isoquinolin-5-ylhydrazinium chloride | 102852-56-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: isoquinolin-5-ylhydrazinium chloride
• 英文别名: 5-Hydrazoisoquinoline hydrochloride；Isoquinolin-5-ylhydrazine;hydrochloride
• CAS: 102852-56-2
• 化学式: C₉H₉N₃*ClH
• 分子量: 195.651
• InChiKey: GYMSPGJTYLYSEV-UHFFFAOYSA-N

物化性质

• 熔点：
  252-253 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  13
• 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：
  3
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  isoquinolin-5-ylhydrazinium chloride 在 sodium hydroxide 、 磷酸单乙基酯 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 4.75h， 生成 3-N,N-Dimethylaminomethyl-1H-Pyrrolo<2,3-f>isoquinoline
  参考文献：
  名称：

  吡咯并喹啉和吡咯并异喹啉。3. 1H-吡咯并[2,3-f]异喹啉及其衍生物的合成

  摘要：

  DOI：

  10.1007/bf00513853
• 作为产物：
  描述：

  5-肼基异喹啉 在 盐酸 作用下， 以 乙醇 为溶剂， 以90%的产率得到isoquinolin-5-ylhydrazinium chloride
  参考文献：
  名称：

  Ferlin; Chiarelotto; Basadonna, Il Farmaco, 1989, vol. 44, # 12, p. 1141 - 1155

  摘要：

  DOI：

文献信息

• Synthesis of New Heterocyclic Compounds Using 2-(3,3-dimethyl-1H-pyrroloisoquinolin-2(3H)-ylidene)malonaldehydes
  作者：Arash Afghan、Laia Roohi、Mehdi M. Baradarani、John A. Joule

  DOI：10.1002/jhet.1735

  日期：2014.5

  chloride 14 were converted via Fischer syntheses with 3‐methylbutan‐2‐one into indolenines, 2,3,3‐trimethyl‐3H‐pyrrolo[2,3‐f]isoquinoline 15 and 5‐bromo‐2,3,3‐trimethyl‐3H‐pyrrolo[3,2‐h]isoquinoline 16, respectively. Exposure of the indolenines to the Vilsmeier reagent produced diformyl compounds 17 and 18, which reacted with arylhydrazines to give the corresponding pyrazoles 19a, 19b, 19c, 19d, 19e,

  异喹啉-5- ylhydrazinium酰氯13和5-溴异喹啉-8- ylhydrazinium氯化物14转化经由费歇尔合成用3-甲基丁-2-酮为假吲哚，2,3,3-三甲基-3- ħ吡咯并[2,3- f ]异喹啉15和5-溴-2,3,3-三甲基-3 H-吡咯并[3,2- h ]异喹啉16。将吲哚肾上腺素暴露于Vilsmeier试剂可制得二甲酰基化合物17和18，它们与芳基肼反应生成相应的吡唑19a，19b，19c，19d，19e，19f，19g，19h，19i和20a，20b，20c，20d，20e，20f，20g。17与硫脲的反应生成了嘧啶-2（1 H）-硫酮23或与盐酸羟胺即异恶唑24的反应。
• Structure−Activity Relationship Studies on <i>N</i>′-Aryl Carbohydrazide P2X₇ Antagonists
  作者：Derek W. Nelson、Kathy Sarris、Douglas M. Kalvin、Marian T. Namovic、George Grayson、Diana L. Donnelly-Roberts、Richard Harris、Prisca Honore、Michael F. Jarvis、Connie R. Faltynek、William A. Carroll

  DOI：10.1021/jm701516f

  日期：2008.5.1

  N'-Aryl acyl hydrazides were identified as P2X(7) receptor antagonists. Structure-activity relationship (SAR) studies evaluated functional activity by monitoring calcium flux inhibition in cell lines expressing recombinant human and rat P2X(7) receptors. Selected analogs were assayed in vitro for their capacity to inhibit release of cytokine IL-1 beta. Compounds with potent antagonist function were evaluated in vivo using the zymosan-induced peritonitis model. A representative compound effectively attenuated mechanical allodynia in a rat model of neuropathic pain.
• Synthesis of 11H-pyridocarbazoles and derivatives. Comparison of their DNA binding and antitumor activity with those of 6H- and 7H-pyridocarbazoles
  作者：Elie Lescot、Gabriel Muzard、Judith Markovits、Joel Belleney、Bernard P. Roques、Jean Bernard Le Pecq

  DOI：10.1021/jm00159a028

  日期：1986.9

  The 8-methoxy- and 8-hydroxy-11H-pyrido[2,3-a]-, -[3,4-a]-, -[4,3-a]-, and [3,2-a]carbazoles were synthesized as potential DNA intercalating antitumor drugs. The structure of these compounds was confirmed by 1H NMR study including NOE experiments. The DNA binding properties of substituted and unsubstituted (8-H) heterocycles were determined by using their hydrochlorides or methiodides. These derivatives are able to bind to DNA with an affinity varying from 2.0 X 10(4) to 1.0 X 10(6) M-1, but most of them are unable to intercalate in contrast with the behavior of 6H- and 7H-pyridocarbazole analogues. The cytotoxicity of 11H-pyridocarbazoles, measured on L1210 cells in vitro, is much lower than those of 6H- and 7H-pyridocarbazole analogues.
• Buu-Hoi,N.P.; Saint-Ruf,G., Israel Journal of Chemistry, 1963, vol. 1, p. 369 - 373
  作者：Buu-Hoi,N.P.、Saint-Ruf,G.

  DOI：——

  日期：——
• PONASENKOVA, T. F.;AXVLEDIANI, R. N.;KURKOVSKAYA, L. N.;DIKOPOLOVA, V. V.+, XIMIYA GETEROTSIKL. SOEDIN., 1984, N 4, 490-494
  作者：PONASENKOVA, T. F.、AXVLEDIANI, R. N.、KURKOVSKAYA, L. N.、DIKOPOLOVA, V. V.+

  DOI：——

  日期：——