N-[4-(3,4-dichlorophenyl)phenyl]-4,6-dihydroxy-1,1-dioxo-2H-1lambda6,2-benzothiazine-3-carboxamide | 1221971-33-0

• 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: N-[4-(3,4-dichlorophenyl)phenyl]-4,6-dihydroxy-1,1-dioxo-2H-1lambda6,2-benzothiazine-3-carboxamide
• 英文别名: N-[4-(3,4-dichlorophenyl)phenyl]-4,6-dihydroxy-1,1-dioxo-2H-1λ6,2-benzothiazine-3-carboxamide
• CAS: 1221971-33-0
• 化学式: C₂₁H₁₄Cl₂N₂O₅S
• 分子量: 477.325
• InChiKey: OMCDXHFWBWVZIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  124
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-[4-(3,4-dichlorophenyl)phenyl]-4-hydroxy-6-methoxy-1,1-dioxo-2H-1lambda6,2-benzothiazine-3-carboxamide 在 三溴化硼 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以50%的产率得到N-[4-(3,4-dichlorophenyl)phenyl]-4,6-dihydroxy-1,1-dioxo-2H-1lambda6,2-benzothiazine-3-carboxamide
  参考文献：
  名称：

  Selective inducible microsomal prostaglandin E2 synthase-1 (mPGES-1) inhibitors derived from an oxicam template

  摘要：

  Here we describe the SAR of a series of potent and selective mPGES-1 inhibitors based on an oxicam template. Compound 13j demonstrated low nanomolar mPGES-1 inhibition in an enzyme assay. In addition, it displayed PGE(2) inhibition in a cell-based assay (0.42 mu M) and had over 238-fold selectivity for mPGES-1 over COX-2 and over 200-fold selectivity for mPGES-1 over 6-keto PGF(1 alpha). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.060

文献信息

• Selective inducible microsomal prostaglandin E2 synthase-1 (mPGES-1) inhibitors derived from an oxicam template
  作者：Jane Wang、David Limburg、Jeff Carter、Gabriel Mbalaviele、James Gierse、Michael Vazquez

  DOI：10.1016/j.bmcl.2010.01.060

  日期：2010.3

  Here we describe the SAR of a series of potent and selective mPGES-1 inhibitors based on an oxicam template. Compound 13j demonstrated low nanomolar mPGES-1 inhibition in an enzyme assay. In addition, it displayed PGE(2) inhibition in a cell-based assay (0.42 mu M) and had over 238-fold selectivity for mPGES-1 over COX-2 and over 200-fold selectivity for mPGES-1 over 6-keto PGF(1 alpha). (C) 2010 Elsevier Ltd. All rights reserved.