4-(4-羟基苯基)-4-氧丁腈 | 7182-43-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-(4-羟基苯基)-4-氧丁腈
• 英文名称: 4-(4-hydroxy-phenyl)-4-oxo-butyronitrile
• 英文别名: 4-Oxo-4-(4-hydroxy-phenyl)-buttersaeure-nitril；4-(4-Hydroxy-phenyl)-4-oxo-butyronitril；<4-Hydroxy-phenyl>-<β-cyan-aethyl>-keton；4-(4-Hydroxyphenyl)-4-oxobutanenitrile
• CAS: 7182-43-6
• 化学式: C₁₀H₉NO₂
• mdl: MFCD08446963
• 分子量: 175.187
• InChiKey: UWKILYOZMUXVHI-UHFFFAOYSA-N

物化性质

• 熔点：
  157 °C
• 沸点：
  423.1±25.0 °C(Predicted)
• 密度：
  1.201±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  61.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-羟基苯基)-4-氧丁腈 在 盐酸 作用下， 生成 4-(4-羟基苯基)-4-氧代丁酸
  参考文献：
  名称：

  225. β -Cycloylpropionitriles。第二部分 转化为双-2-（5-环基吡咯）氮杂吗啉盐

  摘要：

  DOI：

  10.1039/jr9470001196
• 作为产物：
  描述：

  3-(4-甲氧基苯甲酰基)丙酸 在 吡啶 、 三氯化铝 、 氨 、 甲基磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 23.0h， 生成 4-(4-羟基苯基)-4-氧丁腈
  参考文献：
  名称：

  (Phenylmethoxy)phenyl derivatives of w-oxo- and w-tetrazolylalkanoic acids and related tetrazoles. Synthesis and evaluation as leukotriene D4 receptor antagonists

  摘要：

  Two series of (phenylmethoxy)phenyl compounds derived from the structure of LY163443 were synthesized and evaluated as leukotriene D4 receptor antagonists. In the OMEGA-[(phenylmethoxy)phenyl]-OMEGA-oxoalkanoic acid series, 5-[4-[(4-acetyl-2-ethyl-3-hydroxyphenyl)methoxy]phenyl]-3,3-dimethyl-5-oxopentanoic acid (8) was the most potent antagonist of LTD4-induced contractions of guinea pig ileum (pK(B) of 7.60) and LTD4 pressor response in pithed rats (ED50 of 1.4 mg/kg iv). Replacing the carboxylic acid function with 5-tetrazole gave slightly more potent compounds. In the OMEGA-[5-[[(phenylmethoxy)phenyl]alkyl]tetrazolyl]alkanoic acid series, replacing the carboxylic acid with 5-tetrazole gave compounds that were equally effective in the guinea pig ileum but more potent in vivo against the LTD4 pressor response in rat. The pK(B) value in the guinea pig ileum for 1-[2-hydroxy-3-propyl-4-[[4-[[2-[3-(1H-tetrazol-5-yl)propyl]-2H-tetrazol-5-yl]methyl]phenoxy]methyl]phenyl]ethanone (25) was 7.87 and the ED50 for antagonism of the LTD4 pressor response was 4.0 mg/kg iv. The sodium salts of 8 (9) and 25 (26) given by the iv route of administration antagonized LTD4-induced cardiovascular alterations in anesthetized rat and LTD4-induced bronchoconstriction in guinea pig in a dose-dependent manner. Oral activity was also demonstrated against the LTD4-induced bronchoconstriction in guinea pig.

  DOI：

  10.1021/jm00113a014

文献信息

• US5952321A
  申请人：——

  公开号：US5952321A

  公开（公告）日：1999-09-14
• [EN] NEW SUBSTITUTED AZETIDINONES AS ANTI-INFLAMMATORY AND ANTIDEGENERATIVE AGENTS<br/>[FR] NOUVELLES AZETIDINONES SUBSTITUEES UTILISEES COMME AGENTS ANTI-INFLAMMATOIRES ET ANTI-DEGENERATIFS
  申请人：MERCK & CO., INC.

  公开号：WO1994010143A1

  公开（公告）日：1994-05-11

  (EN) New substituted azetidinones of general formula (I) which have been found to be potent elastase inhibitors and thereby useful anti-inflammatory and antidegenerative agents are described.(FR) Nouvelles azétidinones substituées répondant à la formule générale (I), qui se sont révélées de puissants inhibiteurs d'élastase et peuvent ainsi être utilisées comme agents anti-inflammatoires et anti-dégénératifs.
• (Phenylmethoxy)phenyl derivatives of w-oxo- and w-tetrazolylalkanoic acids and related tetrazoles. Synthesis and evaluation as leukotriene D4 receptor antagonists
  作者：Robert D. Dillard、Richard A. Hahn、Doris McCullough、F. Patrick Carr、Lynn E. Rinkema、Carlos R. Roman、Jerome H. Fleisch

  DOI：10.1021/jm00113a014

  日期：1991.9

  Two series of (phenylmethoxy)phenyl compounds derived from the structure of LY163443 were synthesized and evaluated as leukotriene D4 receptor antagonists. In the OMEGA-[(phenylmethoxy)phenyl]-OMEGA-oxoalkanoic acid series, 5-[4-[(4-acetyl-2-ethyl-3-hydroxyphenyl)methoxy]phenyl]-3,3-dimethyl-5-oxopentanoic acid (8) was the most potent antagonist of LTD4-induced contractions of guinea pig ileum (pK(B) of 7.60) and LTD4 pressor response in pithed rats (ED50 of 1.4 mg/kg iv). Replacing the carboxylic acid function with 5-tetrazole gave slightly more potent compounds. In the OMEGA-[5-[[(phenylmethoxy)phenyl]alkyl]tetrazolyl]alkanoic acid series, replacing the carboxylic acid with 5-tetrazole gave compounds that were equally effective in the guinea pig ileum but more potent in vivo against the LTD4 pressor response in rat. The pK(B) value in the guinea pig ileum for 1-[2-hydroxy-3-propyl-4-[[4-[[2-[3-(1H-tetrazol-5-yl)propyl]-2H-tetrazol-5-yl]methyl]phenoxy]methyl]phenyl]ethanone (25) was 7.87 and the ED50 for antagonism of the LTD4 pressor response was 4.0 mg/kg iv. The sodium salts of 8 (9) and 25 (26) given by the iv route of administration antagonized LTD4-induced cardiovascular alterations in anesthetized rat and LTD4-induced bronchoconstriction in guinea pig in a dose-dependent manner. Oral activity was also demonstrated against the LTD4-induced bronchoconstriction in guinea pig.
• 225. β-Cycloylpropionitriles. Part II. Conversion into bis-2-(5-cyclylpyrrole)azamethin salts
  作者：Edward B. Knott

  DOI：10.1039/jr9470001196

  日期：——