N(4)-乙酰磺胺异恶唑 | 4206-74-0

• 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: N(4)-乙酰磺胺异恶唑
• 中文别名: 1,2-苯并异噻唑,3-氯-5-甲基-(9CI)
• 英文名称: N⁴-Acetyl-N¹-<3.4-dimethyl-5-isoxazolyl>-sulfanilamid
• 英文别名: N4-Acetylsulfisoxazole；4-acetylamino-N-(3,4-dimethyl-isoxazol-5-yl)-benzenesulfonamide；N-Acetyl-sulfanilsaeure-(3,4-dimethyl-isoxazol-5-ylamid)；N⁴-Acetyl-N¹-<3.4-dimethyl-5-isoxazolyl>sulfanilamid；5--3.4-dimethyl-isoxazol；5--3.4-dimethyl-isoxazol；N(4)-Acetylsulfisoxazole；N-[4-[(3,4-dimethyl-1,2-oxazol-5-yl)sulfamoyl]phenyl]acetamide
• CAS: 4206-74-0
• 化学式: C₁₃H₁₅N₃O₄S
• 分子量: 309.346
• InChiKey: UTVCPAPWORAKEV-UHFFFAOYSA-N

物化性质

• 熔点：
  210 °C
• 密度：
  1.3541 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  N(4)-乙酰磺胺异恶唑 在 水 、 sodium hydroxide 作用下， 反应 2.0h， 生成 磺胺异噁唑
  参考文献：
  名称：

  N -Acylated Derivatives of Sulfamethoxazole and Sulfafurazole Inhibit Intracellular Growth of Chlamydia trachomatis

  摘要：

  摘要 治疗细菌感染需要具有新型作用模式的抗菌化合物。在此，我们描述了对 9,800 个化合物进行的高含量筛选，发现酰化磺酰胺类化合物是性传播病原体 沙眼衣原体 .这种抑制剂具有杀菌作用，与磺胺类抗生素不同，对氨基苯甲酸不会降低药效。化学抑制剂在 衣原体 研究中发挥着重要作用。

  DOI：

  10.1128/aac.02015-13
• 作为产物：
  描述：

  磺胺异噁唑 生成 N(4)-乙酰磺胺异恶唑
  参考文献：
  名称：

  Absorption and Excretion of Drugs. XX. Some Pharmacokinetic Aspects of Absorption and Excretion of Sulfonamides. (2). Absorption from Rat Small Intestine.

  摘要：

  鼠小肠在体内与十七种磺胺类药物和五种N4-乙酰衍生物进行了循环实验，并测定了未电离药物的吸收率。为老鼠胃中药物吸收提出的动力学模型也适用于老鼠小肠的药物吸收，尽管给予适当P值的有机溶剂不同。

  DOI：

  10.1248/cpb.12.421

文献信息

• Sulfonamides and derivatives thereof that modulate the activity of endothelin
  申请人：TEXAS BIOTECHNOLOGY CORPORATION

  公开号：EP1069114A2

  公开（公告）日：2001-01-17

  A compound of the following formula: or a pharmaceutically acceptable salt thereof, where Ar2 is particularly phenyl, biphenyl or naphthyl and R1 and R2 are as defined herein, useful in the modulation of the activity of endothelin.

  下式化合物 或其药学上可接受的盐，其中 Ar2 特别是苯基、联苯基或萘基，R1 和 R2 如本文所定义，可用于调节内皮素的活性。
• Discovery and synthesis of a potent sulfonamide ETB selective antagonist
  作者：Yasuhiko Kanda、Tadashi Takahashi、Yoshitaka Araki、Toshiro Konoike、Shin-ichi Mihara、Masafumi Fujimoto

  DOI：10.1016/s0960-894x(00)00366-8

  日期：2000.8

  The synthesis and structure activity relationships of a series of sulfonamide endothelin antagonists are described. In the course of our modification studies, we discovered ETB selective antagonists. The most potent compound 15f displays IC50 values of 1.7 mu M and 0.002 mu M to ETA and ETB receptors, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.
• US2430094
  申请人：——

  公开号：——

  公开（公告）日：——
• DE819855
  申请人：——

  公开号：——

  公开（公告）日：——
• Sulfonamide Molecular Crystals: Structure, Sublimation Thermodynamic Characteristics, Molecular Packing, Hydrogen Bonds Networks
  作者：German L. Perlovich、Alex M. Ryzhakov、Valery V. Tkachev、Lars Kr. Hansen、Oleg A. Raevsky

  DOI：10.1021/cg400666v

  日期：2013.9.4

  The crystal structures of ten sulfonamides have been determined by X-ray diffraction. On the basis of our previous data, the obtained results and literature data crystal properties including molecular conformational states, packing architecture, and hydrogen bond networks were comparatively analyzed using graph set notations. Conformational flexibility of the bridge connecting two phenyl rings was studied. It was found out that the most frequently occurring graphs for compounds with a single hydrogen bond are infinite chains with four atoms included. The molecular packing architecture of the selected crystals may be conditionally divided into three different groups. The idea underlying such classification is the difference in structure and composition of molecular layers that can be singled out for most packings. The influence of various molecular fragments on crystal lattice energy was analyzed. A correlation between melting points and fragmental molecular interactions in the crystal lattices was obtained. The thermodynamic aspects of the sulfonamide sublimation were studied by determining the temperature dependence of vapor pressure using the transpiration method. A correlation between the Gibbs energy of the sublimation process and the melting points was found. Besides, a regression equation was derived to describe the correlation between the sublimation entropy terms and crystal density data calculated from X-ray diffraction results.

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