hexyl carbazate | 41831-37-2

• 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: hexyl carbazate
• 英文别名: Hydrazincarbonsaeure-n-hexylester；Carbazinsaeurehexylester；hexyl N-aminocarbamate
• CAS: 41831-37-2
• 化学式: C₇H₁₆N₂O₂
• 分子量: 160.216
• InChiKey: ASNLOCKPCFVKDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-硝基糠醛 、 hexyl carbazate 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以50%的产率得到hexyl N-[(E)-(5-nitrofuran-2-yl)methylideneamino]carbamate
  参考文献：
  名称：

  Design, synthesis and biological evaluation of new potent 5-nitrofuryl derivatives as anti-Trypanosoma cruzi agents. Studies of trypanothione binding site of trypanothione reductase as target for rational design

  摘要：

  Design, using force-field calculations on the catalytic site of trypanothione reductase from Trypanosoma cruzi, has led to the development of new 5-nitrofuryl derivatives as potential anti-trypanosomal agents. The synthesized compounds were tested in vitro against T cruzi and more than 75% of the prepared derivatives showed higher activity than nifurtimox. Compounds 5 and 11, hexyl 4-(5-nitrofurfurylidene)carbazate and N-hexyl 3-(5-nitrofuryl)propenamide, showed the highest in vitro trypanocidal effect reported to date for members of the nitrofuran family. Partition coefficients and energies for the single-electron reduction of compounds were theoretically determined. These properties could be not the major cause of the activities' differences. The physicochemical environment around E 19, W22, C53 and Y111 residues within the trypanothione binding site of trypanothione reductase resulted a valuable target for the rational design of anti-trypanosomal drugs. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.02.007
• 作为产物：
  描述：

  氯甲酸正己酯 在 一水合肼 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 hexyl carbazate
  参考文献：
  名称：

  电化学促进醛和氨基甲酸酯的环化：获得 2-烷氧基/芳氧基-5-取代的 1,3,4-恶二唑和 1,3,4-恶二唑-2(3H)-one 衍生物

  摘要：

  通过醛的环化，开发了一种高效且环保的化学和药学上有趣的 2-烷氧基/芳氧基-1,3,4-恶二唑和 1,3,4-恶二唑-2(3 H )-酮的合成方法和卡巴酸盐。该协议涉及以电化学方式促进以良好至优异的产量获得所需产品。该方法使用 NaBr 作为电催化剂，MeOH 作为溶剂。该策略不含氧化剂和过渡金属，可在室温下无电解质完成反应。基于对照实验结果和文献报道提出了一种可能的机制。通过5-(4-chloro-3-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2( 3 H)-one，它是 Notum 羧酸酯酶活性的有效抑制剂。

  DOI：

  10.1039/d2nj04113h

文献信息

• Reagents for graft copolymers
  申请人：The Malaysian Rubber Producers' Research Association

  公开号：EP0065366A2

  公开（公告）日：1982-11-24

  A hydroxyl-functional polymer is reacted with a compound ZCO.N(H)x.N(H)x.CO.OR, where Z is halogen or aryloxy, x is 0 or 1 and R is hydrocarbon, and the reaction product is if necessary oxidized to give an azodicarboxylate-functional polymer having the formula QOCO·N:N·CO·OR where Q is an inert polymer group. This polymer is used to react with ethylenically unsaturated natural or synthetic rubber so as to graft groups derived from the polymer on to the rubber backbone.

  羟基官能团聚合物与化合物 ZCO.N(H)x.N(H)x.CO.OR 反应，其中 Z 为卤素或芳基氧基，x 为 0 或 1，R 为烃，必要时将反应产物氧化，得到偶氮二甲酸官能团聚合物，其式为 QOCO-N:N-CO-OR，其中 Q 为惰性聚合物基团。 这种聚合物用于与乙烯不饱和天然橡胶或合成橡胶反应，以便将聚合物衍生的基团接枝到橡胶主干上。
• New potent 5-nitrofuryl derivatives as inhibitors of Trypanosoma cruzi growth. 3D-QSAR (CoMFA) studies
  作者：Gabriela Aguirre、Mariana Boiani、Eliana Cabrera、Hugo Cerecetto、Rossanna Di Maio、Mercedes González、Ana Denicola、Carlos Mauricio R. Sant’Anna、Eliezer J. Barreiro

  DOI：10.1016/j.ejmech.2005.11.008

  日期：2006.4

  Growth inhibitory activity in vitro of sixteen new 5-nitrofuryl derivatives against the protozoan parasite Trypanosoma cruzi, the causative agent of American trypanosomiasis, was studied. The designed compounds combine in the same molecule the recognized 5-nitrofuryl group, an oxidative stress promoter, and lateral chains that could interact with biomolecules such as trypanothione reductase. Some of the derivatives were found to be very active against the epimastigote form of the parasite, being near to 3.0-fold more active than the reference compound, nifurtimox. Moreover, three-dimensional requirements for activity were clearly observed using a 3D-QSAR study based on a comparative molecular field analysis (CoMFA). The best CoMFA model, r(2) = 0.970 and q(2) = 0.725, points to the importance of a specific hydrogen-bonding pattern around the carbonyl or thiocarbonyl moieties, as well as the requirement for hydrophobic lateral chains. Theoretical pharmacokinetics (Lipinski's rule, PSA) supports further in vivo studies. (c) 2006 Elsevier SAS. All rights reserved.
• US4033947A
  申请人：——

  公开号：US4033947A

  公开（公告）日：1977-07-05
• US4070355A
  申请人：——

  公开号：US4070355A

  公开（公告）日：1978-01-24
• US4501860A
  申请人：——

  公开号：US4501860A

  公开（公告）日：1985-02-26