| 54385-47-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 54385-47-6
• 化学式: C8H8NaO3
• 分子量: 175.14
• InChiKey: OFAQKOPEYPDLPZ-OGFXRTJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.42
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2918199090

文献信息

• [EN] ENANTIOSPECIFIC PROCESS FOR THE PREPARATION OF PAROXETINE INTERMEDIATE<br/>[FR] PROCEDE ENANTIOSPECIFIQUE PERMETTANT DE PREPARER UN INTERMEDIAIRE DE PAROXETINE
  申请人：NATCO PHARMA LTD

  公开号：WO2005063707A1

  公开（公告）日：2005-07-14

  A novel, improved, and enantiospecific process for the preparation of (-)-trans-4-(4-fluorophenyl)-3-hydroxymethyl-1-methylpiperidine of formula-(I), an advanced intermediate in the manufacture of antidepressant drug paroxetine is disclosed in the present invention. Compound of formula-(XXII) is prepared by resolution of compound of formula-(XX) using a chiral acid followed by hydrogenation of the resolved amine. Michael addition of the compound of formula-(XXII) onto acrylate esters gave the compounds of formula-(XXIII). Conversion of the hydroxy group present in compound of formula-(XXIII) into a leaving group followed by treatment with a strong base gave the enantiospecific intramolecularly cyclized piperidine derivative of formula-(XXV). Reduction of the ester group present in compound of formula-(XXV) with a metal hydride reducing agent gave the compound of formula-I with more than 97% chiral purity. Further purification of compound of formula-I to >99.5% is achieved by one recrystallization from a number of solvents. Present process is easily adaptable for commercial preparation of (-)-trans-4-(4-fluorophenyl)-3-hydroxymethyl-1-methylpiperidine of formula-(I).

  本发明揭示了一种用于制备抗抑郁药帕罗西汀的先进中间体(-)-反式-4-(4-氟苯基)-3-羟甲基-1-甲基哌啶的改进和对映具体过程。通过使用手性酸对化合物XX进行拆分，然后对已拆分的胺进行氢化，制备了化合物XXII的方法。将化合物XXII与丙烯酸酯发生迈克尔加成反应，得到了化合物XXIII。将化合物XXIII中的羟基转化为一个脱离基，然后经过强碱处理，得到了对映具体的分子内环化哌啶衍生物XXV。将化合物XXV中的酯基还原为金属氢化物还原剂，得到了具有超过97%对映纯度的化合物I。通过在多种溶剂中进行一次结晶，将化合物I进一步纯化至>99.5%。本过程易于用于商业制备(-)-反式-4-(4-氟苯基)-3-羟甲基-1-甲基哌啶的方法。
• [EN] PHENYL ACETIC ACID DERIVATIVES AS INFLAMMATION MODULATORS<br/>[FR] DÉRIVÉS DE L'ACIDE PHÉNYLACÉTIQUE UTILES COMME MODULATEURS DE L'INFLAMMATION
  申请人：AMGEN INC

  公开号：WO2009085177A1

  公开（公告）日：2009-07-09

  Compounds, pharmaceutical compositions and methods are provided that are useful in the treatment of inflammatory and immune-related diseases and conditions. In particular, the invention provides compounds which modulate the function and/or expression of proteins involved in atopic diseases, inflammatory conditions and cancer. The subject compounds are carboxylic acid derivatives of formula I wherein R1 is alkyl or cycloalkyl; R2 is halo, alky I, haloalkyl, alkoxy, haloalkoxy or cycloalkyl; and X is chloro or fluoro.

  提供了在治疗炎症性和免疫相关疾病和症状中有用的化合物、药物组合物和方法。具体来说，本发明提供了调节涉及特应性疾病、炎症症状和癌症中的蛋白质功能和/或表达的化合物。所述化合物为式I的羧酸衍生物，其中R1为烷基或环烷基；R2为卤、烷基、卤代烷基、烷氧基、卤代烷氧基或环烷基；X为氯或氟。
• [EN] A METHOD FOR THE MANUFACTURE OF (S) -5-METHOXY-2- [ [ (4-METHOXY-3, 5-DIMETHYL-2-PYRIMIDINYL) METHYL] SULFINYL] -IH-BENZ IMIDAZOLE USING A CHIRAL COMPLEX WITH LACTIC ACID<br/>[FR] PROCÉDÉ DE FABRICATION DU (S)-5-MÉTHOXY-2- [[(4-MÉTHOXY-3, 5-DIMÉTHYL-2-PYRIMIDINYL) MÉTHYL] SULFINYL] -1H-BENZIMIDAZOLE UTILISANT UN COMPLEXE CHIRAL AVEC DE L'ACIDE LACTIQUE
  申请人：ZENTIVA KS

  公开号：WO2010091652A1

  公开（公告）日：2010-08-19

  The invention deals with a new method of manufacturing (S)-5-methoxy-2-[[(4- methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole of formula (I) and its salts of general formula (II), wherein the sulfide of general formula (III) is oxidized with hydroperoxides on a catalyst consisting of a chiral metallic complex containing ligands constituted by chiral functional derivatives of lactic acid.

  本发明涉及一种制备(I)式的(S)-5-甲氧基-2-[[(4-甲氧基-3,5-二甲基-2-吡啶基)甲基]磺酰基]-1H-苯并咪唑及其通式(II)盐的新方法，其中通式(III)的硫醇在由乳酸的手性功能衍生物构成的手性金属配合物催化剂作用下，与过氧化氢氧化。
• [EN] A METHOD OF MANUFACTURING (S)-5-METHOXY-2-[[(4-METHOXY-3,5-DIMETHYL-2- PYRIMIDINYL)METHYL]SULFINYL]-1H-BENZIMIDAZOLE USING A CHIRAL COMPLEX WITH MANDELIC ACID<br/>[FR] PROCÉDÉ DE FABRICATION DE (S)-5-MÉTHOXY-2-[[(4-MÉTHOXY-3,5-DIMÉTHYL-2-PYRIDINYL)MÉTHYL]SULFINYL]-1H-BENZIMIDAZOLE À L'AIDE D'UN COMPLEXE CHIRAL AVEC DE L'ACIDE MANDÉLIQUE
  申请人：ZENTIVA KS

  公开号：WO2011120475A1

  公开（公告）日：2011-10-06

  The invention deals with a new manufacturing method of (S)-5-methoxy-2-[[(4-methoxy- 3,5-dimethyl-2-pyridinyl)methyl]sulphinyl]-1H-benzimidazole of formula (I) and its salts of general formula (II), wherein the sulfide of general formula (III) is oxidized by hydroperoxides on a catalyst consisting of a chiral metallic complex containing ligands constituted by chiral functional derivatives of mandelic acid.

  这项发明涉及一种新的制造方法，用于制造公式（I）的（S）-5-甲氧基-2-[[(4-甲氧基-3,5-二甲基-2-吡啶基)甲基]磺酰基]-1H-苯并咪唑及其通式（II）的盐，其中通式（III）的磺化物在由手性苯乙酸的手性官能衍生物构成的配体的手性金属络合物催化剂的存在下被过氧化氢氧化。
• Phenyl acetic acid derivatives as inflammation modulators
  申请人：Grillo Mark

  公开号：US20090275659A1

  公开（公告）日：2009-11-05

  Compounds, pharmaceutical compositions and methods are provided that are useful in the treatment of inflammatory and immune-related diseases and conditions. In particular, the invention provides compounds which modulate the function and/or expression of proteins involved in atopic diseases, inflammatory conditions and cancer. The subject compounds are carboxylic acid derivatives.

  本发明提供了在治疗炎症和免疫相关疾病和状况方面有用的化合物、制药组合物和方法。特别地，本发明提供了调节在过敏性疾病、炎症状况和癌症中涉及的蛋白质的功能和/或表达的化合物。所述化合物为羧酸衍生物。