1-[1-Tert-butoxycarbonyl-3-(1,3-dioxo-1,3-dihydrobenzo[f]isoindol-2-yl)propylamino]cyclohexanecarboxylic acid | 219121-42-3

• 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: 1-[1-Tert-butoxycarbonyl-3-(1,3-dioxo-1,3-dihydrobenzo[f]isoindol-2-yl)propylamino]cyclohexanecarboxylic acid
• 英文别名: 1-[[4-(1,3-dioxobenzo[f]isoindol-2-yl)-1-[(2-methylpropan-2-yl)oxy]-1-oxobutan-2-yl]amino]cyclohexane-1-carboxylic acid
• CAS: 219121-42-3
• 化学式: C₂₇H₃₂N₂O₆
• 分子量: 480.561
• InChiKey: QBONAYGQHMUVHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[1-Tert-butoxycarbonyl-3-(1,3-dioxo-1,3-dihydrobenzo[f]isoindol-2-yl)propylamino]cyclohexanecarboxylic acid 在 乙胺嗪 、 1-羟基苯并三唑 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-(1,3-Dioxo-1,3-dihydro-benzo[f]isoindol-2-yl)-2-{1-[(S)-2-(4-methoxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-cyclohexylamino}-butyric acid
  参考文献：
  名称：

  Inhibitors of MMP-1: an examination of P1′ Cα gem-disubstitution in the N-carboxyalkylamine and glutaramide carboxylate series

  摘要：

  Modification of the N-carboxyalkylamine 3 by independent replacement of the P-1' NH group for CH2 and introduction of P-1' gem-cyclohexyl substitution affords compounds 5 and 6a which retain appreciable activity against MMP-1 (IC(50)s = 0.023 mu M and 0.09 mu M, respectively). The glutaramide 7a which incorporates both these structural changes also retains potent activity (IC50 = 0.038 mu M). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00304-6
• 作为产物：
  描述：

  2,3-萘二甲酰亚胺 在 palladium dihydroxide 氢气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 生成 1-[1-Tert-butoxycarbonyl-3-(1,3-dioxo-1,3-dihydrobenzo[f]isoindol-2-yl)propylamino]cyclohexanecarboxylic acid
  参考文献：
  名称：

  Inhibitors of MMP-1: an examination of P1′ Cα gem-disubstitution in the N-carboxyalkylamine and glutaramide carboxylate series

  摘要：

  Modification of the N-carboxyalkylamine 3 by independent replacement of the P-1' NH group for CH2 and introduction of P-1' gem-cyclohexyl substitution affords compounds 5 and 6a which retain appreciable activity against MMP-1 (IC(50)s = 0.023 mu M and 0.09 mu M, respectively). The glutaramide 7a which incorporates both these structural changes also retains potent activity (IC50 = 0.038 mu M). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00304-6

文献信息

• Cyclic imide derivatives
  申请人：Pfizer Inc.

  公开号：US05854275A1

  公开（公告）日：1998-12-29

  The invention relates to a compound of the formula I ##STR1## wherein R.sup.1 is a cyclic imide group and X, Y, R.sup.2, and R.sup.3 are as defined herein. The invention further relates to pharmaceutical compositions containing, and methods of using, compounds of the formula I. Compounds of the formula I are useful in the treatment of diseases related to the production of matrix metalloproteinases and tumor necrosis factor.

  本发明涉及一种化合物I的公式，其中R1为环酰亚胺基团，X、Y、R2和R3如本文所定义。本发明进一步涉及含有化合物I的制药组合物和使用化合物I的方法。化合物I的公式在治疗与基质金属蛋白酶和肿瘤坏死因子相关的疾病中具有用途。
• US5854275A
  申请人：——

  公开号：US5854275A

  公开（公告）日：1998-12-29
• Inhibitors of MMP-1: an examination of P1′ Cα gem-disubstitution in the N-carboxyalkylamine and glutaramide carboxylate series
  作者：Ralph P. Robinson、Brian J. Cronin、Kathleen M. Donahue、Brian P. Jones、Lori L. Lopresti-Morrow、Peter G. Mitchell、James P. Rizzi、Lisa M. Reeves、Sue A. Yocum

  DOI：10.1016/0960-894x(96)00304-6

  日期：1996.7

  Modification of the N-carboxyalkylamine 3 by independent replacement of the P-1' NH group for CH2 and introduction of P-1' gem-cyclohexyl substitution affords compounds 5 and 6a which retain appreciable activity against MMP-1 (IC(50)s = 0.023 mu M and 0.09 mu M, respectively). The glutaramide 7a which incorporates both these structural changes also retains potent activity (IC50 = 0.038 mu M). Copyright (C) 1996 Elsevier Science Ltd