3-(4-Methyl-benzyloxy)-thiophene-2-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-(4-Methyl-benzyloxy)-thiophene-2-carboxylic acid
• 英文别名: 3-[(4-Methylbenzyl)oxy]-2-thiophenecarboxylic acid；3-[(4-methylphenyl)methoxy]thiophene-2-carboxylic acid
• 化学式: C₁₃H₁₂O₃S
• 分子量: 248.302
• InChiKey: MYVLJSQSMBUIJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-Methyl-benzyloxy)-thiophene-2-carboxylic acid 、 ditert-butyl (2S)-2-[[2-[(3aR,4S,6R,7R,7aS)-6-(aminomethyl)-7-hydroxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]acetyl]amino]pentanedioate 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 作用下， 生成 (S)-2-{2-[(3aR,4S,6R,7R,7aS)-7-Hydroxy-2,2-dimethyl-6-({[3-(4-methyl-benzyloxy)-thiophene-2-carbonyl]-amino}-methyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]-acetylamino}-pentanedioic acid di-tert-butyl ester
  参考文献：
  名称：

  β-C-Mannosides as Selectin Inhibitors

  摘要：

  Potential E- and P-selectin inhibitors were synthesized to explore a hydrophobic area on the E-selectin surface and the PSGL-1 protein binding site on the P-selectin surface that was recently defined by crystallography. Three series of mannose-based compounds (libraries A, B, and C) were synthesized using solution phase parallel synthesis. Biological evaluation of these compounds was done using two ELISA-based assays and transferred NOE (trNOE) experiments. Some of the compounds showed better activity than sLe(x) in the P-selectin assay.

  DOI：

  10.1021/jm010390f

文献信息

• SALTS OF PAROXETINE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1091958A1

  公开（公告）日：2001-04-18
• [EN] SALTS OF PAROXETINE<br/>[FR] SELS DE PAROXETINE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO2000001692A1

  公开（公告）日：2000-01-13

  Piperidine compounds, processes for preparing them, pharmaceutical compositions comprising them and their use in therapy are disclosed.
• β-C-Mannosides as Selectin Inhibitors
  作者：Neelu Kaila、Lihren Chen、Thomas、Desiree Tsao、Steve Tam、Patricia W. Bedard、Raymond T. Camphausen、Juan C. Alvarez、Giliyar Ullas

  DOI：10.1021/jm010390f

  日期：2002.4.1

  Potential E- and P-selectin inhibitors were synthesized to explore a hydrophobic area on the E-selectin surface and the PSGL-1 protein binding site on the P-selectin surface that was recently defined by crystallography. Three series of mannose-based compounds (libraries A, B, and C) were synthesized using solution phase parallel synthesis. Biological evaluation of these compounds was done using two ELISA-based assays and transferred NOE (trNOE) experiments. Some of the compounds showed better activity than sLe(x) in the P-selectin assay.