3S-(2S-benzyloxycarbonylamino-4-methylpentanoylamino)-2-oxo-5-phenylpentyl 2,5-dichlorobenzoate | 294869-94-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3S-(2S-benzyloxycarbonylamino-4-methylpentanoylamino)-2-oxo-5-phenylpentyl 2,5-dichlorobenzoate
• 英文别名: [(3S)-3-[[(2S)-4-methyl-2-(phenylmethoxycarbonylamino)pentanoyl]amino]-2-oxo-5-phenylpentyl] 2,5-dichlorobenzoate
• CAS: 294869-94-6
• 化学式: C₃₂H₃₄Cl₂N₂O₆
• 分子量: 613.538
• InChiKey: KEOUISDXUILPIR-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  42
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3S-(2S-benzyloxycarbonylamino-4-methylpentanoylamino)-2-oxo-5-phenylpentyl 2,5-dichlorobenzoate 在 盐酸 、 potassium carbonate 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 benzyl 1S-(3-hydroxy-2-oxo-1S-phenethylpropylcarbamoyl)-3-methylbutylcarbamate
  参考文献：
  名称：

  Compounds and compositions as protease inhibitors

  摘要：

  提供了公式为的化合物，其作为半胱氨酸蛋白酶抑制剂具有用处，特别是在治疗疾病方面，如骨质疏松或自身免疫性疾病，其中猫蛋白酶K或S对疾病的病理学或症状学有贡献。

  公开号：

  US06506733B1
• 作为产物：
  描述：

  N-苄氧羰基-L-亮氨酸 、 (S)-3-amino-2-oxo-5-phenylpentyl 2,5-dichlorobenzoate toluenesulfonic acid salt 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 为溶剂， 生成 3S-(2S-benzyloxycarbonylamino-4-methylpentanoylamino)-2-oxo-5-phenylpentyl 2,5-dichlorobenzoate
  参考文献：
  名称：

  Novel route to the synthesis of peptides containing 2-amino-1′-hydroxymethyl ketones and their application as cathepsin K inhibitors

  摘要：

  Cathepsin K is highly expressed in human osteoclasts, and is implicated in bone resorption. This makes it an attractive target for the treatment of osteoporosis. Peptides containing 2-amino-1'-hydroxymethyl ketones and 2-amino-1'-alkoxymethyl ketones were discovered as potent inhibitors of cathepsin K. A novel synthetic route was devised to facilitate rapid elucidation of the SAR of these inhibitors. The synthesis and SAR of hydroxymethyl ketones are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00611-x

文献信息

• Compounds and compositions as protease inhibitors
  申请人：Axys Pharmaceuticals, Inc.

  公开号：US06506733B1

  公开（公告）日：2003-01-14

  Compounds of the formula: are provided, and are useful as cysteine protease inhibitors, particularly in the treatment of diseases such as osteoporosis or autoimmune disorders in which cathepsins K or S contribute to the pathology or symptomatolgy of the disease.

  提供了公式为的化合物，其作为半胱氨酸蛋白酶抑制剂具有用处，特别是在治疗疾病方面，如骨质疏松或自身免疫性疾病，其中猫蛋白酶K或S对疾病的病理学或症状学有贡献。
• US6506733B1
  申请人：——

  公开号：US6506733B1

  公开（公告）日：2003-01-14
• Novel route to the synthesis of peptides containing 2-amino-1′-hydroxymethyl ketones and their application as cathepsin K inhibitors
  作者：Rohan V Mendonca、Shankar Venkatraman、James T Palmer

  DOI：10.1016/s0960-894x(02)00611-x

  日期：2002.10

  Cathepsin K is highly expressed in human osteoclasts, and is implicated in bone resorption. This makes it an attractive target for the treatment of osteoporosis. Peptides containing 2-amino-1'-hydroxymethyl ketones and 2-amino-1'-alkoxymethyl ketones were discovered as potent inhibitors of cathepsin K. A novel synthetic route was devised to facilitate rapid elucidation of the SAR of these inhibitors. The synthesis and SAR of hydroxymethyl ketones are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.