1-(tert-Butoxycarbonyl)-4-{[4-(2-butynyloxy)phenyl]sulfonyl}-4-piperidinecarboxylic acid | 287202-70-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(tert-Butoxycarbonyl)-4-{[4-(2-butynyloxy)phenyl]sulfonyl}-4-piperidinecarboxylic acid
• 英文别名: 4-(4-But-2-ynoxyphenyl)sulfonyl-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidine-4-carboxylic acid
• CAS: 287202-70-4
• 化学式: C₂₁H₂₇NO₇S
• 分子量: 437.514
• InChiKey: PCTYARPSJOTNSH-UHFFFAOYSA-N

物化性质

• 沸点：
  644.1±55.0 °C(Predicted)
• 密度：
  1.288±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(tert-Butoxycarbonyl)-4-{[4-(2-butynyloxy)phenyl]sulfonyl}-4-piperidinecarboxylic acid 在 盐酸 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-{[4-(2-Butynyloxy)phenyl]sulfonyl}-N-hydroxy-4-piperidinecarboxamide
  参考文献：
  名称：

  An efficient method to prepare α-sulfonyl hydroxamic acid derivatives

  摘要：

  alpha -Sulfonyl hydroxamic acid derivatives are biologically important molecules. An efficient protocol has bt en developed to mal;e these molecules via a direct sulfonylation of enolates. Several piperidine containing alpha -sulfonyl hydroxamic acid compounds have been prepared by this procedure. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)00835-8
• 作为产物：
  描述：

  N-Boc-4-哌啶甲酸甲酯 在 lithium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 5.5h， 生成 1-(tert-Butoxycarbonyl)-4-{[4-(2-butynyloxy)phenyl]sulfonyl}-4-piperidinecarboxylic acid
  参考文献：
  名称：

  An efficient method to prepare α-sulfonyl hydroxamic acid derivatives

  摘要：

  alpha -Sulfonyl hydroxamic acid derivatives are biologically important molecules. An efficient protocol has bt en developed to mal;e these molecules via a direct sulfonylation of enolates. Several piperidine containing alpha -sulfonyl hydroxamic acid compounds have been prepared by this procedure. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)00835-8

文献信息

• Method for preparing alpha-sulfonyl hydroxamic acid derivatives
  申请人：——

  公开号：US20020099035A1

  公开（公告）日：2002-07-25

  Compounds of the formula: 1 that can be important as matrix metalloproteinase (MMP) and TNF-alpha converting enzyme (TACE) inhibitors, phosphodiesterase inhibitors, renin inhibitors, antithrombotics, and 5 -lipoxygenase inhibitors are prepared by novel methods of the present invention.

  该公式的化合物： 可以作为基质金属蛋白酶（MMP）和TNF-alpha转化酶（TACE）抑制剂、磷酸二酯酶抑制剂、肾素抑制剂、抗血栓药物和5-脂氧合酶抑制剂的重要化合物，通过本发明的新方法制备。
• Alkynyl containing hydroxamic acid compounds as matrix metalloproteinase/tace inhibitors
  申请人：American Cyanamid Company

  公开号：US06358980B1

  公开（公告）日：2002-03-19

  Compounds of the formula: useful in the treatment of arthritis, tumor metastasis, tissue ulceration, abnormal wound healing, periodontal disease, bone disease, diabetes (insulin resistance) and HIV infection.

  该式化合物有助于治疗关节炎、肿瘤转移、组织溃疡、异常伤口愈合、牙周病、骨病、糖尿病（胰岛素抵抗）和HIV感染。
• Allenic aryl sulfonamide hydroxamic acids as matrix metalloproteinase and tace inhibitors
  申请人：American Cyanamid Company

  公开号：US20030130238A1

  公开（公告）日：2003-07-10

  Compounds of the formula 1 are useful in treating disease conditions mediated by TNF-&agr;, such as rheumatoid arthritis, osteoarthritis, sepsis, AIDS, ulcerative colitis, multiple sclerosis, Crohn's disease, degenerative cartilage loss, graft rejection, cachexia, inflammation, fever, insulin resistance, septic shock, congestive heart failure, inflammatory disease of the central nervous system, inflammatory bowel disease and HIV.

  式1的化合物在治疗由TNF-α介导的疾病条件中很有用，如类风湿性关节炎、骨关节炎、败血症、艾滋病、溃疡性结肠炎、多发性硬化症、克罗恩病、退行性软骨丧失、移植排斥、虚弱、炎症、发热、胰岛素抵抗、脓毒性休克、充血性心力衰竭、中枢神经系统炎症性疾病、炎症性肠病和艾滋病。
• ALKYNYL CONTAINING HYDROXAMIC ACID DERIVATIVES, THEIR PREPARATION AND THEIR USE AS MATRIX METALLOPROTEINASE (MMP) INHIBITORS / TNF-ALPHA CONVERTING ENZYME (TACE) INHIBITORS
  申请人：Wyeth Holdings Corporation

  公开号：EP1147085B1

  公开（公告）日：2005-11-16
• US6358980B1
  申请人：——

  公开号：US6358980B1

  公开（公告）日：2002-03-19