(6CI,7CI,8CI,9CI)-3-肼基喹啉 | 15793-78-9

• 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
• 中文名称: (6CI,7CI,8CI,9CI)-3-肼基喹啉
• 中文别名: 2-(喹啉-3-基)肼盐酸盐；3-肼基喹啉
• 英文名称: 3-hydrazinoquinoline
• 英文别名: 3-Hydrazinylquinoline；quinolin-3-ylhydrazine
• CAS: 15793-78-9
• 化学式: C₉H₉N₃
• 分子量: 159.191
• InChiKey: IISWOHCLTBUICM-UHFFFAOYSA-N

物化性质

• 熔点：
  176-177℃
• 沸点：
  381.4±15.0 °C(Predicted)
• 密度：
  1.290

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.9
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  (6CI,7CI,8CI,9CI)-3-肼基喹啉 在 air 、 肼 作用下， 反应 24.0h， 生成 9,14-dihydroindolo<2'',3'':5',4'>pyrido<2',3',:4,5>pyrrolo<2,3-c>quinoline
  参考文献：
  名称：

  Molecular yardsticks. Rigid probes to define the spatial dimensions of the benzodiazepine receptor binding site

  摘要：

  A series of rigid planar azadiindoles (8a, 8b, and 8d), benzannelated pyridodiindoles (11a, 11b, and 11d), and indolopyridoimidazoles (11c, 20, and 24) were synthesized from 4-oxo-1,2,3,4-tetrahydro-beta-carboline 5 via the Fischer indole cyclization with the appropriate arylhydrazines. These analogues were employed as probes ("molecular yardsticks") to define the spatial dimensions of the lipophilic regions of the benzodiazepine receptor (BzR) binding cleft. Benzannelated indoles 11a-d and indolopyridoimidazoles 20 and 24 were important in establishing an area of negative interaction (S1, see Figure 6, part b) in the binding cleft common to the interactions of both inverse agonists and agonists. Data from this chemical and computer-assisted analysis of the pharmacophore (see Figure 6) indicates that inverse agonists and agonists bind to the same binding region, but the pharmacophoric descriptors required for the two activities are different, in keeping with previous studies with these planar ligands. However, the hydrogen bond donating site H-1 and the lipophilic region L1 in the receptor binding site are common interactions experienced by both series of ligands. The low affinities of both indolo[3,2-c]carbazole (3a) and indolo[3,2-b]isoquinoline (3b) for the BzR are consonant with the requirements of a hydrogen bond acceptor interaction at donor site H-1 and a hydrogen bond donor interaction at acceptor site A2 for potent inverse agonist activity in the beta-carboline series. The hydrochloride salts of 1-aza- 8a (IC50 10.6 nM), 2-aza- 8b (IC50 51.5 nM), and 4-azadiindole 8d (IC50 11.2 nM) were found to be much more soluble in water than the corresponding salt of the parent diindole 2. Moreover, aza analogues 8a and 8b were shown to be partial inverse agonists with proconvulsant potencies comparable to that of the parent diindole 2.

  DOI：

  10.1021/jm00100a017
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 tin(ll) chloride 作用下， 生成 (6CI,7CI,8CI,9CI)-3-肼基喹啉
  参考文献：
  名称：

  Clemo; Felton, Journal of the Chemical Society, 1951, p. 672,673

  摘要：

  DOI：

文献信息

• Certain -2-heterocycle substituted pyrazoloquinolines
  申请人：Ciba-Geigy Corporation

  公开号：US04524146A1

  公开（公告）日：1985-06-18

  Pyrazolo[4,3-c]quinolin-3-ones of the formula ##STR1## e.g. wherein R.sub.1 is an aromatic heterocyclic radical selected from quinolyl, isoquinolyl, pyrimidyl and thiazolyl, or such said heterocyclic radical mono- or di-substituted by lower alkyl, lower alkoxy or halogen; R.sub.2 and R.sub.3, each independently, represents hydrogen or lower alkyl; R.sub.4 and R.sub.5, each independently, represents hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl; and pharmaceutically acceptable salts thereof, are benzodiazepine receptor modulators.

  式为##STR1##的吡唑并[4,3-c]喹啉-3-酮类化合物，其中R.sub.1是从喹啉基、异喹啉基、嘧啶基和噻唑基中选择的芳香杂环基，或者是被较低烷基、较低烷氧基或卤素单取代或双取代的所述杂环基；R.sub.2和R.sub.3，各自独立地代表氢或较低烷基；R.sub.4和R.sub.5，各自独立地代表氢、较低烷基、较低烷氧基、卤素或三氟甲基；以及其药学上可接受的盐，是苯二氮卓受体调节剂。
• Pyridazinone, triazinone and oxapyridazinone lipoxygenase inhibiting compounds
  申请人：ABBOTT LABORATORIES

  公开号：EP0299449A2

  公开（公告）日：1989-01-18

  Pyridazinone, triazinone and oxapyridazinone compounds which are useful in inhibting lipoxygenase enzymes, particularly 5-lipoxygenase.

  可抑制脂氧合酶，特别是 5-脂氧合酶的哒嗪酮、三嗪酮和噁哒嗪酮化合物。
• Reformed polysilazane and method of producing same
  申请人：TOA NENRYO KOGYO KABUSHIKI KAISHA

  公开号：EP0304239A1

  公开（公告）日：1989-02-22

  A novel, reformed polysilazane obtained by reacting a polysilazane with a compound selected from ammonia, primary and secondary amines, hydrazine and mono-, di- and tri-substituted hydrazines to cross-link the polysilazane with the compound serving as a cross-linking agent or to link the compound to the polysilazane.

  一种新型改质聚硅氧烷，通过将聚硅氧烷与选自氨、伯胺和仲胺、肼以及单、二和三取代肼的化合物反应，使聚硅氧烷与作为交联剂的化合物交联，或使化合物与聚硅氧烷连接，从而获得改质聚硅氧烷。
• 5-Lipoxygenase Inhibitors:  Synthesis and Structure−Activity Relationships of a Series of 1-Aryl-2<i>H</i>,4<i>H</i>-tetrahydro-1,2,4-triazin-3-ones
  作者：Pramila A. Bhatia、Clint D. W. Brooks、Anwer Basha、James D. Ratajczyk、Bruce P. Gunn、Jennifer B. Bouska、Carmine Lanni、Patrick R. Young、Randy L. Bell、George W. Carter

  DOI：10.1021/jm960372b

  日期：1996.1.1

  Synthetic routes were developed to access a variety of novel 1-aryl-2H,4H-tetrahydro-1,2,4-triazin-3-one analogs which were evaluated as 5-lipoxygenase (5-LO) inhibitors. The parent structure, 1-phenylperhydro-1,2,4-triazin-3-one (4), was found to be a selective inhibitor of 5-LO in broken cell, intact cell, and human blood assays with IC50 values of 5-21 mu M. In a rat anaphylaxis model, 4 blocked leukotriene formation with an ED(50) = 7 mg/kg when administered orally. Compound 4 exhibited selectivity for inhibition of 5-LO with little activity against related enzymes: 12-LO from human platelets, 15-LO from soybean, and cyclooxygenase (COX) from sheep seminal vesicle. In pilot subacute toxicity testing, 4 did not produce methemoglobinemia in rats (400 mg/kg po daily for 9 days) or in dogs (200 mg/kg po daily for 28 days). These results indicated that the triazinone structure provided a 5-LO inhibitor template devoid of the toxicity problems observed in the related phenidone (1) and pyridazinone (3) classes of 5-LO inhibitors. The parent compound 4 is a selective, orally bioavailable 5-LO inhibitor which can serve as a useful reference standard for in vivo pharmacological studies involving leukotriene-mediated phenonmena.
• Azomethine Dyes. I. Color and Constitution of Pyrazolone Azomethine Dyes
  作者：G. H. Brown、B. Graham、P. W. Vittum、A. Weissberger

  DOI：10.1021/ja01147a011

  日期：1951.3