3-氟-4-肼基苯磺酰胺 | 606126-17-4

• 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: 3-氟-4-肼基苯磺酰胺
• 英文名称: 3-fluoro-4-hydrazino-1-benzenesulfonamide
• 英文别名: 3-fluoro-4-hydrazino-benzenesulfonamide；3-fluoro-4-hydrazinylbenzenesulfonamide
• CAS: 606126-17-4
• 化学式: C₆H₈FN₃O₂S
• 分子量: 205.213
• InChiKey: IDSRHQBHQWPDNY-UHFFFAOYSA-N

物化性质

• 熔点：
  176 °C(Solv: ethanol (64-17-5))
• 沸点：
  396.5±52.0 °C(Predicted)
• 密度：
  1.588±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-氟-4-肼基苯磺酰胺 在 三乙胺 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以68%的产率得到{1-[4-(aminosulfonyl)-2-fluorophenyl]-5-benzyl-1H-1,2,4-triazol-3-yl}methyl acetate
  参考文献：
  名称：

  WO2008/17932

  摘要：

  公开号：
• 作为产物：
  描述：

  1,2-二氟苯 在 氯磺酸 、 ammonium hydroxide 、 肼 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 19.0h， 生成 3-氟-4-肼基苯磺酰胺
  参考文献：
  名称：

  Synthesis and Cyclooxygenase-2 Inhibiting Property of 1,5-Diarylpyrazoles with Substituted Benzenesulfonamide Moiety as Pharmacophore:  Preparation of Sodium Salt for Injectable Formulation^†

  摘要：

  A series of 1,5-diarylpyrazoles having a substituted benzenesulfonamide moiety as pharmacophore was synthesized and evaluated for cyclooxygenase (COX-1/COX-2) inhibitory activities. Through SAR and molecular modeling, it was found that fluorine substitution on the benzenesulfonamide moiety along with an electron-donating group at the 4-position of the 5-aryl ring yielded selectivity as well as potency for COX-2 inhibition in vitro. Among such compounds 3-fluoro-4-[5-(4-methoxyphenyl)-3-trifluoromethyl-1H-1-pyrazolyl]-1-benzenesulfonamide 3 displayed interesting pharmacokinetic properties along with antiinflammatory activity in vivo. Among the sodium salts tested in vivo, 10, the propionyl analogue of 3, showed excellent antiinflammatory activity and therefore represents a new lead structure for the development of injectable COX-2 specific inhibitors.

  DOI：

  10.1021/jm020563g

文献信息

• Fused-aryl and heteroaryl derivatives as modulators of metabolism and the prophylaxis and treatment of disorders related thereto
  申请人：Jones M. Robert

  公开号：US20060142262A1

  公开（公告）日：2006-06-29

  The present invention relates to certain fused aryl and heteroaryl derivatives of Formula (I) that are modulators of metabolism. Accordingly, compounds of the present invention are useful in the prophylaxis or treatment of metabolic disorders and complications thereof, such as, diabetes and obesity.

  本发明涉及公式（I）的某些融合芳基和杂芳基衍生物，它们是代谢调节剂。因此，本发明的化合物在预防或治疗代谢性疾病及其并发症方面非常有用，如糖尿病和肥胖症。
• FUSED-ARYL AND HETEROARYL DERIVATIVES AS MODULATORS OF METABOLISM AND THE PROPHYLAXIS AND TREATMENT OF DISORDERS RELATED THERETO
  申请人：Jones Robert M.

  公开号：US20100093761A1

  公开（公告）日：2010-04-15

  The present invention relates to certain fused aryl and heteroaryl derivatives of Formula (I) that are modulators of metabolism. Accordingly, compounds of the present invention are useful in the prophylaxis or treatment of metabolic disorders and complications thereof, such as, diabetes and obesity.

  本发明涉及公式（I）的某些融合芳基和杂环芳基衍生物，它们是代谢调节剂。因此，本发明的化合物在预防或治疗代谢性疾病及其并发症，如糖尿病和肥胖症方面是有用的。
• HETEROCYCLES USEFUL AS INHIBITORS OF CARBONIC ANHYDRASE
  申请人：Chong Wesley Kwan Mung

  公开号：US20100256357A1

  公开（公告）日：2010-10-07

  Sulfonamides and pharmaceutical compositions containing the compounds useful in controlling intraocular pressure are disclosed. Methods for controlling intraocular pressure through administration of the compositions are also disclosed.

  本文披露了磺胺类化合物及其药物组合物的制备方法，这些化合物对于控制眼压具有有用的作用。本文还披露了通过给予这些药物组合物来控制眼压的方法。
• Fused-aryl and heteroaryl derivatives as modulators of metabolism and the prohylaxis and treatment of disorders related thereto
  申请人：Arena Pharmaceuticals, Inc.

  公开号：EP2292620A2

  公开（公告）日：2011-03-09

  The present invention relates to certain fused aryl and heteroaryl derivatives of Formula (I) that are modulators of metabolism. Accordingly, compounds of the present invention are useful in the prophylaxis or treatment of metabolic disorders and complications thereof, such as, diabetes and obesity.

  本发明涉及某些可调节新陈代谢的式 (I) 融合芳基和杂芳基衍生物。 因此，本发明的化合物可用于预防或治疗代谢紊乱及其并发症，如糖尿病和肥胖症。
• Carbonic Anhydrase Inhibitors:  Synthesis and Inhibition of Cytosolic/Membrane-Associated Carbonic Anhydrase Isozymes I, II, and IX with Sulfonamides Incorporating Hydrazino Moieties
  作者：Jean-Yves Winum、Jean-Michel Dogné、Angela Casini、Xavier de Leval、Jean-Louis Montero、Andrea Scozzafava、Daniela Vullo、Alessio Innocenti、Claudiu T. Supuran

  DOI：10.1021/jm0494826

  日期：2005.3.1

  Targeting proteins overexpressed in hypoxic tumors is as an important means of controlling cancer disease. One such protein is the carbonic anhydrase (CA) isoenzyme IX, which in some types of tumors is overexpressed 150-200-fold. We report here a series of sulfonamide derivatives, prepared from 2-carbohydrazido- and 4-carbohydrazido-benzenesulfonamides, which were further derivatized by reaction with aryl isocyanates or arylsulfonyl isocyanates. Several low nanomolar CA IX inhibitors were detected in this way. SAR is discussed for the diverse types of inhibitors and their affinity for different isozymes, with the aim of obtaining isozyme-specific CA IX inhibitors, with putative applications as antitumor drugs.