(2R)-2-(4-aminophenyl)propanamide | 957465-85-9

• 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: (2R)-2-(4-aminophenyl)propanamide
• CAS: 957465-85-9
• 化学式: C₉H₁₂N₂O
• 分子量: 164.207
• InChiKey: YVUJUJYBPUQLQU-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  69.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R)-2-(4-aminophenyl)propanamide 、 异丙基磺酰氯 在 吡啶 作用下， 以81%的产率得到(2R)-2-{4-[(isopropylsulfonyl)amino]phenyl}propanamide
  参考文献：
  名称：

  (2R)-2-[4-Sulfonyl) Aminophenyl] Propanamides and Pharmaceutical Compositions Containing Them

  摘要：

  本发明涉及一种新型(2R)-2-苯基丙酰胺，其在苯基的4位上带有4-磺酰氨基取代基，以及包含它们的制药组合物，用作多形核细胞和单核细胞趋化抑制剂，并且在治疗各种ELR+CXC趋化因子介导的疾病方面非常有用。特别是，本发明的化合物在治疗和控制特定的CXCR2依赖性病理方面非常有用，如BOS、COPD、血管生成和黑色素瘤。

  公开号：

  US20090093530A1
• 作为产物：
  描述：

  (R)-(-)-2-(4'-nitrophenyl)propionamide 在 palladium 10% on activated carbon 甲酸铵 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以96.2%的产率得到(2R)-2-(4-aminophenyl)propanamide
  参考文献：
  名称：

  (2R)-2-[4-Sulfonyl) Aminophenyl] Propanamides and Pharmaceutical Compositions Containing Them

  摘要：

  本发明涉及一种新型(2R)-2-苯基丙酰胺，其在苯基的4位上带有4-磺酰氨基取代基，以及包含它们的制药组合物，用作多形核细胞和单核细胞趋化抑制剂，并且在治疗各种ELR+CXC趋化因子介导的疾病方面非常有用。特别是，本发明的化合物在治疗和控制特定的CXCR2依赖性病理方面非常有用，如BOS、COPD、血管生成和黑色素瘤。

  公开号：

  US20090093530A1

文献信息

• NOVEL PYRIMIDINE COMPOUND HAVING DIBENZYLAMINE STRUCTURE AND MEDICAMENT COMPRISING THE SAME
  申请人：OHGIYA Tadaaki

  公开号：US20090082352A1

  公开（公告）日：2009-03-26

  A compound represented by the following general formula (I), wherein R 1 , R 2 , R 3 , R 4 and R 5 represent hydrogen atom, a halo(lower alkyl) group, cyano group and the like, R 6 represents an alkyl group, a cycloalkyl group and the like, R 7 , R 8 , R 9 and R 10 represent hydrogen atom, a halogen atom, a lower alkyl group, a halo(lower alkyl) group and the like, R 11 and R 12 represent hydrogen atom, a lower alkyl group, a (lower cycloalkyl) (lower alkyl) group and the like, and R 13 represents hydrogen atom, a halogen atom, a lower alkoxy group and the like, which has potent inhibitory activity on cholesterol ester transfer protein (CETP).

  一个由以下通用公式（I）表示的化合物，其中R1、R2、R3、R4和R5代表氢原子、卤素（低烷基）基团、氰基团等，R6代表烷基基团、环烷基基团等，R7、R8、R9和R10代表氢原子、卤素原子、低烷基基团、卤素（低烷基）基团等，R11和R12代表氢原子、低烷基基团、（低环烷基）（低烷基）基团等，R13代表氢原子、卤素原子、低烷氧基团等，具有对胆固醇酯转移蛋白（CETP）具有强大抑制活性的化合物。
• Omega aminoalkylamides of R-2 aryl propionic acids as inhibitors of the chemotaxis of polymorphonucleate and mononucleate cells
  申请人：Allegretti Marcello

  公开号：US20050080067A1

  公开（公告）日：2005-04-14

  (R)-2-Arylpropionamide compounds of formula (I) are described. The process for their preparation and pharmaceutical preparations thereof are also described. The 2-Arylpropionamides of the invention are useful in the prevention and treatment of tissue damage due to the exacerbate recruitment of polymorphonuclear leukocytes (leukocytes PMN) and of monocytes at the inflammatory sites. In particular, the invention relates to the R enantiomers of omega-aminoalkylamides of 2-aryl propionic acids, of formula (I), for use in the inhibition of the chemotaxis of neutrophils and monocytes induced by the C5a fraction of the complement and by other chemotactic proteins whose biological activity is associated with activation of a 7-TD receptor. Selected compounds of formula (I) are dual inhibitors of both the C5a-induced chemotaxis of neutrophils and monocytes and the IL-8-induced chemotaxis of PMN leukocytes. The compounds of the invention are used in the treatment of psoriasis, ulcerative cholitis, glomerular nephritis, acute respiratory insufficiency, idiopathic fibrosis, rheumatoid arthritis and in the prevention and the treatment of injury caused by ischemia and reperfusion.

  本文描述了化合物公式(I)的(R)-2-Arylpropionamide化合物，以及它们的制备过程和制药制剂。发明的2-Arylpropionamides可用于预防和治疗由于炎症部位的多形核白细胞（白细胞PMN）和单核细胞的加重招募而导致的组织损伤。特别地，本发明涉及公式(I)的2-aryl丙酸的ω-氨基烷基酰胺的R对映体，用于抑制由补体的C5a分数和其他趋化蛋白引起的中性粒细胞和单核细胞趋化，并且这些趋化蛋白的生物活性与7-TD受体的激活有关。公式(I)的选定化合物是同时抑制C5a诱导的中性粒细胞和单核细胞趋化以及IL-8诱导的PMN白细胞趋化的双重抑制剂。本发明的化合物用于治疗牛皮癣、溃疡性结肠炎、肾小球肾炎、急性呼吸功能不全、特发性纤维化、类风湿性关节炎以及预防和治疗缺血再灌注引起的损伤。
• OMEGA-AMINOALKYLAMIDES OF R-2-ARYL-PROPIONIC ACIDS AS INHIBITORS OF THE CHEMOTAXIS OF POLYMORPHONUCLEATE AND MONONUCLEATE CELLS
  申请人：ALLEGRETTI Marcello

  公开号：US20080045522A1

  公开（公告）日：2008-02-21

  (R)-2-Arylpropionamide compounds of formula (I) are described. The process for their preparation and pharmaceutical preparations thereof are also described. The 2-Arylpropionamides of the invention are useful in the prevention and treatment of tissue damage due to the exacerbate recruitment of polymorphonuclear leukocytes (leukocytes PMN) and of monocytes at the inflammatory sites. In particular, the invention relates to the R enantiomers of omega-aminoalkylamides of 2-aryl propionic acids, of formula (I), for use in the inhibition of the chemotaxis of neutrophils and monocytes induced by the C5a fraction of the complement and by other chemotactic proteins whose biological activity is associated with activation of a 7-TD receptor. Selected compounds of formula (I) are dual inhibitors of both the C5a-induced chemotaxis of neutrophils and monocytes and the IL-8-induced chemotaxis of PMN leukocytes. The compounds of the invention are used in the treatment of psoriasis, ulcerative cholitis, glomerular nephritis, acute respiratory insufficiency, idiopathic fibrosis, rheumatoid arthritis and in the prevention and the treatment of injury caused by ischemia and reperfusion.

  本文描述了公式(I)的(R)-2-芳基丙酰胺化合物，以及它们的制备过程和制药制剂。本发明中的2-芳基丙酰胺类化合物可用于预防和治疗由于在炎症部位诱导多形核白细胞（白细胞PMN）和单核细胞的加重招募而导致的组织损伤。特别是，本发明涉及公式(I)的ω-氨基烷基酰胺的R对映体，用于抑制由C5a补体分数和其他趋化蛋白诱导的中性粒细胞和单核细胞趋化，其生物活性与7-TD受体的激活有关。公式(I)的某些选择性化合物是同时抑制C5a诱导的中性粒细胞和单核细胞趋化以及IL-8诱导的PMN白细胞趋化的双重抑制剂。本发明中的化合物用于治疗牛皮癣、溃疡性结肠炎、肾小球肾炎、急性呼吸功能不全、特发性纤维化、类风湿关节炎以及预防和治疗缺血再灌注所致的损伤。
• (2R)-2-[(4-sulfonyl) aminophenyl] propanamides and pharmaceutical compositions containing them
  申请人：Dompe' Pha.r.ma S.p.A.

  公开号：US07868046B2

  公开（公告）日：2011-01-11

  The present invention relates to novel (2R)-2-phenylpropanamides bearing a 4-sulfonylamino substituent on the 4 position of the phenyl group and to pharmaceutical compositions containing them, which are used as inhibitors of the chemotaxis of polymorphonucleate and mononucleate cells, and which are useful in the treatment of various ELR+CXC chemokine-mediated disorders. In particular, the compounds of the invention are useful in the treatment and control of specific CXCR2 dependent pathologies such as BOS, COPD, angiogenesis and melanoma.

  本发明涉及一种新型(2R)-2-苯基丙酰胺，其在苯基上的4位上具有4-磺酰氨基取代基，以及含有它们的制药组合物，用作多形核和单核细胞趋化抑制剂，并且在治疗各种ELR+CXC趋化因子介导的疾病中非常有用。特别是，本发明的化合物在治疗和控制特定的CXCR2依赖性病理如BOS、COPD、血管生成和黑色素瘤方面非常有用。
• "OMEGA-AMINOALKYLAMIDES OF R-2-ARYL-PROPIONIC ACIDS AS INHIBITORS OF THE CHEMOTAXIS OF POLYMORPHONUCLEATE AND MONONUCLEATE CELLS"
  申请人：Dompé S.p.A.

  公开号：US20130079514A1

  公开（公告）日：2013-03-28

  (R)-2-Arylpropionamide compounds of formula (I), pharmaceutical preparations of the compounds and a process for making the compounds are described. The 2-Arylpropionamides of the invention are useful in the prevention and treatment of tissue damage due to the exacerbated recruitment of polymorphonuclear leukocytes and monocytes at inflammatory sites. In particular, the invention relates to the R enantiomers of omega-aminoalkylamides of 2-aryl propionic acids, of formula (I), for use as inhibitors of chemotaxis of neutrophils and monocytes induced by the C5a fraction of complement and by other chemotactic proteins whose biological activity is associated with activation of a 7-TD receptor. Selected compounds of formula (I) are dual inhibitors of both the C5a-induced chemotaxis of neutrophils and monocytes and the IL-8-induced chemotaxis of polymorphonuclear leukocytes.

  本文描述了式(I)的(R)-2-Arylpropionamide化合物、该化合物的制药制剂以及制备该化合物的方法。本发明中的2-Arylpropionamides可用于预防和治疗由于在炎症部位过度招募多形核白细胞和单核细胞而引起的组织损伤。特别地，本发明涉及公式(I)的omega-氨基烷基酰胺的R对映体，用作抑制与激活7-TD受体相关的C5a补体分数和其他趋化蛋白引起的中性粒细胞和单核细胞趋化的抑制剂。公式(I)的选定化合物是同时抑制C5a诱导的中性粒细胞和单核细胞趋化以及IL-8诱导的多形核白细胞趋化的双重抑制剂。