carotegrast | 401904-75-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: carotegrast
• 英文别名: HCA2969；(2S)-2-[(2,6-dichlorobenzoyl)amino]-3-[4-[6-(dimethylamino)-1-methyl-2,4-dioxoquinazolin-3-yl]phenyl]propanoic acid
• CAS: 401904-75-4
• 化学式: C₂₇H₂₄Cl₂N₄O₅
• 分子量: 555.417
• InChiKey: YQKBOUPIOWUMTE-NRFANRHFSA-N

物化性质

• 密度：
  1.436±0.06 g/cm3(Predicted)
• 溶解度：
  溶于二甲基亚砜

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  carotegrast 、 特戊酸氯甲酯 在 三乙胺 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 96.0h， 生成 [[(2S)-2-[(2,6-dichlorobenzoyl)amino]-3-[4-[6-dimethylamino-1-methyl-2,4-dioxo-1,4-tetrahydro-3-(2H)quinazolinyl]-phenyl]propanoyl]oxy]methyl pivalate trifluoroacetate
  参考文献：
  名称：

  NOVEL PHENYLALANINE DERIVATIVE

  摘要：

  公开号：

  EP1477482B1

文献信息

• METHODS FOR PRODUCING PHENYLALANINE DERIVATIVES HAVING A QUINAZOLINEDIONE SKELETON AND INTERMEDIATES FOR PRODUCTION THEREOF
  申请人：Kataoka Noriyasu

  公开号：US20100204505A1

  公开（公告）日：2010-08-12

  The present invention provides a method for producing a phenylalanine derivative(s) having a quinazolinedione ring of formula (5), including steps comprising of reacting an acylphenylalanine derivative(s) of formula (1) with a carbonyl group-introducing reagent(s) and a derivative(s) of anthranilic acid to form an asymmetric urea intermediate(s); making the asymmetric urea intermediate(s) into a quinazolinedione compound(s) of formula (4) in the presence of a base(s); and N-alkylating quinazolinedione ring amide of the obtained quinazolinedione compounds with N-alkylation agents. This production method is an industrially applicable method for producing phenylalanine derivatives having a quinazolinedione skeleton, which are compounds highly useful as drugs having α 4 integrin inhibiting activity. In the formulae (1) and (5), R1 represents a phenyl group having a substituent(s) and the like, R2 represents an alkyl group and the like, R3 represents a dialkylamino group and the like, and R4 represents an alkyl group and the like.

  本发明提供了一种制备具有公式（5）的喹唑啉二酮环的苯丙氨酸衍生物的方法，包括以下步骤：将公式（1）的酰基苯丙氨酸衍生物与羰基引入试剂和蒽酸衍生物反应，形成不对称脲中间体；在碱的存在下将不对称脲中间体制成公式（4）的喹唑啉二酮化合物；并用N-烷基化试剂对所得喹唑啉二酮化合物的喹唑啉二酮环酰胺进行N-烷基化。该制备方法是一种工业上适用的制备苯丙氨酸衍生物的方法，这些衍生物具有α4整合素抑制活性，是非常有用的药物化合物。在公式（1）和（5）中，R1代表具有取代基等的苯基，R2代表烷基等，R3代表二烷基胺基等，R4代表烷基等。
• NEW PHENYLALANINE DERIVATIVES
  申请人：MAKINO Shingo

  公开号：US20120253041A1

  公开（公告）日：2012-10-04

  Specified phenylalanine derivatives and analogues thereof have an antagonistic activity to α4 integrin. They are used as therapeutic agents for various diseases concerning α4 integrin.

  指定的苯丙氨酸衍生物及其类似物具有对α4整合素的拮抗作用。它们被用作治疗涉及α4整合素的各种疾病的治疗剂。
• Methods for producing phenylalanine derivatives having a quinazolinedione skeleton and intermediates for production thereof
  申请人：Kataoka Noriyasu

  公开号：US20060009476A1

  公开（公告）日：2006-01-12

  The present invention provides a method for producing a phenylalanine derivative(s) having a quinazolinedione ring of formula (5), including steps comprising of reacting an acylphenylalanine derivative(s) of formula (1) with a carbonyl group-introducing reagent(s) and a derivative(s) of anthranilic acid to form an asymmetric urea intermediate(s); making the asymmetric urea intermediate(s) into a quinazolinedione compound(s) of formula (4) in the presence of a base(s); and N-alkylating quinazolinedione ring amide of the obtained quinazolinedione compounds with N-alkylation agents. This production method is an industrially applicable method for producing phenylalanine derivatives having a quinazolinedione skeleton, which are compounds highly useful as drugs having α 4 integrin inhibiting activity. In the formulae (1) and (5), R1 represents a phenyl group having a substituent(s) and the like, R2 represents an alkyl group and the like, R3 represents a dialkylamino group and the like, and R4 represents an alkyl group and the like.

  本发明提供了一种生产具有公式（5）的喹唑啉二酮环的苯丙氨酸衍生物的方法，包括以下步骤：将公式（1）的酰基苯丙氨酸衍生物与羰基引入试剂和蒽醌酸衍生物反应，形成不对称脲中间体；在碱的存在下，将不对称脲中间体制备成公式（4）的喹唑啉二酮化合物；将所得的喹唑啉二酮化合物的喹唑啉二酮环酰胺进行N-烷基化反应。该生产方法是一种工业上可应用的方法，用于生产具有喹唑啉骨架的苯丙氨酸衍生物，这些化合物作为具有α4整合素抑制活性的药物非常有用。在公式（1）和（5）中，R1表示具有取代基的苯基或类似物，R2表示烷基或类似物，R3表示二烷基氨基基团或类似物，R4表示烷基或类似物。
• PROCESS FOR PRODUCING PHENYLALANINE DERIVATIVE HAVING QUINAZOLINEDIONE SKELETON AND INTERMEDIATE FOR THE SAME
  申请人：Ajinomoto Co., Inc.

  公开号：EP1595870A1

  公开（公告）日：2005-11-16

  The present invention provides a method for producing a phenylalanine derivative(s) having a quinazolinedione ring of formula (5), including steps comprising of: reacting an acylphenylalanine derivative(s) of formula (1) with a carbonyl group-introducing reagent(s) and a derivative(s) of anthranilic acid to form an asymmetric urea intermediate(s); making the asymmetric urea intermediate(s) into a quinazolinedione compound(s) of formula (4) in the presence of a base(s); and N-alkylating quinazolinedione ring amide of the obtained quinazolinedione compounds with N-alkylation agents. This production method is an industrially applicable method for producing phenylalanine derivatives having a quinazolinedione skeleton, which are compounds highly useful as drugs having α4 integrin inhibiting activity. In the formulae (1) and (5), R1 represents a phenyl group having a substituent(s) and the like, R2 represents an alkyl group and the like, R3 represents a dialkylamino group and the like, and R4 represents an alkyl group and the like.

  本发明提供了一种生产具有式（5）喹唑二酮环的苯丙氨酸衍生物的方法，包括以下步骤： 将式（1）的酰基苯丙氨酸衍生物与羰基引入试剂和蒽酸衍生物反应，形成不对称脲中间体； 在碱存在下，将不对称脲中间体制成式（4）的喹唑二酮化合物；以及 用 N-烷基化剂对得到的喹唑啉二酮化合物的喹唑啉环酰胺进行 N-烷基化。这种生产方法是生产具有喹唑啉二酮骨架的苯丙氨酸衍生物的工业适用方法，这些衍生物是具有α4整合素抑制活性的药物，非常有用。在式（1）和（5）中，R1 代表具有取代基等的苯基，R2 代表烷基等，R3 代表二烷基氨基等，R4 代表烷基等。
• US7737274B2
  申请人：——

  公开号：US7737274B2

  公开（公告）日：2010-06-15