4,9-Dihydro-4,9-dioxo-5-nitro-1H-naphtho-[2,3-d]-triazole | 72364-96-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,9-Dihydro-4,9-dioxo-5-nitro-1H-naphtho-[2,3-d]-triazole
• 英文别名: 5-nitro-4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]-v-triazole；5-Nitro-2H-naphtho[2,3-d][1,2,3]triazole-4,9-dione；5-nitro-2H-benzo[f]benzotriazole-4,9-dione
• CAS: 72364-96-6
• 化学式: C₁₀H₄N₄O₄
• 分子量: 244.166
• InChiKey: VGCSGRJZGOEOEM-UHFFFAOYSA-N

物化性质

• 熔点：
  244-246 °C (decomp)
• 沸点：
  597.1±50.0 °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：

  4,9-Dihydro-4,9-dioxo-5-nitro-1H-naphtho-[2,3-d]-triazole 、 sodium methylate 、 二甲基亚砜 以76%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 4,9-Dihydro-4,9-dioxo-5-nitro-1H-naphtho-[2,3-d]-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

• Polycyclic triazoles used to inhibit allergic responses
  申请人：Beecham Group Limited

  公开号：US04263309A1

  公开（公告）日：1981-04-21

  Compounds of formula (I): ##STR1## and pharmaceutically acceptable salts thereof wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 which may be the same or different, represent hydrogen, halogen, nitro, lower alkyl, or lower alkoxy, or any adjacent two of R.sub.1 to R.sub.4 taken together represent an alkylene group containing from 3 to 5 carbon atoms or a 1,4-buta-1,3-dienylene group are disclosed together with a method for their preparation. The compounds are useful as anti-allergic agents. With the exception of 4,9-dioxo-1H-naphtho-[2,3-d]-triazole, and its salts, all compounds of formula (I) are novel.

  化合物的公式（I）：##STR1##及其药用可接受的盐，其中R.sub.1、R.sub.2、R.sub.3和R.sub.4可以相同也可以不同，代表氢、卤素、硝基、低烷基或低烷氧基，或R.sub.1到R.sub.4中的任意相邻两个一起代表含有3至5个碳原子的亚烷基基团或1,4-丁二烯基团，还公开了它们的制备方法。这些化合物可用作抗过敏剂。除了4,9-二氧代-1H-萘并-[2,3-d]-三唑烯和其盐之外，所有公式（I）的化合物都是新颖的。
• 4,9-Dihydro-4,9-dioxo-1H-naphtho(2,3-d) triazoles, their preparation and antiallergic compositions containing them
  申请人：BEECHAM GROUP PLC

  公开号：EP0002310A1

  公开（公告）日：1979-06-13

  Compounds of formula (I): and pharmaceutically acceptable salts thereof wherein R1, R2, R3 and R4 which may be the same or different, represent hydrogen, halogen, nitro, lower alkyl, or lower alkoxy, or any adjacent two of R1 to R4 taken together represent an alkylene group containing from 3 to 5 carbon atoms or a 1,4-buta-1,3- dienylene group are disclosed together with a method for their preparation. The compounds are useful as anti-allergic agents. With the exception of 4,9-dioxo-1H-naphtho-[2,3-d]-triazole, and its salts, all compounds of formula (I) are novel.

  式（I）化合物：及其药学上可接受的盐，其中 R1、R2、R3 和 R4 可以相同或不同，代表氢、卤素、硝基、低级烷基或低级烷氧基，或 R1 至 R4 中任意相邻两个共同代表含有 3 至 5 个碳原子的亚烷基或 1,4-丁-1,3-二烯基。 这些化合物可用作抗过敏剂。 除 4,9-二氧代-1H-萘并-[2,3-d]-三唑及其盐类外，所有式（I）化合物均为新型化合物。
• 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：——
• US4263309A
  申请人：——

  公开号：US4263309A

  公开（公告）日：1981-04-21
• 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.