Ts(iBu)-Lys(Fmoc)-OH | 359780-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Ts(iBu)-Lys(Fmoc)-OH
• 英文别名: Nα-Isobutyl-Nα-(4-methylbenzenesulfonyl)-Nε-(9-fluorenylmethoxycarbonyl)-L-lysine；(2S)-6-(9H-fluoren-9-ylmethoxycarbonylamino)-2-[isobutyl(p-tolylsulfonyl)amino]hexanoic acid；(2S)-6-(9H-fluoren-9-ylmethoxycarbonylamino)-2-[(4-methylphenyl)sulfonyl-(2-methylpropyl)amino]hexanoic acid
• CAS: 359780-60-2
• 化学式: C₃₂H₃₈N₂O₆S
• 分子量: 578.73
• InChiKey: UXBUYQULNOSYKV-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  41
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Ts(iBu)-Lys(Fmoc)-OH 以68%的产率得到Nα-Isobutyl-Nα-(4-methylbenzenesulfonyl)-Nε-(9-fluorenylmethoxycarbonyl)-L-lysine Methyl Ester
  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 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 Ts(iBu)-Lys(Fmoc)-OH
  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。
• Urea derivatives as HIV aspartyl protease inhibitors
  申请人：Pharmacor Inc.

  公开号：US06528532B1

  公开（公告）日：2003-03-04

  The present invention provides HIV aspartyl protease inhibitors of the formula: and when the compound of formula I comprises an amino group, pharmaceutically acceptable ammonium salts thereof, wherein n is 3 or 4, Y is O, S, NH or N—CN, wherein Cx may be, for example COOH, or CH2OH, wherein R1 is selected from the group consisting of a benzenesulfonyl group of formula II as defined herein, wherein R2 may be, for example, iso-butyl, or 3-methylbutyl, and wherein R3 and R4 are as defined herein.

  本发明提供了HIV天冬氨酸蛋白酶抑制剂的化学式：当化合物I的化学式包括氨基时，其药用可接受的铵盐，其中n为3或4，Y为O、S、NH或N—CN，其中Cx可以是例如COOH或CH2OH，其中R1选自所述的苯甲磺酰基II的群，其中R2可以是例如异丁基或3-甲基丁基，R3和R4的定义如本文所述。
• 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：Pharmacor Inc.

  公开号：EP1377542A1

  公开（公告）日：2004-01-07
• [EN] HIV PROTEASE INHIBITORS BASED ON AMINO ACID DERIVATIVES<br/>[FR] INHIBITEUR DE LA PROTEASE VIH A BASE DE DERIVES D'ACIDES AMINES
  申请人：PHARMACOR INC

  公开号：WO2002064551A1

  公开（公告）日：2002-08-22

  A compound selected from the group consisting of a compound of formula I or formula II: (I) (II) wherein n is 3 or 4 wherein Cx is selected from the group consisting of -COOM, COOR6, -CHO, -CH2OR7, -CH2OCOR8, -CONHR9 and -CONR10R11, wherein M is an alkali metal or alkaline earth metal, wherein R2 is selected from the group consisting of a benzenesulfonyl group of formula III, or formula IV : (III) (IV) and when the compound of formula (I) and (II) comprises an amino group pharmaceutically acceptable ammonium salts thereof, wherein R1, R2, Cx, n, R3, R4, R5, Y are as defined in the specification.