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1-Methylindole is useful for the determination of association constant for the electron-donor-acceptor complexes with 1-(2,4,6-trinitrophenyl) propan-2-one. It acts as a reactant for the preparation of polycyclic derivatives of indoles, bisindole derivatives and pharmaceutically active 2-oxo-1-pyrrolidine analogues. It is also used as a reactant for the preparation of Positron Emission Tomography (PET) imaging agents of protein kinase C (PKC) and glycogen synthase kinase-3 (GSK-3).
Lithiation, followed by treatment with tri-n-butyltin chloride gives the indol-2-yltributylstannane, a versatile precursor of 2-substituted indole derivatives; e.g. Stille coupling with alkyl halides gives 2-alkyl derivatives: J. Org. Chem., 59, 4250 (1994):
Dulin, C. C.; Murphy, K. L.; Nolin, K. A. Calcium-catalyzed Friedel-Crafts addition of 1-methylindole to activated cyclopropanes. Tetrahedron Lett. 2014, 55 (38), 5280-5282.
Nematollahi, D.; Hedayatfar, V. Diversity in electrochemical oxidation of dihydroxybenzenes in the presence of 1-methylindole. J. Chem. Sci. 2011, 123 (5), 709-717.
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant