5-(4-chlorophenyl)-1-(4-(methylsulfonyl)phenyl)-1H-tetrazole | 1369787-38-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-chlorophenyl)-1-(4-(methylsulfonyl)phenyl)-1H-tetrazole
• 英文别名: 5-(4-chlorophenyl)-1-{4-(methylsulfonyl)phenyl}-1H-tetrazole；5-(4-Chlorophenyl)-1-(4-methylsulfonylphenyl)tetrazole
• CAS: 1369787-38-1
• 化学式: C₁₄H₁₁ClN₄O₂S
• 分子量: 334.786
• InChiKey: ZMWBEISUOBDPDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  86.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(4-chloro-benzoyl)-1H-imidazole 在 oxone 、 sodium azide 、 四氯化硅 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 27.0h， 生成 5-(4-chlorophenyl)-1-(4-(methylsulfonyl)phenyl)-1H-tetrazole
  参考文献：
  名称：

  Novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors

  摘要：

  A series of novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors was prepared via treatment of various diaryl amides with tetrachlorosilane/sodium azide. All compounds were tested in cyclooxygenase (COX) assays in vitro to determine COX-1 and COX-2 inhibitory potency and selectivity. Tetrazoles contained a methylsulfonyl or sulfonamide group as COX-2 pharmacophore displayed only low inhibitory potency towards COX-2. Most potent compounds showed IC50 values of 6 and 7 mu M for COX-2. All compounds showed IC50 values greater 100 mu M for COX-1 inhibition. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.093

文献信息

• Docking studies and the crystal structure of two tetrazole derivatives: 5-(4-chlorophenyl)-1-{4-(methylsulfonyl)phenyl}-1H-tetrazole and 4-{5-(4-methoxyphenyl)-1H-tetrazol-1-yl}benzenesulfonamide
  作者：Baker Jawabrah Al-Hourani、Musa I. El-Barghouthi、Robert Mcdonald、Wajdy Al-Awaida、Frank Wuest

  DOI：10.1016/j.molstruc.2015.08.025

  日期：2015.12

  Abstract The structures of 5-(4-chlorophenyl)-1-4-(methylsulfonyl)phenyl}-1H-tetrazole (3) and 4-5-(4-methoxyphenyl)-1H-tetrazol-1-yl}benzenesulfonamide (5) have been determined by X-ray crystallography. Tetrazoles 3 and 5 crystallize in the monoclinic space groups Ia and P21/c, respectively. The cell dimensions of azole 3 are a = 11.0413 (5) A, b = 11.8428 (5) A, c = 12.2483 (5) A3, β = 111.7129

  摘要 5-(4-氯苯基)-1-4-(甲基磺酰基)苯基}-1H-四唑(3)和4-5-(4-甲氧基苯基)-1H-四唑-1-基}苯磺酰胺的结构(5)已通过X射线晶体学测定。四唑 3 和 5 分别在单斜空间群 Ia 和 P21/c 中结晶。唑 3 的细胞尺寸为 a = 11.0413 (5) A, b = 11.8428 (5) A, c = 12.2483 (5) A3, β = 111.7129 (4)°, V = 1487.95 (11) A3, and Z = 4. 将其结构细化为 R1 = 0.0254（对于 3429 个观察到的反射 [I ≥ 2σ(I)]）和 wR2 = 0.0651（对于所有 3300 个唯一反射）。唑 5 的细胞尺寸为 a = 17.112 (3) A, b = 6.5904 (10) A, c = 12.935 (2) A3, β = 93.1981 (19)°