4,9-dihydro-7-(methylthio)-9-oxopyrazolo<5,1-b>quinazoline-2-carboxylic acid | 76745-61-4

• 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: 4,9-dihydro-7-(methylthio)-9-oxopyrazolo<5,1-b>quinazoline-2-carboxylic acid
• 英文别名: 4,9-dihydro-7-methylthio-9-oxo-pyrazolo[5,1-b]quinazoline-2-carboxylic acid；4,9-dihydro-7-(methylthio)-9-oxopyrazolo[5,1-b]quinazoline-2-carboxylic acid
• CAS: 76745-61-4
• 化学式: C₁₂H₉N₃O₃S
• 分子量: 275.288
• InChiKey: VAIFYALWGGZQGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  87.46
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4,9-dihydro-7-(methylthio)-9-oxopyrazolo<5,1-b>quinazoline-2-carboxylic acid 在 sodium hydroxide 、 sodium periodate 作用下， 以 水 为溶剂， 反应 4.0h， 以76%的产率得到4,9-dihydro-7-(methylsulfinyl)-9-oxopyrazolo<5,1-b>quinazoline-2-carboxylic acid
  参考文献：
  名称：

  Sircar, Jagadish C.; Capiris, Thomas; Kesten, Stephen J., Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 117 - 121

  摘要：

  DOI：
• 作为产物：
  描述：

  在 sodium carbonate 作用下， 生成 4,9-dihydro-7-(methylthio)-9-oxopyrazolo<5,1-b>quinazoline-2-carboxylic acid
  参考文献：
  名称：

  The Use of Biochemical and Biophysical Tools for Triage of High-Throughput Screening Hits - A Case Study with Escherichia coli Phosphopantetheine Adenylyltransferase

  摘要：

  High‐throughput screening is utilized by pharmaceutical researchers and, increasingly, academic investigators to identify agents that act upon enzymes, receptors, and cellular processes. Screening hits include molecules that specifically bind the target and a greater number of non‐specific compounds. It is necessary to ‘triage’ these hits to identify the subset worthy of further exploration. As part of our antibacterial drug discovery effort, we applied a suite of biochemical and biophysical tools to accelerate the triage process. We describe application of these tools to a series of 9‐oxo‐4,9‐dihydropyrazolo[5,1‐b]quinazoline‐2‐carboxylic acids (PQ) hits from a screen of Escherichia coli phosphopantetheine adenylyltransferase (PPAT). Initial confirmation of specific binding to phosphopantetheine adenylyltransferase was obtained using biochemical and biophysical tools, including a novel orthogonal assay, isothermal titration calorimetry, and saturation transfer difference NMR. To identify the phosphopantetheine adenylyltransferase sub‐site bound by these inhibitors, two techniques were utilized: steady‐state enzyme kinetics and a novel 19F NMR method in which fluorine‐containing fragments that bind the ATP and/or phosphopantetheine sites serve as competitive reporter probes. These data are consistent with PQs binding the ATP sub‐site. In addition to identification of a series of PPAT inhibitors, the described hit triage process is broadly applicable to other enzyme targets in which milligram quantities of purified target protein are available.

  DOI：

  10.1111/j.1747-0285.2010.00957.x

文献信息

• 4,9-Dihydro-9-oxo-N-1H-tetrazol-5-yl-pyrazolo[5,1-b]-quinazolin
  申请人：Warner-Lambert Company

  公开号：US04247555A1

  公开（公告）日：1981-01-27

  Certain 4,9-dihydro-9-oxo-N-1H-tetrazol-5-yl-pyrazolo[5,1-b]quinazoline-2-carboxam ides are disclosed. These compounds prevent the allergic response in mammals.

  本文披露了某些4,9-二氢-9-氧基-N-1H-四唑-5-基吡唑并[5,1-b]喹唑啉-2-羧酰胺类化合物。这些化合物可以预防哺乳动物的过敏反应。
• Pyrazolo[5,1-b]quinazolin-9-(4H)-ones and anti-allergic pharmaceutical
  申请人：Warner-Lambert Company

  公开号：US04261996A1

  公开（公告）日：1981-04-14

  Certain pyrazolo[5,1-b]quinazolin-9-(4H)-ones are disclosed. These compounds prevent the allergic response in mammals. Novel alkylthioanthranilic acids, useful as intermediates, are also disclosed.

  本文披露了某些吡唑并[5,1-b]喹唑啉-9-(4H)-酮。这些化合物可以预防哺乳动物的过敏反应。此外，还披露了作为中间体有用的新型烷基硫代安替酸。
• Pyrazolo (5,1-b) quinazolin-9(4H)-one derivatives, process for their preparation and pharmaceutical compositions containing them
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0015065A1

  公开（公告）日：1980-09-03

  Compounds of formula: wherein X is hydrogen, hydroxy, alkyl, alkoxy halogen, trifluoromethyl, or SOnR wherein R is alkyl and n is 0,1 or 2; Y is hydrogen, hydroxy, alkyl, alkoxy, or 2-tetrahydrothienyl; R1 is hydrogen or alkyl, Z is COOH, Their preparation and pharmaceutical compositions comprising an anti-allergic effective amount of a compound of the formula I.

  式中的化合物： 其中 X 是氢、羟基、烷基、烷氧基卤素、三氟甲基或 SOnR，其中 R 是烷基，n 是 0、1 或 2；Y 是氢、羟基、烷基、烷氧基或 2-四氢噻吩基；R1 是氢或烷基，Z 是 COOH、 含有抗过敏有效量的式 I 化合物的制剂和药物组合物。
• Pyrazolo[5,1-b]quinazolin-9-ones: a new series of antiallergic agents
  作者：Jagadish C. Sircar、Thomas Capiris、Stephen J. Kesten、David J. Herzig

  DOI：10.1021/jm00138a019

  日期：1981.6
• SIRCA J. C.; CAPIRIS T.; KESTEN S. J.; HERZIG D. J., J. MED. CHEM., 1981, 24, NO 6, 735-742
  作者：SIRCA J. C.、 CAPIRIS T.、 KESTEN S. J.、 HERZIG D. J.

  DOI：——

  日期：——