R53,643-1 | 301683-40-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: R53,643-1
• 英文别名: 1-(4-chlorobenzenesulfonyl)-1,2,3,4-tetrahydroquinoline；1-(4-chloro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline；1-(4-Chlor-benzolsulfonyl)-1,2,3,4-tetrahydro-chinolin；1-(4-chlorophenyl)sulfonyl-3,4-dihydro-2H-quinoline
• CAS: 301683-40-9
• 化学式: C₁₅H₁₄ClNO₂S
• 分子量: 307.801
• InChiKey: RMRCIUGTXUYGNZ-UHFFFAOYSA-N

物化性质

• 溶解度：
  3.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2,3,4-四氢喹啉 、 4-氯苯磺酰氯 在 苯 作用下， 生成 R53,643-1
  参考文献：
  名称：

  DERIVATIVES OF CHLOROBENZENE-2,4-DISULPHONIC ACID

  摘要：

  氯苯-2,4-二磺酸酯（II）、-二磺酮（IV）和-二磺酰胺（V）已从氯苯-2,4-二磺酰氯（I）制备而成。已将I-V的性质和反应与对苯二磺酸和苯氧基苯-4,4'-二磺酸的相关衍生物进行了比较。

  DOI：

  10.1139/v54-078

文献信息

• Design, Synthesis and 3-D Characterization of 1-Benzenesulfonyl-1,2,3,4- Tetrahydroquinolines as Lead Scaffold for Antiparasitic Drug
  作者：R.J. Pagliero、A.B. Pierini、R. Brun、M.R. Mazzieri

  DOI：10.2174/157018010791306614

  日期：2010.7.1

  Ten 1-benzenesulfonyl-1,2,3,4-tetrahydroquinoline (BSTHQ) were synthesized and characterized and their antiprotozoal activities were investigated. This small library was designed by combining two chemical moieties that are known to be biologically active by itself. The BS group seems to be favorable for the antiparasitic activity, since the derivatives presented lower IC50 value than the precursor heterocycle. Most compounds were moderately active against T cruzi, but 3 showed a promising IC50 value (9.76μM) with low cytotoxicity (L6). Also, 3, 6 and 9 showed interesting activity and reasonable selectivity against P. falciparum. These derivatives are considered as lead scaffolds and merit further exploration through structure optimization.

  合成并表征了十种1-苯磺酰基-1,2,3,4-四氢喹啉（BSTHQ），并研究了它们的抗原虫活性。这个小型化合物库是通过结合两种已知具有生物活性的化学基团设计的。BS基团似乎对抗寄生虫活性是有利的，因为这些衍生物的IC50值低于前体杂环化合物。大多数化合物对T. cruzi表现出中等活性，但3呈现出有希望的IC50值（9.76μM）且细胞毒性较低（L6）。此外，3、6和9对P. falciparum表现出有趣的活性和合理的选择性。这些衍生物被认为是先导骨架，值得通过结构优化进行进一步探索。
• Phosphate transport inhibitors
  申请人：Jozefiak H. Thomas

  公开号：US20070021509A1

  公开（公告）日：2007-01-25

  Disclosed are compounds which have been identified as inhibitors of phosphate transport. Many of the compounds are represented by Structural Formula (I): Ar 1 —W—X—Y—Ar 2 ; or a pharmaceutically acceptable salt thereof. Ar 1 and Ar 2 are independently a substituted or unsubstituted aryl group or an optionally substituted five membered or six membered non-aromatic heterocylic group fused to an optionally substituted monocylic aryl group. W and Y are independently a covalent bond or a C1-C3 substituted or unsubstituted alkylene group. X is a heteroatom-containing functional group, an aromatic heterocyclic group, substituted aromatic heterocyclic group, non-aromatic heterocyclic group, substituted non-aromatic heterocyclic group, an olefin group or a substituted olefin group. Also disclosed are methods of treating a subject with a disease associated with hyperphosphatemia, as well as a disease mediated by phosphate-transport function. The methods comprise the step of administering an effective amount of the one of the compounds described above.

  本发明涉及已被鉴定为磷酸盐转运抑制剂的化合物。其中许多化合物由结构式（I）表示：Ar1-W-X-Y-Ar2；或其药学上可接受的盐。其中，Ar1和Ar2独立地为取代或未取代的芳基团或可选取代的五元或六元非芳基杂环团与可选取代的单环芳基团融合。W和Y独立地为共价键或C1-C3取代或未取代的烷基链。X为含杂原子的官能团、芳基杂环团、取代的芳基杂环团、非芳基杂环团、取代的非芳基杂环团、烯烃基或取代的烯烃基。本发明还涉及治疗与高磷血症相关的疾病以及由磷酸盐转运功能介导的疾病的方法。该方法包括给予上述化合物之一的有效量。
• N-cyclic sulfonamido inhibitors of gamma secretase
  申请人：Neitzel L. Martin

  公开号：US20060035884A1

  公开（公告）日：2006-02-16

  The invention provides N-cyclic sulfonamido compounds for use in treating or preventing cognitive disorders, such as Alzheimer's Disease. Compounds of particular interest are defined by Formula I, wherein R 4 , R 5 , R 6 , R 7 , and R 8 , are as described in the specification. The invention also encompasses pharmaceutical compositions comprising compounds of Formula I as well as methods of treating cognitive disorders, including Alzheimer's disease using compounds of Formula I.

  本发明提供了用于治疗或预防认知障碍（如阿尔茨海默病）的 N-环磺酰胺基化合物。 特别感兴趣的化合物由式 I 定义，其中 R 4 , R 5 , R 6 , R 7 和 R 8 如说明书所述。本发明还包括由式 I 化合物组成的药物组合物，以及使用式 I 化合物治疗认知障碍（包括阿尔茨海默病）的方法。
• BENZENESULFONAMIDE COMPOUNDS FOR SOMATIC EMBRYOGENESIS IN PLANTS
  申请人：Fiers Martijn

  公开号：US20150291517A1

  公开（公告）日：2015-10-15

  Benzenesulfonamide compounds potentiate 2,4-D induced embryogenesis in plants. In particular, 4-chloro-N-methyl-N-(2-methylphenyl)benzenesulfonamide and analogs induce somatic embryogenesis in plants. Methods of inducing somatic embryogenesis comprise exposing selected plant tissues, e.g. seed embryos, to auxins, e.g. 2.4-D and the benzenesulfonamide compounds. Compounds can be prepared by reacting sulfonyl chloride, an amine and pyridine in CH 2 CI 2 . Crude product is suspended in ethyl acetate and washed in sodium and potassium hydrogen sulphates and brine, then dried and filtered.