5-[[甲酰基(甲基)氨基]甲基]-2-硝基-苯甲酸 | 1029395-23-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-[[甲酰基(甲基)氨基]甲基]-2-硝基-苯甲酸
• 英文名称: 5-[[formyl(methyl)amino]methyl]-2-nitro-benzoic acid
• 英文别名: 5-(N-formyl-N-methyl-aminomethyl)-2-nitrobenzoic acid；5-(N-formyl-N-methylaminomethyl)-2-nitrobenzoic acid；5-[[formyl(methyl)amino]methyl]-2-nitrobenzoic acid
• CAS: 1029395-23-0
• 化学式: C₁₀H₁₀N₂O₅
• 分子量: 238.2
• InChiKey: QPTYKCXIKBPPLE-UHFFFAOYSA-N

物化性质

• 沸点：
  536.1±50.0 °C(Predicted)
• 密度：
  1.420±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[[甲酰基(甲基)氨基]甲基]-2-硝基-苯甲酸 在 5%-palladium/activated carbon 、 氢气 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 5.0h， 以92.3%的产率得到2-氨基-5-[[甲酰基(甲基)氨基]甲基]苯甲酸
  参考文献：
  名称：

  SULFONAMIDE DERIVATIVE AND PHARMACEUTICAL USE THEREOF

  摘要：

  提供的是一种磺酰胺衍生物，其具有以下通式(1)表示，并具有对α4整合素抑制效果的高选择性，对α4β1影响小，对α4β7影响大，或其药用可接受盐（在通式(1)中，A、B、D、E、R 41 和a至h如描述中所述）。

  公开号：

  US20160244451A1
• 作为产物：
  描述：

  5-甲基-2-硝基苯甲酸 在 偶氮二异丁腈 、 5,5-二甲基海因 、 sodium formate 、 乙酸酐 作用下， 以 氯苯 为溶剂， 反应 16.0h， 生成 5-[[甲酰基(甲基)氨基]甲基]-2-硝基-苯甲酸
  参考文献：
  名称：

  SULFONAMIDE DERIVATIVE AND PHARMACEUTICAL USE THEREOF

  摘要：

  提供的是一种磺酰胺衍生物，其具有以下通式(1)表示，并具有对α4整合素抑制效果的高选择性，对α4β1影响小，对α4β7影响大，或其药用可接受盐（在通式(1)中，A、B、D、E、R 41 和a至h如描述中所述）。

  公开号：

  US20160244451A1

文献信息

• METHOD FOR PREPARING PHENYLALANINE DERIVATIVES HAVING QUINAZOLINE-DIONE SKELETON AND INTERMEDIATES FOR USE IN THE PREPARATION OF DERIVATIVES
  申请人：KATAOKA Noriyasu

  公开号：US20090318688A1

  公开（公告）日：2009-12-24

  A method for preparing a phenylalanine derivative having a quinazoline-dione ring represented by the following formula (1) or a pharmaceutically acceptable salt thereof, comprising the following steps (a), (b) and (c): (a) reacting an acyl phenylalanine derivative represented by the following formula (2): with a carbonyl group-introducing reagent and a specific anthranilic acid derivative to thus form the corresponding carboxy-asymmetric urea derivative; (b) converting the carboxy-asymmetric urea derivative into the corresponding quinazoline-dione derivative in the presence of a carboxyl group-activating agent: (c) if desired, substituting an N-alkyl group for the hydrogen atom bonded to the nitrogen atom present in the quinazoline-dione ring of the quinazoline-dione derivative using an N-alkylation agent and then deprotecting the resulting product, when the substituent R3′ which is a group corresponding to R3 is protected. According to this method, there can be obtained a phenylalanine derivative having a quinazoline-dione skeleton in a industrially favorably high yield.

  一种制备具有喹唑啉二酮环的苯丙氨酸衍生物或其药学上可接受的盐的方法，其由以下步骤(a)、(b)和(c)组成：(a)用羰基基团引入试剂和特定的蒽酸衍生物反应，以形成相应的羧基-不对称脲衍生物，所述脲衍生物由以下式(2)所表示的酰基苯丙氨酸衍生物反应而成：(b)在羧基活化剂的存在下，将羧基-不对称脲衍生物转化为相应的喹唑啉二酮衍生物；(c)如果需要，在R3'是被保护的基团对应的R3时，使用N-烷基化试剂将取代喹唑啉二酮环中氮原子上的氢原子的N-烷基基团替换，并去保护所得产物。根据该方法，可以得到一个工业上有利的高产率的具有喹唑啉二酮骨架的苯丙氨酸衍生物。
• Method for preparing phenylalanine derivatives having quinazoline-dione skeleton and intermediates for use in the preparation of derivatives
  申请人：Ajinomoto Co., Inc.

  公开号：US08058432B2

  公开（公告）日：2011-11-15

  The present invention releates to a method for preparing a phenylalanine compound having a quinazoline-dione ring represented by the following formula (1) or a pharmaceutically acceptable salt thereof: where R1-R4 are defined herein. The method involves reacting a specified acyl phenylalanine compound with a carbonyl group-introducing reagent and a specified anthranilic acid compound to form a carboxy-asymmetric urea compound which is converted to a quinazoline-dione compound in the presence of a carboxyl group-activating agent.

  本发明涉及一种制备具有以下式（1）所表示的喹唑啉二酮环的苯丙氨酸化合物或其药学上可接受的盐的方法：其中R1-R4在此定义。该方法涉及将指定的酰基苯丙氨酸化合物与羰基引入试剂和指定的蒽酰氨酸化合物反应，形成羧基不对称脲化合物，该化合物在羧基活化剂的存在下转化为喹唑啉二酮化合物。
• METHOD FOR PREPARING PHENYLALANINE DERIVATIVES HAVING QUINAZOLINE-DIONE SKELETON AND INTERMEDIATES FOR USE IN THE PREPARATION OF THE DERIVATIVES
  申请人：KATAOKA Noriyasu

  公开号：US20110313154A1

  公开（公告）日：2011-12-22

  A method for preparing a phenylalanine derivative having a quinazoline-dione ring represented by the following formula (1) or a pharmaceutically acceptable salt thereof, comprising the following steps (a), (b) and (c): (a) reacting an acyl phenylalanine derivative represented by the following formula (2): with a carbonyl group-introducing reagent and a specific anthranilic acid derivative to thus form the corresponding carboxy-asymmetric urea derivative; (b) converting the carboxy-asymmetric urea derivative into the corresponding quinazoline-dione derivative in the presence of a carboxyl group-activating agent: (c) if desired, substituting an N-alkyl group for the hydrogen atom bonded to the nitrogen atom present in the quinazoline-dione ring of the quinazoline-dione derivative using an N-alkylation agent and then deprotecting the resulting product, when the substituent R3′ which is a group corresponding to R3 is protected. According to this method, there can be obtained a phenylalanine derivative having a quinazoline-dione skeleton in a industrially favorably high yield.

  一种制备具有喹唑啉二酮环的苯丙氨酸衍生物或其药学上可接受的盐的方法，其表示为以下公式（1），包括以下步骤（a）、（b）和（c）： （a）将以下公式（2）所表示的酰基苯丙氨酸衍生物与羰基引入试剂和特定的蒽酰氨基酸衍生物反应，从而形成相应的羧基不对称脲衍生物； （b）在羧基活化剂的存在下，将羧基不对称脲衍生物转化为相应的喹唑啉二酮衍生物； （c）如果需要，当保护基R3'对应于R3的基团受保护时，使用N-烷基化试剂将连接在喹唑啉二酮环中氮原子上的氢原子取代为N-烷基基团，然后去保护所得产物。通过该方法，可以在工业上获得具有喹唑啉二酮骨架的苯丙氨酸衍生物，且收率高。
• Method for preparing phenylalanine derivatives having quinazoline-dione skeleton and intermediates for use in the preparation of the derivatives
  申请人：Kataoka Noriyasu

  公开号：US08546610B2

  公开（公告）日：2013-10-01

  A method for preparing a phenylalanine derivative having a quinazoline-dione ring represented by the following formula (1) or a pharmaceutically acceptable salt thereof, comprising the following steps (a), (b) and (c): (a) reacting an acyl phenylalanine derivative represented by the following formula (2): with a carbonyl group-introducing reagent and a specific anthranilic acid derivative to thus form the corresponding carboxy-asymmetric urea derivative; (b) converting the carboxy-asymmetric urea derivative into the corresponding quinazoline-dione derivative in the presence of a carboxyl group-activating agent: (c) if desired, substituting an N-alkyl group for the hydrogen atom bonded to the nitrogen atom present in the quinazoline-dione ring of the quinazoline-dione derivative using an N-alkylation agent and then deprotecting the resulting product, when the substituent R3′ which is a group corresponding to R3 is protected. According to this method, there can be obtained a phenylalanine derivative having a quinazoline-dione skeleton in a industrially favorably high yield.

  一种制备具有喹唑啉二酮环的苯丙氨酸衍生物（1）或其药学上可接受的盐的方法，包括以下步骤（a）、（b）和（c）： （a）用以下式（2）表示的酰基苯丙氨酸衍生物与羰基引入试剂和特定的蒽酰基苯甲酸衍生物反应，从而形成相应的羧基不对称脲衍生物； （b）在羧基活化剂的存在下将羧基不对称脲衍生物转化为相应的喹唑啉二酮衍生物； （c）如果需要，在保护基R3'对应的基团R3受保护的情况下，使用N-烷基化试剂将连接在喹唑啉二酮环中氮原子上的氢原子置换为N-烷基基团，然后去保护所得产物。根据该方法，可以以工业上有利的高收率获得具有喹唑啉二酮骨架的苯丙氨酸衍生物。
• SULFONAMIDE DERIVATIVE AND MEDICINAL USE THEREOF
  申请人：EA Pharma Co., Ltd.

  公开号：EP3064491A1

  公开（公告）日：2016-09-07

  Provided is a sulfonamide derivative represented by the following general formula (1) and having an α4 integrin inhibitory effect with high selectivity with a low effect on α4β1 and a high effect on α4β7, or a pharmaceutically acceptable salt thereof (in the general formula (1), A, B, D, E, R41, and a to h are as described in the description).

  本发明提供了由以下通式（1）表示的磺酰胺衍生物，其具有高选择性的α4整合素抑制作用，对α4β1的作用较低，而对α4β7的作用较高，或其药学上可接受的盐（在通式（1）中，A、B、D、E、R41和a至h如说明书所述）。