6-(4-methoxybenzoyl)-2-benzoxazolinone | 76751-95-6

• 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: 6-(4-methoxybenzoyl)-2-benzoxazolinone
• 英文别名: 6-(4-methoxybenzoyl)-3H-1,3-benzoxazol-2-one；2(3H)-Benzoxazolone, 6-(4-methoxybenzoyl)-
• CAS: 76751-95-6
• 化学式: C₁₅H₁₁NO₄
• 分子量: 269.257
• InChiKey: RRCJCKWWKNEKHF-UHFFFAOYSA-N

物化性质

• 密度：
  1.318±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(4-methoxybenzoyl)-2-benzoxazolinone 在 盐酸 、 乙醇 、 sodium 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.25h， 生成 6-(p-Methoxybenzoyl)-alpha-methyl-2-oxo-3-benzoxazolineacetic acid
  参考文献：
  名称：

  Renard; Lesieur; Lespagnol, European Journal of Medicinal Chemistry, 1980, vol. 15, # 5, p. 453 - 456

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苯并唑啉酮 、 对甲氧基苯甲酰氯 在 zinc(II) chloride 作用下， 以 硝基苯 为溶剂， 反应 3.0h， 以45%的产率得到6-(4-methoxybenzoyl)-2-benzoxazolinone
  参考文献：
  名称：

  氯化锌存在下苯并恶唑啉-2-酮的催化酰化作用

  摘要：

  DOI：

  10.1007/bf01165041

文献信息

• [EN] SUBSTITUTED BENZOXAZOLONE DERIVATIVES AS ACID CERAMIDASE INHIBITORS, AND THEIR USE AS MEDICAMENTS<br/>[FR] DÉRIVÉS DE BENZOXAZOLONE SUBSTITUÉS COMME INHIBITEURS DE LA CÉRAMIDASE ACIDE, ET LEUR UTILISATION COMME MÉDICAMENTS
  申请人：FOND ISTITUTO ITALIANO DI TECNOLOGIA

  公开号：WO2015173169A1

  公开（公告）日：2015-11-19

  The present invention relates to substituted benzoxazolone derivatives as acid ceramidase inhibitors, pharmaceutical compositions containing these inhibitors and methods of inhibiting acid ceramidase for the treatment of disorders in which modulation of the levels of ceramide is clinically relevant. The invention also provides substituted benzoxazolone derivatives for use in the treatment of cancer, inflammation, pain, inflammatory pain or pulmonary diseases.

  本发明涉及取代苯并噁唑酮衍生物作为酸酰胺酶抑制剂，含有这些抑制剂的药物组合物以及用于治疗调节酰胺水平在临床上相关的疾病的方法。该发明还提供了用于治疗癌症、炎症、疼痛、炎症性疼痛或肺部疾病的取代苯并噁唑酮衍生物。
• Synthesis and antibacterial and antifungal properties of thiazolinoethyl-2(3H)-benzoxazolone derivatives. II
  作者：DD Erol、MD Aytemir、N Yuluĝ

  DOI：10.1016/0223-5234(96)85883-1

  日期：1996.1

  Cyano derivatives of 6-acyl-2(3H)-benzoxazolones were reacted with cysteamine HCl in ethanol to give the corresponding 6-acyl-3-thiazolinoethyl-2(3H)-benzoxazolones and their antibacterial and antifungal activities were investigated. The chemical structures were proved by means of their IR and H-1-NMR spectra and elemental analysis. Investigation of antimicrobial activity of the compounds was carried out by tube dilution and disc techniques using bacteria (Escherichia coli ATCC 25922, Staphylococcus aureus ATCC 25923, Pseudomonas aeruginosa ATCC 27853 and Streptococcus faecalis ATCC 29212) and yeast-like fungi (Candida parapsilosis, C albicans, C pseudotropicalis and C stellatoidea). Inhibitory effects were observed for many compounds against S aureus and Bacillus subtilis. Compounds 13 and 15 had minimum inhibitory concentrations (MIG) of 8.4 and 4.2 mu g/mL respectively. The antifungal studies against C albicans (10 and 16, MIC = 67.5 mu g/mL), C parapsilosis (15, MIC = 67.5 mu g/mL) and C stellaatoidea (9, MIC = 67.5 mu g/mL) were more successful in comparison.
• Synthesis of 3-(2-pyridylethyl)benzoxazolinone derivatives: potent analgesic and antiinflammatory compounds inhibiting prostaglandin E2
  作者：Cihat Safak、Hakki Erdogan、Erhan Palaska、Rumeysa Sunal、Suna Duru

  DOI：10.1021/jm00085a018

  日期：1992.4

  Fourteen new 3-[2-(2- and/or 4-pyridyl)ethyl]benzoxazolinone derivatives have been synthesized by reacting 2- and/or 4-vinylpyridine and appropriate benzoxazolinones. Their chemical structures have been proven by IR, H-1-NMR, and elemental analysis. Analgesic activities of these compounds were investigated by a "Modified Koster's Test". Except for compounds 10 and 11, all the new derivatives showed higher analgesic activities than aspirin. Therefore the compounds were screened for their antiinflammatory activities using the carrageenan hind paw edema test. The compounds (6, 7, 8, 9, 14, and 17) that showed high antiinflammatory activity were then further screened for their ability to inhibit prostaglandin E2 (PGE2) induced paw edema. Although all the benzoxazolinone derivatives synthesized in this study showed higher antiinflammatory activity compared to indomethacin, those without a substituent at the 6-position of the ring were significantly more active than the rest of the group, and their ulcerogenic activities and ED50 values indicate them as promising derivatives for further study.
• Erol; Rosen; Erdogan, Arzneimittel-Forschung/Drug Research, 1989, vol. 39, # 8, p. 851 - 853
  作者：Erol、Rosen、Erdogan、Yulug

  DOI：——

  日期：——
• Analgesic and antiinflammatory activity screening of 6-acyl-3-piperazinomethyl-2-benzoxazolinone derivatives
  作者：N Gökhan、H Erdogan、B Tel、R Demirdamar

  DOI：10.1016/0223-5234(96)89558-4

  日期：1996.1