4-chloro-6-methyl-1H-furo<3,4-c>pyridin-3-one | 63644-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-chloro-6-methyl-1H-furo<3,4-c>pyridin-3-one
• 英文别名: 4-chloro-6-methyl-3-oxo-1H-furo[3,4-c]pyridine；4-chloro-6-methyl-3-oxo-1H-furo<3,4-c>pyridine；2-Chlor-4-hydroxymethyl-6-methyl-3-pyridincarbonsaeure-lacton；4-chloro-6-methyl-1H-furo[3,4-c]pyridin-3-one；4-Chlor-6-methyl-1H-furo[3,4-c]pyridin-3-on；4-chloro-6-methylfuro[3,4-c]pyridin-3(1H)-one；4-chloro-6-methyl-1H-furo[3,4-c]pyridin-3-one
• CAS: 63644-90-6
• 化学式: C₈H₆ClNO₂
• mdl: MFCD24540257
• 分子量: 183.594
• InChiKey: MSEOGBNQQKOUAZ-UHFFFAOYSA-N

物化性质

• 沸点：
  392.5±42.0 °C(Predicted)
• 密度：
  1.439±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-6-methyl-1H-furo<3,4-c>pyridin-3-one 在 哌啶 、 硫脲 作用下， 以 乙醇 、 正丁醇 为溶剂， 反应 10.0h， 生成 (1Z)-1-[(5-bromofuran-2-yl)methylidene]-6-methyl-4-sulfanylidene-5H-furo[3,4-c]pyridin-3-one
  参考文献：
  名称：

  Kaigorodova, E. A.; Kvak, S. N.; Ugrak, B. I., Russian Journal of Organic Chemistry, 1995, vol. 31, # 12, p. 1650 - 1652

  摘要：

  DOI：
• 作为产物：
  描述：

  6-methylfuro[3,4-c]pyridine-3,4(1H,5H)-dione 在 五氯化磷 、 三氯氧磷 作用下， 生成 4-chloro-6-methyl-1H-furo<3,4-c>pyridin-3-one
  参考文献：
  名称：

  Pyridine Derivatives. I. 3-Cyano-4-ethoxymethyl-6-methyl-2-pyridone and Some Related Transformation Products

  摘要：

  DOI：

  10.1021/ja01240a026

文献信息

• Herbicidal sulfonamides
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0201345A2

  公开（公告）日：1986-11-12

  Sulfonamide derivatives of the formula wherein J is an optionally substituted pyridyl moiety fused to a carbocyclic or heterocyclic 5- or 6-membered ring; W is 0 or S; R is H or CH3; A is a mono- or bicyclic heterocycle e.g. pyrimidinyl or triazinyl; and their agriculturally suitable salts, exhibit potent herbicidal activity. Some may also be used as plant growth regulants. The novel compounds may be made by a variety of synthetic routes, e.g. by reacting a sulfonylisocyanate or sulfonylisothiocyanate of formula JS02NCW with an appropriate heterocyclic amine of formula HNRA.

  式中的磺酰胺衍生物 其中 J 是与碳环或杂环的 5 或 6 元环融合的任选取代的吡啶基； W 是 0 或 S R 是 H 或 CH3； A 是单环或双环杂环，如嘧啶基或三嗪基； 以及它们在农业上适用的盐类，具有很强的除草活性。有些还可用作植物生长调节剂。 这些新型化合物可以通过多种合成路线制得，例如通过使式 JS02NCW 的磺酰基异氰酸酯或磺酰基异硫氰酸酯与适当的式 HNRA 的杂环胺反应。
• Dihydrofuro[3,4<i>-c</i>]pyridinones as Inhibitors of the Cytolytic Effects of the Pore-Forming Glycoprotein Perforin
  作者：Gersande Lena、Joseph A. Trapani、Vivien R. Sutton、Annette Ciccone、Kylie A. Browne、Mark J. Smyth、William A. Denny、Julie A. Spicer

  DOI：10.1021/jm801063n

  日期：2008.12.11

  Dihydrofuro[3,4-c]pyridinones are the first class of small molecules reported to inhibit the cytolytic effects of the lymphocyte toxin perforin. A lead structure was identified from a high throughput screen, and a series of analogues were designed and prepared to explore structure-activity relationships around the core bicyclic thioxofuropyridinone and pendant furan ring. This resulted in the identification of a submicromolar inhibitor of the perforin-induced lysis of Jurkat T-lymphoma cells.
• Electrochemical synthesis and studies of substituted 2-thiopyridines
  作者：E. A. Kaigorodova、L. D. Konyushkin、M. E. Niyazymbetov、S. N. Kvak、V. N. Zaplishny、V. P. Litvinov

  DOI：10.1007/bf00700178

  日期：1994.12

  A series of substituted 2-alkyl(aryl-, hetaryl-)thiopyridines was prepared by cathodic electrolysis of thiols in the presence of 2-chloro-3-cyano-4-methoxymethyl-6-methylpyridine or 4-chloro-6-methyl-3-oxo-1 H-furo[3,4-c]pyridine. The reaction of 3-cyano-4-methoxymethyl-6-methyl-2(1H)-thiopyridone with alkyl halides in the presence of KOH is regioselective and leads to S-alkyl derivatives. The advantages of electrosynthesis for the preparation of 2-alkylthiopyridines fused with 2(5H)-furanone and of 3-aminothieno[2,3-b]pyridines is demonstrated.
• Prostenik,M.; Butula,I., Chemische Berichte, 1977, vol. 110, p. 2106 - 2113
  作者：Prostenik,M.、Butula,I.

  DOI：——

  日期：——
• Investigations on furopyridines. 10. Synthesis of 4-N-substituted 1H-furo[3,4]pyridin-3-ones
  作者：I. S. Arustamova、V. T. Piven'

  DOI：10.1007/bf02251662

  日期：1999.1