6,8-dimethylimidazo<1,5-a>-1,3,5-triazin-4(3H)-one | 70187-82-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 6,8-dimethylimidazo<1,5-a>-1,3,5-triazin-4(3H)-one
• 英文别名: 6,8-Dimethylimidazo<1,5-a>-1,3,5-triazin-4-on；6,8-dimethylimidazo[1,5-a]-1,3,5-triazin-4(3H)-one；6,8-dimethyl-3H-imidazo[1,5-a][1,3,5]triazin-4-one；6,8-DiMe-4-O-IMT；6,8-dimethyl-3H,4H-imidazo[1,5-a][1,3,5]triazin-4-one；6,8-dimethyl-3H-imidazo[1,5-a][1,3,5]triazin-4-one
• CAS: 70187-82-5
• 化学式: C₇H₈N₄O
• 分子量: 164.167
• InChiKey: UKFDXAGJIYSJRX-UHFFFAOYSA-N

物化性质

• 熔点：
  269-270 °C (decomp)
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  59.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,8-dimethylimidazo<1,5-a>-1,3,5-triazin-4(3H)-one 在 水 作用下， 反应 24.0h， 以85%的产率得到N-(2,5-dimethyl-1H-imidazol-4-yl)formamide
  参考文献：
  名称：

  An Efficient Route to Novel 4,5‐Di‐ and 2,4,5‐Tri Substituted Imidazoles from Imidazo[1,5‐a]‐1,3,5‐triazine (5,8‐Diaza‐7,9‐dideazapurine) Derivatives

  摘要：

  Two new types of imidazole derivatives: N-(2-R-1-5-R-2-1H-imidazol-4-yl) thioureas 7a-g and N-(2-R-1-5-R-2-1H-imidazol-4-yl) formamides 8b,c,g were obtained in high yields by the hydrolytic degradation of 6-R-1-8-R-2-2-thioxo-2,3-dihydroimidazo[1,5-a]-1,3,5-triazin-4(1H)-ones 5a-g and 6-R-1-8-R-2-imidazo[l,5-a]-1,3,5-triazin-4(3H)-ones 6b,c,d, respectively. The tautomeric preferences of the new imidazoles were determined.

  DOI：

  10.1081/ncn-120027822
• 作为产物：
  描述：

  6,8-dimethyl-2-thioxo-2,3-dihydroimidazo[1,5-a]-1,3,5-triazin-4(1H)-one 以53%的产率得到
  参考文献：
  名称：

  GOLANKIEWICZ B.; HOLTWICK J. B.; HOLMES B. N.; DUESLER E. N.; LEONARD N. +, J. ORG. CHEM., 1979, 44, NO 10, 1740-1742

  摘要：

  DOI：

文献信息

• Golankiwicz, Bozenna; Januszczyk, Piotr; Zeidler, Joanna, Journal of Chemical Research, Miniprint, 1994, # 3, p. 644 - 671
  作者：Golankiwicz, Bozenna、Januszczyk, Piotr、Zeidler, Joanna、Popenda, Mariusz、Bartoszak, Elzbieta、Kosturkiewicz, Zofia

  DOI：——

  日期：——
• HOLTWICK J. B.; GOLANKIEWICZ B.; HOLMES B. N.; LEONARD N. J., J. ORG. CHEM., 1979, 44, NO 22, 3835-3839
  作者：HOLTWICK J. B.、 GOLANKIEWICZ B.、 HOLMES B. N.、 LEONARD N. J.

  DOI：——

  日期：——
• Synthesis, spectroscopical characterization and the biological activity in vitro of new platinum(II) complexes with imidazo[1,5-a]-1,3,5-triazine derivatives and dimethylsulfoxide
  作者：Iwona Łakomska、Bożenna Golankiewicz、Joanna Wietrzyk、Marzena Pełczyńska、Anna Nasulewicz、Adam Opolski、Jerzy Sitkowski、Lech Kozerski、Edward Szłyk

  DOI：10.1016/j.ica.2004.12.033

  日期：2005.3

  A series of platinum(II) complexes with 6,8-dimethylimidazo[1,5-a]-1,3,5-triazin-4(3H)-one (6,8-DiMe-4-O-IMT) (I) and 6,8-dimethyl-2-thioxo-2,3-dihydroimidazo[1,5-a]-1,3,5-triazin-4(1H)-one (6,8-DiMe-4-O-2-S-IMT) (II) of formula trans-[PtCl2-(dmso)(6,8-DiMe-4-O-IMT)] (1a) and trans-[PtCl2(dmso)(6,8-DiMe-4-O-2-S-IMT)] (2a) have been prepared and characterized with H-1, C-13, N-15, Pt-195 NMR and IR. Significant 15N NMR upfield coordination shifts (81-96 ppm) of N(7) atom indicate this nitrogen atom as a coordination site. The multinuclear NMR and IR spectra indicate the square planar geometry with N(7) bonded heterocycles, S-bonded dimethylsulfoxide and two trans chloride anions. The platinum(II) complexes were tested for their antiproliferative activity in vitro against the cells of four human cell lines: SW707 rectal adenocarcinoma, A549 non-small cell lung carcinoma, T47D breast cancer and HCV29T bladder cancer. The activity of (1a, 2a) was lower than that of cisplatin. (c) 2005 Elsevier B.V. All rights reserved.
• [EN] NEW TRPA1 ANTAGONISTS<br/>[FR] NOUVEAUX ANTAGONISTES DE TRPA1
  申请人：ALMIRALL SA

  公开号：WO2015155306A1

  公开（公告）日：2015-10-15

  The present invention relates to compounds of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by TRPA1 channel inhibition or antagonism.