(4-acetyl-2,5-dimethyl-3-oxo-2,3-dihydro-[2]furyl)-acetic acid | 872303-15-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: (4-acetyl-2,5-dimethyl-3-oxo-2,3-dihydro-[2]furyl)-acetic acid
• 英文别名: (4-Acetyl-2,5-dimethyl-3-oxo-2,3-dihydro-[2]furyl)-essigsaeure；2-(4-acetyl-2,5-dimethyl-3-oxofuran-2-yl)acetic acid
• CAS: 872303-15-6
• 化学式: C₁₀H₁₂O₅
• 分子量: 212.202
• InChiKey: WLUNHYPAMKKRPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.68
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  80.67
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4-acetyl-2,5-dimethyl-3-oxo-2,3-dihydro-[2]furyl)-acetic acid 在 sodium hydroxide 作用下， 生成 3-hydroxy-3-methyl-4-oxo-valeric acid methyl ester
  参考文献：
  名称：

  Clinical Presentation of Allergic Fungal Sinusitis in Children

  摘要：

  AbstractObjective To compare the differences in the clinical and radiographic presentation of allergic fungal sinusitis in children and adults.Study Design Retrospective chart and computed tomography review.Methods The settings included a tertiary care children's hospital, adult academic private hospital, and academic affiliated county hospital. All patients with documented allergic fungal sinusitis who underwent computed tomography evaluation and had surgical treatment of their disease from 1988 to 1999 were included in the study. In total, 151 patients aged 5 to 75 years; 44 of these patients were less than or equal to 17 years of age (children) and 107 were greater than 17 years of age (adults). Main outcome measures included 1) the presence of obvious bony facial abnormalities on presentation, 2) bilateral or unilateral sinus disease on presentation, 3) the presence of asymmetrical disease on presentation, 4) the presence of bony extension on computed tomography scan, and 5) type of fungus present.Results Fifteen of 36 (42%) pediatric patients and 10 of 103 (10%) adult patients had obvious alteration of their facial skeleton (proptosis, telecanthus, or malar flattening) on presentation (P <.05). Proptosis was the most common facial abnormality in both groups and was seen more often in children (8 of 36 [22%]) than in adults (9 of 103 [9%]) (P <.05). Twenty‐eight of 40 (70%) pediatric patients and 37 of 100 (37%) adult patients presented with unilateral sinus disease (P <.05). Thirty‐five of 40 (88%) pediatric patients and 58 of 100 (58%) adults presented with asymmetrical disease (P <.05). Computed tomography scans showed that 10 of 40 (25%) pediatric patients and 23 of 100 (23%) adult patients had bony erosion with extension of disease into surrounding structures (P >.05). Cultures from both adults and children showed mainly Bipolaris and Curvilaria species in equal amounts (P >.05). Adults had a greater incidence of Aspergillus species.Conclusions Presentation in pediatric patients with allergic fungal sinusitis is different from that in adults, with children having obvious abnormalities of their facial skeleton, unilateral sinus disease, and asymmetrical disease more often. Findings on computed tomography scan show an equal amount of bony erosion with extension of disease. The types of fungus cultured in the sinus cavities are similar in both groups.

  DOI：

  10.1097/00005537-200203000-00028
• 作为产物：
  描述：

  柠康酸酐 、 乙酰丙酮 生成 (4-acetyl-2,5-dimethyl-3-oxo-2,3-dihydro-[2]furyl)-acetic acid
  参考文献：
  名称：

  关于马来酸酐和柠康酸酐与乙酰丙酮和乙酰乙酸乙酯的反应

  摘要：

  乙酰丙酮或乙酰乙酸乙酯和马来酸酐之间的2：1加合物的形成可以可视化为β-二羰基组分的C-酰化，然后以迈克尔方式分子内缩合，形成取代的呋喃，该取代的呋喃在Diels中起二烯的作用-与马来酸酐的Al醛反应。加合物的氢化和随后的降解得到呋喃衍生物4-羧基-5-甲基-2-呋喃乙酸（C 8 H 8 O 5），与拟议的呋喃中间体非常相似。给出并讨论了支持拟议结构的PMR光谱。

  DOI：

  10.1016/0040-4020(68)88068-8