4,4-二溴-3-甲基-2-吡唑啉-5-酮 | 33549-66-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: 4,4-二溴-3-甲基-2-吡唑啉-5-酮
• 中文别名: 4,4-二溴-3-甲基-2-吡唑啉-5-酮,98+
• 英文名称: 4,4-dibromo-5-methyl-2,4-dihydro-3H-pyrazol-3-one
• 英文别名: 4,4-dibromo-3-methyl-2-pyrazolin-5-one；4,4-dibromo-3-methylpyrazol-5-one；3-methyl-4,4-dibromo-2-pyrazolin-5-one；4,4-dibromo-3-methyl-1H-pyrazol-5-one
• CAS: 33549-66-5
• 化学式: C₄H₄Br₂N₂O
• 分子量: 255.897
• InChiKey: QQQQLBQGDDSBCA-UHFFFAOYSA-N

物化性质

• 熔点：
  129-132°C
• 密度：
  2.44±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（轻微）、甲醇（非常轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  4,4-二溴-3-甲基-2-吡唑啉-5-酮 在 盐酸 、 sodium hydroxide 作用下， 生成 2-丁炔酸
  参考文献：
  名称：

  Ein einfacher Weg zu 2-Butynsäure (Tetrolsäure)

  摘要：

  DOI：

  10.1055/s-1981-29345
• 作为产物：
  描述：

  3-甲基-2-吡唑啉-5-酮 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 以78%的产率得到4,4-二溴-3-甲基-2-吡唑啉-5-酮
  参考文献：
  名称：

  Ein einfacher Weg zu 2-Butynsäure (Tetrolsäure)

  摘要：

  DOI：

  10.1055/s-1981-29345
• 作为试剂：
  描述：

  间甲酚 在 4,4-二溴-3-甲基-2-吡唑啉-5-酮 作用下， 以 溶剂黄146 为溶剂， 反应 20.0h， 以9%的产率得到2-溴-5-甲基苯酚
  参考文献：
  名称：

  4,4-Dibromo-3-methylpyrazol-5-one: New applications for selective monobromination of phenols and oxidation of sulfides to sulfoxides

  摘要：

  Dibromopyrazolone 1, a stable, crystalline solid effects pare selective monobromination of phenols and aniline substrates under mild conditions. Selective oxidation of sulfides to sulfoxides can also be accomplished by using 1 in high yields. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01014-9

文献信息

• Deuterated etravirine
  申请人：Masse Craig E.

  公开号：US20090105147A1

  公开（公告）日：2009-04-23

  This disclosure relates to novel di-aryl-pyrimidine (DAPY) compounds and pharmaceutically acceptable salts thereof. This disclosure also provides compositions comprising a compound of this disclosure and the use of such compositions in methods of treating diseases and conditions that are beneficially treated by administering a non-nucleoside reverse transcriptase inhibitor (NNRTI).

  该披露涉及新型二芳基嘧啶（DAPY）化合物及其药用盐。该披露还提供了包含本披露化合物的组合物，并且使用这些组合物来治疗通过给予非核苷类逆转录酶抑制剂（NNRTI）有益治疗的疾病和病况的方法。
• van Rantwijk,F. et al., Recueil des Travaux Chimiques des Pays-Bas, 1976, vol. 95, p. 39 - 42
  作者：van Rantwijk,F. et al.

  DOI：——

  日期：——
• Synthesis and antiamoebic activity of 3,7-dimethyl-pyrazolo[3,4-e][1,2,4] triazin-4-yl thiosemicarbazide derivatives
  作者：Shailendra Singh、Kakul Husain、Fareeda Athar、Amir Azam

  DOI：10.1016/j.ejps.2005.02.014

  日期：2005.6

  A series of 3,7-dimethyl-pyrazolo[3,4-e] [ 1,2,4]triazin-4-yl thiosemicarbazide derivatives 3-22 were prepared and evaluated in vitro against HMI:IMSS strain of Entamoeba histolytica, to identify the compounds for antiamoebic activity. They exhibited antiamoebic activity in the range (IC50 = 0.81-7.31 mu M). The results were compared to the activity of known drug metronidazole. It is inferred from the in vitro studies that the compounds 10, 11. 17 and 18 were found to be significantly better inhibitors of E. histolytica since IC50 values in the mu M range elicited by these compounds are much lower than metronidazole. Besides, compounds 11 and 17 have shown the most promising antiamoebic activity (IC50 = 0.81 mu M of 11, IC50 = 0.84 mu M of 17 versus IC50 = 1.81 mu M of metronidazole). The study suggests the possibility of developing triazine analogues as potential drug candidates for antiamoebic activity. (c) 2005 Elsevier B.V. All rights reserved.
• Chande, Madhukar S.; Bhandari, Jayesh D.; Joshi, Vishwas R., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1993, vol. 32, # 12, p. 1218 - 1228
  作者：Chande, Madhukar S.、Bhandari, Jayesh D.、Joshi, Vishwas R.

  DOI：——

  日期：——
• Bimanes. 5. Synthesis and properties of syn- and anti-1,5-diazabicyclo[3.3.0]octadienediones (9,10-dioxabimanes)
  作者：Edward M. Kosower、Barak Pazhenchevsky

  DOI：10.1021/ja00535a028

  日期：1980.7