2-[5-amino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl]-N-[(1R)-1-[[5-(t-butyl)-1,3,4-oxadiazole-2-yl]carbonyl]-2-methylpropyl]acetamide | 208848-13-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[5-amino-6-oxo-2-phenyl-1,6-dihydro-1-pyrimidinyl]-N-[(1R)-1-[[5-(t-butyl)-1,3,4-oxadiazole-2-yl]carbonyl]-2-methylpropyl]acetamide
• 英文别名: Freselestat, (R)-；2-(5-amino-6-oxo-2-phenylpyrimidin-1-yl)-N-[(2R)-1-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-3-methyl-1-oxobutan-2-yl]acetamide
• CAS: 208848-13-9
• 化学式: C₂₃H₂₈N₆O₄
• 分子量: 452.513
• InChiKey: YSIHYROEMJSOAS-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  8

文献信息

• Remedies for inflammatory bowel diseases
  申请人：——

  公开号：US20030212115A1

  公开（公告）日：2003-11-13

  Prophylactic and/or therapeutic drugs against ulcerative colitis, which include five-member heterocyclic compounds represented by the formula (I) or these nontoxic salts as active principle, 1 (wherein Z represents the group containing &agr;-aminocarbonyl group, R 1 represents (1) substituted alkyl, alkenyl or alkynyl groups, (2) OH, (3) amino, (4) alkylamino, (5) dialkylamino, etc., X and Y represent oxygen atom, sulfur atom or substituted nitrogen atom.)

  预防和/或治疗溃疡性结肠炎的药物，包括由式(I)表示的五元杂环化合物或这些无毒盐作为活性成分，其中Z代表含有α-氨基羰基的基团，R1代表(1)取代烷基、烯基或炔基基团，(2) OH，(3) 氨基，(4) 烷基氨基，(5) 二烷基氨基等，X和Y代表氧原子、硫原子或取代的氮原子。
• Airway mucus secretion inhibitors
  申请人：——

  公开号：US20030216324A1

  公开（公告）日：2003-11-20

  Prophylactic and/or therapeutic drugs against diseases with the augmentative airway mucus secretion, which include five-member heterocyclic compounds represented by the formula (I) or these nontoxic salts as active principle, 1 (wherein Z represents the group containing &agr;-aminocarbonyl group, R 1 represents (1) substituted alkyl, alkenyl or alkynyl groups, (2)OH, (3)amino, (4)alkylamino, (5)dialkylamino, etc., X and Y represent oxygen atom, sulfur atom or substituted nitrogen atom.)

  预防和/或治疗增多的气道粘液分泌疾病的药物，包括由式(I)所代表的五元杂环化合物或这些无毒盐作为活性原理，其中Z代表含有α-氨基羰基的基团，R1代表(1)取代烷基、烯基或炔基基团，(2) OH，(3) 氨基，(4) 烷基氨基，(5) 二烷基氨基等，X和Y代表氧原子、硫原子或取代的氮原子。
• Serine protease inhibitors
  申请人：——

  公开号：US20020119985A1

  公开（公告）日：2002-08-29

  The present invention relates to certain substituted oxadiazole, thiadiazoles and triazole peptoids which are useful as inhibitors of serine proteases. Compounds of the invention are useful for treating, for example, adult respiratory distress syndrome, septic shock, and myocardial ischemia-reperfusion injury.

  本发明涉及某些取代的噁唑烷、噻唑烷和三唑肽，它们可用作丝氨酸蛋白酶的抑制剂。本发明的化合物可用于治疗如成人呼吸窘迫综合征、败血症休克和心肌缺血再灌注损伤等疾病。
• SERINE PROTEASE INHIBITORS
  申请人：Cortech, Inc.

  公开号：US20030203851A1

  公开（公告）日：2003-10-30

  The present invention relates to certain substituted oxadiazole, thiadiazoles and triazole peptoids which are useful as inhibitors of serine proteases. Compounds of the invention are useful for treating, for example, adult respiratory distress syndrome, septic shock, and myocardial ischemia-reperfusion injury.

  本发明涉及某些取代的噁唑烷、噻唑烷和三唑烷肽类，它们可作为丝氨酸蛋白酶的抑制剂。本发明中的化合物可用于治疗成人呼吸窘迫综合症、脓毒症休克和心肌缺血再灌注损伤等疾病。
• 1,3,4-Oxadiazole derivatives and process for producing the same
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：US20030153758A1

  公开（公告）日：2003-08-14

  Oxadiazole derivatives represented by formula (I): 1 (wherein R 1 represents a hydrogen atom or an amino-protective group; R 2 , R 3 , and R 4 each independently represents an alkyl group, a cycloalkyl group, a phenyl group which may be substituted, or a 3,4-methylenedioxyphenyl group, or R 3 and R 4 are taken together to represent a C 2-6 alkylene group), a process of producing the same, and a process for producing oxadiazole derivatives represented by formula (II): 2 (wherein all symbols have the same meanings as described above) using the above derivative. According to the invention, the compound represented by formula (II) is produced through fewer steps in a high yield.

  公式（I）表示的Oxadiazole衍生物：1（其中R1表示氢原子或氨基保护基；R2、R3和R4各自独立地表示烷基、环烷基、苯基（可能被取代）或3,4-亚甲二氧基苯基，或R3和R4一起表示C2-6烷基），制备该化合物的过程以及使用上述衍生物制备公式（II）表示的Oxadiazole衍生物的过程：2（其中所有符号的含义与上述相同）。根据本发明，在高收率下通过较少的步骤制备出公式（II）表示的化合物。