(RS)-5-[4-(2-[methyl(pyridin-2-yl)amino]ethoxy)benzyl]thiazolidine-2,4-dione maleate | 1217260-35-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (RS)-5-[4-(2-[methyl(pyridin-2-yl)amino]ethoxy)benzyl]thiazolidine-2,4-dione maleate
• 英文别名: Avandia；rosiglitazone；rosiglitazone Maleate；but-2-enedioate;hydron;5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
• CAS: 1217260-35-9
• 化学式: C₄H₄O₄*C₁₈H₁₉N₃O₃S
• mdl: MFCD03427306
• 分子量: 473.507
• InChiKey: SUFUKZSWUHZXAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.227
• 拓扑面积：
  171
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (RS)-5-[4-(2-[methyl(pyridin-2-yl)amino]ethoxy)benzyl]thiazolidine-2,4-dione maleate 、 二甲双胍 以 乙醇 、 水 为溶剂， 以65%的产率得到metformin (RS)-5-[4-(2-[methyl(pyridin-2-yl)amino]ethoxy)benzyl]thiazolidine-2,4-dioxothiazolidin-3-ide
  参考文献：
  名称：

  [EN] METFORMIN SALTS TO TREAT TYPE2 DIABETES
  [FR] SELS DE METFORMINE POUR TRAITER LE DIABÈTE DE TYPE 2

  摘要：

  公开号：

  WO2015042495A3
• 作为产物：
  描述：

  罗格列酮相关物质A 以82的产率得到(RS)-5-[4-(2-[methyl(pyridin-2-yl)amino]ethoxy)benzyl]thiazolidine-2,4-dione maleate
  参考文献：
  名称：

  Org. Biomol. Chem. 2003, 1, 4392-4395

  摘要：

  DOI：

文献信息

• [EN] METHOD FOR THE PREPARATION OF ROSIGLITAZONE<br/>[FR] METHODE POUR LA PREPARATION DE ROSIGLITAZONE
  申请人：ZENTIVA AS

  公开号：WO2006026934A1

  公开（公告）日：2006-03-16

  A method for the preparation of rosiglitazone of formula (I) by reduction of 5-[4-[2-(N-methyl- N-(2-ρyridyl)amino)ethoxy]-benzylidene]thiazolidine-2,4-dione of formula (II), the reduction being carried out using at least one borohydride of general formula MBH4, wherein M stands for a cation from the group of Na, Li, K, Zn and R4N, and R stands for a C1-C5 alkyl group, under the catalysis of cobalt salts in the presence of at least one complexing agent and a suitable solvent.

  通过使用至少一个一般式为MBH4的硼氢化物，其中M代表来自Na、Li、K、Zn和R4N组的阳离子，R代表C1-C5烷基，在钴盐的催化作用下，在至少一个络合剂和适当溶剂的存在下，通过还原式(I)的罗格列酮的制备方法，通过还原式(II)的5-[4-[2-(N-甲基-N-(2-吡啶基)氨基)乙氧基]-苯甲醛基]噻唑烷-2,4-二酮。
• Process for the Preparation of Intermediates of Rosiglitazone, Rosiglitazone and New Polymorphic Forms Thereof
  申请人：Lopez Ernesto Duran

  公开号：US20090234128A1

  公开（公告）日：2009-09-17

  The invention relates to a polymorphic form of 5-(4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzylidene)-2,4-thiazolidinedione (Formula (I)): to a process for its preparation and to the use of such compound for preparing rosiglitazone in the form of a free base or a salt thereof. The invention also relates to a polymorphic form of rosiglitazone in the form of a free base, to a process for its preparation and to the use of such polymorph for preparing a salt of rosiglitazone. The invention also relates to a process of preparing a polymorphic form of a rosiglitazone salt.

  本发明涉及5-(4-[2-(N-甲基-N-(2-吡啶基)氨基)乙氧基]苯基亚甲基)-2,4-噻唑烷二酮(Formula (I))的多形形式，其制备方法以及使用该化合物制备自由基或其盐的罗格列酮。本发明还涉及罗格列酮的自由基的多形形式，其制备方法以及使用该多形形式制备罗格列酮的盐。本发明还涉及制备罗格列酮盐的多形形式的方法。
• Thiazolidinedione derivative and its use as antidiabetic
  申请人：——

  公开号：US20040014791A1

  公开（公告）日：2004-01-22

  A novel pharmaceutical compound 5-[4-[2-methyl-N-(2-pyridyl)amino)ethoxy]thiazolidine-2,4-dione fumarate or a solvate thereof, a process for preparing such a compound, a pharmaceutical composition comprising such a compound and the use of such a compound in medicine.

  一种新型药物化合物5-[4-[2-甲基-N-(2-吡啶基)氨基]乙氧基]噻唑烷-2,4-二酮富马酸盐或其溶剂结晶体，制备该化合物的方法，包含该化合物的药物组合物以及该化合物在医学中的用途。
• [EN] SYNTHESIS OF ANTIDIABETIC ROSIGLITAZONE DERIVATIVES<br/>[FR] SYNTHESE DE DERIVES DE ROSIGLITAZONE CONTRE LE DIABETE
  申请人：CIPLA LTD

  公开号：WO2005105794A1

  公开（公告）日：2005-11-10

  A process of preparing rosiglitazone, or a pharmaceutically acceptable salt thereof, which process employs an intermediate metabisulphite complex of 4-[2-(N-methyl-N-(2-pyridyl)amino) ethoxy] benzaldehyde, which metabisulphite complex is represented by following formula (III); where X represents an alkali metal. The present invention further provides rosiglitazone, or a pharmaceutically acceptable salt thereof, prepared by the above process.

  一种制备罗格列酮或其药用可接受盐的过程，该过程利用4-[2-(N-甲基-N-(2-吡啶基)氨基)乙氧基]苯甲醛的亚硫酸盐复合物作为中间体，该亚硫酸盐复合物由以下式（III）表示；其中X代表碱金属。本发明还提供了通过上述过程制备的罗格列酮或其药用可接受盐。
• [EN] PROCESS FOR THE PREPARATION OF ROSIGLITAZONE<br/>[FR] PROCEDE DE PREPARATION DE ROSIGLITAZONE
  申请人：MEDICHEM SA

  公开号：WO2005108394A1

  公开（公告）日：2005-11-17

  The present invention relates to a process for the preparation of 5-4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl-2,4-thiazolidinedione of formula (I) (Rosiglitazone), which comprises the reaction of 5-4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxyl]benzylidene-2,4-thiazolidinedione of formula (II), with a 1,4-dihydropyridine of general formula (III).

  这项发明涉及一种制备5-4-[2-(N-甲基-N-(2-吡啶基)氨基)乙氧基]苯甲基-2,4-噻唑烷二酮的方法，该方法包括将式(I)的5-4-[2-(N-甲基-N-(2-吡啶基)氨基)乙氧基]苯甲基-2,4-噻唑烷二酮与一般式(III)的1,4-二氢吡啶反应。