7-[(3-{[N,N'-bis[(1,1-dimethylethoxy)carbonyl]aminoiminomethyl]amino}butyl)oxy]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester | 190604-52-5

• 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: 7-[(3-{[N,N'-bis[(1,1-dimethylethoxy)carbonyl]aminoiminomethyl]amino}butyl)oxy]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester
• 英文别名: Tert-butyl 2-[7-[4-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]butoxy]-1-oxo-3,4-dihydroisoquinolin-2-yl]acetate
• CAS: 190604-52-5
• 化学式: C₃₀H₄₆N₄O₈
• 分子量: 590.717
• InChiKey: ZYPFQDDAOOGPDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  42
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  145
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  7-[(3-{[N,N'-bis[(1,1-dimethylethoxy)carbonyl]aminoiminomethyl]amino}butyl)oxy]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester 在 三氟乙酸 作用下， 反应 1.0h， 生成 [7-(4-Guanidino-butoxy)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid
  参考文献：
  名称：

  Non-Peptide RGD Surrogates Which Mimic a Gly-Asp β-Turn:  Potent Antagonists of Platelet Glycoprotein IIb−IIIa

  摘要：

  Cyclic heptapeptide 1, which contains an Arg-Gly-Asp sequence, has good affinity for the platelet receptor GPIIb-IIIa and was chosen for study by H-1 NMR techniques. The key RGD sequence of this molecule was found to reside in a conformationally defined type II' Gly-Asp beta-turn, and this information was used in the design of simple non-peptide RGD mimics. Disubstituted isoquinolones, bearing an acidic side chain at position 2 and a basic side chain at position 6, were prepared and were found to have modest affinity for GPIIb-IIIa. Systematic modification of the basic residue contained in these molecules yielded compounds with high affinity for GPIIb-IIIa.

  DOI：

  10.1021/jm9701076
• 作为产物：
  描述：

  7-甲氧基-3,4-二氢-2H-异喹啉-1-酮 在 palladium on activated charcoal 氢气 、 三溴化硼 、 sodium hydride 、 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 、 丙酮 为溶剂， 反应 143.5h， 生成 7-[(3-{[N,N'-bis[(1,1-dimethylethoxy)carbonyl]aminoiminomethyl]amino}butyl)oxy]-3,4-dihydro-1-oxo-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester
  参考文献：
  名称：

  Non-Peptide RGD Surrogates Which Mimic a Gly-Asp β-Turn:  Potent Antagonists of Platelet Glycoprotein IIb−IIIa

  摘要：

  Cyclic heptapeptide 1, which contains an Arg-Gly-Asp sequence, has good affinity for the platelet receptor GPIIb-IIIa and was chosen for study by H-1 NMR techniques. The key RGD sequence of this molecule was found to reside in a conformationally defined type II' Gly-Asp beta-turn, and this information was used in the design of simple non-peptide RGD mimics. Disubstituted isoquinolones, bearing an acidic side chain at position 2 and a basic side chain at position 6, were prepared and were found to have modest affinity for GPIIb-IIIa. Systematic modification of the basic residue contained in these molecules yielded compounds with high affinity for GPIIb-IIIa.

  DOI：

  10.1021/jm9701076