5-chloroacetylamino-4-carbethoxy-1-phenylpyrazole | 84939-74-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-chloroacetylamino-4-carbethoxy-1-phenylpyrazole
• 英文别名: 1-fenil-4-carbetossi-5-cloroacetammidopirazolo；ethyl 5-[(chloroacetyl)amino]-1-phenyl-1H-pyrazole-4-carboxylate；ethyl 5-[(2-chloroacetyl)amino]-1-phenylpyrazole-4-carboxylate
• CAS: 84939-74-2
• 化学式: C₁₄H₁₄ClN₃O₃
• 分子量: 307.736
• InChiKey: TZKZDSMYDBSVMM-UHFFFAOYSA-N

物化性质

• 熔点：
  114-115 °C(Solvent: Ethanol)
• 沸点：
  515.8±45.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  73.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-chloroacetylamino-4-carbethoxy-1-phenylpyrazole 在 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  ACAT inhibitors derived from hetero-Diels-Alder cycloadducts of thioaldehydes

  摘要：

  Acyl-CoA:cholesterol acyltransferase (ACAT) is the enzyme largely responsible for intracellular cholesterol esterification. A systemic inhibitor of ACAT is believed to be able to slow or even reverse the atherosclerotic process. Towards that goal, a series of cyclic sulfides, derived from the hetero-Diels-Alder reaction of thioaldehydes with 1,3-dienes, and bearing carboxamide substituents, were prepared and evaluated for in vitro (in several tissues and species) and ex vivo ACAT inhibition. Minor changes in subsequent structure were found to have a significant effect in optimization of the biological activity of this series of compounds. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company.

  DOI：

  10.1016/0968-0896(96)00143-5
• 作为产物：
  描述：

  5-氨基-4-乙氧羰基-1-苯基吡唑 、 氯乙酰氯 以 氯仿 为溶剂， 反应 6.0h， 以72%的产率得到5-chloroacetylamino-4-carbethoxy-1-phenylpyrazole
  参考文献：
  名称：

  Pathak, U. S.; Devani, M. B.; Shishoo, C. J., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 602 - 604

  摘要：

  DOI：

文献信息

• Sprio; Caronna; Migliara, Il Farmaco, 1989, vol. 44, # 9, p. 809 - 818
  作者：Sprio、Caronna、Migliara、Petruso、Matera

  DOI：——

  日期：——
• Pathak, U. S.; Devani, M. B.; Shishoo, C. J., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 602 - 604
  作者：Pathak, U. S.、Devani, M. B.、Shishoo, C. J.、Patel, H. H.、Gandhi, T. P.、Patel, R. B.

  DOI：——

  日期：——
• SPRIO, V.;CARONNA, S.;MIGLIARA, O.;PETRUSO, S.;MATERA, M., FARMACO., 44,(1989) N, C. 809-818
  作者：SPRIO, V.、CARONNA, S.、MIGLIARA, O.、PETRUSO, S.、MATERA, M.

  DOI：——

  日期：——
• PATHAK, U. S.;DEVANI, M. B.;SHISHOO, C. J.;PATEL, H. H.;GANDHI, T. P.;PAT+, INDIAN J. CHEM. B, 27,(1988) N 6, C. 602-604
  作者：PATHAK, U. S.、DEVANI, M. B.、SHISHOO, C. J.、PATEL, H. H.、GANDHI, T. P.、PAT+

  DOI：——

  日期：——
• ACAT inhibitors derived from hetero-Diels-Alder cycloadducts of thioaldehydes
  作者：Richard G. Wilde、Jeffrey T. Billheimer、Sandie J. Germain、Elizabeth A. Hausner、Paul C. Meunier、Deborah A. Munzer、Janet K. Stoltenborg、Peter J. Gillies、Deborah L. Burcham、Shiew-Mai Huang、John D. Klaczkiewicz、Soo S. Ko、Ruth R. Wexler

  DOI：10.1016/0968-0896(96)00143-5

  日期：1996.9

  Acyl-CoA:cholesterol acyltransferase (ACAT) is the enzyme largely responsible for intracellular cholesterol esterification. A systemic inhibitor of ACAT is believed to be able to slow or even reverse the atherosclerotic process. Towards that goal, a series of cyclic sulfides, derived from the hetero-Diels-Alder reaction of thioaldehydes with 1,3-dienes, and bearing carboxamide substituents, were prepared and evaluated for in vitro (in several tissues and species) and ex vivo ACAT inhibition. Minor changes in subsequent structure were found to have a significant effect in optimization of the biological activity of this series of compounds. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company.