4-(苄氧基)-2,3-二硝基甲苯 | 103080-29-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(苄氧基)-2,3-二硝基甲苯
• 英文名称: 4-(benzyloxy)-2,3-dinitrotoluene
• 英文别名: 1-Benzyloxy-2,3-dinitro-4-methylbenzene；1-Methyl-2,3-dinitro-4-phenylmethoxybenzene
• CAS: 103080-29-1
• 化学式: C₁₄H₁₂N₂O₅
• 分子量: 288.26
• InChiKey: WNIZFAOFYJJVBG-UHFFFAOYSA-N

物化性质

• 熔点：
  116-118 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• 沸点：
  484.4±40.0 °C(Predicted)
• 密度：
  1.346±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(苄氧基)-2,3-二硝基甲苯 在 palladium on activated charcoal 、 镍 氢气 作用下， 以 乙醇 为溶剂， 25.0~130.0 ℃ 、101.33 kPa 条件下， 生成 2-Benzyl-4-hydroxy-7-methylbenzimidazole
  参考文献：
  名称：

  Novel 1H-benzimidazol-4-ols with potent 5-lipoxygenase inhibitory activity

  摘要：

  The synthesis and structure--activity profile of 2-substituted benzimidazol-4-ols as inhibitors of cell-free RBL-1 5-lipoxygenase are discussed, and their potency is compared with that of the standard inhibitors phenidone, AA 861, BW 755C, and nordihydroguaiaretic acid. In contrast to the standard compounds, most did not inhibit the release of slow-reacting substance of anaphylaxis (SRS-A) in vivo when administered at 200 microM ip to rats subjected to peritoneal anaphylaxis, although five compounds containing a methoxylated benzyl group (compounds 36, 39, 42, and 43) or hydroxylated benzyl group (41) showed similar activity to that of phenidone, nordihydroguaiaretic acid, and AA 861. Of the many compounds tested, two, 5-tert-butyl-7-methyl-2-(trifluoromethyl)-1H-benzimidazol-4-ol (57) and 2-(4-methoxybenzyl)-7-methyl-1H-benzimidazol-4-ol (36), like dexamethasone, inhibited monocyte accumulation in a pleural exudate model of inflammation. Standard lipoxygenase inhibitors such as phenidone, BW 755C, and AA 861 were inactive in this system.

  DOI：

  10.1021/jm00395a007
• 作为产物：
  描述：

  2,3-二硝基-4-甲基苯酚 、 氯化苄 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 18.0h， 以93%的产率得到4-(苄氧基)-2,3-二硝基甲苯
  参考文献：
  名称：

  Novel 1H-benzimidazol-4-ols with potent 5-lipoxygenase inhibitory activity

  摘要：

  The synthesis and structure--activity profile of 2-substituted benzimidazol-4-ols as inhibitors of cell-free RBL-1 5-lipoxygenase are discussed, and their potency is compared with that of the standard inhibitors phenidone, AA 861, BW 755C, and nordihydroguaiaretic acid. In contrast to the standard compounds, most did not inhibit the release of slow-reacting substance of anaphylaxis (SRS-A) in vivo when administered at 200 microM ip to rats subjected to peritoneal anaphylaxis, although five compounds containing a methoxylated benzyl group (compounds 36, 39, 42, and 43) or hydroxylated benzyl group (41) showed similar activity to that of phenidone, nordihydroguaiaretic acid, and AA 861. Of the many compounds tested, two, 5-tert-butyl-7-methyl-2-(trifluoromethyl)-1H-benzimidazol-4-ol (57) and 2-(4-methoxybenzyl)-7-methyl-1H-benzimidazol-4-ol (36), like dexamethasone, inhibited monocyte accumulation in a pleural exudate model of inflammation. Standard lipoxygenase inhibitors such as phenidone, BW 755C, and AA 861 were inactive in this system.

  DOI：

  10.1021/jm00395a007

文献信息

• Condensed triazoles, their preparation and their use as medicines
  申请人：BEECHAM GROUP PLC

  公开号：EP0284686A1

  公开（公告）日：1988-10-05

  A compound of formula (I): or a pharmaceutically acceptable salt thereof, wherein R¹ represents hydroxyl or an in-vivo hydrolysable ester thereof; R² represents a moiety -(CH₂)nR³ wherein n represents an integer 1 or 2 and R³ represents phenyl or substituted phenyl, and Z represents a residue of a substituted or unsubstituted aryl group; a pharmaceutical composition containing such compounds and the use of such compounds and compositions in medicine.

  化合物的化学式为（I）：或其药学上可接受的盐，其中R¹表示羟基或体内水解的酯基；R²表示一个基团-(CH₂)nR³，其中n表示整数1或2，R³表示苯基或取代苯基，Z表示取代或未取代的芳基残基；一种含有这种化合物的药物组合物以及这种化合物和组合物在医药上的用途。
• Benzimidazoles
  申请人：BEECHAM GROUP PLC

  公开号：EP0178413A1

  公开（公告）日：1986-04-23

  Compounds of the general formula I or pharmaceutically acceptable salts or solvates thereof, in which R1 represents hydrogen or a lower alkyl group, R2 represents hydrogen, a lower alkyl group, or R3 represents hydrogen, a lower alkyl group, or R4 represents hydrogen or a lower alkyl group, R5 represents hydrogen or a lower alkyl group, R6 represents hydrogen, a lower alkyl, a substituted or unsubstituted aryl group, or -COOR15, R7 represents hydrogen, halogen or lower alkyl, R8 represents a lower alkyl or a substituted or unsubstituted carbocyclic aryl group, R15 represents hydrogen or a lower alkyl, and n is 0 to 8, n being 0 when R6 represents lower alkyl, are disclosed as an active therapeutic substances for the treatment of inflammatory conditions, allergic conditions and disorders related to loss of gastro-intestinal integrity.

  通式 I 的化合物 或其药学上可接受的盐或溶液，其中 R1 代表氢或低级烷基、 R2 代表氢、低级烷基，或 R3 代表氢、低级烷基，或 R4 代表氢或低级烷基、 R5 代表氢或低级烷基 R6 代表氢、低级烷基、取代或未取代的芳基或-COOR15、 R7 代表氢、卤素或低级烷基、 R8 代表低级烷基或取代或未取代的碳环芳基、 R15 代表氢或低级烷基，以及 n 为 0 至 8，当 R6 代表低级烷基时，n 为 0，这些物质被公开为一种活性治疗物质，用于治疗炎症、过敏症和与胃肠道完整性丧失有关的疾病。
• BUCKLE, DEREK R.;FOSTER, KEITH A.;TAYLOR, JOHN F.;TEDDER, JOHN M.;THODY, +, J. MED. CHEM., 30,(1987) N 12, 2216-2221
  作者：BUCKLE, DEREK R.、FOSTER, KEITH A.、TAYLOR, JOHN F.、TEDDER, JOHN M.、THODY, +

  DOI：——

  日期：——
• US4925853A
  申请人：——

  公开号：US4925853A

  公开（公告）日：1990-05-15