1-甲基咪唑-4,5-二甲酸二乙酯 | 1210-92-0

• 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-甲基咪唑-4,5-二甲酸二乙酯
• 英文名称: 4,5-bis(ethoxycarbonyl)-1-methylimidazole
• 英文别名: diethyl 1-methylimidazol-1H-yl-4,5-dicarboxylate；diethyl 1-methyl-1H-imidazole-4,5-dicarboxylate；diethyl 1-methylimidazole-4,5-dicarboxylate；1-methyl-1H-imidazole-4,5-dicarboxylic acid diethyl ester
• CAS: 1210-92-0
• 化学式: C₁₀H₁₄N₂O₄
• mdl: MFCD18651756
• 分子量: 226.232
• InChiKey: UCXNJCCDGQJSSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  1-甲基咪唑-4,5-二甲酸二乙酯 在 lithium aluminium tetrahydride 、 正丁基锂 、 四丁基氟化铵 、 二乙酸二丁基锡 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (1-甲基-4-((((甲基氨基)羰基)氧基)甲基)-2-(甲硫基)-1H-咪唑-5-基)甲基甲基氨基甲酸酯盐酸盐
  参考文献：
  名称：

  A new synthesis of carmethizole and related nitrogen analogues

  摘要：

  A new efficient six-step synthesis of carmethizole, a novel bis-carbamate alkylating agent, and syntheses of related nitrogen analogues are described, using a key 4,5-disubstituted imidazole intermediate 8. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10238-6
• 作为产物：
  描述：

  咪唑-4,5-二羧酸 在 氯化亚砜 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 1-甲基咪唑-4,5-二甲酸二乙酯
  参考文献：
  名称：

  Design, Synthesis and Evaluation of Imidazolylmethyl Carbamate Prodrugs of Alkylating Agents

  摘要：

  Two approaches to prodrugs of alkylating agents based on an imidazolylmethyl carbamate nucleus were explored. A 2-azido analogue (3) of the bis-carbamate carmethizole (1) displayed similar aerobic cytotoxicity to 1 in a panel of human and murine cell lines. Approaches to the 2-amino and 2-carbamoyl analogues are described. In the second approach an imidazolylmethanol was used as a 'trigger' linked via a carbamate to the alkylating agent N,N-bis(2-chlorethyl)amine (BCEA). Nitroimidazole and methylsulphinylimidazole carbamate prodrugs 6-8 were 5-20-fold less toxic than BCEA. Despite this deactivation in the prodrug form, little increase in cytotoxicity was observed under hypoxia. The data suggest that BCEA released on bioreduction is not sufficiently potent to contribute significant additional cytotoxicity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01031-5

文献信息

• COMPOUND OR ITS TAUTOMER, METAL COMPLEX COMPOUND, COLORED PHOTOSENSITIVE CURING COMPOSITION, COLOR FILTER, AND PRODUCTION
  申请人：MIZUKAWA Yuki

  公开号：US20120238752A1

  公开（公告）日：2012-09-20

  Provided is a colored photosensitive curing composition useful for color filters in primary colors, including blue, green, and red, having a high molar absorption coefficient and allowing a reduction in film thickness and superior color purity and fastness. A colored photosensitive curing composition, comprising, as its colorant, a dipyrromethene-based metal complex compound obtained from a metal or metal compound and a dipyrromethene-based compound represented by the following Formula (I): wherein in Formula (I), R 1 to R 6 each independently represent a hydrogen atom or a substituent group; and R 7 represents a hydrogen or halogen atom, or an alkyl, aryl or heterocyclic group.

  提供的是一种有用于原色彩色滤光片的彩色光敏固化组合物，包括蓝色、绿色和红色，具有高摩尔吸收系数，可减少薄膜厚度，具有优越的颜色纯度和牢固度。 一种彩色光敏固化组合物，包括作为其着色剂的从金属或金属化合物获得的基于二吡咯甲烷的金属配合物化合物和由以下式（I）表示的基于二吡咯甲烷的化合物，其中在式（I）中，R1至R6各自独立地表示氢原子或取代基；R7表示氢或卤素原子，或烷基、芳基或杂环基。
• [EN] AZOLE-FUSED PYRIDAZIN-3(2H)-ONE DERIVATIVES<br/>[FR] DÉRIVÉS DE PYRIDAZIN-3(2H)-ONE FUSIONNÉS PAR UN AZOLE
  申请人：TAKEDA PHARMACEUTICALS CO

  公开号：WO2021055326A1

  公开（公告）日：2021-03-25

  Disclosed are compounds of Formula (1) and pharmaceutically acceptable salts thereof, wherein α, β, n, R4, R5, R6, R8, R9, R10, R11, X1, X2, X3 and X7 are defined in the specification. This disclosure also relates to materials and methods for preparing compounds of Formula (1), to pharmaceutical compositions comprising them, and to their use for treating diseases, disorders, and conditions associated with GPR139.

  揭示了Formula（1）的化合物及其药用可接受的盐，其中α、β、n、R4、R5、R6、R8、R9、R10、R11、X1、X2、X3和X7在规范中有定义。本公开还涉及制备Formula（1）化合物的材料和方法，包括含有它们的药物组合物，以及它们用于治疗与GPR139相关的疾病、紊乱和症状的用途。
• A tropylium annulated N-heterocyclic carbene
  作者：Sebastian Appel、Peter Brüggemann、Christian Ganter

  DOI：10.1039/d0cc04482b

  日期：——

  Derivatives of the cationic tropylium annulated imidazolylidene ITrop+ are obtained by hydride abstraction from related cycloheptatriene compounds. Spectroscopic, structural and theoretical data indicate that, as a cationic relative of benzimidazolylidenes, ITrop+ has highly reduced σ-donor and strong π-acceptor character.

  通过氢化物从相关的环庚三烯化合物中提取氢化物，可以得到阳离子对苯二甲酰基咪唑基亚烷基ITrop +的衍生物。光谱，结构和理论数据表明，ITrop +作为苯并咪唑基亚胺的阳离子亲和性，具有高度还原的σ供体和强的π受体特性。
• A Direct Cycloaminative Approach to Imidazole Derivatives via Dual C–H Functionalization
  作者：Sagar Arepally、Venkata Nagarjuna Babu、Manickam Bakthadoss、Duddu S. Sharada

  DOI：10.1021/acs.orglett.7b01840

  日期：2017.10.6

  ed C(sp3)–H azidation was a key step for the cycloaminative process. An unprecedented method for metal-free dehydrogenative N-incorporation into C(sp3)–H and C(sp2)–H bonds for the synthesis of diverse imidazoles has been disclosed. The overall transformation involves the construction of four C–N bonds through hydroamination-azidation-cyclization sequence. The reaction can be easily handled and proceeds

  有机碘（III）促进的C（sp 3）–H叠氮化是环胺化过程的关键步骤。公开了一种空前的无金属脱氢氮结合到C（sp 3）-H和C（sp 2）-H键中以合成各种咪唑的方法。整个转化过程涉及通过加氢胺化-叠氮-环化顺序构建四个C–N键。该反应可以容易地进行，并且可以在温和的条件下进行。此外，N-杂环卡宾（NHC）前体的实际合成揭示了本策略的潜力。
• Ring Carbon Functionalization of<i>N</i>-Heterocyclic Carbene Ligand with Ester Groups. Electronic Effect of Ester Groups on Coordination Properties
  作者：Kenji Hara、Yoshikazu Kanamori、Masaya Sawamura

  DOI：10.1246/bcsj.79.1781

  日期：2006.11

  Palladium complexes with an imidazol-2-ylidene ligand functionalized with ester groups at its 4,5-positions were synthesized from a readily available imidazole derivative. σ-Donation from the carbene ligand to the palladium atom is considerably weakened by functionalization with the two ester moieties.

  钯配合物与咪唑-2-亚基配体在其 4,5-位上被酯基官能化，由易于获得的咪唑衍生物合成。通过两个酯部分的功能化，从卡宾配体到钯原子的 σ-捐赠被大大削弱。