4-(3,4-二氢-1(2H)-喹啉基)-4-氧代丁酸 | 349644-03-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 4-(3,4-二氢-1(2H)-喹啉基)-4-氧代丁酸
• 英文名称: succinanilic acid
• 英文别名: 4-(3,4-dihydro-2H-quinolin-1-yl)-4-oxobutanoic acid
• CAS: 349644-03-7
• 化学式: C₁₃H₁₅NO₃
• mdl: MFCD00118822
• 分子量: 233.267
• InChiKey: DNKIZDFFMHNPNH-UHFFFAOYSA-N

物化性质

• 沸点：
  512.4±43.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.384
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  Boc(L)-色氨酰肼 、 4-(3,4-二氢-1(2H)-喹啉基)-4-氧代丁酸 在 4-二甲氨基吡啶 、 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， 生成 tert-butyl N-[(2S)-1-[2-[4-(3,4-dihydro-2H-quinolin-1-yl)-4-oxobutanoyl]hydrazinyl]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamate
  参考文献：
  名称：

  Design, synthesis, and evaluation of inhibitors of cathepsin L: Exploiting a unique thiocarbazate chemotype

  摘要：

  Recently, we identified a thiocarbazate that exhibits potent inhibitory activity against human cathepsin L. Since this structure represents a novel chemotype with potential for activity against the entire cysteine protease family, we designed, synthesized, and assayed a series of analogs to probe the mechanism of action, as well as the structural requirements for cathepsin L activity. Molecular docking studies using coordinates of a papain-inhibitor complex as a model for cathepsin L provided useful insights. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.065

文献信息

• [EN] AMINE COMPOUNDS AND COMBINATORIAL LIBRARIES COMPRISING SAME<br/>[FR] COMPOSES D'AMINE ET BANQUES COMBINATOIRES CONTENANT CES COMPOSES
  申请人：ISIS PHARMACEUTICALS, INC.

  公开号：WO1999012034A1

  公开（公告）日：1999-03-11

  (EN) The present invention provides monocyclic, bicyclic and oligomeric amine compounds with at least two sites of diversity. These compounds are formed from monocyclic scaffolds which can be cyclized to form bicyclic amine scaffolds. These can then be reacted with building blocks to form the amine compounds of the invention. This invention further provides libraries or monocyclic, bicyclic and oligomeric amine compounds. Also provided are methods for preparing monocyclic, bicyclic and oligomeric amine compounds and libraries thereof. The present invention also provides pharmaceutical compositions of the monocyclic, bicyclic and oligomeric amine compounds.(FR) La présente invention se rapporte à des composés d'amine monocycliques, bicycliques et oligomères comportant au moins deux sites de diversité. Ces composés sont formés à partir de squelettes monocycliques qui peuvent être cyclisés en vue de former des squelettes d'amine bicyclique. Ceux-ci peuvent alors être mis à réagir avec des éléments structuraux en vue de former les composés d'amine selon l'invention. Cette invention concerne en outre des banques de composés d'amine monocycliques, bicycliques et oligomères; des procédés permettant de préparer ces composés et ces banques; enfin, des compositions pharmaceutiques à base de ces composés d'amine monocycliques, bicycliques et oligomères.
• Design, synthesis, and evaluation of inhibitors of cathepsin L: Exploiting a unique thiocarbazate chemotype
  作者：Michael C. Myers、Parag P. Shah、Mary Pat Beavers、Andrew D. Napper、Scott L. Diamond、Amos B. Smith、Donna M. Huryn

  DOI：10.1016/j.bmcl.2008.04.065

  日期：2008.6

  Recently, we identified a thiocarbazate that exhibits potent inhibitory activity against human cathepsin L. Since this structure represents a novel chemotype with potential for activity against the entire cysteine protease family, we designed, synthesized, and assayed a series of analogs to probe the mechanism of action, as well as the structural requirements for cathepsin L activity. Molecular docking studies using coordinates of a papain-inhibitor complex as a model for cathepsin L provided useful insights. (C) 2008 Elsevier Ltd. All rights reserved.