(2-aminopyridin-3-yl)-(2-methoxyphenyl)methanone | 79574-80-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-aminopyridin-3-yl)-(2-methoxyphenyl)methanone
• CAS: 79574-80-4
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: XDGGYUUTJOSWSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  65.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-aminopyridin-3-yl)-(2-methoxyphenyl)methanone 在 吡啶 、 sodium hydroxide 、 二苯基膦叠氮化物 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-[1-methyl-4-(2-methoxyphenyl)-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N'-(2,6-diisopropylphenyl)urea
  参考文献：
  名称：

  Synthesis and structure–activity relationship studies on a novel series of naphthylidinoylureas as inhibitors of acyl-CoA:cholesterol O -acyltransferase (ACAT)

  摘要：

  The synthesis and structure-activity relationships of N-phenyl-N'-[3-(4-phenylnaphthylidinoyl)]urea derivatives 3 as a novel structural class of potent ACAT inhibitors is described. A 3-methoxy group substituted on the naphthylidinone 4-phenyl ring, together with a 1-N-(n)butyl substitution, SM-32504 (3m), gave a potent ACAT inhibitor, in vitro, respectively. The most potent compound, SM-32504 (3m), decreased the serum cholesterol level significantly in a high fat and high cholesterol-fed mouse model. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.045
• 作为产物：
  描述：

  2-特戊酰胺基吡啶 在 盐酸 、 manganese(IV) oxide 、 正丁基锂 、 四甲基乙二胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (2-aminopyridin-3-yl)-(2-methoxyphenyl)methanone
  参考文献：
  名称：

  Synthesis and structure–activity relationship studies on a novel series of naphthylidinoylureas as inhibitors of acyl-CoA:cholesterol O -acyltransferase (ACAT)

  摘要：

  The synthesis and structure-activity relationships of N-phenyl-N'-[3-(4-phenylnaphthylidinoyl)]urea derivatives 3 as a novel structural class of potent ACAT inhibitors is described. A 3-methoxy group substituted on the naphthylidinone 4-phenyl ring, together with a 1-N-(n)butyl substitution, SM-32504 (3m), gave a potent ACAT inhibitor, in vitro, respectively. The most potent compound, SM-32504 (3m), decreased the serum cholesterol level significantly in a high fat and high cholesterol-fed mouse model. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.045

文献信息

• Trecourt, Francois; Marsais, Francis; Guengoer, Timur, Journal of the Chemical Society. Perkin transactions I, 1990, # 9, p. 2409 - 2415
  作者：Trecourt, Francois、Marsais, Francis、Guengoer, Timur、Queguiner, Guy

  DOI：——

  日期：——
• Metallation regioselective en serie pyridinique: Synthese originale d'amino-2 aroyl-3 pyridines
  作者：Timur Güngör、Francis Marsais、Guy Queguiner

  DOI：10.1016/s0022-328x(00)80124-2

  日期：1981.7
• TRECOURT, FRANCOIS;MARSAIS, FRANCIS;GUNGOR, TIMUR;QUEGUINER, GUY, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 2409-2425
  作者：TRECOURT, FRANCOIS、MARSAIS, FRANCIS、GUNGOR, TIMUR、QUEGUINER, GUY

  DOI：——

  日期：——
• CUENGOER T.; MARSAIS F. QUEGUINER G., J. OF ORGANOMETALL. CHEM., 1981, 215, 139-150
  作者：CUENGOER T.、 MARSAIS F. QUEGUINER G.

  DOI：——

  日期：——
• Synthesis and structure–activity relationship studies on a novel series of naphthylidinoylureas as inhibitors of acyl-CoA:cholesterol O -acyltransferase (ACAT)
  作者：Satoshi Ohnuma、Masami Muraoka、Katsuhisa Ioriya、Naohito Ohashi

  DOI：10.1016/j.bmcl.2003.12.045

  日期：2004.3

  The synthesis and structure-activity relationships of N-phenyl-N'-[3-(4-phenylnaphthylidinoyl)]urea derivatives 3 as a novel structural class of potent ACAT inhibitors is described. A 3-methoxy group substituted on the naphthylidinone 4-phenyl ring, together with a 1-N-(n)butyl substitution, SM-32504 (3m), gave a potent ACAT inhibitor, in vitro, respectively. The most potent compound, SM-32504 (3m), decreased the serum cholesterol level significantly in a high fat and high cholesterol-fed mouse model. (C) 2004 Elsevier Ltd. All rights reserved.