3-(4-iodophenyl)-1-oxiranylmethyl-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester | 400802-95-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-iodophenyl)-1-oxiranylmethyl-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester
• 英文别名: 3-(4-iodo-phenyl)-1-oxiranylmethyl-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester；tert-butyl 3-(4-iodophenyl)-1-(oxiran-2-ylmethyl)-6,7-dihydro-4H-pyrazolo[4,3-c]pyridine-5-carboxylate
• CAS: 400802-95-1
• 化学式: C₂₀H₂₄IN₃O₃
• 分子量: 481.333
• InChiKey: JWRJKHSDXXHBSC-UHFFFAOYSA-N

物化性质

• 沸点：
  572.8±50.0 °C(Predicted)
• 密度：
  1.61±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  59.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-iodophenyl)-1-oxiranylmethyl-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester 在 三氟乙酸 、 ytterbium(III) triflate 作用下， 以 二氯甲烷 为溶剂， 反应 50.0h， 生成 JNJ-10381748
  参考文献：
  名称：

  Nonpeptidic, Noncovalent Inhibitors of the Cysteine Protease Cathepsin S

  摘要：

  The first nonpeptidic, noncovalent inhibitors of the cysteine protease cathepsin S (CatS) are described. Electronic database searching using the program DOCK generated a screening set of potential CatS inhibitors from which two lead structures were identified as promising starting points for a drug discovery effort. Lead optimization afforded potent (IC50 < 50 nM) and selective inhibitors of CatS demonstrating cellular activity and reversibility of enzyme inhibition.

  DOI：

  10.1021/jm0496133
• 作为产物：
  描述：

  4-morpholin-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid ter-tbutyl ester 在 盐酸 、 caesium carbonate 、 三乙胺 、 肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 51.0h， 生成 3-(4-iodophenyl)-1-oxiranylmethyl-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Nonpeptidic, Noncovalent Inhibitors of the Cysteine Protease Cathepsin S

  摘要：

  The first nonpeptidic, noncovalent inhibitors of the cysteine protease cathepsin S (CatS) are described. Electronic database searching using the program DOCK generated a screening set of potential CatS inhibitors from which two lead structures were identified as promising starting points for a drug discovery effort. Lead optimization afforded potent (IC50 < 50 nM) and selective inhibitors of CatS demonstrating cellular activity and reversibility of enzyme inhibition.

  DOI：

  10.1021/jm0496133

文献信息

• Method for treating allergies using substituted pyrazoles
  申请人：——

  公开号：US20030069240A1

  公开（公告）日：2003-04-10

  A method for treating an allergic condition, including an atopic allergic condition, using substituted pyrazoles.

  使用取代吡唑烷类化合物治疗过敏症状的方法，包括特应性过敏症状。
• Substituted pyrazoles
  申请人：——

  公开号：US20020040020A1

  公开（公告）日：2002-04-04

  Substituted pyrazoles, methods of manufacturing them, compositions containing them, and methods of using them to treat, for example, autoimmune diseases mediated by cathepsin S are described.

  本文描述了替代吡唑的制造方法，包含它们的组合物，以及使用它们治疗例如由cathepsin S介导的自身免疫疾病的方法。
• SUBSTITUTED PYRAZOLES
  申请人：Ortho McNeil Pharmaceuticals, Inc.

  公开号：EP1309591A2

  公开（公告）日：2003-05-14
• METHOD FOR TREATING ALLERGIES USING SUBSTITUTED PYRAZOLES
  申请人：Ortho McNeil Pharmaceuticals, Inc.

  公开号：EP1315491A2

  公开（公告）日：2003-06-04
• USE OF SUBSTITUTED PYRAZOLES FOR THE MANUFACTURE OF A MEDICAMENT FOR THE TREATMENT OF ALLERGIES
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：EP1315491B1

  公开（公告）日：2006-08-09