3-(α-methallyl)-4-hydroxybenzophenone | 73720-57-7

• 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: 3-(α-methallyl)-4-hydroxybenzophenone
• 英文别名: 4-benzoyl-2-(1-methyl-allyl)-phenol；3-(alpha-Methyl-allyl)-4-hydroxybenzophenone；(3-but-3-en-2-yl-4-hydroxyphenyl)-phenylmethanone
• CAS: 73720-57-7
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: FTRLNIQFDXXJNN-UHFFFAOYSA-N

物化性质

• 沸点：
  407.7±40.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(α-methallyl)-4-hydroxybenzophenone 在 吡啶 、 sodium hydroxide 、 sodium periodate 、 四氧化锇 、 jones' reagent 作用下， 以 甲醇 、 乙醇 、 水 、 丙酮 为溶剂， 反应 9.17h， 生成 2-oxo-3-methyl-5-benzoyl-2,3-dihydrobenzofuran
  参考文献：
  名称：

  (Acyloxy)benzophenones and (acyloxy)-4-pyrones. A new class of inhibitors of human neutrophil elastase

  摘要：

  A series of 4-(acyloxy)- and 4,4'-bis(acyloxy)benzophenones were synthesized. Some of them, pivalates (trimethylacetates) and isobutyrates in particular, were found to be potent and selective inhibitors of human neutrophil (leukocyte) elastase. A series of 2-[(acyloxy)methyl]-5-(acyloxy)-4-pyrones were synthesized regioselectively from kojic acid. The 4-pyrones bearing a long chain acyl group at the 2-position and either pivaloyloxy or isobutyryloxy at the 5-position were potent and selective inhibitors of the human elastase. A number of analogues and derivatives in both series were synthesized in order to study the structure-activity relationship as summarized in Tables I-VI and in Tables IX and X. The inhibition was selective to human neutrophil elastase. No inhibition of porcine pancreatic elastase or bovine pancreatic chymotrypsin (Tables VII and XI) was observed. The most likely mechanism of inhibition is discussed. The implication of these findings for the treatment of rheumatoid arthritis and emphysema is outlined.

  DOI：

  10.1021/jm00400a030
• 作为产物：
  描述：

  4-羟基-二苯甲酮 在 potassium carbonate 、 N,N-二乙基苯胺 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 99.5h， 生成 3-(α-methallyl)-4-hydroxybenzophenone
  参考文献：
  名称：

  (Acyloxy)benzophenones and (acyloxy)-4-pyrones. A new class of inhibitors of human neutrophil elastase

  摘要：

  A series of 4-(acyloxy)- and 4,4'-bis(acyloxy)benzophenones were synthesized. Some of them, pivalates (trimethylacetates) and isobutyrates in particular, were found to be potent and selective inhibitors of human neutrophil (leukocyte) elastase. A series of 2-[(acyloxy)methyl]-5-(acyloxy)-4-pyrones were synthesized regioselectively from kojic acid. The 4-pyrones bearing a long chain acyl group at the 2-position and either pivaloyloxy or isobutyryloxy at the 5-position were potent and selective inhibitors of the human elastase. A number of analogues and derivatives in both series were synthesized in order to study the structure-activity relationship as summarized in Tables I-VI and in Tables IX and X. The inhibition was selective to human neutrophil elastase. No inhibition of porcine pancreatic elastase or bovine pancreatic chymotrypsin (Tables VII and XI) was observed. The most likely mechanism of inhibition is discussed. The implication of these findings for the treatment of rheumatoid arthritis and emphysema is outlined.

  DOI：

  10.1021/jm00400a030

文献信息

• Arylacetic acid derivatives
  申请人：Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.

  公开号：US04317920A1

  公开（公告）日：1982-03-02

  Arylacetic acid derivatives of the formula ##STR1## with R.sup.1, R.sup.2 and R.sup.3 specifically defined and which are useful as antirheumatic and antiinflammatory pharmaceuticals are practiced by catalytic hydrogenation of new compounds of the formula ##STR2## in which R and R.sup.10 are also specifically defined. The method of making the latter compound is also set forth.

  公式为##STR1##的芳基乙酸衍生物，其中R.sup.1、R.sup.2和R.sup.3具体定义，并且可用作抗风湿和抗炎药物，通过对公式为##STR2##的新化合物进行催化氢化来实现，其中R和R.sup.10也具体定义。还提供了制备后一化合物的方法。
• Phenolic ester derivatives as elastase inhibitors
  申请人：G. D. Searle & Co.

  公开号：US04683241A1

  公开（公告）日：1987-07-28

  Phenolic esters of the general formula I ##STR1## are useful for the prevention, management or alleviation of elastase mediated diseases or conditions.

  通式I的酚酸酯化合物##STR1##可用于预防、治疗或缓解弹性蛋白酶介导的疾病或症状。
• (R)-2-(3-Benzoylphenyl)propionic acid salts and pharmaceutical preparations containing them
  申请人：Dompé S.P.A.

  公开号：EP0935961A2

  公开（公告）日：1999-08-18

  A new use of the enantiomer (R)-ketoprofen and of its salts with suitable organic and inorganic bases in the therapy of neutrophil-dependent diseases and phlogistic processes is described as well as pharmaceutical preparations containing such compounds and useful for oral, parenteral or topical administration.

  本文介绍了对映体(R)-酮洛芬及其与适当有机和无机碱的盐类在治疗中性粒细胞依赖性疾病和噬菌过程中的新用途，以及含有此类化合物并可用于口服、肠外或局部给药的药物制剂。
• MIYANO, MASATERU;DEASON, JAMES R.;NAKAO, AKIRA;STEALEY, MICHAEL A.;VILLAM+, J. MED. CHEM., 31,(1988) N 5, 1052-1061
  作者：MIYANO, MASATERU、DEASON, JAMES R.、NAKAO, AKIRA、STEALEY, MICHAEL A.、VILLAM+

  DOI：——

  日期：——
• US4317920A
  申请人：——

  公开号：US4317920A

  公开（公告）日：1982-03-02