5-Ethyl-1,3-dihydro-2-oxo-3H-imidazole-4-carboxylate | 87214-70-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Ethyl-1,3-dihydro-2-oxo-3H-imidazole-4-carboxylate
• 英文别名: 5-ethyl-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid ethyl ester；5-Aethyl-2-oxo-2,3-dihydro-1H-imidazol-4-carbonsaeure-aethylester；ethyl 5-Ethyl-2,3-dihydro-2-oxo-1H-imidazole-4-carboxylate；Ethyl 5-ethyl-2-oxo-1,3-dihydroimidazole-4-carboxylate
• CAS: 87214-70-8
• 化学式: C₈H₁₂N₂O₃
• 分子量: 184.195
• InChiKey: ZXNIVRMJHXDVJE-UHFFFAOYSA-N

物化性质

• 密度：
  1.163±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Ethyl-1,3-dihydro-2-oxo-3H-imidazole-4-carboxylate 在 barium dihydroxide 、 三氯化铝 作用下， 以 硝基苯 为溶剂， 反应 6.0h， 生成 2-[4-(5-Ethyl-2-oxo-1,3-dihydroimidazole-4-carbonyl)phenyl]isoindole-1,3-dione
  参考文献：
  名称：

  4-（4-胍基苯甲酰基）-2-咪唑酮和相关化合物：磷酸二酯酶抑制剂和具有组合组胺 H2 受体激动剂和 PDE III 抑制剂活性的新型强心剂

  摘要：

  合成了一系列新型正性肌力药物，旨在结合咪唑酮型磷酸二酯酶（PDE）抑制剂依诺昔酮和胍型组胺 H2 受体激动剂阿普米啶的药效团。所有化合物都是对位取代的 4-苯甲酰基-5-烷基-2-咪唑酮。通过对（杂）芳基烷基取代基，特别是通过咪唑基丙基胍基团引入 H2 激动作用。此外，还制备了类似的脲、氰基胍、烷基胍羧酸盐和酰胺。这些官能团要么直接连接到苯环上，要么通过适当的间隔基连接。筛选化合物在分离的电刺激豚鼠乳头肌中的正性肌力活性和抑制 PDE III（cGMP 抑制的 cAMP PDE，从豚鼠心脏分离）。获得的强心剂要么是 PDE III 抑制剂，其中一些药物的效力是依诺昔酮的 3 倍，要么是结合了 PDE III 抑制剂和组胺 H2 受体激动剂活性的药理学杂种。这些混合物是乳头肌中最有效的正性肌力物质，可能是由于它们的协同作用机制。通过用 H2 拮抗剂法莫替丁 (10 μM) 预处理以及使用离体

  DOI：

  10.1002/ardp.19953281005
• 作为产物：
  描述：

  丙酰乙酸乙酯 在 盐酸 、 palladium on activated charcoal 、 溶剂黄146 、 sodium nitrite 作用下， 5.0 ℃ 、10.79 MPa 条件下， 生成 5-Ethyl-1,3-dihydro-2-oxo-3H-imidazole-4-carboxylate
  参考文献：
  名称：

  Specific Force Deficit in Skeletal Muscles of Old Rats Is Partially Explained by the Existence of Denervated Muscle Fibers

  摘要：

  We tested the hypothesis that denervated muscle fibers account for part of the specific force (sF(0)) deficit observed in muscles from old adult (OA) mammals, Whole muscle force (F-0) was quantified for extensor digitorum longus (EDL) muscles of OA and young adult (YA) rats. EDL muscle sF(0) was calculated by dividing F-0 by either total muscle fiber cross-sectional area (CSA) or by innervated fiber CSA. Innervated fiber CSA was estimated from EDL muscle cross sections labeled for neural cell adhesion molecules, whose presence is a marker for muscle fiber denervation. EDL muscles from OA rats contained significantly more denervated fibers than muscles from YA rats (5.6% vs 1.1% of total CSA), When compared with YA muscle, oil muscle demonstrated deficits of 34.1% for F-0, 28.3% for sF(0), and 24.9 % for sF(0) calculated by using innervated CSA as the denominator, Denervated muscle fibers accounted for 11.3% of the specific force difference between normal YA and OA skeletal muscle, Other mechanisms in addition to denervation account for the majority of the sF(0) deficit with aging.

  DOI：

  10.1093/gerona/56.5.b191

文献信息

• Substituted Fused Pyrimidinones and Dihydropyrimidinones
  申请人：FRACKENPOHL Jens

  公开号：US20120157306A1

  公开（公告）日：2012-06-21

  The use of substituted fused pyrimidinones and dihydropyrimidinones of the formula (I) or salts thereof where the radicals of the formula (I) are each as defined in the description, for enhancing stress tolerance in plants to abiotic stress, and for invigorating plant growth and/or for increasing plant yield.

  使用公式（I）中定义的基团的取代融合嘧啶酮和二氢嘧啶酮或其盐，用于增强植物对非生物胁迫的耐受性，激发植物生长和/或增加植物产量。
• Imidazolecarboxylic acid derivatives
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0078545A1

  公开（公告）日：1983-05-11

  The use of novel imidazolecarboxylic acid derivatives of the following general structure which are useful as antihypertensives, cardiotonics and antithrombotics wherein Q and T are an oxygen or sulfur atom; R is hydrogen, lower alkyl, lower alkylcarbonyl or benzoyl; R1 is hydrogen or -CH(R3)R4; R2 is lower alkoxy, phenoxy or phenoxy substituted at the ortho, meta, or para position with lower alkyl, lower alkoxy, hydroxy, halogen, trifluoromethyl, lower alkylthio, lower alkylsulfone, or lower alkylsulfoxide; R3 is hydrogen or lower alkyl; R4 is hydrogen, hydroxy, lower alkoxy, lower alkylcarbonyl, -ON02 or halogen; and their pharmaceutically acceptable salts thereof.

  使用具有以下一般结构的新型咪唑羧酸衍生物，可用作抗高血压药、强心剂和抗血栓药 其中 Q 和 T 是氧原子或硫原子；R 是氢、低级烷基、低级烷基羰基或苯甲酰基；R1 是氢或-CH(R3)R4；R2 是低级烷氧基、苯氧基或在正位、偏位或对位被低级烷基、低级烷氧基、羟基、卤素、三氟甲基、低级烷硫基、低级烷基砜或低级烷基亚砜取代的苯氧基；R3 是氢或低级烷基；R4 是氢、羟基、低级烷氧基、低级烷基羰基、-ON02 或卤素；及其药学上可接受的盐。
• US4418071A
  申请人：——

  公开号：US4418071A

  公开（公告）日：1983-11-29
• [DE] SUBSTITUIERTE ANELLIERTE PYRIMIDINONE UND DIHYDROPYRIMIDINONE<br/>[EN] SUBSTITUTED FUSED PYRIMIDINONES AND DIHYDROPYRIMIDINONES<br/>[FR] PYRIMIDINONES ET DIHYDROPYRIMIDINONES ANNELÉES SUBSTITUÉES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2012028578A1

  公开（公告）日：2012-03-08

  Verwendung substituierter anellierter Pyrimidinone und Dihydropyrimidinone der allgemeinen Formel (I) oder deren Salze wobei die Reste der Formel (I) die in der Beschreibung genannten Definitionen aufweisen zur Steigerung der Stresstoleranz in Pflanzen gegenüber abiotischem Stress, sowie zur Stärkung des Pflanzenwachstums und/oder zur Erhöhung des Pflanzenertrags.
• Specific Force Deficit in Skeletal Muscles of Old Rats Is Partially Explained by the Existence of Denervated Muscle Fibers
  作者：M. G. Urbanchek、E. B. Picken、L. K. Kalliainen、W. M. Kuzon

  DOI：10.1093/gerona/56.5.b191

  日期：2001.5.1

  We tested the hypothesis that denervated muscle fibers account for part of the specific force (sF(0)) deficit observed in muscles from old adult (OA) mammals, Whole muscle force (F-0) was quantified for extensor digitorum longus (EDL) muscles of OA and young adult (YA) rats. EDL muscle sF(0) was calculated by dividing F-0 by either total muscle fiber cross-sectional area (CSA) or by innervated fiber CSA. Innervated fiber CSA was estimated from EDL muscle cross sections labeled for neural cell adhesion molecules, whose presence is a marker for muscle fiber denervation. EDL muscles from OA rats contained significantly more denervated fibers than muscles from YA rats (5.6% vs 1.1% of total CSA), When compared with YA muscle, oil muscle demonstrated deficits of 34.1% for F-0, 28.3% for sF(0), and 24.9 % for sF(0) calculated by using innervated CSA as the denominator, Denervated muscle fibers accounted for 11.3% of the specific force difference between normal YA and OA skeletal muscle, Other mechanisms in addition to denervation account for the majority of the sF(0) deficit with aging.