(3R)-4-{[(1R)-2-methyl-1-(2-methylpropanoyloxy)propoxy]carbonylamino}-3-(4-chlorophenyl)butanoic acid | 847353-27-9

• 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: (3R)-4-{[(1R)-2-methyl-1-(2-methylpropanoyloxy)propoxy]carbonylamino}-3-(4-chlorophenyl)butanoic acid
• 英文别名: 4-{[(1R)-isobutanoyloxyisobutoxy]carbonylamino}-(3R)-(4-chlorophenyl)-butanoic acid；4-{[(1R)-isobutanoyloxyisobutoxy]carbonylamino}-(3R)-(4-chlorophenyl)butanoic acid；(3R)-3-(4-chlorophenyl)-4-[[(1R)-2-methyl-1-(2-methylpropanoyloxy)propoxy]carbonylamino]butanoic acid
• CAS: 847353-27-9
• 化学式: C₁₉H₂₆ClNO₆
• 分子量: 399.872
• InChiKey: JXTAALBWJQJLGN-KBXCAEBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3R)-4-{[(1R)-2-methyl-1-(2-methylpropanoyloxy)propoxy]carbonylamino}-3-(4-chlorophenyl)butanoic acid 在 碳酸氢钠 作用下， 以 水 、 乙腈 为溶剂， 反应 0.25h， 生成 sodium 4-{[(1R)-isobutanoyloxyisobutoxy]carbonylamino}-(3R)-(4-chlorophenyl)-butanoate
  参考文献：
  名称：

  [EN] ACYLOXYALKYL CARBAMATE PRODRUGS, METHODS OF SYNTHESIS AND USE
  [FR] PRODROGUES A BASE DE CARBAMATE D'ALKYLE ACYLE, PROCEDE DE SYNTHESE ET UTILISATION

  摘要：

  公开号：

  WO2005019163A3
• 作为产物：
  描述：

  2-methyl-1-(methylthiocarbonyloxy)propyl isobutyrate 在 过氧乙酸 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 4.0h， 生成 (3R)-4-{[(1R)-2-methyl-1-(2-methylpropanoyloxy)propoxy]carbonylamino}-3-(4-chlorophenyl)butanoic acid 、 (ΒR)-4-氯-Β-[[[[(1S)-2-甲基-1-(2-甲基-1-氧代丙氧基)丙氧基]羰基]氨基]甲基]-苯丙酸
  参考文献：
  名称：

  [EN] ANHYDROUS AND HEMIHYDRATE CRYSTALLINE FORMS OF AN (R)-BACLOFEN PRODRUG, METHODS OF SYNTHESIS AND METHODS OF USE
  [FR] FORMES CRISTALLINES ANHYDRES ET HÉMIHYDRATÉES D'UN PROMÉDICAMENT (R)-BACLOFÈNE, PROCÉDÉS DE SYNTHÈSE ET PROCÉDÉS D'UTILISATION

  摘要：

  本发明公开了无水结晶态(3R)-4-{[(1S)-2-甲基-1-(2-甲基丙酰氧)丙氧基]羰基氨基}-3-(4-氯苯基)丁酸和半水合物结晶态(3R)-4-{[(1S)-2-甲基-1-(2-甲基丙酰氧)丙氧基]羰基氨基}-3-(4-氯苯基)丁酸、包含这些化合物的制药组合物、制备这些化合物的方法以及使用这些化合物的方法。

  公开号：

  WO2013023155A1

文献信息

• METHODS OF TREATING FRAGILE X SYNDROME, DOWN'S SYNDROME, AUTISM AND RELATED DISORDERS
  申请人：Wustrow David J.

  公开号：US20120016021A1

  公开（公告）日：2012-01-19

  Disclosed herein are methods of treating fragile X syndrome, fragile X-associated tremor/ataxia syndrome, Down's syndrome and other forms of mental retardation, and/or autism comprising administering a GABA B agonist prodrug to a subject suffering therefrom. The GABA B agonist prodrugs can be compounds of Formula (I), (II) or (III) as disclosed herein.

  本文披露了治疗脆性X综合症、脆性X相关性震颤/共济失调综合症、唐氏综合症和其他形式智力障碍和/或自闭症的方法，包括向患者施用GABAB受体激动剂前药。GABAB受体激动剂前药可以是公式(I)、(II)或(III)中所披露的化合物。
• Acyloxyalkyl carbamate prodrugs, methods of synthesis and use
  申请人：Gallop A. Mark

  公开号：US20050107334A1

  公开（公告）日：2005-05-19

  The disclosures herein relate generally to acyloxyalkyl carbamate prodrugs of (±)-4-amino-3-(4-chlorophenyl)butanoic acid and analogs thereof, pharmaceutical compositions thereof, methods of making prodrugs of (±)-4-amino-3-(4-chlorophenyl)butanoic acid and analogs thereof, methods of using prodrugs of (±)-4-amino-3-(4-chlorophenyl)butanoic acid and analogs thereof, and pharmaceutical compositions thereof for treating or preventing common diseases and/or disorders such as spasticity and/or acid reflux disease. The disclosures herein also relate to acyloxyalkyl carbamate prodrugs of (±)-4-amino-3-(4-chlorophenyl)butanoic acid and analogs thereof which are suitable for oral administration and to sustained release oral dosage forms thereof.

  本文涉及的内容通常与(±)-4-氨基-3-(4-氯苯基)丁酸及其类似物的酰氧基烷基氨基甲酸酯前药、其制药组合物、制备(±)-4-氨基-3-(4-氯苯基)丁酸及其类似物的前药的方法、使用(±)-4-氨基-3-(4-氯苯基)丁酸及其类似物的前药的方法，以及治疗或预防常见疾病和/或疾病，如痉挛和/或酸反流病的制药组合物。本文还涉及适用于口服和口服缓释剂型的(±)-4-氨基-3-(4-氯苯基)丁酸及其类似物的酰氧基烷基氨基甲酸酯前药。
• Synthesis of acyloxyalkyl carbamate prodrugs and intermediates thereof
  申请人：Gallop A. Mark

  公开号：US20050222431A1

  公开（公告）日：2005-10-06

  Methods for synthesis of 1 -(acyloxy)-alkyl carbamates, particularly, the synthesis of 1 -(acyloxy)-alkyl carbamate prodrugs of primary or secondary amine-containing drugs are described. Also described are methods for synthesis of 1 -(acyloxy)-alkyl N-hydroxysuccinimidyl carbonates which are useful intermediates in the synthesis of 1 -(acyloxy)-alkyl carbamates are also described.

  本文介绍了合成1-(酰氧基)-烷基氨基甲酸酯的方法，特别是合成含有一级或二级胺类药物的1-(酰氧基)-烷基氨基甲酸酯前药的方法。同时还介绍了合成1-(酰氧基)-烷基N-羟基琥珀酰亚胺碳酸酯的方法，这些化合物是合成1-(酰氧基)-烷基氨基甲酸酯的有用中间体。
• Synthesis of Acyloxyalkyl Carbamate Prodrugs and Intermediates Thereof
  申请人：Gallop Mark A.

  公开号：US20090216037A1

  公开（公告）日：2009-08-27

  Methods for synthesis of 1 -(acyloxy)-alkyl carbamates, particularly, the synthesis of 1 -(acyloxy)-alkyl carbamate prodrugs of primary or secondary amine-containing drugs are described. Also described are methods for synthesis of 1 -(acyloxy)-alkyl N-hydroxysuccinimidyl carbonates which are useful intermediates in the synthesis of 1-(acyloxy)-alkyl carbamates are also described.

  本文描述了合成1-(酰氧基)-烷基氨基甲酸酯的方法，特别是合成含有一级或二级胺药物的1-(酰氧基)-烷基氨基甲酸酯前药的方法。同时还描述了合成1-(酰氧基)-烷基N-羟基琥珀酰亚胺基碳酸酯的方法，这些中间体在合成1-(酰氧基)-烷基氨基甲酸酯中非常有用。
• ACYLOXYALKYL CARBAMATE PRODRUGS, METHODS
  申请人：Gallop Mark A.

  公开号：US20090234138A1

  公开（公告）日：2009-09-17

  The disclosures herein relate generally to acyloxyalkyl carbamate prodrugs of (±)-4-amino-3-(4-chlorophenyl)butanoic acid and analogs thereof, pharmaceutical compositions thereof, methods of making prodrugs of (±)-4-amino-3-(4-chlorophenyl)butanoic acid and analogs thereof, methods of using prodrugs of (±)-4-amino-3-(4-chlorophenyl)butanoic acid and analogs thereof, and pharmaceutical compositions thereof for treating or preventing common diseases and/or disorders such as spasticity and/or acid reflux disease. The disclosures herein also relate to acyloxyalkyl carbamate prodrugs of (±)-4-amino-3-(4-chlorophenyl)butanoic acid and analogs thereof which are suitable for oral administration and to sustained release oral dosage forms thereof.

  本文披露了关于(±)-4-氨基-3-(4-氯苯基)丁酸及其类似物的酰氧基烷基氨基甲酸酯前药、其制药组合物、制备(±)-4-氨基-3-(4-氯苯基)丁酸及其类似物的前药的方法、使用(±)-4-氨基-3-(4-氯苯基)丁酸及其类似物的前药的方法，以及用于治疗或预防普通疾病和/或紊乱，如痉挛和/或酸反流病的制药组合物。本文还涉及适用于口服的(±)-4-氨基-3-(4-氯苯基)丁酸及其类似物的酰氧基烷基氨基甲酸酯前药以及其持续释放口服剂型。