1-乙基咪唑-4-甲醛 | 88091-37-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-乙基咪唑-4-甲醛
• 中文别名: 1-乙基-1H-咪唑-4-甲醛
• 英文名称: 1-ethyl-4-formylimidazole
• 英文别名: 1-ethyl-1H-imidazole-4-carbaldehyde；1-ethylimidazole-4-carboxaldehyde；1-ethylimidazole-4-carbaldehyde
• CAS: 88091-37-6
• 化学式: C₆H₈N₂O
• 分子量: 124.142
• InChiKey: NRRFNLUQOIHVKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  1-乙基咪唑-4-甲醛 在 羟胺 作用下， 以 甲醇 、 硝基苯 为溶剂， 反应 218.0h， 生成 1-ethyl-4-[(hydroxyimino)methyl]-3-methylimidazolium iodide
  参考文献：
  名称：

  有机磷抑制的乙酰胆碱酯酶的活化剂。1.咪唑肟衍生物。

  摘要：

  制备了4-[（（羟基亚氨基）甲基] -3-甲基咪唑鎓碘化物]，并测试了它们对被焦磷酸四乙酯（TEPP）抑制的乙酰胆碱酯酶的活化能力。体外测试表明，新化合物是磷酸化的电泳乙酰胆碱酯酶的弱活化剂。

  DOI：

  10.1021/jm00379a026
• 作为产物：
  描述：

  三氟甲烷磺酸乙酯 、 1-[2-(trimethylsilyl)ethoxymethyl]imidazole-5-carboxaldehyde 以 甲苯 为溶剂， 以85%的产率得到1-乙基咪唑-4-甲醛
  参考文献：
  名称：

  Regiospecific Synthesis of N-Alkyl-4- and 5-Substituted Imidazoles

  摘要：

  A facile regiospecific synthesis of 4- and 5-substituted N-alkyl imidazoles has been developed from N-trimethylsilyloxyethyl-imidazole(s). The method combines directed metallation with alkyl triflate mediated imidazole quaternization and SEM group cleavage.

  DOI：

  10.3987/com-94-6926

文献信息

• FIVE-MEMBERED HETEROCYCLIC COMPOUNDS
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP1541564A1

  公开（公告）日：2005-06-15

  The present invention provides a compound represented by the formula: wherein R1 is an optionally substituted 5-membered heterocyclic group; X, Y and V are the same or different and each is a bond, an oxygen atom, a sulfur atom and the like; Q is a divalent hydrocarbon group having 1 to 20 carbon atoms; ring A is an aromatic ring optionally further having 1 to 3 substituents; Z is -(CH2)n-Z1- or -Z1-(CH2)n- (n is an integer of 0 to 8, Z1 is a bond, an oxygen atom, a sulfur atom and the like); ring B is a nitrogen-containing heterocycle optionally further having 1 to 3 substituents; W is a bond or a divalent hydrocarbon group having 1 to 20 carbon atoms; R2 is a hydrogen atom, a cyano group, -PO(OR9)(OR10) (R9 and R10 are the same or different and each is a hydrogen atom or an optionally substituted hydrocarbon group, and R9 and R10 are optionally bonded to form an optionally substituted ring) and the like, or a salt thereof, which has a superior adipose tissue weight decreasing action, a hypoglycemic action and a hypolipidemic action, and which is useful as an agent for the prophylaxis or treatment of obesity, diabetes mellitus, hyperlipidemia, impaired glucose tolerance, hypertension and the like.

  本发明提供了一种由以下式表示的化合物： 其中R1是可选择地取代的5-成员杂环基团；X、Y和V相同或不同，每个都是键，氧原子，硫原子等；Q是具有1到20个碳原子的二价碳氢基团；环A是一个芳香环，可选择地进一步具有1到3个取代基；Z是-(CH2)n-Z1-或-Z1-(CH2)n-（n是0到8的整数，Z1是键，氧原子，硫原子等）；环B是一个含氮杂环，可选择地进一步具有1到3个取代基；W是键或具有1到20个碳原子的二价碳氢基团；R2是氢原子，氰基，-PO(OR9)(OR10)（R9和R10相同或不同，每个是氢原子或可选择地取代的碳氢基团，R9和R10可选择地结合形成可选择地取代的环）等，或其盐，具有优越的减少脂肪组织重量的作用，降糖作用和降脂作用，并且作为预防或治疗肥胖症，糖尿病，高脂血症，糖耐量受损，高血压等的药剂是有用的。
• Supported TBD-Assisted Solution Phase Diversification of Formyl-Aza-Heterocycles Through Alkylation-Knoevenagel One Pot Sequences
  作者：Abdelaziz El Maatougui、Abel Crespo、Artur M.S. Silva、Alberto Coelho

  DOI：10.2174/138620711796367229

  日期：2011.8.1

  An efficient solution-phase parallel procedure to perform the structural diversification of some formyl-nitrogen heterocycles (A) using the reusable TBD supported base is described. The library synthesis is based in a consecutive Alkylation-Knoevenagel functionalisation that uses alkyl halides (B), Michael acceptors (C) and activated methylene compounds (D) as diversity elements.

  报道了一种高效的原位并行方法，用于实现某些甲酰氮杂环（A）的结构多样化，该方法利用可重复使用的TBD负载碱。库合成基于连续的烷基化-Knoevenagel官能化，采用烷基卤化物（B）、Michael受体（C）和活化甲基酮化合物（D）作为多样性元素。
• KYNURENINE PRODUCTION INHIBITOR
  申请人：Amishiro Nobuyoshi

  公开号：US20110237584A1

  公开（公告）日：2011-09-29

  Provided is a kynurenine production inhibitor comprising a nitrogen-containing heterocyclic compound represented by formula (I): (wherein R 50 and R 51 may be the same or different and each represent a hydrogen atom or the like, G 1 and G 2 may be the same or different and each represent a nitrogen atom or the like, X represents formula (III): (wherein m 1 and m 2 may be the same or different and each represent an integer of 0 or 1, Y represents an oxygen atom or the like, and R 6 and R 7 may be the same or different and each represent a hydrogen atom or the like), R 1 represents optionally substituted lower alkyl or the like, R 2 represents a hydrogen atom or the like, and R 3 represents optionally substituted lower alkyl or the like), and the like.

  提供的是一种色氨酸代谢抑制剂，包括由式(I)表示的含氮杂环化合物：（其中R50和R51可以相同也可以不同，每个代表氢原子或类似物，G1和G2可以相同也可以不同，每个代表氮原子或类似物，X表示式(III)：（其中m1和m2可以相同也可以不同，每个代表0或1的整数，Y表示氧原子或类似物，R6和R7可以相同也可以不同，每个代表氢原子或类似物），R1表示可选择地取代的低碳烷基或类似物，R2表示氢原子或类似物，R3表示可选择地取代的低碳烷基或类似物），等等。
• Synthesis and study of CuII complex with nitroxide, a jumping crystal analog
  作者：R. Z. Sagdeev、S. E. Tolstikov、S. V. Fokin、I. V. Obsharova、S. V. Tumanov、S. L. Veber、G. V. Romanenko、A. S. Bogomyakov、M. V. Fedin、E. V. Tretyakov、M. Halcrow、V. I. Ovcharenko

  DOI：10.1007/s11172-017-1722-y

  日期：2017.2

  We synthesized 1-ethylimidazolyl-substituted nitronyl nitroxides, i.e., 2-(1-ethylimidazol-4-yl)- (L4Et) and 2-(1-ethylimidazol-5-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole 3-oxide-1-oxyl (L5Et). The stable radical L5Et is an ethyl analog of 2-(1-methylimidazol-5-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole 3-oxide-1-oxyl (L5Me) described earlier, the reaction of which with Cu(hfac)2 (hfac is 1,1,1,5,5,5-hexafluoropentane-2,4-dionate) leads to the formation of the [Cu(hfac)2(L5Me)2] jumping crystals. The reaction of Cu(hfac)2 with L5Et with reagent ratios 1: 2 and 1: 1 yields heterospin complexes [Cu(hfac)2(L5Et)2] and [Cu(hfac)2L5Et]2, respectively. X-ray diffraction study of the mononuclear complex [Cu(hfac)2(L5Et)2] determined that the compound has a packing similar to that of jumping crystals studied earlier, with the only difference being that the O...O contacts between neigh- boring nitroxide groups were found to be 0.3—0.5 Å longer than in [Cu(hfac)2(L5Me)2]. As a result of the lengthening of these contacts, [Cu(hfac)2(L5Et)2] crystals lack chemomechanical activi- ty. We found that when cooling crystals of binuclear complex [Cu(hfac)2L5Et]2 below 50 K, the antiferromagnetic exchange between unpaired electrons of the >N—•O groups of neighboring molecules leads to the full spin-pairing of the nitroxides, with only the Cu2+ ions contributing to the residual paramagnetism of the compound.

  我们合成了1-乙基咪唑基取代的亚硝基氮氧自由基，即2-(1-乙基咪唑-4-基)-(L4Et)和2-(1-乙基咪唑-5-基)-4,4,5,5-四甲基-4,5-二氢-1H-咪唑-3-氧化物-1-氧基(L5Et)。稳定的自由基L5Et是之前描述的2-(1-甲基咪唑-5-基)-4,4,5,5-四甲基-4,5-二氢-1H-咪唑-3-氧化物-1-氧基(L5Me)的乙基类似物，其与Cu(hfac)2（hfac是1,1,1,5,5,5-六氟戊烷-2,4-二酮）的反应导致形成[Cu(hfac)2(L5Me)2]跳跃晶体。Cu(hfac)2与L5Et的反应，试剂比为1:2和1:1，分别生成异自旋配合物[Cu(hfac)2(L5Et)2]和[Cu(hfac)2L5Et]2。单核配合物[Cu(hfac)2(L5Et)2]的X射线衍射研究表明，该化合物的堆积与之前研究的跳跃晶体相似，唯一的区别是相邻氮氧自由基之间的O...O接触比[Cu(hfac)2(L5Me)2]中的长0.3—0.5 Å。由于这些接触的延长，[Cu(hfac)2(L5Et)2]晶体缺乏化学机械活性。我们发现，当将双核配合物[Cu(hfac)2L5Et]2的晶体冷却到50 K以下时，相邻分子的>N—•O基团之间未配对电子的反铁磁交换导致氮氧自由基的完全自旋配对，只有Cu2+离子对化合物的残余顺磁性产生贡献。
• Five-membered heterocyclic compounds
  申请人：Momose Yu

  公开号：US20060135578A1

  公开（公告）日：2006-06-22

  The present invention provides a compound represented by the formula: wherein R 1 is an optionally substituted 5-membered heterocyclic group; X, Y and V are the same or different and each is a bond, an oxygen atom, a sulfur atom and the like; Q is a divalent hydrocarbon group having 1 to 20 carbon atoms; ring A is an aromatic ring optionally further having 1 to 3 substituents; Z is —(CH 2 ) n -Z 1 - or -Z 1 -(CH 2 ) n — (n is an integer of 0 to 8, Z 1 is a bond, an oxygen atom, a sulfur atom and the like); ring B is a nitrogen-containing heterocycle optionally further having 1 to 3 substituents; W is a bond or a divalent hydrocarbon group having 1 to 20 carbon atoms; R 2 is a hydrogen atom, a cyano group, —PO(OR 9 )(OR 10 ) (R 9 and R 10 are the same or different and each is a hydrogen atom or an optionally substituted hydrocarbon group, and R 9 and R 10 are optionally bonded to form an optionally substituted ring) and the like, or a salt thereof, which has a superior adipose tissue weight decreasing action, a hypoglycemic action and a hypolipidemic action, and which is useful as an agent for the prophylaxis or treatment of obesity, diabetes mellitus, hyperlipidemia, impaired glucose tolerance, hypertension and the like.

  本发明提供一种化合物，其化学式表示为：其中，R1为可选取的取代的5-成员杂环基；X、Y和V相同或不同，每个都是键，氧原子，硫原子等；Q为具有1到20个碳原子的二价碳氢基团；环A为芳香环，可选地进一步具有1到3个取代基；Z为—(CH2)n-Z1-或-Z1-(CH2)n—（n为0到8的整数，Z1为键，氧原子，硫原子等）；环B为含氮杂环，可选地进一步具有1到3个取代基；W为键或具有1到20个碳原子的二价碳氢基团；R2为氢原子，氰基，—PO(OR9)(OR10)（R9和R10相同或不同，每个都是氢原子或可选取的取代的碳氢基团，R9和R10可选择性地结合形成可选取的取代环）等，或其盐，具有优异的减轻脂肪组织重量、降血糖和降血脂作用，可用作预防或治疗肥胖症、糖尿病、高脂血症、糖耐量受损、高血压等的药剂。