Indole-3-acetic acid (IAA) is the most common, naturally-occurring, plant growth regulator - as a principal auxin of higher plants. It is the best known of the auxins, and has been the subject of extensive studies by plant physiologists. Chemically, IAA is a carboxylic acid in which the carboxyl group is attached through a methylene group to the C-3 position of an indole ring.
Applications
Indole-3-acetic acid, one of its derivatives bis-2-indolyl disulphide has been used to synthesize tyrosin kinase inhibitors. It can also be used as a starting material to synthesize DBI receptor ligands. Methyl ester of indole-3-acetic acid reacts with dimethylamine and the resulting amide on reduction with Lithium aluminium hydride gives the hallucinogen N,N-Dimethyltryptamine. Used as a plant growth regulator as a principle auxin of higher plants. Can also be used as a starting material to synthesize DBI receptor ligands.
Synonyms: Heteroauxin, 3-Indoleacetic Acid, Indolyacetic Acid, Rhizopin , IAA
CAS Number: 87-51-4
Molecular Formula: C10H9NO2
Molecular Weight: 175.19
Beilstein Registry Number: 143358
EC Number: 201-748-2
MDL Number: MFCD00005636