5-甲基-3-苯基-2-三氧-2,3-二氢[1,3]噻唑并[4,5-D]嘧啶-7(6H)-酮 | 141622-32-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 5-甲基-3-苯基-2-三氧-2,3-二氢[1,3]噻唑并[4,5-D]嘧啶-7(6H)-酮
• 英文名称: 5-methyl-3-phenyl-2,3-dihydro-2-thioxothiazolo[4,5-d]pyrimidine-7(6H)-one
• 英文别名: 5-Methyl-3-phenyl-2-thioxo-2,3-dihydro[1,3]thiazolo[4,5-d]pyrimidin-7(6H)-one；5-methyl-3-phenyl-2-sulfanylidene-6H-[1,3]thiazolo[4,5-d]pyrimidin-7-one
• CAS: 141622-32-4
• 化学式: C₁₂H₉N₃OS₂
• 分子量: 275.355
• InChiKey: SBNWDVUYFCQHKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5-甲基-3-苯基-2-三氧-2,3-二氢[1,3]噻唑并[4,5-D]嘧啶-7(6H)-酮 在 tetraphosphorus decasulfide 作用下， 以 xylene 为溶剂， 反应 5.0h， 以77%的产率得到5-methyl-3-phenyl-thiazolo<5,4-d>pyrimidin-2,7-dithione
  参考文献：
  名称：

  Potential anti-microbials. II. Synthesis and in vitro anti-microbial evaluation of some thiazolo[4,5-d]pyrimidines

  摘要：

  Some thiazolo[4,5-d]pyrimidines were prepared in order to investigate their antimicrobial activity. A significant inhibitory effect was recorded for many compounds against Staphylococcus aureus ATCC 25923 (3, 6, 9a; MIC = 10-20 mug/ml), Escherichia coli ATCC 25922 (3,5,9b, MIC = 40 mug/ml) and Candida albicans DSM 70443 (6, MIC = 50 mug/ml).

  DOI：

  10.1016/0223-5234(93)90002-v
• 作为产物：
  描述：

  乙酸酐 、 4-amino-3-phenyl-2,3-dihydro-2-thioxothiazole-5-carboximide 反应 3.0h， 以80%的产率得到5-甲基-3-苯基-2-三氧-2,3-二氢[1,3]噻唑并[4,5-D]嘧啶-7(6H)-酮
  参考文献：
  名称：

  Potential anti-microbials. II. Synthesis and in vitro anti-microbial evaluation of some thiazolo[4,5-d]pyrimidines

  摘要：

  Some thiazolo[4,5-d]pyrimidines were prepared in order to investigate their antimicrobial activity. A significant inhibitory effect was recorded for many compounds against Staphylococcus aureus ATCC 25923 (3, 6, 9a; MIC = 10-20 mug/ml), Escherichia coli ATCC 25922 (3,5,9b, MIC = 40 mug/ml) and Candida albicans DSM 70443 (6, MIC = 50 mug/ml).

  DOI：

  10.1016/0223-5234(93)90002-v

文献信息

• Rida; Habib; Badawey, Pharmazie, 1996, vol. 51, # 12, p. 927 - 931
  作者：Rida、Habib、Badawey、Fahmy、Ghozlan

  DOI：——

  日期：——
• Synthesis and antimicrobial activity of rhodanine derivatives
  作者：NS Habib、SM Rida、EAM Badawey、HTY Fahmy、HA Ghozlan

  DOI：10.1016/s0223-5234(97)88919-2

  日期：1997.9
• El-Dean, Adel M. Kamal, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 66, # 14, p. 21 - 28
  作者：El-Dean, Adel M. Kamal

  DOI：——

  日期：——
• Zur Chemie der 4-Amino-thiazolin-2-thione, 2. Mitt.
  作者：K. Gewald、U. Hain、R. Schindler、M. Gruner

  DOI：10.1007/bf00811521

  日期：1994.10

  6-Amino-thiazolo[4,5-c]isothiazole derivatives 4 are obtained by addition of hydrogen sulfide to the 4-Amino-thiazoline-5-carbonitrile 2 followed by cyclooxidation of the intermediate thioamides 3. In the presence of sodium sulfite the hydrolysis of the 4-amino-2-methylthio-thiazolium salts 5 derived from the title compounds 1 yields the 4-amino-thiazolin-2-ones 6. By their further hydrolysis the 2,4-dioxo-thiazolidin-5-carboxamides 8 are formed. The 2-oxo-and 2-thioxo-thiazolo [4,5-d]pyrimidin-7-ones and -thiones available from 1 undergo ring opening by hydrolysis to give the substituted 4-amino-6-oxo- and 4-amino-6-thioxo-pyrimidine-5-thiols 15a-h and 13i-e. They have been isolated as their disulfides 14 or 5-alkyl derivatives i.e. the substituted 4-amino-5-alkylthiopyrimidin-6-ones and -thiones 16. In analogy, the intermediate 6-amino-7-oxo-thiazolo[4,5-d] pyrimidin-2-thione 18 and the 7-amino-thiazolo[4,5-d]-pyrimidin-2-thione 24 derived from 1 react by ring cleavage to yield the 1,4- and 4,6-diamino-pyrimidin-5-thiole derivatives 22 and 27, respectively, isolated as their disulfides or alkylthio-derivatives. From the pyrimidine 16b the pyrimido[5,4-b]1,4-thiazine derivative 18 can be obtained.
• Gewald K., Hain U., Schindler R., Gruner M., Monatsh. Chem, 125 (1994) N 10, S 1129-1143
  作者：Gewald K., Hain U., Schindler R., Gruner M.

  DOI：——

  日期：——