2'-Methoxy-4'-phenyl-acetophenon | 50496-15-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2'-Methoxy-4'-phenyl-acetophenon
• 英文别名: 2'-methoxy-4'-phenyl-acetophenone；1-(3-Methoxy-[1,1'-biphenyl]-4-yl)ethanone；1-(2-methoxy-4-phenylphenyl)ethanone
• CAS: 50496-15-6
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: MPLMAKMVNGPQBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2'-Methoxy-4'-phenyl-acetophenon 在 mercury(II) diacetate 、 potassium carbonate 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 5.08h， 生成 3-methoxy-4-(1-methylprop-2-ynyl)biphenyl
  参考文献：
  名称：

  Propargyl-Linked Antifolates are Dual Inhibitors of Candida albicans and Candida glabrata

  摘要：

  Species of Candida, primarily C. albicans and with increasing prevalence, C. glabrata, are responsible for the majority of fungal bloodstream infections that cause morbidity, especially among immune compromised patients. While the development of new antifungal agents that target the essential enzyme, dihydrofolate reductase (DHFR), in both Candida species would be ideal, previous attempts have resulted in antifolates that exhibit inconsistencies between enzyme inhibition and antifungal properties. In this article, we describe the evaluation of pairs of propargyl-linked antifolates that possess similar physicochemical properties but different shapes. All of these compounds are effective at inhibiting the fungal enzymes and the growth of C. glabrata; however, the inhibition of the growth of C. albicans is shape-dependent with extended para-linked compounds proving more effective than compact, meta-linked compounds. Using crystal structures of DHFR from C. albicans and C. glabrata bound to lead compounds, 13 new para-linked compounds designed to inhibit both species were synthesized. Eight of these compounds potently inhibit the growth of both fungal species with three compounds displaying dual MIC values less than 1 mu g/mL. Analysis of the active compounds shows that shape and distribution of polar functionality is critical in achieving dual antifungal activity.

  DOI：

  10.1021/jm401916j
• 作为产物：
  描述：

  3-甲氧基联苯 、 乙酰氯 在 四氯化锡 作用下， 以 苯 为溶剂， 生成 2'-Methoxy-4'-phenyl-acetophenon
  参考文献：
  名称：

  Organic compounds

  摘要：

  这项发明提供了I式化合物，其中R.sub.1是1至10个碳原子的烷基，3至8个碳原子的环烷基或苯基，而R.sub.2是氢或1至4个碳原子的烷基。可用作抗炎药、退热药、镇痛药和抑制血小板聚集的药物。

  公开号：

  US04013690A1

文献信息

• Organic compounds
  申请人：Sandoz Ltd.

  公开号：US04013690A1

  公开（公告）日：1977-03-22

  This invention provides compounds of formula I, ##STR1## wherein R.sub.1 is alkyl of 1 to 10 carbon atoms, cycloalkyl of 3 to 8 carbon atoms or phenyl, and R.sub.2 is hydrogen or alkyl of 1 to 4 carbon atoms, Useful as anti-phlogistics, anti-pyretics, analagesics and inhibitors of blood platelet aggregation.

  这项发明提供了I式化合物，其中R.sub.1是1至10个碳原子的烷基，3至8个碳原子的环烷基或苯基，而R.sub.2是氢或1至4个碳原子的烷基。可用作抗炎药、退热药、镇痛药和抑制血小板聚集的药物。
• Synthesis and Fungistatic Activity of Some 3-Hydroxybiphenyl Derivatives
  作者：Charles K. Bradsher、Frances C. Brown、Hardin K. Porter

  DOI：10.1021/ja01638a021

  日期：1954.5
• US3991212A
  申请人：——

  公开号：US3991212A

  公开（公告）日：1976-11-09
• US4013690A
  申请人：——

  公开号：US4013690A

  公开（公告）日：1977-03-22
• US4226887A
  申请人：——

  公开号：US4226887A

  公开（公告）日：1980-10-07