Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-Nε-benzyloxycarbonyl-L-lysine methyl ester | 359781-80-9

• 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: Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-Nε-benzyloxycarbonyl-L-lysine methyl ester
• 英文别名: Nalpha-isobutyl-Nalpha-(4-methylbenzenesulfonyl)-Nepsilon-benzyloxycarbonyl-L-lysine Methyl Ester；methyl (2S)-2-[(4-methylphenyl)sulfonyl-(2-methylpropyl)amino]-6-(phenylmethoxycarbonylamino)hexanoate
• CAS: 359781-80-9
• 化学式: C₂₆H₃₆N₂O₆S
• 分子量: 504.648
• InChiKey: OKLJXSXWTUFWNY-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  35
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-Nε-benzyloxycarbonyl-L-lysine methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以100%的产率得到Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-L-lysine methyl ester
  参考文献：
  名称：

  Lysine sulfonamides as novel HIV-protease inhibitors: Nε-disubstituted ureas

  摘要：

  A series of lysine sulfonamide analogues bearing a Nepsilon-benzylic ureas was synthesized using both solution-phase and solid-phase approaches. A novel synthetic route of Nalpha-(alkyl)-Nalpha-(sulfonamides)lysinol using alpha-amino-caprolactam was developed. Evaluation of these novel protease inhibitors revealed compounds with high potency against wild-type HIV virus. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.049
• 作为产物：
  描述：

  (S)-methyl 2-amino-6-(benzyloxycarbonylamino)hexanoate 在 sodium cyanoborohydride 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-Nε-benzyloxycarbonyl-L-lysine methyl ester
  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

• 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。
• 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
• [EN] AMINO ACID DERIVATIVES AS HIV ASPARTYL PROTEASE INHIBITORS<br/>[FR] DERIVES D'ACIDE AMINE UTILISES COMME INHIBITEURS DE L'ASPARTYLE PROTEASE DU VIH
  申请人：PHARMACOR INC

  公开号：WO2001068593A2

  公开（公告）日：2001-09-20

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