3-Brommethyl-1,2,4-benzothiadiazin-1,1-dioxid | 90221-49-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻二嗪
• 英文名称: 3-Brommethyl-1,2,4-benzothiadiazin-1,1-dioxid
• 英文别名: 3-bromomethyl-4H-benzo[e][1,2,4]thiadiazine 1,1-dioxide；3-(bromomethyl)-4H-1λ6,2,4-benzothiadiazine 1,1-dioxide
• CAS: 90221-49-1
• 化学式: C₈H₇BrN₂O₂S
• 分子量: 275.126
• InChiKey: WWSKZXQZSNBLGT-UHFFFAOYSA-N

物化性质

• 沸点：
  420.3±47.0 °C(Predicted)
• 密度：
  1.87±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-Brommethyl-1,2,4-benzothiadiazin-1,1-dioxid 在 硫酸 、 硝酸 作用下， 生成 3-Brommethyl-7-nitro-1,2,4-benzothiadiazin-1,1-dioxid
  参考文献：
  名称：

  Raffa,L. et al., Farmaco, Edizione Scientifica, 1962, vol. 17, p. 679 - 689

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氨基苯磺酰胺 在 硫酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 3-Brommethyl-1,2,4-benzothiadiazin-1,1-dioxid
  参考文献：
  名称：

  1,2,4-Benzothiadiazine derivatives as α1 and 5-HT1A receptor ligands

  摘要：

  A series of new 1,2,4-benzothiadiazine derivatives with an arylpiperazine mojety linked at position 3 of the heterocyclic ring were synthesized and assessed for their pharmacological profiles at alpha(1)-adrenoceptor subtypes (alpha(1A), alpha(1B) and alpha(1D)) by functional experiments and by in vitro binding studies at human cloned 5-HT1A receptor. Compound I was identified as a novel (alpha(1D) antagonist (pK(b)alpha(1D) = 7.59; alpha(1D)/alpha(1A) > 389; alpha(1D)/alpha(1B) = 135) with high selectivity over 5-HT1A receptor (5-HT1A/alpha(1D) < 0.01), while compound 6, a 3,4-dihydro-derivative, was characterized as a novel 5-HT1A receptor ligand, highly selective over alpha(1D)-adrenoceptor subtype (pK(i)5-HT1A = 8.04; 5-HT1A/alpha(1D) = 1096). Further pharmacological studies demonstrated that 6 is a partial agonist at 5-HT1A receptor (E-max = 23, pD(2) = 6.92). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.004