(S)-2-氨基-3-环戊基丙酸甲酯盐酸盐 | 1191996-99-2

• 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
• 中文名称: (S)-2-氨基-3-环戊基丙酸甲酯盐酸盐
• 中文别名: S-环戊基丙氨酸甲酯盐酸盐
• 英文名称: methyl (S)-2-amino-3-cyclopentylpropanoate hydrochloride
• 英文别名: (S)-2-amino-3-cyclopentyl-propionic acid methyl ester hydrochloride；β-cyclopentyl-L-alanine methyl ester hydrochloride；(S)-Methyl 2-amino-3-cyclopentylpropanoate hydrochloride；methyl (2S)-2-amino-3-cyclopentylpropanoate;hydrochloride
• CAS: 1191996-99-2
• 化学式: C₉H₁₇NO₂*ClH
• 分子量: 207.7
• InChiKey: RAGBLBBMRQLNKB-QRPNPIFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.49
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  52.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-2-氨基-3-环戊基丙酸甲酯盐酸盐 在 sodium tetrahydroborate 、 水 、 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 10.83h， 生成
  参考文献：
  名称：

  α-Ketoamides as Broad-Spectrum Inhibitors of Coronavirus and Enterovirus Replication: Structure-Based Design, Synthesis, and Activity Assessment

  摘要：

  The main protease of coronaviruses and the 3C protease of enteroviruses share a similar active-site architecture and a unique requirement for glutamine in the P1 position of the substrate. Because of their unique specificity and essential role in viral polyprotein processing, these proteases are suitable targets for the development of antiviral drugs. In order to obtain near-equipotent, broad-spectrum antivirals against alphacoronaviruses, betacoronaviruses, and enteroviruses, we pursued a structure-based design of peptidomimetic alpha-ketoamides as inhibitors of main and 3C proteases. Six crystal structures of protease-inhibitor complexes were determined as part of this study. Compounds synthesized were tested against the recombinant proteases as well as in viral replicons and virus-infected cell cultures; most of them were not cell-toxic. Optimization of the P2 substituent of the alpha-ketoamides proved crucial for achieving near-equipotency against the three virus genera. The best near-equipotent inhibitors, 11u (P2 = cyclopentylmethyl) and 11r (P2 = cyclo-hexylmethyl), display low-micromolar EC50 values against enteroviruses, alphacoronaviruses, and betacoronaviruses in cell cultures. In Huh7 cells, 11r exhibits three-digit picomolar activity against the Middle East Respiratory Syndrome coronavirus.

  DOI：

  10.1021/acs.jmedchem.9b01828
• 作为产物：
  描述：

  (2S)-tert-2-butoxycarbonylamino-3-cyclopentylpropanoic acid methyl ester 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (S)-2-氨基-3-环戊基丙酸甲酯盐酸盐
  参考文献：
  名称：

  [EN] INHIBITORS FOR CORONAVIRUSES
  [FR] INHIBITEURS POUR CORONAVIRUS

  摘要：

  Provided are compounds of Formula (I), Formula (la), Formula (lb), and their use in methods of inhibiting the replication of noroviruses and coronaviruses in a biological sample or patient, of reducing the amount of noroviruses or coronaviruses in a biological sample or patient, and of treating norovirus and coronavirus in a patient, comprising administering to said biological sample or patient a safe and effective amount of a compound of Formula (I), Formula (la), Formula (lb), or a pharmaceutically acceptable salt thereof.

  公开号：

  WO2023014758A1

文献信息

• PYRROLIDINONE GLUCOKINASE ACTIVATORS
  申请人：Berthel Steven Joseph

  公开号：US20090264445A1

  公开（公告）日：2009-10-22

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of metabolic diseases and disorders such as, for example, type II diabetes mellitus.

  提供的化合物为公式（I）： 以及药学上可接受的盐，其中取代基如说明书中所披露。这些化合物以及包含它们的药物组合物，可用于治疗代谢性疾病和障碍，例如，2型糖尿病。
• [EN] 3-OXO-3,9-DIHYDRO-1H-CHROMENO[2,3-C]PYRROLES AS GLUCOKINASE ACTIVATORS<br/>[FR] 3 -OXO-3, 9 -DIHYDRO- 1H-CHROMÉNO [2, 3 -C] PYRROLES CONVENANT COMME ACTIVATEURS DE GLUCOKINASE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011157682A1

  公开（公告）日：2011-12-22

  The present invention provides novel compounds of formula (I), wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of metabolic diseases and disorders such as, for example, type II diabetes mellitus.

  本发明提供了一种式（I）的新化合物，其中取代基如规范中所披露的那样。这些化合物及含有它们的药物组合物对于治疗代谢性疾病和紊乱，例如II型糖尿病，具有用处。
• [EN] PYRROLIDINONE GLUCOKINASE ACTIVATORS<br/>[FR] ACTIVATEURS DE PYRROLIDINONE GLUCOKINASE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2009127546A1

  公开（公告）日：2009-10-22

  Provided herein are compounds of the formula (I): wherein X, R1, R2 and R3 are as defined in the specification, as well as pharmaceutically acceptable salts thereof. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of metabolic diseases and disorders such as, for example, type II diabetes mellitus.

  本文提供的是式(I)的化合物：其中X，R1，R2和R3如规范所定义，以及其药学上可接受的盐。这些化合物及含有它们的药物组合物，对于治疗代谢性疾病和紊乱，例如II型糖尿病，是有用的。
• Cyclic nonapeptide amides
  申请人：Von Nussbaum Franz

  公开号：US20080070884A1

  公开（公告）日：2008-03-20

  The invention relates to cyclic nonapeptide amides and to methods for their preparation and to their use for the production of medicaments for the treatment and/or prophylaxis of diseases, especially bacterial infectious diseases.

  该发明涉及环状非肽九肽酰胺及其制备方法，以及它们用于生产用于治疗和/或预防疾病，特别是细菌感染性疾病的药物的方法。
• TRICYCLIC COMPOUNDS
  申请人：Sarabu Ramakanth

  公开号：US20110313002A1

  公开（公告）日：2011-12-22

  The present invention provides novel compounds of formula I, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of metabolic diseases and disorders such as, for example, type II diabetes mellitus.

  本发明提供了式I的新化合物，其中取代基如规范中所述。这些化合物及含有它们的药物组成物，可用于治疗代谢性疾病和疾病，例如II型糖尿病。