4-methyl-2-oxo-6-sulfanyl-3,4-dihydro-1H-pyridine-5-carbonitrile | 202519-84-4

• 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-methyl-2-oxo-6-sulfanyl-3,4-dihydro-1H-pyridine-5-carbonitrile
• CAS: 202519-84-4
• 化学式: C₇H₈N₂OS
• 分子量: 168.219
• InChiKey: GTJFYDIZDWUZKE-UHFFFAOYSA-N

物化性质

• 沸点：
  371.8±42.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  53.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methyl-2-oxo-6-sulfanyl-3,4-dihydro-1H-pyridine-5-carbonitrile 以 二甲基亚砜 为溶剂， 反应 9.0h， 以34%的产率得到5-cyano-6-mercapto-4-methyl-2(1H)-pyridinone
  参考文献：
  名称：

  Synthesis and some properties of 4-alkyl-5-cyano-6-mercapto-3,4-dihydropyridin-2(1H)-ones

  摘要：

  Condensation of propionic (or acetic) aldehyde, cyanothioacetamide, Meldrum's acid, and N-methylmorpholine occurs via the intermediate formation of the corresponding Michael adducts and yields 4-alkyl-5-cyano-6-mercapto-3,4-dihydropyridin-2-(1H)-ones. The oxidation of the reaction products with DMSO and their alkylation were studied.

  DOI：

  10.1007/bf02503785
• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 2-氰基硫代乙酰胺 、 乙醛 在 N-甲基吗啉 、 盐酸 作用下， 以 乙醇 为溶剂， 以56%的产率得到4-methyl-2-oxo-6-sulfanyl-3,4-dihydro-1H-pyridine-5-carbonitrile
  参考文献：
  名称：

  Synthesis and some properties of 4-alkyl-5-cyano-6-mercapto-3,4-dihydropyridin-2(1H)-ones

  摘要：

  Condensation of propionic (or acetic) aldehyde, cyanothioacetamide, Meldrum's acid, and N-methylmorpholine occurs via the intermediate formation of the corresponding Michael adducts and yields 4-alkyl-5-cyano-6-mercapto-3,4-dihydropyridin-2-(1H)-ones. The oxidation of the reaction products with DMSO and their alkylation were studied.

  DOI：

  10.1007/bf02503785

文献信息

• SMALL MOLECULE INHIBITORS OF NECROPTOSIS
  申请人：Yuan Junying

  公开号：US20120122889A1

  公开（公告）日：2012-05-17

  The invention features a series of heterocyclic derivatives that inhibit tumor necrosis factor alpha (TNF-α) induced necroptosis. The heterocyclic compounds of the invention are described by Formulas (I)-(VIII) and by Compounds (I)-(I), (13)-(26), (27)-(33), (48)-(57), and (58)-(70). These necrostatins are shown to inhibit TNF-α induced necroptosis in FADD-deficient variant of human Jurkat T cells. The invention further features pharmaceutical compositions featuring necrostatins. The compounds and compositions of the invention may also be used to treat disorders where necroptosis is likely to play a substantial role.
• US9586880B2
  申请人：——

  公开号：US9586880B2

  公开（公告）日：2017-03-07
• Synthesis and some properties of 4-alkyl-5-cyano-6-mercapto-3,4-dihydropyridin-2(1H)-ones
  作者：V. D. Dyachenko、S. G. Krivokolysko、V. P. Litvinov

  DOI：10.1007/bf02503785

  日期：1997.11

  Condensation of propionic (or acetic) aldehyde, cyanothioacetamide, Meldrum's acid, and N-methylmorpholine occurs via the intermediate formation of the corresponding Michael adducts and yields 4-alkyl-5-cyano-6-mercapto-3,4-dihydropyridin-2-(1H)-ones. The oxidation of the reaction products with DMSO and their alkylation were studied.