N-(6-aminohexyl) carboxamide | 78836-73-4

• 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: N-(6-aminohexyl) carboxamide
• 英文别名: N-(6-aminohexyl)formamide
• CAS: 78836-73-4
• 化学式: C₇H₁₆N₂O
• mdl: MFCD19205523
• 分子量: 144.217
• InChiKey: RLMFSUVNHNRLEE-UHFFFAOYSA-N

物化性质

• 沸点：
  311.0±25.0 °C(Predicted)
• 密度：
  0.937±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-fluorobenzyl)-8-hydroxy-5-bromo-1,6-naphthyridine-7-carboxamide 、 N-(6-aminohexyl) carboxamide 在 N,N-二甲基丙烯基脲 作用下， 以 neat (no solvent) 为溶剂， 反应 48.0h， 以30%的产率得到N-[(4-fluorophenyl)methyl]-5-(6-formamidohexylamino)-8-hydroxy-1,6-naphthyridine-7-carboxamide
  参考文献：
  名称：

  Repositioning HIV-1 Integrase Inhibitors for Cancer Therapeutics: 1,6-Naphthyridine-7-carboxamide as a Promising Scaffold with Drug-like Properties

  摘要：

  Among a large number of HIV-1 integrase (IN) inhibitors, the 8-hydroxy-[1,6]naphthyridines (i.e., L-870,810) were one of the promising class of antiretroviral drugs developed by Merck Laboratories. In spite of its remarkable potency and efficacy, unfortunately upon completion of phase I clinical studies, development of L-870,810 was halted. Because of its desirable pharmacological and pharmaceutical properties we were intrigued to design novel analogues of L-870,810 with goals to (1) improve upon limitations of naphthyridine-7-carboxamides as antiviral agents and (2) to reposition their use as innovative cytotoxic agents for cancer therapeutics. Herein, we report on the design and synthesis of a series of 1,6-naphthyridine-7-carboxamides with various substitutions at the 5- and 8-positions. All the new 5-substituted-8-hydroxy-[1,6]naphthyridines were potent IN inhibitors and the 5-substituted-8-amino-[1,6]naphthyridines were significantly cytotoxic. Further optimization of the 5,8-disubstituted-[1,6]naphthyridines with structural variation on 7-carboxamide delivered novel compounds with significant cytotoxicity in a panel of cancer cell lines and effective inhibition against select oncogenic kinases.

  DOI：

  10.1021/jm300667v
• 作为产物：
  描述：

  1,6-己二胺 、 一氧化碳 在 硫酸酯 、 zirconium(IV) oxide 、 palladium dichloride 氧气 作用下， 以 乙醇 为溶剂， 170.0 ℃ 、6.0 MPa 条件下， 反应 5.0h， 生成 N,N'-1,6-己烷二基二-甲酰胺 、 N-(6-aminohexyl) carboxamide
  参考文献：
  名称：

  胺氧化羰基化合成氨基甲酸酯的新型PdCl 2 / ZrO 2 -SO 2− 4催化剂

  摘要：

  在170°C和 4.0兆帕，芳族胺的氧化羰基化，以在新颖的PdCl合成相应的氨基甲酸酯2 /的ZrO 2 -SO 2- 4催化剂可以以高转化率和选择性进行。

  DOI：

  10.1006/jcat.2001.3350

文献信息

• Neuraminidase inhibitor
  申请人：Lo Lee-Chiang

  公开号：US20070207971A1

  公开（公告）日：2007-09-06

  This invention relates to a method of treating an infection with an influenza virus. The method includes administering to a subject in need thereof an effective amount of a compound of formula (I): Each variable in this formula is defined in the specification.

  这项发明涉及一种治疗流感病毒感染的方法。该方法包括向需要的受试者施用化合物(I)的有效量： 该公式中的每个变量在规范中有定义。
• The first syntheses of diformamides by carbonylation of aliphatic diamines with Au(i) complex catalysts
  作者：Feng Shi、Youquan Deng、Hongzhou Yang、Tianlong SiMa

  DOI：10.1039/b009257f

  日期：——

  Organic Au(I) complexes could be highly effective catalysts for the synthesis of diformamides by carbonylation of aliphatic diamines, with selectivity significantly enhanced in the presence of the appropriate amount of oxygen.

  有机金（I）配合物是脂肪族二胺羰基化合成二甲醛酰胺的高效催化剂，在适量氧气的存在下，其选择性显著提高。
• Phenanthroline derivatives
  申请人：Zeneca Limited

  公开号：US20010001101A1

  公开（公告）日：2001-05-10

  The present invention provides a phenanthroline derivative of formula (I) 1 wherein, for example, R 1 is hydrogen, carboxy, cyano, nitro, (1-4C)alkyl, (1-6C)alkoxycarbonyl, (1-4C)alkylamino, (2-4C)alkanoyl, (1-4C)alkoxy-(2-4C)alkoxy-(2-4C)alkoxycarbonyl or N-[amino-(2-8C)alkyl]carbamoyl; R 2 is, for example, hydrogen, carboxy, (1-6C)alkoxycarbonyl, carbamoyl, N-(1-8C)alkylcarbamoyl, N,N-di-(1-8C)alkylcarbamoyl, N-(1-4C)alkylcyclohexylcarbamoyl, 1,2,3,4-tetrahydro-isoquinolin-2-ylcarbonyl or N,N-[di-(l -4C)alkyl]thiocarbamoyl; R 3 and R 4 , which may be the same or different, are, for example, hydrogen or halo; and R 5 is, for example, hydrogen, di-(1-4C)alkylamino or halo; or a pharmaceutically-acceptable salt thereof. The invention further provides pharmaceutical compositions comprising phenanthroline derivatives, processes for making the same and their use in producing an anti-fibroproliferative effect.

  本发明提供了公式(I)的菲咯啉衍生物，其中，例如，R1为氢、羧基、氰基、硝基、(1-4C)烷基、(1-6C)烷氧羰基、(1-4C)烷基氨基、(2-4C)酰基、(1-4C)烷氧-(2-4C)烷氧-(2-4C)烷氧羰基或N-[氨基-(2-8C)烷基]氨基甲酰基；R2为氢、羧基、(1-6C)烷氧羰基、氨基甲酰基、N-(1-8C)烷基氨基甲酰基、N,N-二-(1-8C)烷基氨基甲酰基、N-(1-4C)烷基环己基氨基甲酰基、1,2,3,4-四氢异喹啉-2-基甲酰基或N,N-二-[烷基-(1-4C)]硫脲甲酰基；R3和R4，可以相同也可以不同，例如，为氢或卤素；R5为氢、二-(1-4C)烷基氨基或卤素；或其药学上可接受的盐。本发明还提供了包含菲咯啉衍生物的制药组合物、制备该组合物的方法以及其用于产生抗纤维增殖作用的用途。
• Benzoheterocyclic derivatives
  申请人：——

  公开号：US20020049194A1

  公开（公告）日：2002-04-25

  A benzoheterocyclic derivative of the following formula [1]: 1 and pharmaceutically acceptable salts thereof, which show excellent anti-vasopressin activity, vasopressin agonistic activity and oxytocin antagonistic activity, and are useful as a vasopressin antagonist, vasopressin agonist or oxytocin antagonist.

  以下式子所示的苯并杂环衍生物[1]及其药学上可接受的盐，展示出优异的抗加压素活性、加压素激动活性和催产素拮抗活性，可用作加压素拮抗剂、加压素激动剂或催产素拮抗剂。
• Molecular transporter compositions comprising dendrimeric oligoguanidine with a tri-functional core that facilitates delivery into cells in vivo
  申请人：Li Yong-Fu

  公开号：US20120035358A1

  公开（公告）日：2012-02-09

  Novel molecular transporter compositions and their use for transporting bioactive substances into cells in living animals are disclosed. To afford in vivo delivery, the composition is covalently linked to the bioactive substance and the resultant composite structure is introduced into the subject. The transporter composition includes multiple guanidine moieties on a dendrimeric scaffold having a tri-functional core. The tri-functional core is a phosphorodiamidate or phosphoramide moiety.

  本发明揭示了新型分子转运体组合物及其用于将生物活性物质运输到活体动物细胞内的方法。为了在体内实现递送，该组合物与生物活性物质共价连接，并将所得的复合结构引入受体体内。转运体组合物包括在三功能核心上具有多个胍基基团的树状支架。三功能核心是磷酸二酰胺或磷酰胺基团。