N-(quinoxalin-2-yl)benzenesulfonamide | 6450-63-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(quinoxalin-2-yl)benzenesulfonamide
• 英文别名: 2-Benzenesulfonamidoquinoxaline；N-quinoxalin-2-ylbenzenesulfonamide
• CAS: 6450-63-1
• 化学式: C₁₄H₁₁N₃O₂S
• 分子量: 285.326
• InChiKey: PCKJFMGOIOORPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯磺酰氯 在 吡啶 、 硫酸 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 N-(quinoxalin-2-yl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis, antimicrobial activity and quantum calculations of Novel sulphonamide derivatives

  摘要：

  THE reactivity of 2-bromo-N-(phenylsulfonyl) acetamide derivatives 3a-c towards some nitrogen-based nucleophiles was studied in this investigation and gave the corresponding aminothiazole 6a-c, aminooxazole 7a-c, quinazoline-2-yl 10a-c; respectively. Furthermore, the reaction of acetamide derivatives 3a-c with aminopyridine gave pyridine-4-ylamino 12a-c. Reaction of acetamide derivatives 3a-c with benzo-2-thiol derivatives afforded benzo [d]thiazol-2-ylthio 14a-c and 1H-benzo[d]imidazol-2-yl) thio derivatives 16a-c; respectively. The synthesized compounds displayed good antimicrobial activity. Additionally, compounds 12a and 14a exhibited high activity towards most of the strains. The computational calculations for 12a and 14a were carried out via HF/6-31G(d) and DFT B3LYP/6-31G(d) basis sets and the corresponding results of HOMO-LUMO energy gap and Mulliken atomic charges were tabulated. This correlation between experimental and theoretical calculations provided a good confirmation for anticipated new compounds.

  DOI：

  10.21608/ejchem.2019.6870.1575

文献信息

• NITROGEN-CONTAINING HETEROCYCLIC COMPOUND HAVING INHIBITORY EFFECT ON PRODUCTION OF KYNURENINE
  申请人：Fukuda Yuichi

  公开号：US20130065905A1

  公开（公告）日：2013-03-14

  The present invention provides a nitrogen-containing heterocyclic compound or a pharmaceutically acceptable salt thereof having an inhibitory effect on the production of kynurenine, represented by formula (I): (wherein R 6 and R 7 may be the same or different and each represent a hydrogen atom or the like, R 8 , R 9 , R 19 , and R 11 may be the same or different and each represent a hydrogen atom or the like, R 1 represents lower alkyl which may be substituted with cycloalkyl, or the like, and R 3 represents optionally substituted aryl or an optionally substituted heterocyclic group).

  本发明提供一种含氮杂环化合物或其在制药上可接受的盐，具有对色氨酸代谢产物吲哚酮的抑制作用，其化学式为(I)：（其中R6和R7可以相同也可以不同，每个代表氢原子或类似物，R8、R9、R10和R11可以相同也可以不同，每个代表氢原子或类似物，R1代表可以用环烷基等取代的较低烷基，R3代表可选择地取代的芳基或可选择地取代的杂环基）。
• KYNURENINE PRODUCTION INHIBITOR
  申请人：Amishiro Nobuyoshi

  公开号：US20110237584A1

  公开（公告）日：2011-09-29

  Provided is a kynurenine production inhibitor comprising a nitrogen-containing heterocyclic compound represented by formula (I): (wherein R 50 and R 51 may be the same or different and each represent a hydrogen atom or the like, G 1 and G 2 may be the same or different and each represent a nitrogen atom or the like, X represents formula (III): (wherein m 1 and m 2 may be the same or different and each represent an integer of 0 or 1, Y represents an oxygen atom or the like, and R 6 and R 7 may be the same or different and each represent a hydrogen atom or the like), R 1 represents optionally substituted lower alkyl or the like, R 2 represents a hydrogen atom or the like, and R 3 represents optionally substituted lower alkyl or the like), and the like.

  提供的是一种色氨酸代谢抑制剂，包括由式(I)表示的含氮杂环化合物：（其中R50和R51可以相同也可以不同，每个代表氢原子或类似物，G1和G2可以相同也可以不同，每个代表氮原子或类似物，X表示式(III)：（其中m1和m2可以相同也可以不同，每个代表0或1的整数，Y表示氧原子或类似物，R6和R7可以相同也可以不同，每个代表氢原子或类似物），R1表示可选择地取代的低碳烷基或类似物，R2表示氢原子或类似物，R3表示可选择地取代的低碳烷基或类似物），等等。
• NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：US20140309231A1

  公开（公告）日：2014-10-16

  A nitrogen-containing heterocyclic compound represented by formula (I-A): (wherein R 1A represents lower alkyl which may be substituted with lower alkoxy, R 3A represents lower alkyl substituted with fluorine atom(s), and R 4A represents an optionally substituted aromatic heterocyclic group) or the like, or a pharmaceutically acceptable salt thereof; and the like, are provided.

  提供了一种由公式(I-A)表示的含氮杂环化合物：（其中R1A表示可以用低烷氧基取代的低烷基，R3A表示用氟原子取代的低烷基，R4A表示可选地取代的芳香杂环基）或其药学上可接受的盐等。
• NITROGEN-CONTAINING HETEROCYCLIC COMPOUND HAVING KYNURENINE PRODUCTION INHIBITORY ACTIVITY
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：EP2570411A1

  公开（公告）日：2013-03-20

  The present invention provides a nitrogen-containing heterocyclic compound or a pharmaceutically acceptable salt thereof having an inhibitory effect on the production of kynurenine, represented by formula (I): (wherein R6 and R7 may be the same or different and each represent a hydrogen atom or the like, R8, R9, R10, and R11 may be the same or different and each represent a hydrogen atom or the like, R1 represents lower alkyl which may be substituted with cycloalkyl, or the like, and R3 represents optionally substituted aryl or an optionally substituted heterocyclic group).

  本发明提供了一种对犬尿氨酸的产生具有抑制作用的含氮杂环化合物或其药学上可接受的盐，由式（I）表示： 其中 R6 和 R7 可以相同或不同，各自代表氢原子或类似物、 R8、R9、R10 和 R11 可以相同或不同，各自代表氢原子或类似物、 R1 代表可被环烷基或类似物取代的低级烷基，以及 R3 代表任选取代的芳基或任选取代的杂环基团）。
• NITROGENATED HETEROCYCLIC COMPOUND
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：EP2781517A1

  公开（公告）日：2014-09-24

  A nitrogen-containing heterocyclic compound represented by formula (I-A): (wherein R1A represents lower alkyl which may be substituted with lower alkoxy, R3A represents lower alkyl substituted with fluorine atom(s), and RqA represents an optionally substituted aromatic heterocyclic group) or the like, or a pharmaceutically acceptable salt thereof; and the like, are provided.

  提供了由式（I-A）代表的含氮杂环化合物：（其中 R1A 代表可被低级烷氧基取代的低级烷基，R3A 代表被氟原子取代的低级烷基，RqA 代表任选取代的芳香杂环基团）或类似物，或其药学上可接受的盐；以及类似物。