2-ethyl-1H-imidazole-4,5-dicarboxylic acid | 58954-22-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-ethyl-1H-imidazole-4,5-dicarboxylic acid
• 英文别名: 1H-2-ethyl-4,5-imidazole-dicarboxylic acid；2-ethyl-4,5-imida-zole dicarboxylic acid；2-ethyl-4,5-imidazoledicarboxylic acid；2-ethylimidazole-4,5-dicarboxylic acid；2-Aethylimidazol-4,5-dicarbonsaeure；2-ethyl-1H-imidazole-4,5-dicarboxylic acid
• CAS: 58954-22-6
• 化学式: C₇H₈N₂O₄
• mdl: MFCD02235648
• 分子量: 184.152
• InChiKey: UABYSXCDWOEBRI-UHFFFAOYSA-N

物化性质

• 熔点：
  259 °C (decomp)
• 沸点：
  571.1±35.0 °C(Predicted)
• 密度：
  1.549±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-ethyl-1H-imidazole-4,5-dicarboxylic acid 生成 2-乙基咪唑
  参考文献：
  名称：

  Maquenne, Annales de Chimie (Cachan, France), 1891, vol. <6> 24, p. 534

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙基苯并咪唑 在 硫酸 、 双氧水 作用下， 反应 3.0h， 以3.86 g的产率得到2-ethyl-1H-imidazole-4,5-dicarboxylic acid
  参考文献：
  名称：

  [EN] AMIDO-SUBSTITUTED AZOLE COMPOUNDS AS INHIBITORS OF TNKS1 AND/OR TNKS2
  [FR] COMPOSÉS AZOLE AMIDO-SUBSTITUÉS

  摘要：

  公开号：

  WO2015150449A3

文献信息

• Nonpeptide Angiotensin II Receptor Antagonists:  Synthesis, Biological Activities, and Structure−Activity Relationships of Imidazole-5-carboxylic Acids Bearing Alkyl, Alkenyl, and Hydroxyalkyl Substituents at the 4-Position and Their Related Compounds
  作者：Hiroaki Yanagisawa、Yoshiya Amemiya、Takuro Kanazaki、Yasuo Shimoji、Koichi Fujimoto、Yoshiko Kitahara、Toshio Sada、Makoto Mizuno、Masahiro Ikeda、Shuichi Miyamoto、Youji Furukawa、Hiroyuki Koike

  DOI：10.1021/jm950450f

  日期：1996.1.1

  A series of imidazole-5-carboxylic acids bearing alkyl, alkenyl, and hydroxyalkyl substituents at the 4-position and their related compounds were prepared and evaluated for their antagonistic activities to the angiotensin II (AII) receptor. Among them, the 4-(1-hydroxyalkyl)-imidazole derivatives had strong binding affinity to the AII receptor and potently inhibited the AII-induced pressor response

  制备了一系列在4-位带有烷基，烯基和羟烷基取代基的咪唑-5-羧酸及其相关化合物，并评估了它们对血管紧张素II（AII）受体的拮抗活性。其中，4-（1-羟烷基）-咪唑衍生物对AII受体具有很强的结合亲和力，并通过静脉内给药有效地抑制了AII诱导的升压反应。这些酸的各种酯通过口服显示出有效和持久的拮抗活性。最有前途的化合物是（5-甲基-2-氧代-1,3-二氧杂-4-基）甲基（CS-866）和4-（1-羟基-1-甲基乙基）-的（新戊酰氧基）-甲基酯2-丙基-1-[（（2'-1H-四唑-5-基联苯-4-基）-甲基]咪唑-5-羧酸（26c）。
• COSMETIC OR DERMATOLOGICAL COMPOSITION COMPRISING A POLYMER BEARING JUNCTION GROUPS, AND COSMETIC TREATMENT PROCESS
  申请人：Chodorowski-Kimmes Sandrine

  公开号：US20100239509A1

  公开（公告）日：2010-09-23

  The present patent application relates to a cosmetic or dermatological composition comprising, in a cosmetically or dermatologically acceptable medium, a polymer comprising: (a) a polymer backbone that may be obtained by reaction: of a polyol comprising 3 to 6 hydroxyl groups; of a monocarboxylic acid containing 6 to 32 carbon atoms; of a polycarboxylic acid comprising at least two carboxylic groups COOH, and/or of a cyclic anhydride such as a polycarboxylic acid and/or of a lactone comprising at least one carboxylic group COOH; and (b) at least one junction group linked to the said polymer backbone and capable of establishing H bonds with one or more partner junction groups, each pairing of a junction group involving at least three H (hydrogen) bonds. The patent application also concerns a cosmetic treatment process using the said composition.

  本专利申请涉及一种化妆品或皮肤科学组合物，包括在化妆品或皮肤科学上可接受的介质中，包含以下聚合物的组合物：(a) 由以下反应得到的聚合物骨架：含有3至6个羟基的多元醇；含有6至32个碳原子的一元羧酸；至少含有两个羧基COOH的多元羧酸，和/或类似多元羧酸的环酐和/或至少含有一个羧基COOH的内酯；以及(b) 至少一个连接到所述聚合物骨架的连接基团，并能够与一个或多个配对连接基团建立H键，每个连接基团的配对涉及至少三个H（氢）键。该专利申请还涉及使用所述组合物的化妆品处理过程。
• COMPOSITION COMPRISING A POLYCONDENSATE, METHOD OF TREATMENT, POLYCONDENSATE, AND METHOD OF PREPARATION
  申请人：GIUSTINIANI Pascal

  公开号：US20090028807A1

  公开（公告）日：2009-01-29

  The present application relates to a cosmetic or pharmaceutical, in particular lipstick, composition comprising a polycondensate The application also relates to a method of cosmetic treatment using the composition, the polycondensate thus defined and a method of preparing the polycondensate.

  本申请涉及一种化妆品或药用品，特别是口红，包括聚缩酸酯的组合物。该申请还涉及一种使用该组合物进行化妆处理的方法，所述聚缩酸酯的定义以及一种制备聚缩酸酯的方法。
• COSMETIC OR PHARMACEUTICAL COMPOSITION COMPRISING A POLYCONDENSATE, THE SAID POLYCONDENSATE AND METHOD OF COSMETIC TREATMENT
  申请人：Malle Gerard

  公开号：US20100272660A1

  公开（公告）日：2010-10-28

  The present application relates to a cosmetic or pharmaceutical composition comprising a polycondensate capable of being obtained by the reaction of the following monomers alone: of 10 to 30% by weight, relative to the total weight of the polycondensate, of one or more polyols comprising 3 to 6 hydroxyl groups; of 30 to 80% by weight, relative to the total weight of the polycondensate, of one or more linear, branched and/or cyclic, saturated or unsaturated, non-aromatic monocarboxylic acids comprising 6 to 32 carbon atoms; of 1 to 40% by weight, relative to the total weight of the polycondensate, of one or more polycarboxylic acids and/or cyclic anhydrides of such a polycarboxylic acid and/or lactones comprising at least one COOH group; and optionally of 0.1 to 15% by weight, relative to the total weight of the polycondensate, of one or more silicones having a hydroxyl and/or carboxyl functional group. The application also relates to a method of cosmetic treatment using the said composition, and the polycondensate thus defined.

  本申请涉及一种化妆品或药用组合物，包括由以下单体反应而得的聚缩酸酯：相对于聚缩酸酯的总重量，占10至30%的一种或多种含有3至6个羟基的多元醇；占30至80%的一种或多种线性、支链和/或环状、饱和或不饱和、非芳香族的单羧酸，含有6至32个碳原子；占聚缩酸酯总重量的1至40%的一种或多种多羧酸和/或多羧酸的环状酐和/或含有至少一个COOH基团的内酯；以及可选地占聚缩酸酯总重量的0.1至15%的一种或多种硅氧烷，具有羟基和/或羧基官能团。该申请还涉及使用所述组合物进行化妆处理的方法，以及如此定义的聚缩酸酯。
• Alkyl substituents introduced into novel d¹⁰-metalimidazole-4,5-dicarboxylate frameworks: synthesis, structure diversities and photoluminescence properties
  作者：Quan-Guo Zhai、Rong-Rong Zeng、Shu-Ni Li、Yu-Cheng Jiang、Man-Cheng Hu

  DOI：10.1039/c2ce26063h

  日期：——

  Seven novel d10-metal–imidazole-4,5-dicarboxylate compounds namely [Zn(H2EIMDC)2(H2O)2]·2.25H2O (1), [Ag2(HPIMDC)(HPIM)2] (2), [Zn(HPIMDC)(H2O)]n (3), [Cd(H2PIMDC)2]}n (4), (H3O)[Cd(MIMDC)]}n (5), (H3O)[Cd(EIMDC)]}n (6) and (H3O)[Cd2(PIMDC)(HPIMDC)]}n (7), (H3MIMDC = 2-methyl-1H-imidazole-4,5-dicarboxylic acid, H3EIMDC = 2-ethyl-1H-imidazole-4,5-dicarboxylic acid, and H3PIMDC = 2-propyl-1H-imidazole-4,5-dicarboxylic acid, HPIM = 2-propyl-1H-imidazole), have been synthesized by careful control of the synthetic conditions such as the solvent, pH value and the metal-to-ligand molar ratios. X-ray single-crystal structural analyses reveal that the change of alkyl groups on the 2-position of the ligand leads to the diversity of their structures, which range from discrete compounds (1 and 2), one-dimensional chain (3), two-dimensional layer (4) to three-dimensional frameworks (5, 6 and 7). Specially, under the same reaction conditions, the extending of the 2-position alkyl substitutents gradually reduces the symmetry of the ultimate 3D frameworks, which vary from tetragonal I4/mmm (5), tetragonal P42/nmc (6) to orthorhombic Pbam (7) space groups. Alkyl-substituted imidazole-4,5-dicarboxylate ligands exhibit either singly, doubly, or triply deprotonated fashion, and coordinate to Zn(II), Cd(II) or Ag(I) ions in terminal μ2-, μ3- or μ4-modes. Compounds 1–7 have also been characterized by means of elemental analyses, X-ray powder diffractions, FT-IR, TGA and gas-adsorption. Furthermore, solid-state photoluminescence measurements show that all these d10-metal compounds produce strong blue emissions at room temperature.

  七种新型的d10金属-咪唑-4,5-二羧酸盐化合物，即[Zn(H2EIMDC)2(H2O)2]·2.25H2O（1）、[Ag2(HPIMDC)(HPIM)2]（2）、[Zn(HPIMDC)(H2O)]n（3）、[Cd(H2PIMDC)2]}n（4）、(H3O)[Cd(MIMDC)]}n（5）、(H3O)[Cd(EIMDC)]}n（6）和(H3O)[Cd2(PIMDC)(HPIMDC)]}n（7），(H3MIMDC = 2-甲基-1H-咪唑-4,5-二羧酸，H3EIMDC = 2-乙基-1H-咪唑-4,5-二羧酸，H3PIMDC = 2-丙基-1H-咪唑-4,5-二羧酸，HPIM = 2-丙基-1H-咪唑)，通过对合成条件如溶剂、pH值和金属与配体摩尔比的严格控制而合成。X射线单晶结构分析显示，配体2位的烷基基团的变化导致了其结构的多样性，从离子化合物（1和2）、一维链（3）、二维层（4）到三维框架（5、6和7）。特别是在相同的反应条件下，2位烷基取代基的延伸逐渐降低了最终三维框架的对称性，分别为四方I4/mmm（5）、四方P42/nmc（6）和正交Pbam（7）空间群。烷基取代的咪唑-4,5-二羧酸盐配体以单体、双体或三体去质子化的方式存在，并且以终端μ2-、μ3-或μ4-模式与Zn(II)、Cd(II)或Ag(I)离子配位。化合物1-7还通过元素分析、X射线粉末衍射、FT-IR、TGA和气体吸附等方法进行了表征。此外，固态光致发光测试表明，所有这些d10金属化合物在室温下均产生强烈的蓝色发光。