6-nitro-4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]-v-triazole | 72365-05-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-nitro-4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]-v-triazole
• 英文别名: 6-Nitro-2H-naphtho[2,3-d][1,2,3]triazole-4,9-dione；6-nitro-2H-benzo[f]benzotriazole-4,9-dione
• CAS: 72365-05-0
• 化学式: C₁₀H₄N₄O₄
• 分子量: 244.166
• InChiKey: BUOSABXNKKCWBW-UHFFFAOYSA-N

物化性质

• 熔点：
  253-254 °C(Solv: methanol (67-56-1))
• 沸点：
  609.4±55.0 °C(Predicted)
• 密度：
  1.799±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-nitro-4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]-v-triazole 、 sodium methylate 、 二甲基亚砜 以80%的产率得到
  参考文献：
  名称：

  TEDDER, J. M.;BUCKLE, D. R., J. CHEM. RES. SYNOP., 1983, N 1, 12-13

  摘要：

  DOI：
• 作为产物：
  描述：

  4,9-dihydro-4,9-dioxo-1-(4-methoxybenzyl)naphtho<2,3-d>-v-triazole 在 硫酸 、 硝酸 、 三氟乙酸 作用下， 反应 7.17h， 生成 6-nitro-4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]-v-triazole
  参考文献：
  名称：

  Studies on v-triazoles. 9. Antiallergic 4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]-v-triazoles

  摘要：

  A short series of the title compounds was prepared and evaluated for antiallergic activity in the rat passive cutaneous anaphylaxis screen. All but the two N-methylated derivatives were active in this screen by the intravenous route, the most potent being the symmetrical dimethyl compound, 4,9-dihydro-6,7-dimethyl-4,9-dioxo-1H-naphtho[2,3-d]-v-triazole, and its 5-nitro derivative. The latter two compounds were noticeably more potent than disodium cromoglycate, and one of these, the unnitrated material, was selected for further evaluation as a potential antiasthmatic drug.

  DOI：

  10.1021/jm00359a016

文献信息

• BUCKLE, D. R.;SMITH, H.;SPICER, B. A.;TEDDER, J. M., J. MED. CHEM., 1983, 26, N 5, 714-719
  作者：BUCKLE, D. R.、SMITH, H.、SPICER, B. A.、TEDDER, J. M.

  DOI：——

  日期：——
• Studies on v-triazoles. 9. Antiallergic 4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]-v-triazoles
  作者：Derek R. Buckle、Harry Smith、Barbara A. Spicer、John Martin Tedder

  DOI：10.1021/jm00359a016

  日期：1983.5

  A short series of the title compounds was prepared and evaluated for antiallergic activity in the rat passive cutaneous anaphylaxis screen. All but the two N-methylated derivatives were active in this screen by the intravenous route, the most potent being the symmetrical dimethyl compound, 4,9-dihydro-6,7-dimethyl-4,9-dioxo-1H-naphtho[2,3-d]-v-triazole, and its 5-nitro derivative. The latter two compounds were noticeably more potent than disodium cromoglycate, and one of these, the unnitrated material, was selected for further evaluation as a potential antiasthmatic drug.
• TEDDER, J. M.;BUCKLE, D. R., J. CHEM. RES. SYNOP., 1983, N 1, 12-13
  作者：TEDDER, J. M.、BUCKLE, D. R.

  DOI：——

  日期：——