useful in treating a variety of diseases including but not limited to depression, anxiety, certain psychiatric symptoms, cognitive impairment and schizophrenia.

  本发明涉及式I的取代3-氨基丙基膦酸衍生物的某些酯类，其中R、R1和R2如本文所定义。本发明的化合物可用于治疗多种疾病，包括但不限于抑郁症、焦虑症、某些精神症状、认知障碍和精神分裂症。
• Acyloxyalkyl carbamate prodrugs, methods of synthesis and use
  申请人：Gallop Mark A.

  公开号：US20080146526A1

  公开（公告）日：2008-06-19

  Acyloxyalkyl carbamate prodrugs of 3-aminopropylphosphinic acid and analogs thereof, methods of making acyloxyalkyl carbamate prodrugs of 3-aminopropylphosphinic acid and analogs thereof, methods of using acyloxyalkyl carbamate prodrugs of 3-aminopropylphosphinic acid and analogs thereof, and pharmaceutical compositions comprising acyloxyalkyl carbamate prodrugs 3-aminopropylphosphinic acid and analogs thereof for treating diseases or disorders such as mild cognitive impairment, cognitive impairment associated with Alzheimer's disease Alzheimer's disease, depression, anxiety, and epilepsy are disclosed. Acyloxyalkyl carbamate prodrugs of 3-aminopropylphosphinic acid and analogs thereof, which are suitable for oral administration and sustained release oral dosage forms are also disclosed.

  本发明揭示了3-氨基丙基膦酸及其类似物的酰氧基烷基氨基甲酸酯前药，制备酰氧基烷基氨基甲酸酯前药的方法，使用酰氧基烷基氨基甲酸酯前药的方法，以及包含酰氧基烷基氨基甲酸酯前药的制药组合物，用于治疗轻度认知障碍、与阿尔茨海默病相关的认知障碍、抑郁症、焦虑症和癫痫等疾病或疾病。本发明还揭示了适用于口服和持续释放口服剂型的3-氨基丙基膦酸及其类似物的酰氧基烷基氨基甲酸酯前药。
• ACYLOXYALKYL CARBAMATE PRODRUGS, METHODS OF SYNTHESIS AND USE
  申请人：Gallop Mark A

  公开号：US20090286759A1

  公开（公告）日：2009-11-19

  Acyloxyalkyl carbamate prodrugs of 3-aminopropylphosphinic acid and analogs thereof, methods of making acyloxyalkyl carbamate prodrugs of 3-aminopropylphosphinic acid and analogs thereof, methods of using acyloxyalkyl carbamate prodrugs of 3-aminopropylphosphinic acid and analogs thereof, and pharmaceutical compositions comprising acyloxyalkyl carbamate prodrugs 3-aminopropylphosphinic acid and analogs thereof for treating diseases or disorders such as mild cognitive impairment, cognitive impairment associated with Alzheimer's disease Alzheimer's disease, depression, anxiety, and epilepsy are disclosed. Acyloxyalkyl carbamate prodrugs of 3-aminopropylphosphinic acid and analogs thereof, which are suitable for oral administration and sustained release oral dosage forms are also disclosed.

  本发明涉及3-氨基丙基膦酸及其类似物的酰氧基烷基氨基甲酸酯前药，制备酰氧基烷基氨基甲酸酯前药的方法，使用酰氧基烷基氨基甲酸酯前药的方法，以及包含酰氧基烷基氨基甲酸酯前药的制药组合物，用于治疗轻度认知障碍、与阿尔茨海默病相关的认知障碍、抑郁症、焦虑症和癫痫等疾病或疾病。本发明还涉及适用于口服和持续释放口服剂型的3-氨基丙基膦酸及其类似物的酰氧基烷基氨基甲酸酯前药。
• SUBSTITUTED PROPANE PHOSPHINIC ACID DERIVATIVES
  申请人：Choi-Sledeski Mi Yong

  公开号：US20070060502A1

  公开（公告）日：2007-03-15

  The present invention relates to a series of substituted 3-aminopropane phosphinic acid derivatives of formula I: wherein R, R 1 , P 1 , P 2 and P 3 are as defined herein. The compounds of this invention are useful in treating a variety of diseases including but not limited to depression, anxiety, certain psychiatric symptoms, cognitive impairment and schizophrenia.

  本发明涉及一系列式I的取代的3-氨基丙磷酸衍生物：其中R、R1、P1、P2和P3的定义如本文所述。本发明的化合物在治疗各种疾病方面具有用途，包括但不限于抑郁症、焦虑症、某些精神症状、认知障碍和精神分裂症。
• Substituted propane phosphinic acid derivatives
  申请人：Aventis Pharmaceuticals Inc.

  公开号：US08183231B2

  公开（公告）日：2012-05-22

  The present invention relates to a series of substituted 3-aminopropane phosphinic acid derivatives of formula I: wherein R, R1, P1, P2 and P3 are as defined herein. The compounds of this invention are useful in treating a variety of diseases including but not limited to depression, anxiety, certain psychiatric symptoms, cognitive impairment and schizophrenia.

  本发明涉及一系列式I的取代3-氨基丙磷酸衍生物，其中R，R1，P1，P2和P3的定义如本文所述。本发明的化合物在治疗多种疾病方面有用，包括但不限于抑郁症、焦虑症、某些精神症状、认知障碍和精神分裂症。