5-[4-(6-Methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)benzyl]thiazolidine-2,4-dione hydrochloride | 299176-11-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-[4-(6-Methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)benzyl]thiazolidine-2,4-dione hydrochloride
• 英文别名: Rivoglitazone hydrochloride；5-[4-(6-methoxy-1-methylbenzimidazol-2-ylmethoxy)benzyl]thiazolidin-2,4-dione mono-hydrochloride；5-[4-(6-methoxy-1-methylbenzimidazol-2-ylmethoxy)benzyl]thiazolidine-2,4-dione hydrochloride；hydrochloride salt of 5-[4-(6-methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)benzyl]thiazolidine-2,4-dione；5-{4-[(6-methoxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzyl}-1,3-thiazolidine-2,4-dione hydrochloride；5-[4-(6-methoxy-1-methyl-1-H-benzimidazol-2-yl methoxy)benzyl]thiazoline-2,4-dione hydrochloride；5-[4-(6-methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)benzyl]thiazolidin-2, 4-dione hydrochloride；5-[[4-[(6-methoxy-1-methylbenzimidazol-2-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione;hydrochloride
• CAS: 299176-11-7
• 化学式: C₂₀H₁₉N₃O₄S*ClH
• 分子量: 433.915
• InChiKey: LKKAMJRUPIIUTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-[4-(6-Methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)benzyl]thiazolidine-2,4-dione hydrochloride 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 4.5h， 生成
  参考文献：
  名称：

  EP1167357

  摘要：

  公开号：
• 作为产物：
  描述：

  2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxy]-N-(4-methoxy-2-methylaminophenyl)acetamide 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以92%的产率得到5-[4-(6-Methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)benzyl]thiazolidine-2,4-dione hydrochloride
  参考文献：
  名称：

  INTERMEDIATES FOR THE SYNTHESIS OF BENZIMIDAZOLE COMPOUNDS AND PROCESS FOR THE PREPARATION THEREOF

  摘要：

  公开号：

  EP1191019B1

文献信息

• Hydrochloride salt of a fused heterocyclic compound
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20020111373A1

  公开（公告）日：2002-08-15

  The present invention concerns the hydrochloride of the compound (5-[4-(6-methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)benzyl]thiazolidin-2,4-dione) of the following structure (I) which exhibits an excellent hypoglycemic activity and the like. 1 Said hydrochloride is useful when administered to patients for the treatment and/or prophylaxis of diabetes mellitus, hyperglycemia, impaired glucose tolerance and the like.

  本发明涉及以下结构（I）的化合物（5-[4-(6-甲氧基-1-甲基-1H-苯并咪唑-2-基甲氧基)苯甲基]噻唑烷-2,4-二酮）的盐酸盐，该化合物表现出优秀的降糖活性等。所述盐酸盐在治疗和/或预防糖尿病、高血糖、糖耐量受损等方面对患者有用。
• Alpha-substituted carboxylic acid derivatives
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20030069294A1

  公开（公告）日：2003-04-10

  The &agr;-substituted carboxylic acid derivatives having the formula (I): 1 wherein R 1 is an alkyl group, etc., R 2 is a hydrogen atom, etc., R 3 is a hydrogen atom, etc., A is ═CH-group, etc., B is an oxygen atom, etc., W 1 is a C 1 -C 8 alkylene group, W 2 is a single bond or a C 1 -C 8 alkylene group, X is a hydrogen atom, etc., Y is an oxygen atom, etc., and Z 1 is an alkoxy group, etc., and pharmacologically acceptable salts, esters and amides thereof are useful for treatment and/or prevention of diabetes mellitus, impaired glucose tolerance, gestational diabetes mellitus, or the like. Some of the derivatives of the formula (I) are novel compounds.

  具有如下式(I)的α-取代羧酸衍生物，其中R1是烷基基团，R2是氢原子，R3是氢原子，A是═CH-基团，B是氧原子，W1是C1-C8烷基基团，W2是单键或C1-C8烷基基团，X是氢原子，Y是氧原子，Z1是烷氧基团，其药理学上可接受的盐、酯和酰胺对于治疗和/或预防糖尿病、糖耐量受损、妊娠期糖尿病等疾病是有用的。其中一些具有如上式(I)的衍生物是新化合物。
• [EN] INTERMEDIATE OF 6-SUBSTITUTED-1-METHYL-1-H-BENZIMIDAZOLE DERIVATIVE AND METHOD FOR PRODUCING SAME<br/>[FR] INTERMÉDIAIRE DE SYNTHÈSE D'UN DÉRIVÉ DE 1-MÉTHYL-1H-BENZIMIDAZOLE 6-SUBSTITUÉ ET MÉTHODE DE SYNTHÈSE DUDIT INTERMÉDIAIRE
  申请人：SANKYO CO

  公开号：WO2006035685A1

  公开（公告）日：2006-04-06

  Disclosed are novel production intermediates (IIa) and (III) of a 6-substituted-1-methyl-1-H-benzimidazole derivative (I) as a publicly-known pharmaceutically active ingredient. Also disclosed is a production method suitable for mass synthesis of N-(5-substituted-2-nitrophenyl)-N-methylamines (II) as production intermediates. Further disclosed is a method for efficiently producing a 6-substituted-1-methyl-1-H-benzimidazole derivative (I) from a production intermediate (II) through a short process. The present invention relates to a method for producing a compound (I) represented by the formula below and a production intermediate of the compound (I). (III) (I) (In the formula, R2 represents a phenyl group which may have a substituent such as a C1-C6 alkyl group or the like, and X represents an oxygen atom, a sulfur atom or a nitrogen atom.)

  本发明涉及一种新型生产中间体(IIa)和(III)，用作公开的药用活性成分的6-取代-1-甲基-1-H-苯并咪唑衍生物(I)的生产中间体。还公开了一种适用于大规模合成N-(5-取代-2-硝基苯基)-N-甲基胺(II)的生产中间体的生产方法。此外，还公开了一种通过短路程从生产中间体(II)高效生产6-取代-1-甲基-1-H-苯并咪唑衍生物(I)的方法。本发明涉及一种表示为下式的化合物(I)及其生产中间体(III)的制备方法。(在公式中，R2表示苯基，可以有类似于C1-C6烷基的取代基，X表示氧原子、硫原子或氮原子。)
• Intermediates for the synthesis of benzimidazole derivatives and a process for the preparation thereof
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20030008907A1

  公开（公告）日：2003-01-09

  This invention provides a process for the preparation of a benzimidazole derivative (I) or a pharmaceutically acceptable salt thereof, 1 wherein R 1 is C 1 -C 6 alkyl, C 1 -C 6 alkoxyl, etc., R 2 is C 1 -C 6 alkyl, and R 3 is hydrogen or a protecting group, which exhibits excellent hyopoglycemic action, said process comprising condensation of an amine derivative (III) with a carboxylic acid derivatives (II) to afford a compound (IV), followed by cyclization of compound (IV) in the presence of an acid.

  本发明提供了一种制备苯并咪唑衍生物(I)或其药学上可接受的盐的方法，其中R1为C1-C6烷基，C1-C6烷氧基等，R2为C1-C6烷基，R3为氢或保护基，具有出色的降血糖作用，该方法包括将胺衍生物(III)与羧酸衍生物(II)缩合得到化合物(IV)，然后在酸的存在下使化合物(IV)环化。
• Therapeutic and prophylactic agents for neoplasms
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20020137776A1

  公开（公告）日：2002-09-26

  This invention relates to therapeutic and prophylactic agents for neoplasms which comprise a fused heterocyclic compound or a pharmaceutically acceptable salt thereof as an active ingredient; to the use of such a compound in the preparation of a medicament for the treatment and prevention of neoplasms; and to a method for treatment and prevention of neoplasms which comprises administering a pharmaceutically effective amount of such a compound to a warm-blooded animal (preferably a human).

  本发明涉及治疗和预防肿瘤的治疗剂和预防剂，其包括融合的杂环化合物或其药学上可接受的盐作为活性成分；使用这种化合物制备治疗和预防肿瘤的药物；以及一种治疗和预防肿瘤的方法，其中将这种化合物的药学有效量注射到温血动物（最好是人类）中。