N-(2-amino-5-methoxyphenyl)-N-methylcarbamic acid t-butyl ester | 314271-24-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-amino-5-methoxyphenyl)-N-methylcarbamic acid t-butyl ester
• 英文别名: N-methyl-N-tert-butoxycarbonyl-2-amino-5-methoxyaniline；2-(N-t-butoxycarbonyl-N-methylamino)-4-methoxyaniline；tert-butyl N-(2-amino-5-methoxyphenyl)-N-methylcarbamate
• CAS: 314271-24-4
• 化学式: C₁₃H₂₀N₂O₃
• 分子量: 252.313
• InChiKey: WFBSSBGXFJESIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  64.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-amino-5-methoxyphenyl)-N-methylcarbamic acid t-butyl ester 、 4-(2,4-二氧代噻唑啉-5-基甲基)苯氧乙酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 7.25h， 以89%的产率得到N-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxyacetylamino]-5-methoxyphenyl]-N-methylcarbamic acid t-butyl ester
  参考文献：
  名称：

  EP1894929

  摘要：

  公开号：
• 作为产物：
  描述：

  N-(5-methoxy-2-nitrophenyl)-N-t-butoxycarbonylcarbamic acid t-butyl ester 在 palladium-carbon 氢气 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以85%的产率得到N-(2-amino-5-methoxyphenyl)-N-methylcarbamic acid t-butyl ester
  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

• 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。
• 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。
• Process for Producing Thiazolidinedione Compound and Production Intermediate Thereof
  申请人：Nakamura Yoshitaka

  公开号：US20080103185A1

  公开（公告）日：2008-05-01

  There are provided crystals of a thiazolidinedione derivative having excellent prophylactic and therapeutic effects on a disease caused by insulin resistance and a process for producing the thiazolidinedione derivative with a high purity. As described above, a process for producing a compound represented by the general formula (A) or a salt thereof, comprising converting 4-[(2,4-dioxothiazolidin-5-yl)methyl]phenoxyacetic acid represented by the following formula into a compound of the general formula (I), wherein X=a halogen atom; then reacting the compound with a compound represented by the general formula (II), wherein R 1 , R 2 , R 3 and R 4 =a hydrogen atom, a hydroxyl group, C1-C6 alkyl, C1-C6 alkoxy, benzyloxy, acetoxy, trifluoromethyl or a halogen atom, R 5 =C1-C6 alkyl, and R 6 =a protecting group for an amino group, to produce a compound represented by the general formula (III); and subsequently cyclizing the compound into the final product, and crystals of a compound represented by the general formula (A) or a salt thereof.

  提供了一种噻唑烷二酮衍生物的晶体，具有对因胰岛素抵抗引起的疾病具有卓越的预防和治疗效果，并提供了一种高纯度制备噻唑烷二酮衍生物的方法。如上所述，提供了一种制备通式（A）化合物或其盐的方法，包括将以下式子所示的4-[(2,4-二氧噻唑烷-5-基)甲基]苯氧乙酸转化为通式（I）化合物，其中X为卤素原子; 然后将该化合物与通式（II）化合物反应，其中R1、R2、R3和R4为氢原子、羟基、C1-C6烷基、C1-C6烷氧基、苄氧基、乙酰氧基、三氟甲基或卤素原子，R5为C1-C6烷基，R6为氨基保护基，以制备通式（III）化合物; 然后将该化合物环化为最终产物，并提供了通式（A）化合物或其盐的晶体。
• Thiazolidinedione compound
  申请人：Nakamura Yoshitaka

  公开号：US20110092555A1

  公开（公告）日：2011-04-21

  A compound which is 5-4-[(6-methoxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzyl}thiazolidine-2,4-dione hydrochloride, in crystal form wherein a powder x-ray diffraction pattern obtained by irradiation with a Cu Kα line shows main peaks at interplanar spacings d=14.29, 7.12, 5.34, 4.97, 4.74, 3.95, 3.85, 3.75, 3.55, 3.51, 3.15, 2.84, 2.76, 2.52 and 2.37.

  这是一种晶体形式的5-4-[(6-甲氧基-1-甲基-1H-苯并咪唑-2-基)甲氧基]苄基}噻唑烷-2,4-二酮盐酸盐化合物，其通过Cu Kα线辐射获得的粉末X射线衍射图案显示出主要峰位于间隔距离d=14.29，7.12，5.34，4.97，4.74，3.95，3.85，3.75，3.55，3.51，3.15，2.84，2.76，2.52和2.37。
• ALPHA-SUBSTITUTED CARBOXYLIC ACID DERIVATIVES
  申请人：Sankyo Company, Limited

  公开号：EP1167357A1

  公开（公告）日：2002-01-02

  The α-substituted carboxylic acid derivatives having the general formula (I): [wherein R1 is an alkyl group, etc., R2 is a hydrogen atom, etc., R3 is a hydrogen atom, etc., A is = CH-group, etc., B is an oxygen atom, etc., W1 is a C1-C8 alkylene group, W2 is a single bond or a C1-C8 alkylene group, X is a hydrogen atom, etc., Y is an oxygen atom, etc., and Z1 is an alkoxy group, etc.], or pharmacologically acceptable salts thereof, pharmacologically acceptable esters thereof or pharmacologically acceptable amides thereof are useful as therapeutic agents and/or preventive agents for diabetes mellitus, glucose tolerance insufficiency, gestational diabetes mellitus, or the like.

  具有通式(I)的α-取代羧酸衍生物： [其中 R1 是烷基等，R2 是氢原子等，R3 是氢原子等，A 是＝CH-基团等，B 是氧原子等，W1 是 C1-C8 亚烷基，W2 是单键或 C1-C8 亚烷基，X 是氢原子等，Y 是氧原子等、和 Z1 是烷氧基等]，或其药理学上可接受的盐、药理学上可接受的酯或药理学上可接受的酰胺可用作糖尿病、葡萄糖耐量不足、妊娠糖尿病或类似疾病的治疗剂和/或预防剂。