(S)-N-(2-oxo-3-oxetanyl)-3-phenylpropionamide | 1142079-27-3

• 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: (S)-N-(2-oxo-3-oxetanyl)-3-phenylpropionamide
• 英文别名: (S)-N-(2-oxooxetan-3-yl)-3-phenylpropionamide；N-[(3S)-2-oxo-3-oxetanyl]-3-phenylpropanamide；(S)-OOPP；S-Oopp；N-[(3S)-2-oxooxetan-3-yl]-3-phenylpropanamide
• CAS: 1142079-27-3
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: UUEMOTWYJKOUPP-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (S)-3-氨基-2-氧杂环酮对甲苯磺酸 、 3-苯丙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以60%的产率得到(S)-N-(2-oxo-3-oxetanyl)-3-phenylpropionamide
  参考文献：
  名称：

  Compositions and methods of inhibiting N-acylethanolamine-hydrolyzing acid amidase

  摘要：

  考虑到抑制N-酰基乙醇胺水解酸酰胺酶（NAAA）的化合物和药物组合物，以增加NAAA底物棕榈醇胺（PEA）的浓度。考虑到NAAA的抑制对于缓解与PEA浓度降低相关的症状是有效的。除其他用途外，各种NAAA抑制剂特别被考虑作为治疗炎症性疾病的治疗药物。

  公开号：

  US09321743B2

文献信息

• Compositions and methods of inhibiting N-acylethanolamine-hydrolyzing acid amidase
  申请人：The Regents of the University of California

  公开号：US09321743B2

  公开（公告）日：2016-04-26

  Compounds and pharmaceutical compositions are contemplated that inhibit N-acyl-ethanolamine-hydrolyzing acid amidase (NAAA) to so increase the concentration of the substrate of NAAA, palmitoylethanolamide (PEA). NAAA inhibition is contemplated to be effective to alleviate conditions associated with a reduced concentration of PEA. Among other uses, various NAAA inhibitors are especially contemplated as therapeutic agents in the treatment of inflammatory diseases.

  考虑到抑制N-酰基乙醇胺水解酸酰胺酶（NAAA）的化合物和药物组合物，以增加NAAA底物棕榈醇胺（PEA）的浓度。考虑到NAAA的抑制对于缓解与PEA浓度降低相关的症状是有效的。除其他用途外，各种NAAA抑制剂特别被考虑作为治疗炎症性疾病的治疗药物。
• [EN] DISUBSTITUTED BETA-LACTONES AS INHIBITORS OF N-ACYLETHANOLAMINE ACID AMIDASE (NAAA)<br/>[FR] BÊTA-LACTONES DISUBSTITUÉS EN TANT QU'INHIBITEURS DE L'AMIDASE ACIDE DE N-ACYLÉTHANOLAMINE (NAAA)
  申请人：UNIV CALIFORNIA

  公开号：WO2013078430A1

  公开（公告）日：2013-05-30

  The present invention provides compounds and pharmaceutical compositions for inhibiting N-acylethanolamine acid amidase (NAAA). Inhibition of NAAA is contemplated as a method to sustain the levels of palmitoylethanolamide (PEA) and oleylethanolamide (OEA), two substrates of NAAA, in conditions characterized by reduced concentrations of PEA and OEA. The invention also provides methods for treating inflammatory diseases and pain, and other disorders in which decreased levels of PEA and OEA are associated with the disorder.

  本发明提供了用于抑制N-酰乙醇胺酸酰胺酶（NAAA）的化合物和药物组合物。考虑到抑制NAAA是一种维持棕榈酰乙醇胺（PEA）和油酰乙醇胺（OEA）水平的方法，这两种物质是NAAA的底物，在特征为PEA和OEA浓度降低的情况下。该发明还提供了治疗炎症性疾病和疼痛以及其他与降低PEA和OEA水平相关的疾病的方法。
• COMPOSITIONS AND METHODS FOR THE MODULATION OF SPECIFIC AMIDASES FOR N-ACYLETHANOLAMINES FOR USE IN THE THERAPY OF INFLAMMATORY DISEASES
  申请人：Della Valle Francesco

  公开号：US20150057269A1

  公开（公告）日：2015-02-26

  The present invention regards compositions and methods for the modulation of amidases capable of hydrolysing N-acylethanolamines useable in the therapy of inflammatory diseases. In particular, the present invention regards a compound of general formula (I): enantiomers, diastereoisomers, racemes and mixtures, polymorphs, salts, solvates thereof, wherein: (a) R is a linear alkyl radical having 13 to 19 carbon atoms or alkenyl radical having 13 to 19 carbon atoms carrying a double bond; (b) X is 0 or S; (c) Y is a 2 or 3 carbon atom alkylene residue, optionally substituted with one or two groups equal or different from each other and selected from among the group consisting of: —CH 3 , —CH 2 OH, —COOCH 3 , —COOH. Y may preferably be: —CH 2 —CH 2 —, —CH 2 —CH 2 —CH 2 —, CH(CH 3 )—CH 2 —, —CH 2 —CH(CH 3 )—, —CH 2 —C(CH 3 ) 2 —, —CH 2 —CH(CH 2 OH)—, —CH 2 —C((CH 2 OH) 2 )—, —CH═CH—, —CH 2 —CH(COOCH 3 )—, —CH 2 —CH(COOH)—, for use as a medicine.

  本发明涉及用于调节能够水解N-酰乙醇胺的酰胺酶的组合物和方法，用于治疗炎症性疾病。具体来说，本发明涉及一般式(I)的化合物：对映体、非对映异构体、消旋体和混合物、多形态、盐、溶剂化合物，其中：(a) R是具有13至19个碳原子的直链烷基基团或具有13至19个碳原子并带有一个双键的烯基基团；(b) X为0或S；(c) Y为2或3个碳原子的烷基烃基残基，可选择地取代一个或两个相等或不同的基团，所述基团选自以下群组中的一种：—CH3、—CH2OH、—COOCH3、—COOH。Y可能更倾向于是：—CH2—CH2—、—CH2—CH2—CH2—、CH(CH3)—CH2—、—CH2—CH(CH3)—、—CH2—C(CH3)2—、—CH2—CH(CH2OH)—、—CH2—C((CH2OH)2—、—CH═CH—、—CH2—CH(COOCH3)—、—CH2—CH(COOH)—，用作药物。
• Disubstituted Beta-lactones as Inhibitors of N-Acylethanolamine Acid Amidase (NAAA)
  申请人：The Regents of the University of California

  公开号：US20130281490A1

  公开（公告）日：2013-10-24

  The present invention provides compounds and pharmaceutical compositions for inhibiting N-acylethanolamine acid amidase (NAAA). Inhibition of NAAA is contemplated as a method to sustain the levels of palmitoylethanolamide (PEA) and oleylethanolamide (OEA), two substrates of NAAA, in conditions characterized by reduced concentrations of PEA and OEA. The invention also provides methods for treating inflammatory diseases and pain, and other disorders in which decreased levels of PEA and OEA are associated with the disorder.

  本发明提供了一种抑制N-酰乙醇胺酸酰胺酶（NAAA）的化合物和制药组合物。抑制NAAA被认为是一种维持在低浓度下的PEA和OEA的水平的方法，这两种物质是NAAA的底物。本发明还提供了治疗炎症性疾病、疼痛和其他与PEA和OEA浓度降低相关的疾病的方法。
• COMPOSITIONS AND METHODS OF INHIBITING N-ACYLETHANOLAMINE-HYDROLYZING ACID AMIDASE
  申请人：The Regents of the University of California

  公开号：US20140094508A1

  公开（公告）日：2014-04-03

  Compounds and pharmaceutical compositions are contemplated that inhibit N-acyl-ethanolamine-hydrolyzing acid amidase (NAAA) to so increase the concentration of the substrate of NAAA, palmitoylethanolamide (PEA). NAAA inhibition is contemplated to be effective to alleviate conditions associated with a reduced concentration of PEA. Among other uses, various NAAA inhibitors are especially contemplated as therapeutic agents in the treatment of inflammatory diseases.

  本发明涉及抑制N-酰基-乙醇胺水解酸酰胺酶（NAAA）的化合物和制药组合物，以增加NAAA底物棕榈酰乙醇胺（PEA）的浓度。本发明认为NAAA抑制对于缓解与PEA浓度降低相关的病症是有效的。此外，各种NAAA抑制剂尤其被认为是治疗炎症性疾病的治疗剂。