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M14870 Sigma-Aldrich

5-Methoxygramine

99%

Synonym: 3-(Dimethylaminomethyl)-5-methoxyindole, NSC 88885

  • CAS Number 16620-52-3

  • Empirical Formula (Hill Notation) C12H16N2O

  • Molecular Weight 204.27

  •  Beilstein/REAXYS Number 170533

  •  EC Number 240-669-8

  •  MDL number MFCD00005630

  •  PubChem Substance ID 24896649

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C12, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
Quality Level   100
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

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
NL7700000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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