4,5-二氯-2-(3,5-二氯苯基)-3(2H)-哒嗪酮 | 86483-43-4

• 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: 4,5-二氯-2-(3,5-二氯苯基)-3(2H)-哒嗪酮
• 中文别名: 4,5-二-2-(3,5-二氯苯基)-3(2H)-哒嗪酮
• 英文名称: 4,5-dichloro-2-(3,5-dichlorophenyl)pyridazin-3-one
• 英文别名: 4,5-Dichloro-2-(3,5-dichlorophenyl)-2,3-dihydropyridazin-3-one
• CAS: 86483-43-4
• 化学式: C₁₀H₄Cl₄N₂O
• mdl: MFCD00067796
• 分子量: 309.967
• InChiKey: UBKUOBNFCOTJAD-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：

  按规定使用和贮存的不会分解，避氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S22,S24/25
• 危险类别码：
  R23/24/25
• 海关编码：
  2933990090
• 储存条件：
  请将药品存放在密闭、阴凉、干燥的地方。

反应信息

• 作为反应物：
  描述：

  4,5-二氯-2-(3,5-二氯苯基)-3(2H)-哒嗪酮 在 盐酸 、 sodium hexamethyldisilazane 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 生成 4-Cyclopentyloxy-2-(3,5-dichlorophenyl)-5-(4-propan-2-ylsulfonylpiperazin-1-yl)pyridazin-3-one
  参考文献：
  名称：

  The synthesis and structure–activity relationship of pyridazinones as glucan synthase inhibitors

  摘要：

  A structure-activity relationship study of the lead 5-[4-(benzylsulfonyl) piperazin-1-yl]-4-morpholino-2- phenyl-pyridazin-3(2H)-one 1 has resulted in the identification of 2-(3,5-difluorophenyl)-4-(3-fluorocyclopentyloxy)- 5-[4-(isopropylsulfonyl) piperazin-1-yl]-pyridazin-3(2H)-one 11c as a beta- 1,3-glucan synthase inhibitor. Compound 11c exhibited significant efficacy in an in vivo mouse model of Candida glabrata infection. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.058
• 作为产物：
  描述：

  糠氯酸 、 (3,5-dichlorophenyl)hydrazine hydrochloride 在 sodium hydroxide 作用下， 生成 4,5-二氯-2-(3,5-二氯苯基)-3(2H)-哒嗪酮
  参考文献：
  名称：

  The synthesis and structure–activity relationship of pyridazinones as glucan synthase inhibitors

  摘要：

  A structure-activity relationship study of the lead 5-[4-(benzylsulfonyl) piperazin-1-yl]-4-morpholino-2- phenyl-pyridazin-3(2H)-one 1 has resulted in the identification of 2-(3,5-difluorophenyl)-4-(3-fluorocyclopentyloxy)- 5-[4-(isopropylsulfonyl) piperazin-1-yl]-pyridazin-3(2H)-one 11c as a beta- 1,3-glucan synthase inhibitor. Compound 11c exhibited significant efficacy in an in vivo mouse model of Candida glabrata infection. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.058

文献信息

• Discovery and structure–activity relationship analysis of Staphylococcus aureus sortase A inhibitors
  作者：Nuttee Suree、Sung Wook Yi、William Thieu、Melanie Marohn、Robert Damoiseaux、Albert Chan、Michael E. Jung、Robert T. Clubb

  DOI：10.1016/j.bmc.2009.08.067

  日期：2009.10

  Methicillin resistant Staphylococcus aureus (MRSA) is a major health problem that has created a pressing need for new antibiotics. Compounds that inhibit the S. aureus SrtA sortase may function as potent anti-infective agents as this enzyme attaches virulence factors to the cell wall. Using high-throughput screening, we have identified several compounds that inhibit the enzymatic activity of the SrtA. A structure-activity relationship (SAR) analysis led to the identification of several pyridazinone and pyrazolethione analogs that inhibit SrtA with IC50 values in the sub-micromolar range. Many of these molecules also inhibit the sortase enzyme from Bacillus anthracis suggesting that they may be generalized sortase inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.