Indazole also known as isindazole, is a heterocyclic aromatic organic compound.This bicyclic compound is formed by the fusion of benzene and pyrazole.Indazole is an amphiphilic molecule that can be protonated to the indazolium cation or deprotonated to the indazolium salt anion.The corresponding pKa values are 1.04 for the equilibrium between the indazole cation and indazole, and 13.86 for the equilibrium between indazole and the indazolium salt anion.Indazole derivatives exhibit a wide variety of biological activities.
Indazoles are rare in nature.The alkaloids nigellicine, nigeglanine and nigellidine are indazoles.Nigellicine is isolated from the widespread plant Nigella sativa L.(black cumin). Nigeglanine is isolated from the extract of Nigella glandulifera.
2H-indazole can be produced by Davis-Beirut reaction.Indazole (C7H6N2) was obtained by E.Fischer (Ann. 1883, 221, p. 280) by heating o-
Hydrazine cinnamic acid,indazole-3-carboxylic acidThere is a carboxylic acid group on carbon 3.It can be further modified as lonidamine.
Indole
Indole is an aromatic heterocyclic organic compound with the chemical formula C8H7N.It has a bicyclic structure consisting of a six-membered benzene ring fused with a five-membered pyrrole ring.Indole is widely distributed in the natural environment and can be produced by a variety of bacteria.As intercellular signaling molecules, indole regulates various aspects of bacterial physiology, including sporulation, plasmid stability, drug resistance, biofilm formation, and virulence.The amino acid tryptophan is an indole derivative that is a precursor to the neurotransmitter serotonin.