4-chloro-2-[(2-hydroxyethyl)amino]benzoic acid | 192719-21-4

• 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: 4-chloro-2-[(2-hydroxyethyl)amino]benzoic acid
• 英文别名: 2-(2-hydroxyethylamino)-4-chlorobenzoic acid；4-chloro-2-(2-hydroxyethylamino)benzoic acid
• CAS: 192719-21-4
• 化学式: C₉H₁₀ClNO₃
• 分子量: 215.636
• InChiKey: RVYFJXKJCXAZDB-UHFFFAOYSA-N

物化性质

• 沸点：
  446.4±35.0 °C(Predicted)
• 密度：
  1.463±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-amino-1-methyl-3,4-dihydroquinolin-2(1H)-one 、 4-chloro-2-[(2-hydroxyethyl)amino]benzoic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-chloro-2-[(2-hydroxyethyl)amino]-N-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)benzamide
  参考文献：
  名称：

  2-AMINOBENZAMIDE DERIVATIVES AS VANILLOID RECEPTOR 1 (VR1) INHIBITORS USEFUL FOR THE TREATMENT OF PAIN OR BLADDER FUNCTION DISORDER

  摘要：

  公开号：

  EP1955697B1
• 作为产物：
  描述：

  2,4-二氯苯甲酸 、 、 C.I.酸性橙108 、 盐酸 反应 4.5h， 以to give 20.9 g of 2-(2-hydroxyethylamino)-4-chlorobenzoic acid (IX) (yield, 97%)的产率得到4-chloro-2-[(2-hydroxyethyl)amino]benzoic acid
  参考文献：
  名称：

  Process for the preparation of 3-dihalobenzyl-2,4-quinazolinedione derivatives

  摘要：

  一种制备式(V)的3-二卤苄基-2,4-喹唑啉二酮衍生物的方法：（其中X1，X2，X3分别独立为卤素原子，A为烷基），包括：将式(III)的二卤苄基衍生物（其中X2和X3如上所定义，L为酸残基）与具有羧基烷基的2,4-喹唑啉二酮衍生物反应（其中X1和A如上所定义），以选择性取代衍生物(1)的3位亚胺基的氢原子。以上方法能够有效制备上述式(V)的化合物，用于抑制醛糖还原酶，可以确保工人的安全和卫生，并可以促进废物处理以减少费用，因此在工业上极具优势。

  公开号：

  US06201121B1

文献信息

• 2-AMINOBENZAMIDE DERIVATIVE
  申请人：Kuramochi Takahiro

  公开号：US20090233900A1

  公开（公告）日：2009-09-17

  To provide a novel and excellent agent for treating or preventing nociceptive pain, neuropathic pain, cancer pain, headache, bladder function disorder and the like, based on the inhibitory action on the capsaicin receptor VR1 activation. The present invention was accomplished by confirming that a benzamide derivative characterized by the possession of a benzene ring in which a single ring is condensed on the nitrogen atom of amido group and possession of a lower alkylamino or an amino group substituted with a ring group at the neighboring position of said amido group has a strong inhibitory action on VR1 activation and excellent pharmacological actions based on this and by finding that it can become an excellent agent for treating or preventing VR1-involved diseases such as nociceptive pain, neuropathic pain, cancer pain, headache, bladder function disorder and the like.

  本发明提供了一种基于对辣椒素受体VR1激活的抑制作用的新型优良药剂，用于治疗或预防伤害性疼痛、神经病理性疼痛、癌症疼痛、头痛、膀胱功能障碍等疾病。本发明通过确认一种苯甲酰胺衍生物，其特征在于其苯环上的单环在酰胺基氮原子上被紧缩，其低烷基氨基或邻位于酰胺基的环基取代的氨基具有对VR1激活的强抑制作用和优良的药理作用，从而发现它可以成为治疗或预防伤害性疼痛、神经病理性疼痛、癌症疼痛、头痛、膀胱功能障碍等VR1相关疾病的优良药剂。
• Process for the preparation of 3-dihalobenzyl-2,4-quinazolinedione derivatives
  申请人：Fuji Chemical Industry Co., Ltd.

  公开号：US06201121B1

  公开（公告）日：2001-03-13

  A process for preparing a 3-dihalobenzyl-2,4-quinazolinedione derivative represented by the formula (V): (wherein X1, X2, X3 are independently a halogen atom, and A is an alkylene group), which comprises: reacting a dihalobenzyl derivative represented by the formula (III): (wherein X2 and X3 are each as defined above, and L is an acid residue) with a 2,4-quinazolinedione derivative having a carboxyalkyl group represented by the formula (I): (wherein X1 and A are each as defined above) to selectively substitute a hydrogen atom of an imino group at the 3-position of the derivative (1). The above process enables the efficient preparation of the compounds of the above formula (V) useful as inhibitors against aldose reductases, makes it possible to secure the safety and hygiene of workers, and can facilitate waste disposal to reduce the expenses, thus being industrially extremely advantageous.

  一种制备式(V)的3-二卤苄基-2,4-喹唑啉二酮衍生物的方法：（其中X1，X2，X3分别独立为卤素原子，A为烷基），包括：将式(III)的二卤苄基衍生物（其中X2和X3如上所定义，L为酸残基）与具有羧基烷基的2,4-喹唑啉二酮衍生物反应（其中X1和A如上所定义），以选择性取代衍生物(1)的3位亚胺基的氢原子。以上方法能够有效制备上述式(V)的化合物，用于抑制醛糖还原酶，可以确保工人的安全和卫生，并可以促进废物处理以减少费用，因此在工业上极具优势。
• 2-aminobenzamide derivatives
  申请人：Astellas Pharma Inc.

  公开号：US08106190B2

  公开（公告）日：2012-01-31

  To provide a novel and excellent agent for treating or preventing nociceptive pain, neuropathic pain, cancer pain, headache, bladder function disorder and the like, based on the inhibitory action on the capsaicin receptor VR1 activation. The present invention was accomplished by confirming that a benzamide derivative characterized by the possession of a benzene ring in which a single ring is condensed on the nitrogen atom of amido group and possession of a lower alkylamino or an amino group substituted with a ring group at the neighboring position of said amido group has a strong inhibitory action on VR1 activation and excellent pharmacological actions based on this and by finding that it can become an excellent agent for treating or preventing VR1-involved diseases such as nociceptive pain, neuropathic pain, cancer pain, headache, bladder function disorder and the like.

  为了提供一种新颖且优秀的药剂，用于治疗或预防嗜痛性疼痛、神经病理性疼痛、癌症疼痛、头痛、膀胱功能障碍等，基于对辣椒素受体VR1激活的抑制作用。本发明通过确认一种苯甲酰胺衍生物，其特征在于其苯环上的单环在酰胺基团的氮原子上凝聚，并具有一个邻位取代环基的较低烷基氨基或氨基团，具有对VR1激活的强抑制作用和基于此的优异药理学作用，并发现它可以成为治疗或预防嗜痛性疼痛、神经病理性疼痛、癌症疼痛、头痛、膀胱功能障碍等VR1相关疾病的优秀药剂。
• PROCESS FOR THE PREPARATION OF 3-DIHALOBENZYL-2,4-QUINAZOLINEDIONE DERIVATIVES
  申请人：FUJI CHEMICAL INDUSTRY CO., LTD.

  公开号：EP0896961A1

  公开（公告）日：1999-02-17

  A process for preparing a 3-dihalobenzyl-2,4-quinazolinedione derivative represented by the formula (V): (wherein X1, X2, X3 are independently a halogen atom, and A is an alkylene group), which comprises: reacting a dihalobenzyl derivative represented by the formula (III): (wherein X2 and X3 are each as defined above, and L is an acid residue) with a 2,4-quinazolinedione derivative having a carboxyalkyl group represented by the formula (I): (wherein X1 and A are each as defined above) to selectively substitute a hydrogen atom of an imino group at the 3-position of the derivative (I). The above process enables the efficient preparation of the compounds of the above formula (V) useful as inhibitors against aldose reductases, makes it possible to secure the safety and hygiene of workers, and can facilitate waste disposal to reduce the expenses, thus being industrially extremely advantageous.

  一种制备由式(V)代表的3-二卤苄基-2,4-喹唑啉二酮衍生物的工艺： 其中 X1、X2、X3 独立地为卤素原子，和 A为亚烷基）、 其中包括 使式 (III) 所代表的二卤代苄基衍生物反应： 其中 X2 和 X3 分别如上定义，以及 L 是酸残基） 与具有由式（I）表示的羧基的 2，4-喹唑啉二酮衍生物反应： 其中 X1 和 A 均如上所定义） 在衍生物 (I) 的 3 位选择性地取代一个亚氨基的氢原子。 上述工艺可以有效地制备作为醛糖还原酶抑制剂的上式（V）化合物，可以确保工人的安全和卫生，并可以方便地处理废物以减少开支，因此在工业上极为有利。
• US6201121B1
  申请人：——

  公开号：US6201121B1

  公开（公告）日：2001-03-13