7-benzyl-2-methyl-5,6,7,8-tetrahydro-9H-isoxazolo[2,3-a]pyrido[4,3-d]pyrimidin-9-one | 911431-20-4

• 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: 7-benzyl-2-methyl-5,6,7,8-tetrahydro-9H-isoxazolo[2,3-a]pyrido[4,3-d]pyrimidin-9-one
• 英文别名: 11-Benzyl-5-methyl-6-oxa-2,7,11-triazatricyclo[7.4.0.03,7]trideca-1(9),2,4-trien-8-one
• CAS: 911431-20-4
• 化学式: C₁₇H₁₇N₃O₂
• 分子量: 295.341
• InChiKey: JUZLDWYOBKVETL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  45.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-benzyl-2-methyl-5,6,7,8-tetrahydro-9H-isoxazolo[2,3-a]pyrido[4,3-d]pyrimidin-9-one 、 3-丁炔-2-酮 在 甲醇 作用下， 以81%的产率得到
  参考文献：
  名称：

  Transformations of tetrahydro-pyrido[4,3-d]pyrimidines [b]-condensed with isoxazole, thiazole, thiadiazole, and triazole units under the action of activated alkynes

  摘要：

  It has been established that 5-vinyl-substituted (N-R,N-vinylaminomethyl)isoxazolo(thiazolo, thiadiazolo)pyrimidines are formed when tetrahydropyrido[3,4-d]pyrimidines, annelated with isoxazole, thiazole, and thiadiazole units are treated with terminal alkynes as a result of opening of the tetrahydropyridine ring. 7-Methoxymethyl-substituted [N-R,N-(dimethoxycarbonylvinyl)]aminoethyl-isoxazolo- and thiazolopyrimi-dines were obtained by reaction with dimethyl acetylenedicarboxylate (ADCE). Triazolo-pyrimidoazocine was obtained for the first time from tetrahydrotriazolopyrimidine and methyl propiolate.

  DOI：

  10.1007/s10593-009-0217-7
• 作为产物：
  描述：

  3-氨基-5-甲基异恶唑 、 1-苄基-4-哌啶酮-3-羧酸乙酯 在 PPA 作用下， 以50%的产率得到7-benzyl-2-methyl-5,6,7,8-tetrahydro-9H-isoxazolo[2,3-a]pyrido[4,3-d]pyrimidin-9-one
  参考文献：
  名称：

  Transformations of tetrahydro-pyrido[4,3-d]pyrimidines [b]-condensed with isoxazole, thiazole, thiadiazole, and triazole units under the action of activated alkynes

  摘要：

  It has been established that 5-vinyl-substituted (N-R,N-vinylaminomethyl)isoxazolo(thiazolo, thiadiazolo)pyrimidines are formed when tetrahydropyrido[3,4-d]pyrimidines, annelated with isoxazole, thiazole, and thiadiazole units are treated with terminal alkynes as a result of opening of the tetrahydropyridine ring. 7-Methoxymethyl-substituted [N-R,N-(dimethoxycarbonylvinyl)]aminoethyl-isoxazolo- and thiazolopyrimi-dines were obtained by reaction with dimethyl acetylenedicarboxylate (ADCE). Triazolo-pyrimidoazocine was obtained for the first time from tetrahydrotriazolopyrimidine and methyl propiolate.

  DOI：

  10.1007/s10593-009-0217-7

文献信息

• Interaction of condensed tetrahydropyrido[4,3-d]pyrimidin-4-ones with dehydrobenzene – synthesis of 6-vinylpyrimidinones fused with five-membered heterocycle containing two or three heteroatoms
  作者：Aleksey V. Varlamov、Natalia I. Guranova、Tatiana N. Borisova、Elena A. Sorokina、Alexander V. Aksenov、Leonid G. Voskressensky

  DOI：10.1007/s10593-018-2250-x

  日期：2018.2

  The reaction between dehydrobenzene and tetrahydropyrido[4,3-d]pyrimidin-4-ones condensed with isoxazole, thiazole, thiadiazole, or triazole rings resulted in Hofmann cleavage of the tetrahydropyridine moiety with the formation of 6-vinyl-substituted pyrimidones fused with the corresponding azole rings.

  脱氢苯与四氢吡啶并[4,3 - d ]嘧啶-4-酮与异恶唑，噻唑，噻二唑或三唑环缩合的反应导致霍夫曼裂解四氢吡啶部分，并形成6-乙烯基取代的嘧啶并与之融合。相应的唑环。
• Synthesis of a new series of heterocyclic scaffolds for medicinal purposes
  作者：H.S. Hilal、M.S. Ali-Shtayeh、R. Arafat、T. Al-Tel、W. Voelter、A. Barakat

  DOI：10.1016/j.ejmech.2006.03.025

  日期：2006.8

  3-a]pyridopyrimidin-9-ones, compounds I-VII, have been prepared via condensation of beta-keto esters with 2-aminopyridine derivatives, in the presence of polyphosphoric acid. The same technique has also been used to prepare diazepine compounds, VIII-X, by condensation of a gamma-keto ester with 2-aminopyridine derivatives. Details of synthetic procedures are shown. The new compounds have been characterized

  一系列新的取代的8-fluro-4H-嘧啶[2,1-b] [1,3]苯并噻唑-4-酮（）取代7-甲基-4H-异恶唑[2,3-a] pyrimidin-4-通过与β-酮酸酯缩合，制备取代的2-甲基-5,6,7,8-四氢-9H-异恶唑并[2,3-a]吡啶并嘧啶-9-，化合物I-VII。在多磷酸存在下的2-氨基吡啶衍生物。通过将γ-酮酸酯与2-氨基吡啶衍生物缩合，也使用了相同的技术来制备二氮杂化合物VIII-X。显示了合成程序的详细信息。这些新化合物已通过元素分析，GC-MS，FT-IR和NMR光谱进行了表征。已经研究并介绍了其中三种化合物的抗菌，抗真菌和抗癌（细胞毒性）活性。