Nα-isobutyl-Nα-(4-nitrobenzenesulfonyl)-L-lysine | 359782-12-0

• 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-nitrobenzenesulfonyl)-L-lysine
• 英文别名: Nalpha-isobutyl-Nalpha-(4-nitrobenzenesulfonyl)-L-lysine；(2S)-6-amino-2-[2-methylpropyl-(4-nitrophenyl)sulfonylamino]hexanoic acid
• CAS: 359782-12-0
• 化学式: C₁₆H₂₅N₃O₆S
• 分子量: 387.457
• InChiKey: NYBLUDLIEXDIHQ-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-nitrocinnamic acid 、 Nα-isobutyl-Nα-(4-nitrobenzenesulfonyl)-L-lysine 以42%的产率得到Nα-Isobutyl-Nα-(4-nitrobenzenesulfonyl)-Nε-(2-nitrocinnamoyl)-L-lysine
  参考文献：
  名称：

  Amino acid derivatives as HIV aspartyl protease inhibitors

  摘要：

  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。

  公开号：

  US06455587B1
• 作为产物：
  描述：

  (S)-3-氨基-2-己内酰胺 在 盐酸 、 sodium cyanoborohydride 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 Nα-isobutyl-Nα-(4-nitrobenzenesulfonyl)-L-lysine
  参考文献：
  名称：

  Lysine derivatives as potent HIV protease inhibitors. Discovery, synthesis and structure–activity relationship studies

  摘要：

  A screening assay program on HIV-protease was carried out on more than fifty commercially available N-protected amino acids and has revealed that those with a long side chain such as lysine, ornithine and arginine exhibited significant inhibition of HIV protease enzyme. The presence of an Fmoc group was found to be essential to obtain micromolar inhibitors and the addition of an alkyl group at the N alpha-position resulted in the discovery of the lead compound 11 displaying a 5 nM inhibition constant. Although this new inhibitor series is not categorized among those mimicking the substrate with a non-hydrolyzable transition-state isoster, it was found very specific to inhibit HIV protease enzyme in comparison to the mammalian aspartyl proteases pepsin, renin and cathepsin. Furthermore, these inhibitors did not show any cytotoxicity at a concentration below 75 mu M. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.068

文献信息

• 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
• HIV PROTEASE INHIBITORS BASED ON AMINO ACID DERIVATIVES
  申请人：Ambrilia Biopharma Inc.

  公开号：EP1377542B1

  公开（公告）日：2007-08-01