1-(4-hydroxymethylphenyl)-3-methyl-2-pyrazolin-5-one | 107430-43-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-hydroxymethylphenyl)-3-methyl-2-pyrazolin-5-one
• 英文别名: 2-[4-(hydroxymethyl)phenyl]-5-methyl-4H-pyrazol-3-one
• CAS: 107430-43-3
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: NYCKNDCJKMLXJE-UHFFFAOYSA-N

物化性质

• 熔点：
  202 °C (decomp)
• 沸点：
  440.1±28.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-hydroxymethylphenyl)-3-methyl-2-pyrazolin-5-one 、 3-甲基-5-氧代-1-苯基-4H-吡唑-4-甲醛 以 溶剂黄146 为溶剂， 反应 0.75h， 生成 2-[4-(hydroxymethyl)phenyl]-5-methyl-4-[(3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl)methylidene]pyrazol-3-one
  参考文献：
  名称：

  Colorant for ocular lenses and material for colored ocular lenses using the colorant

  摘要：

  公开号：

  EP1666537B1
• 作为产物：
  描述：

  1-(4-羧基苯基)-3-甲基-5-吡唑酮 在 4-二甲氨基吡啶 、 氯化亚砜 、 二异丁基氢化铝 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 11.0h， 生成 1-(4-hydroxymethylphenyl)-3-methyl-2-pyrazolin-5-one
  参考文献：
  名称：

  Synthesis and Characterization of Edaravone Analogues as Remyelinating Agents and Putative Mechanistic Probes

  摘要：

  依达拉奉（EDA）是一种抗氧化药物，已被批准用于治疗缺血性中风和肌萎缩侧索硬化症，最近又被提议作为治疗多发性硬化症的再髓鞘化候选药物。在这里，我们合成了 12 种 EDA 类似物 2b-4c，它们呈现出 A-C 三种取代模式，旨在寻找改良的再髓鞘药物和负责其再生活性的假定分子靶点。我们在三种主要试验中对它们进行了分析，以确定它们对少突胶质祖细胞代谢的刺激作用（四唑MTT试验）、它们的抗氧化潜力（2,2-二苯基-1-苦基肼-DPPH试验）以及预测它们的生物利用度（虚拟ADME图谱）。活性 4′-羧酸酯 2b、4′-酯 2c 和 N1-氨基甲酸酯-4′-酯 4a 得到了进一步表征，证明了它们的体外效应，并选择 4a 作为适合体内试验的 EDA 1 原药。

  DOI：

  10.3390/molecules28196928

文献信息

• PREVENTIVE AND/OR THERAPEUTIC DRUGS FOR INFLAMMATORY INTESTINAL DISEASES
  申请人：Mitsubishi Pharma Corporation

  公开号：EP1553087A1

  公开（公告）日：2005-07-13

  The object of the present invention is to provide a medicament useful for preventing and/or treating inflammatory bowel disease. The present invention provides a medicament for preventing and/or treating inflammatory bowel disease which comprises as an active ingredient a pyrazolone derivative represented by the following formula (I) or a physiologically acceptable salt thereof, or a hydrate thereof or a solvate thereof: wherein R1 represents a hydrogen atom, an aryl group, an alkyl group, or an alkoxycarbonylalkyl group; R2 represents a hydrogen atom, an aryloxy group, an arylmercapto group, an alkyl group or a hydroxyalkyl group; or R1 and R2 are combined with each other to represent an alkylene group; and R3 represents a hydrogen atom, an alkyl group, a cycloalkyl group, a hydroxyalkyl group, a benzyl group, a naphthyl group, a phenyl group, or a phenyl group substituted with 1 to 3 substituents selected from the group consisting of an alkyl group, an alkoxy group, a hydroxyalkyl group, an alkoxycarbonyl group, an alkylmercapto group, an alkylamino group, a dialkylamino group, a halogen atom, a trifluoromethyl group, a carboxyl group, a cyano group, a hydroxyl group, a nitro group, an amino group and an acetamide group.

  本发明的目的是提供一种用于预防和/或治疗炎性肠病的药物。本发明提供了一种药物，用于预防和/或治疗炎性肠病，其包括以下式（I）所表示的吡唑酮衍生物作为活性成分，或其生理上可接受的盐，或其水合物或溶剂化合物：其中R1表示氢原子，芳基，烷基或烷氧羰基烷基；R2表示氢原子，芳氧基，芳硫基，烷基或羟基烷基；或R1和R2结合在一起表示烷基；R3表示氢原子，烷基，环烷基，羟基烷基，苄基，萘基，苯基或苯基，其被1至3个取代基所取代，所述取代基被选自羟基烷基，烷氧基，羟基烷氧基，烷氧羰基，烷硫基，烷基氨基，二烷基氨基，卤素原子，三氟甲基基团，羧基，氰基，羟基，硝基，氨基和乙酰胺基。
• AGENT FOR PREVENTING AND/OR TREATING OPHTHALMOLOGIC DISEASES
  申请人：MITSUBISHI TANABE PHARMA CORPORATION

  公开号：US20170273949A1

  公开（公告）日：2017-09-28

  It is an object of the present invention to provide a novel medicament for preventing and/or treating ophthalmologic diseases caused by ocular angiogenesis. According to the present invention, provided is a medicament for preventing and/or treating ophthalmologic diseases caused by ocular angiogenesis, which comprises, as an active ingredient, a pyrazolone derivative such as 3-methyl-1-phenyl-2-pyrazolin-5-one, or a physiologically acceptable salt thereof, or a hydrate thereof or a solvate thereof.

  本发明的目的是提供一种新型药物，用于预防和/或治疗由眼部血管生成引起的眼科疾病。根据本发明，提供了一种用于预防和/或治疗由眼部血管生成引起的眼科疾病的药物，其包括作为活性成分的吡唑酮衍生物，如3-甲基-1-苯基-2-吡唑啉-5-酮，或其生理上可接受的盐，或其水合物或溶剂化物。
• Medicament for prevention and/or therapy of arterial wall disorder
  申请人：——

  公开号：US20040254234A1

  公开（公告）日：2004-12-16

  An object of the present invention is to provide a medicament and method which is useful for prevention and/or therapy of arterial wall injury. According to the present invention, there is provided a method for prevention and/or therapy of arterial wall injury which comprises a step of administering the pyrazolone derivative represented by the following formula (I) or the physiologically acceptable salt thereof, or the hydrate or solvate thereof in a preventively or therapeutically effective amount to mammals including humans: 1 wherein R 1 represents a hydrogen atom, an aryl group, an alkyl group, or an alkoxycarbonylalkyl group; R 2 represents a hydrogen atom, an aryloxy group, an arylmercapto group, an alkyl group or a hydroxyalkyl group; or R 1 and R 2 are combined with each other to represent an alkylene group; and R 3 represents a hydrogen atom, an alkyl group, a cycloalkyl group, a hydroxyalkyl group, a benzyl group, a naphthyl group, a phenyl group, or a phenyl group substituted with 1 to 3 substituents selected from the group consisting of an alkyl group, an alkoxy group, a hydroxyalkyl group, an alkoxycarbonyl group, an alkylmercapto group, an alkylamino group, a dialkylamino group, a halogen atom, a trifluoromethyl group, a carboxyl group, a cyano group, a hydroxyl group, a nitro group, an amino group and an acetamide group.

  本发明的目的是提供一种药物和方法，用于预防和/或治疗动脉壁损伤。根据本发明，提供了一种预防和/或治疗动脉壁损伤的方法，包括向哺乳动物，包括人类，预防性或治疗性地给予以下式（I）所表示的吡唑酮衍生物或其生理上可接受的盐，或其水合物或溶剂，以预防或治疗有效量：1其中R1表示氢原子，芳基，烷基或烷氧羰基烷基；R2表示氢原子，芳氧基，芳硫醇基，烷基或羟基烷基；或R1和R2结合在一起表示烷基；R3表示氢原子，烷基，环烷基，羟基烷基，苄基，萘基，苯基或苯基，其被1至3个取自羟基烷基，烷氧基，烷氧羰基基，烷硫基，烷基氨基，二烷基氨基，卤素原子，三氟甲基基，羧基，氰基，羟基，硝基，氨基和乙酰胺基的取代基所取代。
• Drugs comprising combination of antithrombotic agent with pyrazolone derivative
  申请人：Yamada Keiichi

  公开号：US20050009896A1

  公开（公告）日：2005-01-13

  It is intended to provide drugs for treating and/or preventing ischemic diseases which are safe and have little side effects. Namely, drugs comprising a combination of an antithrombotic agent and a pyrazolone derivative defined in the description or its pharmaceutically acceptable salt.

  本发明旨在提供一种安全并且副作用小的药物，用于治疗和/或预防缺血性疾病。即，药物包括在说明书中定义的抗血栓药物和吡唑酮衍生物的组合或其药学上可接受的盐。
• Prophylactic and therapeutic composition for circulatory disorders and
  申请人：Mitsubishi Chemical Industries Limited

  公开号：US04857542A1

  公开（公告）日：1989-08-15

  A prophylactic and therapeutic agent for circulatory disorders, comprising a pyrazolone derivative of the formula: ##STR1## wherein R.sub.1 represents a hydrogen atom, an aryl group, an alkyl group having 1 to 5 carbon atoms or an alkoxycarbonylalkyl group having a total carbon number of 3 to 6; R.sub.2 represents a hydrogen atom, an aryloxy group, an arylmercapto group, an alkyl group having 1 to 5 carbon atoms or hydroxyalkyl group having 1 to 3 carbon atoms; or R.sub.1 and R.sub.2 taken together represent an alkylene group having 3 to 5 carbon atoms; R.sub.3 represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group having 5 to 7 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms, a benzyl group, a naphthyl group, or a phenyl group which is unsubstituted or substituted with 1 to 3 substituents which are the same or different selected from the group consisting of alkyl groups having 1 to 5 carbon atoms, alkoxy groups having 1 to 5 carbon atoms, hydroxyalkyl groups having 1 to 3 carbon atoms, alkoxycarbonyl groups having total carbon number of 2 to 5, alkylmercapto groups having 1 to 3 carbon atoms, alkylamino groups having 1 to 4 carbon atoms, dialkylamino groups having total carbon number of 2 to 8, halogen atoms, trifluoromethyl group, carboxyl group, cyano group, hydroxyl group, nitro group, amino group and acetamide group, or a pharmaceutically acceptable salt thereof as an acitve ingredient. The agent of the present invention is useful as a prophylactic and therapeutic agent for circulatory disorders, particularly as an inhibitor agaisnt lipid peroxidation and/or an agent for normalizing cerebral dysfunctions.

  一种循环系统疾病的预防和治疗药剂，包括一种式为：##STR1##的吡唑酮衍生物，其中R.sub.1表示氢原子、芳基、具有1至5个碳原子的烷基或具有3至6个碳原子的烷氧羰基烷基；R.sub.2表示氢原子、芳氧基、芳基硫醇基、具有1至5个碳原子的烷基或具有1至3个碳原子的羟基烷基；或R.sub.1和R.sub.2一起表示具有3至5个碳原子的烷基；R.sub.3表示氢原子、具有1至5个碳原子的烷基、具有5至7个碳原子的环烷基、具有1至3个碳原子的羟基烷基、苄基、萘基或苯基，其未取代或取代1至3个取代基，所述取代基选自具有1至5个碳原子的烷基、具有1至5个碳原子的烷氧基、具有1至3个碳原子的羟基烷基、具有2至5个碳原子的烷氧羰基基团、具有1至3个碳原子的烷硫基基团、具有1至4个碳原子的烷基氨基基团、具有2至8个碳原子的二烷基氨基基团、卤素原子、三氟甲基基团、羧基、氰基、羟基、硝基、氨基和乙酰胺基团，或其药学上可接受的盐作为有效成分。本发明的药剂可用作循环系统疾病的预防和治疗药剂，特别是作为抑制脂质过氧化和/或正常化脑功能障碍的药剂。