L-精氨酸beta-萘酰胺盐酸盐 | 18905-73-2

• 物质功能分类: 生物化工 - 氨基酸及其衍生物
• 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
• 中文名称: L-精氨酸beta-萘酰胺盐酸盐
• 中文别名: H-ARG-ΒNA盐酸盐
• 英文名称: L-Arg-2-naphthylamide hydrochloride
• 英文别名: (S)-5-(Amidinoamino)-2-amino-N-2-naphthylvaleramide monohydrochloride；(2S)-2-amino-5-(diaminomethylideneamino)-N-naphthalen-2-ylpentanamide;hydrochloride
• CAS: 18905-73-2
• 化学式: C₁₆H₂₁N₅O*ClH
• 分子量: 335.837
• InChiKey: WEVOXPYVEJEKIT-UQKRIMTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  120
• 氢给体数：
  5
• 氢受体数：
  3

安全信息

• 危险类别码：
  R40
• WGK Germany：
  3
• 海关编码：
  29242990
• 安全说明：
  S22,S36

制备方法与用途

应用

L-精氨酸BETA-萘酰胺盐酸盐可用作有机合成中间体和医药中间体，在实验室研发及医药化工生产过程中广泛使用。

反应信息

• 作为反应物：
  描述：

  BOC-L-苯丙氨酸 、 L-精氨酸beta-萘酰胺盐酸盐 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以40%的产率得到2-(2-tert-butoxycarbonylamino-2-benzylethylamido)-N-(naphthalen-2-yl)-5-guanidinopentanamide
  参考文献：
  名称：

  Evaluation of the Efficiency of Synthesized Efflux Pump Inhibitors onSalmonella entericaser. Typhimurium Cells

  摘要：

  Multidrug efflux pump inhibitors have a great potential as pharmacological agents that increase the drug susceptibility of bacterial pathogens. Our study was focused on the synthesis and evaluation of the efficiency of resistance–nodulation–division (RND) family efflux pump inhibitors. The efficiency of these inhibitors was investigated on Salmonella enterica ser. typhimurium cells using tetraphenylphosphonium (TPP+) and ethidium cations as the efflux pump substrates. Results of our study indicated that efficiency of the inhibitors depends on the cell outer membrane permeability and method of the assay used. Temperature of the incubation medium and a solvent of the inhibitor used have only minor effect on results of the assay.

  DOI：

  10.1111/cbdd.12173

文献信息

• Derivatives of 1-(oxoaminoacetyl) pentylcarbamate as cathepsin k inhibitors for the treatment of bone loss
  申请人：Barrett Gene David

  公开号：US20050245596A1

  公开（公告）日：2005-11-03

  Heterocycle substituted ketoamide derivatives of Formula (I), wherein the substitutes A, D, A and R are defined as in claim in, which are useful as cathepsin K inhibitors are described herein. The described invention also includes methods of making such heterocycle substituted ketoamide derivatives as well as method of using the same in the manufacture of medicaments for the treatment of disorders, including osteoporosis, associated with an imbalance between bone resorption and formation which can ultimately lead to fracture.

  本文描述了公式(I)的杂环取代酮酰胺衍生物，其中替代基A、D、A和R如权利要求中所定义，这些衍生物可用作卡特普西林K抑制剂。所述发明还包括制备这种杂环取代酮酰胺衍生物的方法，以及使用它们制造治疗与骨吸收和形成失衡有关的疾病（例如骨质疏松症），最终可能导致骨折的药物的方法。
• Alpha-ketoamide derivatives as cathepsin k inhibitors
  申请人：Barrett David Gene

  公开号：US20050107616A1

  公开（公告）日：2005-05-19

  Biaryl ketoamide derivatives, which are useful as cathepsin K inhibitors are described herein. The described invention also includes methods of making such biaryl ketoamide derivatives as well as methods of using the same in the treatment of disorders, including osteoporosis, associated with enhanced bone turnover which can ultimately lead to fracture.

  本文介绍了用作猫hepsin K抑制剂的联苯基酮酰胺衍生物。所述发明还包括制备这种联苯基酮酰胺衍生物的方法，以及将其用于治疗与增强骨转换有关的疾病，包括骨质疏松症，该疾病最终可能导致骨折的方法。
• Propylcarbamate derivatives as inhibitors of serine and cysteine proteases
  申请人：Deaton Norman David

  公开号：US20050043368A1

  公开（公告）日：2005-02-24

  The present invention includes ketone derivatives (I) and (II), which are useful as cathepsin K inhibitors. The described invention also includes methods of making such ketone derivatives as well as methods of using the same in the treatment of disorders, including osteoporosis.

  本发明涉及酮衍生物（I）和（II），其作为猫hepsin K抑制剂具有用途。所述发明还包括制备此类酮衍生物的方法，以及使用它们治疗疾病的方法，包括骨质疏松症。
• Cycloalkyl ketoamides derivatives useful as cathepsin k inhibitors
  申请人：Catalano George John

  公开号：US20050054819A1

  公开（公告）日：2005-03-10

  Cycloalkyl ketoamide derivatives, which are useful as cathepsin K inhibitors are described herein. The described invention also includes methods of making such cycloalkyl ketoamide derivatives as well as methods of using the same in the treatment of disorders, including osteoporosis, associated with enhanced bone turnover which can ultimately lead to fracture.

  本文介绍了环状酰胺类酮衍生物，其作为卡他普星K抑制剂具有用途。所述发明还包括制备这种环状酰胺类酮衍生物的方法，以及使用它们治疗与增强骨转换相关的疾病（包括骨质疏松症），最终可导致骨折的方法。
• CYCLOALKYL KETOAMIDES DERIVATIVES USEFUL AS CATHEPSIN K INHIBITORS
  申请人：Catalano George John

  公开号：US20080058333A1

  公开（公告）日：2008-03-06

  Cycloalkyl ketoamide derivatives, which are useful as cathepsin K inhibitors are described herein. The described invention also includes methods of making such cycloalkyl ketoamide derivatives as well as methods of using the same in the treatment of disorders, including osteoporosis, associated with enhanced bone turnover which can ultimately lead to fracture.

  本文描述了环状烷基酮酰胺衍生物，其作为猫hepsin K抑制剂具有用途。所述发明还包括制备这种环状烷基酮酰胺衍生物的方法，以及使用它们治疗与增强骨转换相关的疾病的方法，包括骨质疏松症，最终可能导致骨折。