4-{[(1S)-isobutanoylethoxy]carbonylamino}-(3R)-(4-chlorophenyl)butanoic acid

• 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: 4-{[(1S)-isobutanoylethoxy]carbonylamino}-(3R)-(4-chlorophenyl)butanoic acid
• 英文别名: (3R)-3-(4-chlorophenyl)-4-[[(2S)-4-methyl-3-oxopentan-2-yl]oxycarbonylamino]butanoic acid
• 化学式: C₁₇H₂₂ClNO₅
• 分子量: 355.818
• InChiKey: VCBWRMQGQOYSAA-AAEUAGOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-{[(1S)-isobutanoylethoxy]carbonylamino}-(3R)-(4-chlorophenyl)butanoic acid 在 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以14%的产率得到(3R)-3-(4-chlorophenyl)-4-[[(1S)-1-(2-methylpropanoyloxy)ethoxy]carbonylamino]butanoic acid
  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：

  R(+)-巴氯芬盐酸盐 在 吡啶 、 4-二甲氨基吡啶 、 对硝基苯基氯甲酸酯 、 三甲基氯硅烷 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以44%的产率得到4-{[(1S)-isobutanoylethoxy]carbonylamino}-(3R)-(4-chlorophenyl)butanoic acid
  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

文献信息

• 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。
• 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。
• ACYLOXYALKYL CARBAMATE PRODRUGS, METHODS OF SYNTHESIS AND USE
  申请人：Gallop A. Mark

  公开号：US20080096960A1

  公开（公告）日：2008-04-24

  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.

  本文涉及到(±)-4-氨基-3-(4-氯苯基)丁酸和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)丁酸和其类似物的前药的方法、使用(±)-4-氨基-3-(4-氯苯基)丁酸和其类似物的前药的方法，以及其制药组合物用于治疗或预防常见疾病和/或疾病，如痉挛和/或酸逆流病。本文还涉及适用于口服的酰氧基烷基氨基甲酸酯前药和其持续释放口服剂型。
• Synthesis of acyloxyalkyl carbamate prodrugs and intermediates thereof
  申请人：XenoPort, Inc.

  公开号：EP2354120A1

  公开（公告）日：2011-08-10

  The present invention relates to acyloxyalkyl carbamate prodrugs of (±)-4-amino-3-(4-fluorophenyl)butanoic acid and analogs thereof, pharmaceutical compositions thereof, methods of making prodrugs of (±)-4-amino-3-(4-fluorophenyl)butanoic acid and analogs thereof, methods of using prodrugs of (±)-4-amino-3-(4-tluorophenyl)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 present invention also relates to acyloxyalkyl carbamate prodrugs of (±)-4-amino-3-(4-fluorophenyl)butanoic acid and analogs thereof which are suitable for oral administration and to sustained release oral dosage forms thereof.

  本发明涉及(±)-4-氨基-3-(4-氟苯基)丁酸及其类似物的酰氧基烷基氨基甲酸酯原药、其药物组合物、(±)-4-氨基-3-(4-氟苯基)丁酸及其类似物的原药制造方法、(±)-4-氨基-3-(4-氟苯基)丁酸及其类似物的原药的使用方法、其药物组合物，用于治疗或预防常见疾病和/或紊乱，如痉挛和/或反酸疾病。本发明还涉及适合口服的(±)-4-氨基-3-(4-氟苯基)丁酸的酰氧基烷基氨基甲酸酯原药及其类似物，以及其缓释口服剂型。
• US7109239B2
  申请人：——

  公开号：US7109239B2

  公开（公告）日：2006-09-19