2'-hydroxy-4'-acetamido-3-benzoyl-propionic acid | 133414-38-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2'-hydroxy-4'-acetamido-3-benzoyl-propionic acid
• 英文别名: 4-(4-Acetamido-2-hydroxyphenyl)-4-oxobutanoic acid
• CAS: 133414-38-7
• 化学式: C₁₂H₁₃NO₅
• 分子量: 251.239
• InChiKey: OGOLNCPMYAYFBH-UHFFFAOYSA-N

物化性质

• 熔点：
  252-254 °C
• 沸点：
  573.7±50.0 °C(Predicted)
• 密度：
  1.394±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2'-hydroxy-4'-acetamido-3-benzoyl-propionic acid 在 sodium hydroxide 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 N-(3-oxo-2,4,4a,5-tetrahydrochromeno[4,3-c]pyridazin-8-yl)acetamide
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 4,4a-dihydro-5H-[1]benzopyrano[4,3-c]pyridazin-3(2H)-ones bioisosters of antihypertensive and antithrombotic benzo[h]cinnolinones

  摘要：

  A series of 4,4a-dihydro-5H-[1]benzopyrano[4,3-c]pyridazin-3-(2H)-ones (2a-h), have been prepared and evaluated for their pharmacological profile as antihypertensive and antithrombotic agents. Compounds 2 were ineffective in lowering the blood pressure of spontaneously hypertensive rats (SHR), only 2c (R1 = NHCOCH3) showing a short lasting action (< 2 h). Compounds 2c and 2b (R1 = NH2) were found to be very active as antithrombotic agents in mice, being more potent than acetylsalicylic acid (ASA) taken as reference drug. Moreover, many derivatives of this class protected rats from formation of ASA or phenylbutazone (PBZ) induced ulcers, the most active being 2f (R2 = OCH3) (ED50 = 12.2 mg/kg and 25.4 mg/kg po in ASA and PBZ models, respectively).

  DOI：

  10.1016/0223-5234(90)90194-8
• 作为产物：
  描述：

  丁二酸酐 、 3’-甲氧基乙酰苯胺 在 三氯化铝 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以52%的产率得到2'-hydroxy-4'-acetamido-3-benzoyl-propionic acid
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 4,4a-dihydro-5H-[1]benzopyrano[4,3-c]pyridazin-3(2H)-ones bioisosters of antihypertensive and antithrombotic benzo[h]cinnolinones

  摘要：

  A series of 4,4a-dihydro-5H-[1]benzopyrano[4,3-c]pyridazin-3-(2H)-ones (2a-h), have been prepared and evaluated for their pharmacological profile as antihypertensive and antithrombotic agents. Compounds 2 were ineffective in lowering the blood pressure of spontaneously hypertensive rats (SHR), only 2c (R1 = NHCOCH3) showing a short lasting action (< 2 h). Compounds 2c and 2b (R1 = NH2) were found to be very active as antithrombotic agents in mice, being more potent than acetylsalicylic acid (ASA) taken as reference drug. Moreover, many derivatives of this class protected rats from formation of ASA or phenylbutazone (PBZ) induced ulcers, the most active being 2f (R2 = OCH3) (ED50 = 12.2 mg/kg and 25.4 mg/kg po in ASA and PBZ models, respectively).

  DOI：

  10.1016/0223-5234(90)90194-8

文献信息

• Oxalylamino-benzofuran- and benzothienyl-derivatives
  申请人：BAYER AG

  公开号：EP0685474A1

  公开（公告）日：1995-12-06

  The inventive Oxalylamino-benzofuran- and benzothienyl-derivatives are prepared by reacting the appropriate amino substituted benzofuranes and benzothiophenes with oxalic acid derivatives. The inventive compounds are suitable for the prevention and treatment of acute and chronic inflammatory processes, particularly of the airways.

  本发明的草酰氨基苯并呋喃和苯并噻吩衍生物是通过适当的氨基取代的苯并呋喃和苯并噻吩与草酸衍生物反应制备的。 本发明化合物适用于预防和治疗急性和慢性炎症过程，特别是气道炎症。
• Amino-benzofuryl-and thienyl-derivatives
  申请人：BAYER AG

  公开号：EP0685475A1

  公开（公告）日：1995-12-06

  6-Amino-benzofuryl- and thienyl-derivatives can be prepared by reacting appropriate amino-substituted benzoyl phenols with appropriate substituted acetophenones and subsequent modification of the substituents. The compounds are useful for the treatment of actual and chronic inflammatory diseases, particularly of the airways and the gastro-intestinal tract.

  通过使适当的氨基取代苯甲酰基苯酚与适当的取代苯乙酮反应，然后对取代基进行修饰，可以制备 6-氨基苯并呋喃基和噻吩基衍生物。这些化合物可用于治疗实际的和慢性的炎症性疾病，特别是呼吸道和胃肠道疾病。
• CIGNARELLA, G.;BARLOCCO, D.;CURZU, M. M.;PINNA, G. A.;CAZZULANI, P.;CASSI+, EUR. J. MED. CHEM., 25,(1990) N, C. 749-756
  作者：CIGNARELLA, G.、BARLOCCO, D.、CURZU, M. M.、PINNA, G. A.、CAZZULANI, P.、CASSI+

  DOI：——

  日期：——
• US5565488A
  申请人：——

  公开号：US5565488A

  公开（公告）日：1996-10-15
• US5622989A
  申请人：——

  公开号：US5622989A

  公开（公告）日：1997-04-22