ethyl 1-thio-1H-pyrido<1,2-c>pyrimidine-3-carboxylate | 142673-08-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: ethyl 1-thio-1H-pyrido<1,2-c>pyrimidine-3-carboxylate
• 英文别名: Joxsugmgirlyao-uhfffaoysa-；ethyl 1-sulfanylidenepyrido[1,2-c]pyrimidine-3-carboxylate
• CAS: 142673-08-3
• 化学式: C₁₁H₁₀N₂O₂S
• 分子量: 234.279
• InChiKey: JOXSUGMGIRLYAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  74
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 2-azido-3-(2-pyridyl)propenoate 以 二氯甲烷 、 甲苯 为溶剂， 反应 4.0h， 生成 ethyl 1-thio-1H-pyrido<1,2-c>pyrimidine-3-carboxylate
  参考文献：
  名称：

  氨基膦烷介导的吡啶环到预先形成的吡啶环的成环反应：萘啶，吡啶并[1,2-c]嘧啶和吡啶并[1,2-c]喹唑啉衍生物的合成

  摘要：

  亚氨基正膦的维蒂希氮杂型反应2和6，通过与叠氮基乙基醋酸和三苯基膦，用异氰化物导致2,7-萘啶，顺序处理由4-和3- formylpyridines制备4，1,7-二氮杂萘7和图2， 6-萘啶分别为8。氨基膦10和22通过与异氰酸酯，二氧化碳，二硫化碳和酰氯反应而发生吡啶基化反应，从而得到吡啶并[1,2-c]嘧啶11-14和吡啶并[1,2-c]喹唑啉衍生物23-26。

  DOI：

  10.1016/s0040-4020(01)81234-5

文献信息

• Solid-Phase Synthesis and Inhibitory Effects of Some Pyrido[1,2-<i>c</i>]pyrimidine Derivatives on Leukocyte Functions and Experimental Inflammation
  作者：Pedro Molina、Enrique Aller、Ángeles Lorenzo、Pablo López-Cremades、Inmaculada Rioja、Amalia Ubeda、M Carmen Terencio、M José Alcaraz

  DOI：10.1021/jm000997g

  日期：2001.3.1

  A number of pyrido[1,2-c]pyrimidines bearing a nitrogen, oxygen, or sulfur functionality at C-l were synthesized on solid-phase using the iminophosphorane methodology and tested for their effects on leukocyte functions in vitro and antiinflammatory activity. Compound 5c was found to be a strong scavenger of superoxide anion and an inhibitor of chemiluminescence induced by 12-O-tetradecanoylphorbol 13-acetate in human neutrophils. These pyrido[1,2-c]pyrimidines inhibited the generation of PGE(2) by COX-2 in RAW 264.7 nnacrophages stimulated with lipopolysaccharide. Compounds 7, 5f, 6, and 8 inhibited enzyme activity, whereas the remaining compounds also acted on the induction phase. In addition, 5a-f, 6, and 7 administered p.o. at a dose of 20 mg/kg showed antiinflammatory activity in the carrageenan mouse paw edema model, where they inhibited PGE(2) levels in inflamed paws without affecting the content of this eicosanoid in stomachs. Inhibition of PGE2 production and superoxide scavenging may participate in the mechanism of the antiinflammatory action of these pyrido[1,2-c]pyrimidine derivatives.
• Iminophosphorane-mediated annelation of a pyridine ring into a preformed pyridine one: synthesis of naphthyridine, pyrido[1,2-c]pyrimidine and pyrido[1,2-c]quinazoline derivatives
  作者：Pedro Molina、Angeles Lorenzo、Enrique Aller

  DOI：10.1016/s0040-4020(01)81234-5

  日期：1992.1

  from 4- and 3-formylpyridines by sequential treatment with ethyl azido acetate and triphenylphosphine, with isocyanides leads to 2,7-naphthyridine, 4, 1,7-naphthyridine 7 and 2,6-naphthyridine 8 respectively. Iminophosphoranes 10 and 22 undergo pyrido annelation by reaction with isocyanates, carbon dioxide, carbon disulfide and acyl chlorides to give pyrido[1,2-c]pyrimidine 11–14 and pyrido[1,2-c]quinazoline

  亚氨基正膦的维蒂希氮杂型反应2和6，通过与叠氮基乙基醋酸和三苯基膦，用异氰化物导致2,7-萘啶，顺序处理由4-和3- formylpyridines制备4，1,7-二氮杂萘7和图2， 6-萘啶分别为8。氨基膦10和22通过与异氰酸酯，二氧化碳，二硫化碳和酰氯反应而发生吡啶基化反应，从而得到吡啶并[1,2-c]嘧啶11-14和吡啶并[1,2-c]喹唑啉衍生物23-26。