Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-L-lysine | 359782-07-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-L-lysine
• 英文别名: Nalpha-isobutyl-Nalpha-(4-methylbenzenesulfonyl)-L-lysine；(2S)-6-amino-2-[(4-methylphenyl)sulfonyl-(2-methylpropyl)amino]hexanoic acid
• CAS: 359782-07-3
• 化学式: C₁₇H₂₈N₂O₄S
• 分子量: 356.486
• InChiKey: BGQLZVBKKKEEFJ-INIZCTEOSA-N

物化性质

• 沸点：
  524.0±60.0 °C(Predicted)
• 密度：
  1.179±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-L-lysine 在 lithium aluminium tetrahydride 、 三甲基氯硅烷 作用下， 以 四氢呋喃 为溶剂， 生成 N-[(2S)-6-amino-1-hydroxyhexan-2-yl]-4-methyl-N-(2-methylpropyl)benzenesulfonamide
  参考文献：
  名称：

  Lysine sulfonamides as novel HIV-Protease inhibitors: optimization of the Nε -acyl-phenyl spacer

  摘要：

  A series of Nalpha-isobutyl-Nalpha-arylsulfonamido-(Nepsilon acyl) lysine and lysinol derivatives were prepared and evaluated as inhibitors of HIV protease and wild type virus. A simple original synthesis was devised to form Nalpha-(arylsulfonamide)-Nalpha-isobutyI lysine, which could be easily acylated with carboxylic acids at the NE position. A two-atom spacer was found to be optimal between this acyl group and a phenyl yielding compounds of sub-nanomolar potency on purified enzyme. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.058
• 作为产物：
  描述：

  Nα-Isobutyl-Nε-benzyloxycarbonyl-L-lysine Benzyl Ester 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-L-lysine
  参考文献：
  名称：

  Lysine sulfonamides as novel HIV-Protease inhibitors: optimization of the Nε -acyl-phenyl spacer

  摘要：

  A series of Nalpha-isobutyl-Nalpha-arylsulfonamido-(Nepsilon acyl) lysine and lysinol derivatives were prepared and evaluated as inhibitors of HIV protease and wild type virus. A simple original synthesis was devised to form Nalpha-(arylsulfonamide)-Nalpha-isobutyI lysine, which could be easily acylated with carboxylic acids at the NE position. A two-atom spacer was found to be optimal between this acyl group and a phenyl yielding compounds of sub-nanomolar potency on purified enzyme. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.058

文献信息

• Amino acid derivatives as HIV aspartyl protease inhibitors
  申请人：Pharmacor Inc.

  公开号：US06455587B1

  公开（公告）日：2002-09-24

  The present invention relates to a class of amino acid derivatives with HIV aspartyl protease inhibitory properties.

  本发明涉及一类具有HIV天冬氨酸蛋白酶抑制性能的氨基酸衍生物。
• HIV protease inhibitors based on amino acid derivatives
  申请人：——

  公开号：US20020151546A1

  公开（公告）日：2002-10-17

  A compound selected from the group consisting of a compound of formula I 1 a compound of formula II 2 and when the compound of formula I and II comprises an amino group pharmaceutically acceptable ammonium salts thereof, wherein R 1 , R 2 , Cx, n, R 3 , R 4 , R 5 , Y are as defined in the specification.

  从以下组中选择的化合物，其中化合物I的化合物，化合物II的化合物，以及当化合物I和II的化合物包括其氨基团的药用可接受铵盐，其中R1、R2、Cx、n、R3、R4、R5、Y的定义如规范中所述。
• Amino acid derivatives useful for the treatment of alzheimer's disease
  申请人：John Varghese

  公开号：US20060079550A1

  公开（公告）日：2006-04-13

  The present invention is a method of treating Alzheimer's disease, and other diseases, and/or inhibiting beta-secretase enzyme, and/or inhibiting deposition of A beta peptide in a mammal, by use of known compounds of formula (I): wherein R 1 , R 2 , R 3 , R 4 , W and C x are herein defined.

  本发明涉及一种治疗阿尔茨海默病和其他疾病，和/或抑制β-分泌酶酶，和/或抑制哺乳动物体内Aβ肽沉积的方法，使用已知的式(I)化合物，其中R1、R2、R3、R4、W和Cx在此定义。
• Hiv protease inhibitors based on amino acid derivatives
  申请人：Ambrilia Biopharma Inc.

  公开号：EP1803706A1

  公开（公告）日：2007-07-04

  The present application refers to a compound selected from the group consisting of a compound of formula I wherein the compounds No. 1 to 10, respectively, are defined as follows The compounds are useful in the treatment of HIV and HTLV infections.

  本申请涉及的化合物选自由式 I 所组成的组 其中 1 号至 10 号化合物分别定义如下 这些化合物可用于治疗 HIV 和 HTLV 感染。
• AMINO ACID DERIVATIVES AS HIV ASPARTYL PROTEASE INHIBITORS
  申请人：Pharmacor Inc.

  公开号：EP1263716A2

  公开（公告）日：2002-12-11