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Title: Indazole  
Author: World Heritage Encyclopedia
Language: English
Subject: 5F-ADB, ADAMANTYL-THPINACA, 5F-EMB-PINACA, Basic aromatic ring, SDB-005
Publisher: World Heritage Encyclopedia


Indazole, also called isoindazole, is a bicyclic compound consists of the fusion of benzene and pyrazole.

Indazole derivatives display a broad variety of biological activities.

Indazoles are rare in nature. The alkaloids nigellicine, nigeglanine, and nigellidine are indazoles. Nigellicine was isolated from the widely distributed plant Nigella sativa L. (black cumin). Nigeglanine was isolated from extracts of Nigella glandulifera. The Davis–Beirut reaction can generate 2H-indazoles.

See also


  • Synthesis: W. Stadlbauer, in Science of Synthesis 2002, 12, 227, and W. Stadlbauer, in Houben-Weyl, 1994, E8b, 764.
  • Review: A. Schmidt, A. Beutler, B. Snovydovych, Recent Advances in the Chemistry of Indazoles, Eur. J. Org. Chem. 2008, 4073 – 4095.
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