7-(4-methylphenyl)-6-cyano-2,3-dihydrothiazolo<3,2-a>pyrimidin-5-one | 131890-55-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 7-(4-methylphenyl)-6-cyano-2,3-dihydrothiazolo<3,2-a>pyrimidin-5-one
• 英文别名: 7-(4-methylphenyl)-5-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carbonitrile；7-(4-methylphenyl)-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidine-6-carbonitrile
• CAS: 131890-55-6
• 化学式: C₁₄H₁₁N₃OS
• 分子量: 269.327
• InChiKey: BYTLEKKJCPFCJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  81.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-二溴乙烷 、 4-oxo-2-thioxo-6-(p-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carbonitrile 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 7-(4-methylphenyl)-6-cyano-2,3-dihydrothiazolo<3,2-a>pyrimidin-5-one
  参考文献：
  名称：

  Ram; Kapil; Guru, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 12, p. 1129 - 1133

  摘要：

  DOI：

文献信息

• One-Pot Synthesis of Thiazolidino [3,2-a] Pyrimidine Derivatives
  作者：Edwige Jeanneau-Nicolle、Martine Benoit-Guyod、Gérard Leclerc

  DOI：10.1080/00397919108016417

  日期：1991.7

  Abstract Reaction of 2-aminothiazoline with an aromatic aldehyde and an activated methylene group (malonitrile, diethylmalonate or ethylcyanoacetate) gave the title compounds. The structures are unambiguously assigned using spectroscopic data and chemical proofs.

  摘要 2-氨基噻唑啉与芳香醛和活化的亚甲基（丙二腈、丙二酸二乙酯或氰基乙酸乙酯）反应得到标题化合物。使用光谱数据和化学证明明确分配了这些结构。
• Chemotherapeutic agents XI: synthesis of pyrimidines and azolopyrimidines as leishmanicides
  作者：VJ Ram、UK Singha、PY Guru

  DOI：10.1016/0223-5234(90)90148-v

  日期：1990.7
• New thiazolo[3,2-a]pyrimidine derivatives, synthesis and structure-activity relationships
  作者：E Jeanneau-Nicolle、M Benoit-Guyod、A Namil、G Leclerc

  DOI：10.1016/0223-5234(92)90099-m

  日期：1992.3

  Twenty-six derivatives of 5- and 7-oxo or 5- and 7-aminothiazolo[3,2-a]pyrimidines were prepared and evaluated as positive inotropic, anti-inflammatory and antihypertensive agents both in vitro and in vivo. The structures of the 5- and 7-isomers have been confirmed unambiguously by IR, UV, H-1 and C-13 NMR and MS. The structure of 1a was confirmed by the synthesis of compound 1 whose structure had been previously established by X-ray analysis. The 5-aminothiazolo-pyrimidine-6-carbonitrile derivatives 5a and 5e exhibited potent inotropic activities. 5e was more potent than the classical reference amrinone. Three compounds 5e, 5i and 5j displayed moderate antihypertensive activities. The 4-chlorophenyl derivative 5d exhibited an anti-inflammatory activity 2-fold that of aspirin. This study has demonstrated that thiazolo[3,2-a]pyrimidine compounds have interesting biological potentialities, particularly as inotropic agents, a field which had never been explored so far for this series.
• RAM, VISHNU J.;KAPIL, A.;GURU, P. Y., INDIAN J. CHEM. B, 29,(1990) N2, C. 1129-1133
  作者：RAM, VISHNU J.、KAPIL, A.、GURU, P. Y.

  DOI：——

  日期：——