6-chloro-N-p-tolylnicotinamide | 265314-51-0

• 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: 6-chloro-N-p-tolylnicotinamide
• 英文别名: 6-chloro-N-(4-methylphenyl)pyridine-3-carboxamide
• CAS: 265314-51-0
• 化学式: C₁₃H₁₁ClN₂O
• mdl: MFCD00114846
• 分子量: 246.696
• InChiKey: ICVSMZGTNJTHIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-氯烟酸 、 乙烷,三氯氟- 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到6-chloro-N-p-tolylnicotinamide
  参考文献：
  名称：

  Design of novel N-phenylnicotinamides as selective cyclooxygenase-1 inhibitors

  摘要：

  A series of N-phenylnicotinamides (1-40) were designed and evaluated in vitro for their COX inhibitory activities. Most of the synthesized compounds were proved to be potent and selective inhibitors of COX-1. Compound 28 showed the most potent COX-1 inhibitory activity (COX-1 IC50 = 0.68 +/- 0.07 mu M) and good selectivity (COX-2 IC50 > 100 mu M). This compound may be useful as a lead compound for superior COX-1 inhibitors. On the basis of the biological results, structure-activity relationships for the COX-1-inhibitory activities of the synthesized N-phenylnicotinamides were discussed concisely. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.062

文献信息

• [EN] SULFONYL ARYL HYDROXAMATES AND THEIR USE AS MATRIX METALLOPROTEASE INHIBITORS<br/>[FR] SULFONYL ARYL HYDROXAMATES ET LEUR UTILISATION COMME INHIBITEURS DES METALLOPROTEASES MATRICIELLES
  申请人：PHARMACIA CORP

  公开号：WO2003007954A2

  公开（公告）日：2003-01-30

  The invention is directed to sulfonyl aromatic hydroxamic acid compounds and salts thereof that, inter alia, inhibit matrix metalloprotease (MMP) activity and/or aggrecanase activity. In some particularly preferred embodiments, the compound corresponds in structure to one of the following formulas: (I) (II) wherein W2, the R groups, and -A-R-E-Y are described in more detail in Applicants'specification. This invention also is directed to a process that comprises administering such a compound or pharmaceutically acceptable salt thereof to a host animal having a condition associated with MMP activity.
• Design of novel N-phenylnicotinamides as selective cyclooxygenase-1 inhibitors
  作者：Lei Shi、Zi-Lin Li、Ying Yang、Zhen-Wei Zhu、Hai-Liang Zhu

  DOI：10.1016/j.bmcl.2010.11.062

  日期：2011.1

  A series of N-phenylnicotinamides (1-40) were designed and evaluated in vitro for their COX inhibitory activities. Most of the synthesized compounds were proved to be potent and selective inhibitors of COX-1. Compound 28 showed the most potent COX-1 inhibitory activity (COX-1 IC50 = 0.68 +/- 0.07 mu M) and good selectivity (COX-2 IC50 > 100 mu M). This compound may be useful as a lead compound for superior COX-1 inhibitors. On the basis of the biological results, structure-activity relationships for the COX-1-inhibitory activities of the synthesized N-phenylnicotinamides were discussed concisely. (C) 2010 Elsevier Ltd. All rights reserved.