1,3-diacetyl-4-benzoyl-5-methyl-1,3-dihydro-imidazol-2-one | 82709-66-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-diacetyl-4-benzoyl-5-methyl-1,3-dihydro-imidazol-2-one
• 英文别名: 1,3-Diacetyl-4-benzoyl-5-methyl-1,3-dihydro-imidazol-2-on；4-benzoyl-1,3-diacetyl-1,3-dihydro-5-methyl-2H-imidazol-2-one；1,3-Diacetyl-4-benzoyl-5-methylimidazol-2-one
• CAS: 82709-66-8
• 化学式: C₁₅H₁₄N₂O₄
• 分子量: 286.287
• InChiKey: VWFITDMAWXMPQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-diacetyl-4-benzoyl-5-methyl-1,3-dihydro-imidazol-2-one 在 四氯化碳 、 N-溴代丁二酰亚胺(NBS) 作用下， 生成 1,3-diacetyl-4-benzoyl-5-bromomethyl-1,3-dihydro-imidazol-2-one
  参考文献：
  名称：

  通过N-溴代琥珀酰亚胺合成与生物素结构相关的咪唑啉酮。

  摘要：

  DOI：

  10.1021/ja01182a066
• 作为产物：
  描述：

  4-benzoyl-5-methyl-1H-imidazol-2(3H)-one 、 乙酸酐 反应 4.0h， 以82%的产率得到1,3-diacetyl-4-benzoyl-5-methyl-1,3-dihydro-imidazol-2-one
  参考文献：
  名称：

  4-Aroyl-1,3-dihydro-2H-imidazol-2-ones, a new class of cardiotonic agents

  摘要：

  A series of 4-aroyl-1,3-dihydro-2H-imidazol-2-ones was synthesized and evaluated for pharmacological activity in the anesthetized dog. Most members of this series produced dose-related increases in cardiac contractile force as well as relatively minor increases in heart rate and decreases in systemic arterial blood pressure that were not blocked by propranolol. In general, 4-methoxy or 4-methylthiobenzoyl substitution afforded compounds of greatest inotropic potency. 1,3-Dihydro-4-(4-methoxybenzoyl)-5-methyl-2H-imidazol-one (6) was shown to produce a dose-related positive inotropic effect and reverse the depressant effect of pentobarbital on cardiac pump function in the dog heart-lung preparation. The cardiotonic activity of this series may have important utility in the treatment of congestive heart failure. 1,3-Dihydro-4-[4-(methylthio)benzoyl]-5-methyl-2H-imidazol-2-one (17) was chosen for human studies and is currently undergoing clinical trials.

  DOI：

  10.1021/jm00354a017

文献信息

• 4-Aminomethyl-5-acyl-1,3-dihydro-2H-imidazol-2-ones
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0064704A1

  公开（公告）日：1982-11-17

  1,3-Dihydro-2H-imidazol-2-ones having 5-acyl and 4-(substituted amino) methyl substituents, are useful as cardiotonics, antihypertensives and antithrombotic agents. The compounds are obtained by the reaction of an appropriate amine with a substituted 4-bromomethyl-1,3-dihydro-2H-imidazol-2-one.

  具有 5-酰基和 4-（取代氨基）甲基取代基的 1,3-二氢-2H-咪唑-2-酮可用作强心剂、降压药和抗血栓药。这些化合物是通过适当的胺与取代的 4-溴甲基-1,3-二氢-2H-咪唑-2-酮反应得到的。
• 4-(4-Phenyl-1-piperidinyl)methyl-5-acyl-1,3-dihydro-2H-imidazol-2-ones
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0064707A1

  公开（公告）日：1982-11-17

  1,3-Dihydro-2H-imidazol-2-ones having 5-acyl and 4-(4-phenyl-1-piperidinyl)methyl substituents, are useful as cardiotonics, antihypertensives and antithrombotic agents. The compounds are obtained by the reaction of an appropriate substituted piperidine with a substituted 4-bromomethyl-1,3-dihydro-2H-imidazol-2-one.

  具有 5-酰基和 4-(4-苯基-1-哌啶基)甲基取代基的 1,3-二氢-2H-咪唑-2-酮可用作强心剂、抗高血压药和抗血栓药。 这些化合物是由适当的取代哌啶与取代的 4-溴甲基-1,3-二氢-2H-咪唑-2-酮反应而得。
• AROYLIMIDAZOLONES FOR THE TREATMENT OF THAUMETOPOEA EXPOSURE
  申请人：Breakthrough Medical Research B.V.

  公开号：EP3763365A1

  公开（公告）日：2021-01-13

  The invention involves the use of aroylimidazolones such as enoximone in the treatment of conditions caused by exposure to the burning hairs of a caterpillar of the genus Thaumetopoea, such as an oak processionary caterpillar. The invention also relates to compositions for use in such treatment, and to a method of treatment of a condition resulting from exposure to urticating hairs of a caterpillar of the genus Thaumetopoea, wherein the method comprises administering an aroylimidazolone or a pharmaceutically acceptable salt thereof to a subject exposed to said urticating hairs.

  本发明涉及将烯诺酮等甲酰亚胺唑酮类药物用于治疗因接触Thaumetopoea属毛虫（如橡树游行毛虫）的灼烧毛而引起的病症。本发明还涉及用于此类治疗的组合物，以及治疗因暴露于Thaumetopoea属毛虫的灼烧毛而导致的病症的方法，其中该方法包括向暴露于所述灼烧毛的受试者施用阿罗酰咪唑酮或其药学上可接受的盐。
• Use of enoximone in the treatment of atopic immune-related disorders, in pharmaceutical composition as well as in pharmaceutical preparation
  申请人：BREAKTHROUGH MEDICAL RESEARCH B.V.

  公开号：US10071077B2

  公开（公告）日：2018-09-11

  The invention involves the use of compounds from the class of aroyl-2H-imidazol-2-ones such as enoximone or a pharmaceutically acceptable salt thereof for modulating the immune system involved in a topic and immune-related disorders. In particular, the invention involves the use of (1,3-dihydro-4-methyl-5-[4-(methylthio)benzoyl]-2H-imidazol-2-on) or a pharmaceutically acceptable salt thereof. The invention also involves a pharmaceutical composition including aroyl-2H-imidazol-2-on or a pharmaceutically acceptable salt thereof in an active quantity for the treatment of a topic and immune-related disorders, by modulating the immune system involved in a topic and immune-related disorders. Preference is especially given to a pharmaceutical composition in a dosage unit of 5, 10 or 20 mg, based on the quantity of the active ingredient.

  本发明涉及酰基-2H-咪唑-2-酮类化合物（如烯肟酮）或其药学上可接受的盐在调节免疫系统参与主题和免疫相关疾病方面的用途。特别是，本发明涉及（1,3-二氢-4-甲基-5-[4-（甲硫基）苯甲酰基]-2H-咪唑-2-酮）或其药学上可接受的盐的用途。本发明还涉及一种药物组合物，其中包括活性量的阿罗基-2H-咪唑-2-酮或其药学上可接受的盐，用于通过调节涉及某种疾病和免疫相关疾病的免疫系统来治疗某种疾病和免疫相关疾病。根据活性成分的数量，特别优先考虑剂量单位为 5、10 或 20 毫克的药物组合物。
• Imidazolidones and method for their manufacture
  申请人：HOFFMANN LA ROCHE

  公开号：US02441935A1

  公开（公告）日：1948-05-18