2-amino-3-methylindazloe | 33334-12-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 2-amino-3-methylindazloe
• 英文别名: 2-amino-3-methylindazole；3-methyl-indazol-2-ylamine；3-Methylindazol-2-amine
• CAS: 33334-12-2
• 化学式: C₈H₉N₃
• mdl: MFCD01860241
• 分子量: 147.18
• InChiKey: OKAXIIFABWKQAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-amino-3-methylindazloe 在 lead(IV) tetraacetate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 4-methyl-1,2,3-benzotriazine 3-oxide
  参考文献：
  名称：

  1,2,3-苯并三嗪2-氧化物

  摘要：

  像4-甲基和4-苯基化合物一样，4-甲氧基-1,2,3-苯并三嗪在N-氧化时形成2-氧化物。将其水解成酸性的3,4-二氢-4-氧代-1,2,3-苯并三嗪2-氧化物，其在3-位被重氮甲烷N-甲基化。将4-甲氧基2-氧化物转化为4-氨基和4-肼衍生物。5-氨基-3-甲基异恶唑-2-腈与硝酸和硫酸反应生成3,4-二氢-5-甲基-4-氧代恶唑并[5,4 - d ] -1,2,3-三嗪2-氧化物。报道了一些1,2,3-苯并三嗪及其N-氧化物的15 N nmr光谱。

  DOI：

  10.1039/p19880001509
• 作为产物：
  描述：

  3-甲基-1H-吲唑 以30%的产率得到
  参考文献：
  名称：

  ADGER B. M.; BRADBURY S.; KEATING M.; REES C. W.; STORR R. C.; WILLIAMS M+, J. CHEM. SOC. PERKIN TRANS. , 1975, PART 1, NO 1, 31-40

  摘要：

  DOI：

文献信息

• Synthesis and complexing properties of macrocycles incorporating 2,2'-biindazolyl binding subunits
  作者：Juan C. Cuevas、Javier De Mendoza、Pilar Prados

  DOI：10.1021/jo00244a038

  日期：1988.4
• 1-[(Imidazolidin-2-yl)imino]indazole. Highly α₂/I₁ Selective Agonist: Synthesis, X-ray Structure, and Biological Activity
  作者：Franciszek Sa̧czewski、Anita Kornicka、Apolonia Rybczyńska、Alan L. Hudson、Shu Sean Miao、Maria Gdaniec、Konrad Boblewski、Artur Lehmann

  DOI：10.1021/jm800112s

  日期：2008.6.1

  Novel benzazole derivatives bearing a (imidazolidin-2-yl)imino moiety at position I or 2 were synthesized by reacting 1-amino- or 2-aminobenzazoles with N,N'-bis(tert-butoxycarbonyl)imidazolidine-2-thione in the presence of HgCl2. Structures of 1-[(imidazolidin-2-yl)imino]indazole (marsanidine, 13a) and free base of the 4-Cl derivative 12e were confirmed by X-ray single crystal structure analysis. Compound 13a was found to be the selective alpha(2)-adrenoceptor ligand with alpha(2)-adrenoceptor/imidazoline I-1 receptor selectivity ratio of 3879, while 1-[(imidazolidin-2-yl)imino]-7-methylindazole (13k) proved to be a mixed alpha(2)-adrenoceptor/imidazoline I-1 receptor agonist with alpha 2/I-1 selectivity ratio of 7.2. Compound 13k when administered intravenously to male Wistar rats induced a dose-dependent decrease in mean arterial blood pressure (ED50 = 0.6 mu g/kg) and heart rate, which was attenuated following pretreatment with alpha(2A)-adrenoceptor antagonist RX821002. Compound 13a may find a variety of medical uses ascribed to alpha(2)-adrenoceptor agonists, and its 7-methyl derivative 13k is a good candidate for development as a centrally acting antihypertensive drug.
• ADGER B. M.; KEATING M.; REES C. W.; STORR R. C., J. CHEM. SOC. PERKIN TRANS <JCPK-BH>, 1975, PART 1, NO 1, 41-45
  作者：ADGER B. M.、 KEATING M.、 REES C. W.、 STORR R. C.

  DOI：——

  日期：——
• CUEVAS, JUAN C.;DE, MENDOZA JAVIER;PRADOS, PILAR, J. ORG. CHEM., 53,(1988) N 9, 2055-2066
  作者：CUEVAS, JUAN C.、DE, MENDOZA JAVIER、PRADOS, PILAR

  DOI：——

  日期：——
• TETRADENTATE AND OCTAHEDRAL METAL COMPLEXES CONTAINING NAPHTHYRIDINOCARBAZOLE AND ITS ANALOGUES
  申请人：Arizona Board of Regents on behalf of Arizona State University

  公开号：US20180148464A1

  公开（公告）日：2018-05-31

  Tetradentate and octahedral metal complexes suitable for use as phosphorescent or delayed fluorescent and phosphorescent emitters in display and lighting applications.