(3-Amino-propyl)-propyl-carbamic acid tert-butyl ester | 108081-84-1

• 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: (3-Amino-propyl)-propyl-carbamic acid tert-butyl ester
• 英文别名: 1,1-Dimethylethyl N-(3-aminopropyl)-N-propylcarbamate；tert-butyl N-(3-aminopropyl)-N-propylcarbamate
• CAS: 108081-84-1
• 化学式: C₁₁H₂₄N₂O₂
• 分子量: 216.324
• InChiKey: XMKNPWVZUAANQV-UHFFFAOYSA-N

物化性质

• 沸点：
  290.7±19.0 °C(Predicted)
• 密度：
  0.963±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3-Amino-propyl)-propyl-carbamic acid tert-butyl ester 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 29.0h， 生成
  参考文献：
  名称：

  A naphthalimide-polyamine conjugate preferentially accumulates in hepatic carcinoma metastases as a lysosome-targeted antimetastatic agent

  摘要：

  DOI：

  10.1016/j.ejmech.2021.113469
• 作为产物：
  描述：

  3-丙氨基丙腈 在 dimethyl sulfide borane 、 碳酸氢钠 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 10.75h， 生成 (3-Amino-propyl)-propyl-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Structure–activity relationship studies of 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, a non-nucleoside reverse transcriptase inhibitor of human immunodeficiency virus type-1

  摘要：

  The reverse transcriptase (RT) of the human immunodeficiency virus type-1 (HIV-1) is still a prime target for drug development due to the continuing need to block drug-resistant RT mutants by new inhibitors. We have previously identified 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, compound 1, as a potent RI inhibitor from an available chemical library. Here, we further modified this compound to study structure activity relationships when replacing various groups in the molecule. Different functional groups were systematically introduced on the aromatic ring and the aliphatic chain of the compound was modified. The effect of these modifications on viral infectivity was then evaluated. The most potent compound found was propyl 4-(amino-N-(4-chloro-2,5-dimethoxyphenyl)methanethioamino)butanoate, 45c, which inhibited infectivity with a calculated IC50 of about 1.1 mu M. Docking studies identified potential important interactions between the top scoring ligands and HIV-1 RT, and the predicted relative affinity of the ligands was found to be in agreement with the experimental results. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.003

文献信息

• FLUORESCENT COMPOUNDS AND USES THEREOF
  申请人：BIOTIUM, INC.

  公开号：US20160024067A1

  公开（公告）日：2016-01-28

  The invention provides compounds, including fluorescent nucleic acid dyes, and methods for use including nucleic acid detection, nucleic acid amplification reactions, and high-resolution melt curve analysis. Further provided are kits, instruments and systems comprising compounds of the invention or adapted for use with compounds of the invention or other nucleic acid dyes.

  这项发明提供了化合物，包括荧光核酸染料，以及用于核酸检测、核酸扩增反应和高分辨率熔解曲线分析的方法。还提供了包含该发明化合物或适用于与该发明化合物或其他核酸染料一起使用的试剂盒、仪器和系统。
• 一种基于多胺修饰的萘酰亚胺缀合物、其制备方法及应用
  申请人：河南大学

  公开号：CN112876414B

  公开（公告）日：2022-09-09

  本发明属于药物化学技术领域，具体涉及一种基于多胺修饰的萘酰亚胺缀合物、其制备方法及应用。本发明所述萘酰亚胺‑多胺缀合物具有良好的抗肿瘤活性，其体内外抗肝癌生长及转移的活性比氨萘非特较好，且抗肿瘤谱较广。与经典的氨萘非特不同，本发明所述缀合物通过靶向溶酶体抑制自噬，并调控肿瘤细胞微环境中多胺代谢及功能发挥抗肝癌生长及转移的活性。本发明所述配合物还解决了以往以氨萘非特为代表的萘酰亚胺类似物的溶解性差、临床配伍较繁琐、化疗药物临床应用中病人免疫力差等问题，并首次发现可调控亚细胞器及肿瘤微环境的萘酰亚胺配合物，为晚期肝癌的治疗提供新的思路及研究方向。
• Identification of nonpeptidic small-molecule inhibitors of interleukin-2
  作者：Nathan D. Waal、Wenjin Yang、Johan D. Oslob、Michelle R. Arkin、Jennifer Hyde、Wanli Lu、Robert S. McDowell、Chul H. Yu、Brian C. Raimundo

  DOI：10.1016/j.bmcl.2004.12.045

  日期：2005.2

  The identification, design, and synthesis of a series of novel sulfamide- and urea-based small-molecule antagonists of the protein-protein interaction IL-2/IL-2Ralpha are described. Installation of a furan carboxylic acid fragment onto a low-micromolar sulfamide resulted in a 23-fold improvement in activity, providing a sub-micromolar, nonpeptidic IL-2 inhibitor (IC50 = 0.60 muM). (C) 2005 Elsevier Ltd. All rights reserved.
• US9682970B2
  申请人：——

  公开号：US9682970B2

  公开（公告）日：2017-06-20
• Structure–activity relationship studies of 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, a non-nucleoside reverse transcriptase inhibitor of human immunodeficiency virus type-1
  作者：Michal Weitman、Keti Lerman、Abraham Nudelman、Dan Thomas Major、Amnon Hizi、Alon Herschhorn

  DOI：10.1016/j.ejmech.2010.11.003

  日期：2011.2

  The reverse transcriptase (RT) of the human immunodeficiency virus type-1 (HIV-1) is still a prime target for drug development due to the continuing need to block drug-resistant RT mutants by new inhibitors. We have previously identified 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, compound 1, as a potent RI inhibitor from an available chemical library. Here, we further modified this compound to study structure activity relationships when replacing various groups in the molecule. Different functional groups were systematically introduced on the aromatic ring and the aliphatic chain of the compound was modified. The effect of these modifications on viral infectivity was then evaluated. The most potent compound found was propyl 4-(amino-N-(4-chloro-2,5-dimethoxyphenyl)methanethioamino)butanoate, 45c, which inhibited infectivity with a calculated IC50 of about 1.1 mu M. Docking studies identified potential important interactions between the top scoring ligands and HIV-1 RT, and the predicted relative affinity of the ligands was found to be in agreement with the experimental results. (C) 2010 Elsevier Masson SAS. All rights reserved.