3-甲基-5-乙酰基异恶唑 | 55086-61-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-甲基-5-乙酰基异恶唑
• 中文别名: 1-(3-甲基-5-异噁唑)乙酮
• 英文名称: 5-acetyl-3-methylisoxazole
• 英文别名: 3-methyl-5-acetylisoxazole；3-methyl-5-acetoxyisoxazole；5-acetyl-3-methylisoxzaole；1-(3-methyl-isoxazol-5-yl)-ethanone；1-(3-Methyl-isoxazol-5-yl)-aethanon；1-(3-methyliosoxazol-5-yl)ethanone；1-(3-Methylisoxazol-5-yl)ethanone；1-(3-methyl-1,2-oxazol-5-yl)ethanone
• CAS: 55086-61-8
• 化学式: C₆H₇NO₂
• 分子量: 125.127
• InChiKey: MOBMLOWIGFJSCP-UHFFFAOYSA-N

物化性质

• 熔点：
  73-75℃
• 沸点：
  227℃
• 密度：
  1.104
• 闪点：
  91℃

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

反应信息

• 作为反应物：
  描述：

  3-甲基-5-乙酰基异恶唑 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醚 为溶剂， 反应 1.5h， 生成 2-(4-氟苯基)-2,5-二甲基呋喃-3-酮
  参考文献：
  名称：

  Synthesis and antiulcer activity of novel 5-(2-ethenyl substituted)-3(2H)-furanones

  摘要：

  In order to investigate new antiulcer agents, spizofurone 1 (AG-629) was fragmented and reassembled to generate 5-phenyl-2,2-dimethyl-3(2H)-furanone (bullatenone, 2). Because of the antiulcer activity of 2,5-phenyl-substituted 2,2-dimethyl-3(2H)-furanones (3-6) were made and shown to have poor activity. Insertion of an ethenyl link between the furanone and phenyl rings gave 5-(2-phenylethenyl)-2,2-dimethyl-3(2H)-furanone (7). This compound had better activity than 2. Compounds 8-41 were synthesized to evaluate the SAR in 5-(2-ethenyl substituted)-3(2H)-furanones. Electron-withdrawing substituents on the aromatic ring (8, 10, 19, and 20) gave 2-3-fold higher activity. Further increases in the activity were found when the phenyl ring was replaced by heterocyclic nuclei. Compounds that contained a thiophene (29), pyridine (24-26), or quinoline ring (32) had the best activity. Replacement of the methyl group on the furanone ring with a phenyl (34) or p-fluorophenyl (40) substituent in the 2-pyridine series gave compounds with activity that ranked with the best obtained in this study. The best compounds from the above SAR studies were evaluated in the ethanol-necrosis model for duration of cytoprotection action. Compounds 19, 24, and 29, which had the best duration of action, were tested with AG-629 in the acidified aspirin and indomethacin-induced lesion models. Only compound 24 had equivalent activity with AG-629 in both models.

  DOI：

  10.1021/jm00085a003
• 作为产物：
  描述：

  3-甲基异唑-5-甲醇 在 potassium dichromate 、 乙醚 、 硫酸 作用下， 生成 3-甲基-5-乙酰基异恶唑
  参考文献：
  名称：

  Quilico; Panizzi, Gazzetta Chimica Italiana, 1939, vol. 69, p. 536,541

  摘要：

  DOI：

文献信息

• [EN] AZETIDIN-3-YLMETHANOL DERIVATIVES AS CCR6 RECEPTOR MODULATORS<br/>[FR] DÉRIVÉS D'AZÉTIDIN-3-YLMÉTHANOL EN TANT QUE MODULATEURS DU RÉCEPTEUR CCR6
  申请人：IDORSIA PHARMACEUTICALS LTD

  公开号：WO2021219849A1

  公开（公告）日：2021-11-04

  The present invention relates to compounds of Formula (I), their synthesis and use as CCR6 receptor modulators for the treatment or prevention of various diseases, conditions or disorders.

  本发明涉及式(I)化合物，其合成以及作为CCR6受体调节剂用于治疗或预防各种疾病、状况或障碍。
• Tetrahydropyridinyl and Dihydropyrrolyl Compounds and the Use Thereof
  申请人：Mikamiyama Hidenori

  公开号：US20110136833A1

  公开（公告）日：2011-06-09

  The invention relates to tetrahydropyridinyl and dihydropyrrolyl compounds of Formula (I): and pharmaceutically acceptable salts, prodrugs, or solvates thereof, wherein X, Y, Z, R 1 , R 2 , m, and n are defined as set forth in the specification. The invention is also directed to the use of compounds of Formula (I) to treat a disorder responsive to the blockade of calcium channels, and particularly N-type calcium channels. Compounds of the present invention are especially useful for treating pain.

  这项发明涉及式(I)的四氢吡啶基和二氢吡咯基化合物，以及其药学上可接受的盐、前药或溶剂化合物，其中X、Y、Z、R1、R2、m和n的定义如规范中所述。该发明还涉及利用式(I)的化合物治疗对钙通道阻滞有反应的疾病，特别是N型钙通道。本发明的化合物特别适用于治疗疼痛。
• [EN] ALKYNYL ALCOHOLS AS KINASE INHIBITORS<br/>[FR] ALCOOLS D'ALCYNYLE UTILISÉS COMME INHIBITEURS DE KINASES
  申请人：AMGEN INC

  公开号：WO2009158011A1

  公开（公告）日：2009-12-30

  Selected compounds are effective for prophylaxis and treatment of inflammation and inflammatory disorders, such as NIK-mediated disorders. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving, inflammation and the like.

  选定的化合物对预防和治疗炎症和炎症性疾病，如NIK介导的疾病，具有有效性。该发明涵盖了新颖的化合物、类似物、前药及其药用可接受的盐，以及用于预防和治疗涉及炎症等疾病和其他疾病或病症的药物组合物和方法。
• [EN] INHIBITORS OF HISTONE DEACETYLASE<br/>[FR] INHIBITEURS D'HISTONE DÉSACÉTYLASE
  申请人：METHYLGENE INC

  公开号：WO2005092899A1

  公开（公告）日：2005-10-06

  The invention relates to a series of compounds useful for inhibiting histone deacetylase (HDAC) enzymatic activity. The invention also provides a method for inhibiting histone descetylase in a cell using said compounds as well as a method for treating cell proliferative diseases and conditions using said HDAC inhibitors. Further, the invention provides pharmaceutical compositions comprising the HDAC inhibiting compounds and a pharmaceutically acceptable carrier.

  这项发明涉及一系列对抑制组蛋白去乙酰化酶（HDAC）酶活性有用的化合物。该发明还提供了一种利用这些化合物抑制细胞中组蛋白去乙酰化酶的方法，以及一种利用这些HDAC抑制剂治疗细胞增殖性疾病和病况的方法。此外，该发明提供了包含这些HDAC抑制化合物和药用可接受载体的药物组合物。
• <i>Ab initio</i>analysis on metal ion catalysis in the enolization reactions of some acetylheterocycles: kinetics of the enolization reactions of 3-acetyl-5-methylisoxazole, 5-acetyl-3-methylisoxazole and 3(5)-acetylpyrazole
  作者：Antonella Fontana、Paolo De Maria、Marco Pierini、Gabriella Siani、Simona Cerritelli、Gabriella Macaluso

  DOI：10.1002/poc.474

  日期：2002.5

  and in the presence of some metal ion salts. In the spontaneous (water) and base (acetate) catalysed reactions the ketones investigated are generally more reactive than acetophenone, according to the electron-withdrawing effect of the heterocyclic ring compared with the benzene ring. In particular, acetylisoxazoles, 3(5)-acetylpyrazole and acetylthiazoles are more reactive than acetylfurans, 2-acetylpyrrole

  关于3-乙酰基-5-甲基异恶唑，5-乙酰基-3-甲基异恶唑，3（5）-乙酰基吡唑和一些先前研究的乙酰杂环的烯醇化反应的动力学数据已成为全面的从头算分析的对象。通过卤素捕获技术在25°C和0.3 mol dm -3的离子强度下通过分光光度法测量烯化率常数在水中，在醋酸盐缓冲液中，在稀盐酸中，在稀氢氧化钠中以及在某些金属离子盐的存在下。在自发（水）和碱（乙酸盐）催化的反应中，根据杂环与苯环的吸电子效应，所研究的酮通常比苯乙酮更具反应性。特别地，乙酰基异恶唑，3（5）-乙酰基吡唑和乙酰基噻唑分别比乙酰基呋喃，2-乙酰基吡咯和乙酰基噻吩更具反应性，这可归因于杂环部分中第二杂原子的附加作用。另一方面，在H 3 O +催化的反应中，所研究的化合物通常比苯乙酮的反应性低。从头算已对所研究底物的质子化和非质子化形式的相对稳定性的计算与在酸性溶液中获得的动力学结果进行了比较。至于金属离子催化来讲，ΔΔ方面的