5-methyl-2-acetylthiophene oxime | 1956-44-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-methyl-2-acetylthiophene oxime
• 英文别名: 1-(5-methyl-[2]thienyl)-ethanone oxime；1-(5-Methyl-[2]thienyl)-aethanon-oxim；N-[(1Z)-1-(5-Methylthiophen-2-yl)ethylidene]hydroxylamine；(NE)-N-[1-(5-methylthiophen-2-yl)ethylidene]hydroxylamine
• CAS: 1956-44-1
• 化学式: C₇H₉NOS
• 分子量: 155.221
• InChiKey: PSNLEFAJCBPCPQ-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methyl-2-acetylthiophene oxime 在 盐酸 、 吡啶硼烷 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 2.17h， 生成 N-hydroxy-N-1-(5-methylthien-2-yl)ethyl urea
  参考文献：
  名称：

  Structure−Activity Relationships of N-Hydroxyurea 5-Lipoxygenase Inhibitors

  摘要：

  The discovery of second generation N-hydroxyurea 5-lipoxygenase inhibitors was accomplished through the development of a broad structure-activity relationship (SAR) study. This study identified requirements for improving potency and also extending duration by limiting metabolism. Potency could be maintained by the incorporation of heterocyclic templates substituted with selected lipophilic substituents. Duration of inhibition after oral administration was optimized by identification of structural features in the proximity of the N-hydroxyurea which correlated to low in vitro glucuronidation rates. Furthermore, the rate of in vitro glucuronidation was shown to be stereoselective for certain analogs. (R)-N-[3-[5-(4-Fluorophenoxy)-2-furyl]-1-methyl-2-propynyl]-N-hy- droxyurea (17c) was identified and selected for clinical development.

  DOI：

  10.1021/jm9700474
• 作为产物：
  描述：

  2-甲基噻吩 在 sodium hydroxide 、 乙醇 、 盐酸羟胺 、 Petroleum ether 作用下， 生成 5-methyl-2-acetylthiophene oxime
  参考文献：
  名称：

  Demuth, Chemische Berichte, 1886, vol. 19, p. 1858

  摘要：

  DOI：

文献信息

• Thienotriazines
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0177065A1

  公开（公告）日：1986-04-09

  Fused tetracyclic compounds containing two thiophene rings, one pyridine ring and a triazine ring and which are useful as antiallergic agents are described herein. The compounds are prepared by the reaction of an appropriate substituted aminocarboxamine with sodium nitrite in an acid such as acetic acid.

  本文介绍了可用作抗过敏剂的含有两个噻吩环、一个吡啶环和一个三嗪环的融合四环化合物。这些化合物是通过适当的取代氨基羧胺与亚硝酸钠在醋酸等酸中的反应制备的。
• Tetrazolothienopyridines
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0177923A1

  公开（公告）日：1986-04-16

  57 (1H-Tetrazol-5-yl)tetrazolo[1,5-a]thienopyridines and related compounds which are useful as antiallergic agents are described herein. The compounds are prepared by the reaction of an appropriate halocyano-quinoline with ammonium chloride and an azide such as sodium azide in an inert solvent such as dimethylformamide.

  57 (1H-四唑-5-基)四唑并[1,5-a]噻吩并吡啶及相关化合物可用作抗过敏剂。这些化合物是由适当的卤代喹啉与氯化铵和叠氮化物（如叠氮化钠）在惰性溶剂（如二甲基甲酰胺）中反应制备的。
• (Tetrazolyl)Thienopyridinones
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0177924A1

  公开（公告）日：1986-04-16

  (1H-Tetrazol-5-yl)thienopyridinones and related compounds which are useful as antiallergic agents are described herein. The compounds are prepared by the reaction of an appropriate cyanoketone with ammonium chloride and an azide such as sodium azide in an inert solvent such as dimethylformamide.

  本文描述了可用作抗过敏剂的(1H-四唑-5-基)噻吩并吡啶酮及相关化合物。 这些化合物是由适当的氰酮与氯化铵和叠氮化物（如叠氮化钠）在惰性溶剂（如二甲基甲酰胺）中反应制备的。
• Demuth, Chemische Berichte, 1886, vol. 19, p. 1858
  作者：Demuth

  DOI：——

  日期：——
• Chabrier et al., Bulletin de la Societe Chimique de France, 1946, vol. <5>, p. 332,337
  作者：Chabrier et al.

  DOI：——

  日期：——