M14870

5-Methoxygramine

99%

• Synonym(s): 3-(Dimethylaminomethyl)-5-methoxyindole, NSC 88885
• Empirical Formula (Hill Notation): C₁₂H₁₆N₂O
• CAS Number: 16620-52-3
• Molecular Weight: 204.27
• Beilstein/REAXYS Number: 170533
• EC Number: 240-669-8
• MDL number: MFCD00005630
• UNSPSC Code: 12352100
• PubChem Substance ID: 24896649
• NACRES: NA.22

Properties

• assay: 99%
• mp: 123-126 °C (lit.)
• SMILES string: COc1ccc2[nH]cc(CN(C)C)c2c1
• InChI: 1S/C12H16N2O/c1-14(2)8-9-7-13-12-5-4-10(15-3)6-11(9)12/h4-7,13H,8H2,1-3H3
• InChI key: GOERTRUXQHDLHC-UHFFFAOYSA-N

Description

Application

• Reactant for preparation of dopamine D2 receptor antagonists
• Reactant for asymmetric preparation of ethenyl(tetrahydro)carbazoledicarboxylates via gold(I)-catalyzed intramolecular Friedel-Crafts allylic alkylation reaction
• Reactant for preparation of N-substituted 3-aryl-8-azabicyclo[3.2.1]octan-3-ols as dopamine D2-like receptor ligands
• Reactant for preparation of substituted N-trimethoxybenzoyl indoles, indolines, and a tetrahydroquinoline via N-aroylation with trimethoxybenzoyl chloride or anhydride as antitubulin agents
• Reactant for preparation of indolylmethanesulfonamide and its methoxy derivatives

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)