6,7,8-Trifluoro-9-cyclopropyl-2,3,4,9-tetrahydroisothiazolo<5,4-b>quinoline-3,4-dione | 126201-96-5

• 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: 6,7,8-Trifluoro-9-cyclopropyl-2,3,4,9-tetrahydroisothiazolo<5,4-b>quinoline-3,4-dione
• 英文别名: 9-cyclopropyl-6,7,8-trifluoro-2,3,4,9-tetrahydroisothiazolo[5,4-b]quinoline-3,4-dione；9-cyclopropyl6,7,8-trifluoro-2,3,4,9-tetrahydroisothiazolo[5,4-b]quinoline-3,4-dione；6,7,8-Trifluoro-9-cyclopropyl-2,3,4,9-tetrahydroisothiazolo[5,4-b]quinoline-3,4-dione；9-cyclopropyl-6,7,8-trifluoro-[1,2]thiazolo[5,4-b]quinoline-3,4-dione
• CAS: 126201-96-5
• 化学式: C₁₃H₇F₃N₂O₂S
• 分子量: 312.272
• InChiKey: ARIJKJQLWHWTIU-UHFFFAOYSA-N

物化性质

• 密度：
  1.75±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6,7,8-Trifluoro-9-cyclopropyl-2,3,4,9-tetrahydroisothiazolo<5,4-b>quinoline-3,4-dione 生成 6,8-Difluoro-7-piperazin-1-yl-9-cyclopropyl-2,3,4,9-tetrahydroisothiazolo<5,4-b>quinoline-3,4-dione
  参考文献：
  名称：

  Tricyclic quinoline antineoplastic agents

  摘要：

  描述了一种异噻唑喹啉衍生物，其对多种肿瘤细胞系具有细胞毒性，并可用于治疗肿瘤性疾病。

  公开号：

  US05071848A1
• 作为产物：
  描述：

  ethyl 1-cyclopropyl-2-phenylthio-6,7,8-trifluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylate 在 sodium hydrogensulfide 、 碳酸氢钠 、 间氯过氧苯甲酸 、 hydroxylamine-O-sulfonic acid 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 6,7,8-Trifluoro-9-cyclopropyl-2,3,4,9-tetrahydroisothiazolo<5,4-b>quinoline-3,4-dione
  参考文献：
  名称：

  Chu; Claiborne, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 5, p. 1191 - 1195

  摘要：

  DOI：

文献信息

• 7-Azetidinylquinolones as Antibacterial Agents. 2. Synthesis and Biological Activity of 7-(2,3-Disubstituted-1-azetidinyl)-4-oxoquinoline- and -1,8-naphthyridine-3-carboxylic Acids. Properties and Structure-Activity Relationships of Quinolones with an Azetidine Moiety
  作者：Jordi Frigola、Antoni Torrens、Jose A. Castrillo、Josep Mas、David Vano、Juana M. Berrocal、Carme Calvet、Leonardo Salgado、Jordi Redondo

  DOI：10.1021/jm00050a016

  日期：1994.11

  3-disubstituted-1-azetidinyl)-1,4-dihydro-6-fluoro-4- oxoquinoline- and -1,8-naphthyridine-3-carboxylic acids, with varied substituents at the 1-, 5-, and 8-positions, was prepared to study the effects on potency and physicochemical properties of the substituent at position 2 of the azetidine moiety. The activity of the title compounds was determined in vitro against Gram-positive and Gram-negative bacteria

  一系列7-（2,3-二取代-1-氮杂环丁烷基）-1,4-二氢-6-氟-4-氧代喹啉-和-1,8-萘啶-3-羧酸，在1处具有不同的取代基制备5-，5-和8-位，以研究对氮杂环丁烷部分2位上的取代基的效能和理化性质的影响。在体外确定针对革兰氏阳性和革兰氏阴性细菌的标题化合物的活性，并使用小鼠感染模型确定所选衍生物的体内功效。发现6b，6c和6d的X射线晶体结构与相应的AM1计算的几何结构合理吻合。建立了所有合成的7-氮杂环丁烷基喹诺酮类和萘啶类的抗菌能力与计算出的电子性质和实验容量因子之间的相关性。将所选衍生物的抗菌功效，药代动力学和理化性质与相关的7-（3-氨基-1-氮杂环丁烷基）和7-（3-氨基-3-甲基-1-氮杂环丁烷基）类似物进行了比较（第1部分，请参见： J. Med。Chem。1993，36，801-810）。N-1处的环丙基或取代的苯基与C-7处的反-3-氨基-2-甲基-1-氮杂
• Substituted azetidinylisothiazolopyridone derivatives, their preparation
  申请人：Laboratorios del Dr. Esteve

  公开号：US05087621A1

  公开（公告）日：1992-02-11

  The present invention relates to substituted azetidinylisothiazolopyridone derivatives which correspond to the general formula I: ##STR1## or its tautomeric formula ##STR2## It also relates to a process for preparing them and to their application as a medicinal product.

  本发明涉及代替的氮杂环丙烷基异噻唑吡啶酮衍生物，其对应于一般式I：##STR1## 或其互变式##STR2## 本发明还涉及一种制备它们的方法，以及它们作为药物产品的应用。
• 7-Azetidinylquinolones as antibacterial agents. Synthesis and structure-activity relationships
  作者：Jordi Frigola、Juan Pares、Jordi Corbera、David Vano、Ramon Merce、Antoni Torrens、Josep Mas、Eduard Valenti

  DOI：10.1021/jm00059a002

  日期：1993.4

  A series of novel antibacterial quinolones and naphthyridones has been prepared which contain 7-azetidinyl substituents in place of the usual piperazine or aminopyrrolidine groups. These azetidinyl derivatives were evaluated for in vitro activity by determining minimum inhibitory concentrations against a variety of bacteria. In vivo efficacy in the mouse infection model and blood levels in the mouse were determined for several compounds. The influence on the structure-activity relationships of varying substituents in the azetidine ring and at position 8 (CH, CF, CCl, N) and N-1 (ethyl, fluoroethyl, cyclopropyl, tert-butyl, 4-fluorophenyl, and 2,4-difluorophenyl) was also studied. Compounds with outstandingly broad-spectrum activity, particularly against Gram-positive organisms, improved in vivo efficacy, and high blood levels were identified in this work. 7-Azetidinyl-8-chloroquinolones were considered as warranting further development.
• NISITANI, YASUXIRO;IRIEH, TADASI;NISINO, YUTAKA
  作者：NISITANI, YASUXIRO、IRIEH, TADASI、NISINO, YUTAKA

  DOI：——

  日期：——
• US5071848A
  申请人：——

  公开号：US5071848A

  公开（公告）日：1991-12-10