7-chloropyrazolo[5,1-c][1,2,4]benzotriazine 5-oxide | 161464-34-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 7-chloropyrazolo[5,1-c][1,2,4]benzotriazine 5-oxide
• 英文别名: 7-Chloro-5-oxido-pyrazolo[5,1-c][1,2,4]benzotriazin-5-ium；7-chloro-5-oxidopyrazolo[5,1-c][1,2,4]benzotriazin-5-ium
• CAS: 161464-34-2
• 化学式: C₉H₅ClN₄O
• 分子量: 220.618
• InChiKey: JXSODSYUJRZWDG-UHFFFAOYSA-N

物化性质

• 沸点：
  257.998±45.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.703±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-chloropyrazolo[5,1-c][1,2,4]benzotriazine 5-oxide 在 溴 、 亚磷酸三乙酯 作用下， 以 氯仿 、 甲苯 为溶剂， 生成 3-bromo-7-chloropyrazolo[5,1-c][1,2,4]benzotriazine
  参考文献：
  名称：

  Costanzo; Ciciani; Guerrini, Medicinal Chemistry Research, 1999, vol. 9, # 4, p. 223 - 238

  摘要：

  DOI：
• 作为产物：
  描述：

  2-nitro-4-chlorophenylhydrazine 在 盐酸 、 sodium hydroxide 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 36.0h， 生成 7-chloropyrazolo[5,1-c][1,2,4]benzotriazine 5-oxide
  参考文献：
  名称：

  1-（2-硝基苯基）-5-氨基吡唑在碱性条件下的反应性和新的3-，7-和8-取代的吡唑并[5,1- c ] [1,2,4]苯并三嗪5-氧化物的合成，作为苯二氮杂receptor受体配体

  摘要：

  对1-（2-硝基苯基）-5-氨基吡唑在碱性条件下的反应进行了重新研究，并通过光谱法证实了所获得的吡唑并[5,1- c ] [1,2,4]苯并三嗪5-氧化物的结构。特别地，确定了对8-氯衍生物4a和6a以及7-硝基衍生物11a和12a的不同芳族亲核攻击。从这些后面的化合物意外（苯基ONN -azoxy）吡唑类中分离得到。

  DOI：

  10.1002/jhet.5570310612

文献信息

• Benzodiazepine receptor ligands. Synthesis and pharmacological evaluation of 3-, 7- and 8-substituted [5,1-c][1,2,4]benzotriazines and 5-oxide derivatives. Part I
  作者：G Guerrini、A Costanzo、F Bruni、S Selleri、L Casilli、L Giusti、C Martini、A Lucacchini、P Malmberg Aiello、A Ipponi

  DOI：10.1016/0223-5234(96)80363-1

  日期：1996.1

  A new series of 3-, 7- and 8-substituted pyrazolo[5,1-c][1,2,4]benzotriazine 5-oxides and a series of pyrazolo[5,1-c][1,2,4]benzotriazines were synthesized and their benzodiazepine receptor affinities were evaluated in vitro. A study of structure-affinity relationships within the series is briefly discussed, considering the role of various substituents at the 3-, 7- and 8-positions and the role of N-5-oxide. Compounds 1b, 1c, 1cR, 4c, 4cR, 9d, 12d and 12dR were evaluated in vivo for their anticonvulsant effects.
• Benzodiazepine receptor ligands — Part II. Synthesis and biological evaluation of pyrazolo[5,1-c][1,2,4]benzotriazine 4-oxide
  作者：Annarella Costanzo、Gabriella Guerrini、Fabrizio Bruni、Giovanna Ciciani、Silvia Selleri、Silvia Cappelletti、Barbara Costa、Claudia Martini、Antonio Lucacchini

  DOI：10.1016/s0223-5234(98)80013-5

  日期：1998.3

  A new series of 3-, 8-substituted pyrazolo[5,1-c][1,2,4]benzotriazine 4-oxides 3 were synthesized and their benzodiazepine receptor (BZR) affinities were evaluated in vitro in comparison with their 5-oxide isomers 2. The 4-oxide compounds 3c,m,n,o showed a better receptor affinity than their corresponding 5-oxide isomers, with an efficacy trend of antagonist/partial inverse agonist. From a structure-affinity relationship point of view some insight in the role played by N-4 and Id-oxide is gained. (C) Elsevier, Paris.
• Costanzo; Ciciani; Guerrini, Medicinal Chemistry Research, 1999, vol. 9, # 4, p. 223 - 238
  作者：Costanzo、Ciciani、Guerrini、Bruni、Selleri、Donato、Sacco、Musiu、Milia、Longu、Minnei、La Colla

  DOI：——

  日期：——
• Reactivity of 1-(2-nitrophenyl)-5-aminopyrazoles under basic conditions and synthesis of new 3-, 7-, and 8-substituted pyrazolo[5,1-<i>c</i>][1,2,4]benzotriazine 5-oxides, as benzodiazepine receptor ligands
  作者：Annarella Costanzo、Gabriella Guerrini、Fabrizio Bruni、Silvia Selleri

  DOI：10.1002/jhet.5570310612

  日期：1994.11

  1-(2-nitrophenyl)-5-aminopyrazoles under basic conditions has been reinvestigated and the structures of the obtained pyrazolo[5,1-c][1,2,4]benzotriazine 5-oxides confirmed by spectroscopic means. In particular the different aromatic nucleophilic attack on 8-chloro derivatives 4a and 6a and 7-nitro derivatives 11a and 12a was determined. From these latter compounds unexpected (phenyl-ONN-azoxy)pyrazoles were isolated

  对1-（2-硝基苯基）-5-氨基吡唑在碱性条件下的反应进行了重新研究，并通过光谱法证实了所获得的吡唑并[5,1- c ] [1,2,4]苯并三嗪5-氧化物的结构。特别地，确定了对8-氯衍生物4a和6a以及7-硝基衍生物11a和12a的不同芳族亲核攻击。从这些后面的化合物意外（苯基ONN -azoxy）吡唑类中分离得到。