methyl (S)-mandelate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (S)-mandelate
• 英文别名: (2S)-2-hydroxy-2-methoxy-1-phenylethanone
• 化学式: C₉H₁₀O₃
• 分子量: 166.177
• InChiKey: OMQMPWLBYLSPIA-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲酰甲酸甲酯 在 [RuI(η⁶-p-cymene)(bichep)] 氢气 作用下， 70.0 ℃ 、8.0 MPa 条件下， 反应 16.0h， 生成 methyl (S)-mandelate
  参考文献：
  名称：

  P-Stereogenic diphosphines in the ruthenium-catalysed asymmetric hydrogenation of CC and CO double bonds

  摘要：

  Bis(acetato) and dichloro complexes of ruthenium(11) containing P-stereogenic ligands have been prepared and tested in the asymmetric catalytic hydrogenation of functionalised olefins and keto esters. The best performance (52.6% ee) has been obtained in the hydrogenation of ethyl acetoacetate with [RuCl(PPh3)((S,S)-1,1'-bis(1-naphthylphenylphosphino)ferrocene)] 4. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00439-1

文献信息

• [EN] 4-SUBSTITUTED 4, 6-DIALKOXY-CINNOLINE DERIVATIVES AS PHOSPODIESTERASE 10 INHIBITORS FOR THE TREATMENT OF PSYCHIATRIC OR NEUROLOGICAL SYNDROMS<br/>[FR] DERIVES DE 4, 6-DIALKOXY-CINNOLINE SUBSTITUES EN POSITION 4 EN TANT QU'INHIBITEURS DE PHOSPODIESTERASE 10 POUR LE TRAITEMENT DE SYNDROMES PSYCHIATRIQUES OU NEUROLOGIQUES
  申请人：MEMORY PHARM CORP

  公开号：WO2006028957A1

  公开（公告）日：2006-03-16

  The present disclosure relates generally to the field of phosphodiesterase 10 (PDE10) enzyme inhibition by cinnoline compounds of Formulas: (I) and (II); wherein R'-R3 and R15-R18 are as defined herein. Still further, the present invention provides methods for synthesizing compounds with such activity and selectivity, as well as methods of and corresponding pharmaceutical compositions for treating a patient, e.g., mammals, including humans, in need of PDE inhibition. Treatment is preferably for a disease state that involves elevated intracellular PDE10 levels or decreased cAMP and/or cGMP levels, e.g., involving neurological or psychiatric syndromes, especially those states associated with psychoses, most especially schizophrenia or bipolar disorder, obsessive-compulsive disorder, and/or Parkinson’s disease. In particular, such psychoses, obsessive-compulsive disorder, and/or Parkinson’s disease are due at least in part to catabolism of intracellular cAMP and/or cGMP levels by PDE10 enzymes or where such an impaired condition can be improved by increasing cAMP and/or cGMP levels.

  本公开涉及磷酸二酯酶10（PDE10）酶被Formula（I）和（II）的喹啉类化合物抑制；其中R'-R3和R15-R18如本文所定义。此外，本发明提供了合成具有此类活性和选择性的化合物的方法，以及用于治疗需要PDE抑制的患者，例如哺乳动物，包括人类的方法和相应的药物组合物。治疗最好用于涉及细胞内PDE10水平升高或cAMP和/或cGMP水平降低的疾病状态，例如涉及神经系统或精神症候群，尤其是与精神病、强迫症、帕金森病有关的状态。特别是这些精神病、强迫症和/或帕金森病至少部分是由PDE10酶分解细胞内cAMP和/或cGMP水平引起的，或者这种受损状态可以通过增加cAMP和/或cGMP水平来改善。
• 4-SUBSTITUTED 4,6-DIALKOXY-CINNOLINE DERIVATIVES AS PHOSPODIESTERASE 10 INHIBITORS FOR THE TREATMENT OF PSYCHIATRIC OR NEUROLOGICAL SYNDROMS
  申请人：Memory Pharmaceuticals Corporation

  公开号：EP1802585A1

  公开（公告）日：2007-07-04
• P-Stereogenic diphosphines in the ruthenium-catalysed asymmetric hydrogenation of CC and CO double bonds
  作者：Francesca Maienza、Francesco Santoro、Felix Spindler、Christophe Malan、Antonio Mezzetti

  DOI：10.1016/s0957-4166(02)00439-1

  日期：2002.8

  Bis(acetato) and dichloro complexes of ruthenium(11) containing P-stereogenic ligands have been prepared and tested in the asymmetric catalytic hydrogenation of functionalised olefins and keto esters. The best performance (52.6% ee) has been obtained in the hydrogenation of ethyl acetoacetate with [RuCl(PPh3)((S,S)-1,1'-bis(1-naphthylphenylphosphino)ferrocene)] 4. (C) 2002 Elsevier Science Ltd. All rights reserved.