2,5-dimethyl-8,9,10,11-tetrahydro[1]benzothieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine | 77995-51-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并嘧啶类
• 英文名称: 2,5-dimethyl-8,9,10,11-tetrahydro[1]benzothieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine
• 英文别名: Cyclopenta[c]fluorene, 2,4-dimethyl-7,8,9,10-tetrahydro-6-thia-1,3,3a,5-tetraaza-；4,7-dimethyl-10-thia-3,5,6,8-tetrazatetracyclo[7.7.0.02,6.011,16]hexadeca-1(9),2,4,7,11(16)-pentaene
• CAS: 77995-51-8
• 化学式: C₁₃H₁₄N₄S
• mdl: MFCD00446455
• 分子量: 258.347
• InChiKey: LCPGIAFGNMNCJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-dimethyl-8,9,10,11-tetrahydro[1]benzothieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine 、 苯甲醛 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以78%的产率得到4-methyl-7-[(E)-2-phenylethenyl]-10-thia-3,5,6,8-tetrazatetracyclo[7.7.0.02,6.011,16]hexadeca-1(9),2,4,7,11(16)-pentaene
  参考文献：
  名称：

  2-（2-芳基乙烯基）噻吩并[2,3- d ]嘧啶和5-（2-芳基乙烯基）三唑并噻吩并[3,2- e ]嘧啶的合成研究

  摘要：

  的2-（2-芳基乙烯基）噻吩并嘧啶的合成，通过的酸催化缩合腈与噻吩ø -氨基羰基的化合物，与醛类的缩合噻吩Ó -aminoamides，醛的碱催化缩合用2- methylthienopyrimidines并通过维悌希缩合描述了2-硫代嘧啶基甲基phosph盐与醛的混合物。发现在碱性条件下，同构的5-甲基三唑并噻吩并嘧啶与醛反应生成5-（2-芳基乙烯基）三唑并[2，3 - c ]噻吩并嘧啶。虽然5-苯乙烯基三唑并[4,3- c ]异构体能抵抗酸催化的异构化，但发现它们在碱催化下异构化为三唑并[2,3- c ]嘧啶。

  DOI：

  10.1002/jhet.5570220343
• 作为产物：
  描述：

  N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)acetimidic acid ethyl ester 在 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2,5-dimethyl-8,9,10,11-tetrahydro[1]benzothieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of novel thienopyrimidine and triazolothienopyrimidine derivatives

  摘要：

  Novel tricyclic thienopyrimidines (2, 3, 5, 8) and triazole-fused tetracyclic thienopyrimidines (6a-c and 9a-c) were synthesized from the precursor 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile (1). The structures of newly synthesized compounds were established by spectral and analytical data. The title compounds were screened for analgesic, anti-inflammatory, ulcerogenicity index, and antibacterial activities. Test compounds exhibited significant activity, the compounds (6a-c) and (9a-c) showed more potent analgesic activity, and the compounds (6c) and (9c) showed more potent anti-inflammatory activity than the reference standard Diclofenac Sodium. All the synthesized compounds exhibited remarkable antibacterial activity.

  DOI：

  10.1007/s00044-013-0900-1

文献信息

• Shishoo, C. J.; Devani, M. B.; Ullas, G. V., Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 43 - 46
  作者：Shishoo, C. J.、Devani, M. B.、Ullas, G. V.、Anathan, S.、Bhadti, V. S.

  DOI：——

  日期：——
• SHISHOO C. J.; DEVANI M. B.; ULLAS G. V.; ANANTHAN S.; BHADTI V. S., J. HETEROCYCL. CHEM., 1981, 18, NO 1, 43-46
  作者：SHISHOO C. J.、 DEVANI M. B.、 ULLAS G. V.、 ANANTHAN S.、 BHADTI V. S.

  DOI：——

  日期：——
• SHISHOO, C. J.;DEVANI, M. B.;ULLAS, G. V.;ANANTHAN, S.;BHADTI, V. S., J. HETEROCYCL. CHEM., 1985, 22, N 3, 825-830
  作者：SHISHOO, C. J.、DEVANI, M. B.、ULLAS, G. V.、ANANTHAN, S.、BHADTI, V. S.

  DOI：——

  日期：——
• Studies on the synthesis of 2-(2-arylvinyl)thieno[2,3-<i>d</i>]pyrimidines and 5-(2-arylvinyl)triazolothieno[3,2-<i>e</i>]pyrimidines
  作者：C. J. Shishoo、M. B. Devani、G. V. Ullas、S. Ananthan、V. S. Bhadti

  DOI：10.1002/jhet.5570220343

  日期：1985.5

  Synthesis of 2-(2-arylvinyl)thienopyrimidines, by the acid catalyzed condensation of nitriles with thiophene o-aminocarbonyl compounds, the condensation of aldehydes with thiophene o-aminoamides, the base catalyzed condensation of aldehydes with 2-methylthienopyrimidines and by the Wittig condensation of 2-thieno-pyrimidinylmethylphosphonium salts with aldehydes is described. Isomeric 5-methyltria

  的2-（2-芳基乙烯基）噻吩并嘧啶的合成，通过的酸催化缩合腈与噻吩ø -氨基羰基的化合物，与醛类的缩合噻吩Ó -aminoamides，醛的碱催化缩合用2- methylthienopyrimidines并通过维悌希缩合描述了2-硫代嘧啶基甲基phosph盐与醛的混合物。发现在碱性条件下，同构的5-甲基三唑并噻吩并嘧啶与醛反应生成5-（2-芳基乙烯基）三唑并[2，3 - c ]噻吩并嘧啶。虽然5-苯乙烯基三唑并[4,3- c ]异构体能抵抗酸催化的异构化，但发现它们在碱催化下异构化为三唑并[2,3- c ]嘧啶。
• Synthesis and pharmacological evaluation of novel thienopyrimidine and triazolothienopyrimidine derivatives
  作者：Jameel Ahmed S. Mulla、Mohammed Iqbal A. Khazi、Shridhar I. Panchamukhi、Young-Dae Gong、Imtiyaz Ahmed M. Khazi

  DOI：10.1007/s00044-013-0900-1

  日期：2014.6

  Novel tricyclic thienopyrimidines (2, 3, 5, 8) and triazole-fused tetracyclic thienopyrimidines (6a-c and 9a-c) were synthesized from the precursor 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile (1). The structures of newly synthesized compounds were established by spectral and analytical data. The title compounds were screened for analgesic, anti-inflammatory, ulcerogenicity index, and antibacterial activities. Test compounds exhibited significant activity, the compounds (6a-c) and (9a-c) showed more potent analgesic activity, and the compounds (6c) and (9c) showed more potent anti-inflammatory activity than the reference standard Diclofenac Sodium. All the synthesized compounds exhibited remarkable antibacterial activity.