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08472 Supelco

Harmaline

analytical standard

Synonym: 1-Methyl-7-methoxy-3,4-dihydro-β-carboline, 3,4-Dihydroharmine, 4,9-Dihydro-7-methoxy-1-methyl-3H-pyrido[3,4-b]indole, Dihydroharmine, Harmalol methyl ether, Harmidine, NSC 407285

  • CAS Number 304-21-2

  • Empirical Formula (Hill Notation) C13H14N2O

  • Molecular Weight 214.26

  •  Beilstein/REAXYS Number 207310

  •  EC Number 206-152-6

  •  MDL number MFCD00004955

  •  NACRES NA.24

Purchase

Properties

Quality Level   100
grade   analytical standard
assay   ≥95.0% (HPLC)
shelf life   limited shelf life, expiry date on the label
drug control   stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada
mp   232-234 °C (lit.)
SMILES string   COc1ccc2c3CCN=C(C)c3[nH]c2c1
InChI   1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3
InChI key   RERZNCLIYCABFS-UHFFFAOYSA-N

Description

Application

Reactant for preparation of:
• Acylated harmalines via Friedel-Crafts reaction
• Phenacyl derivatives of 1-methyl-7-methoxy-β-carbolines as central nervous system affectors
• Palladium harmaline DMSO chloro complex as anti-tumor agent

Natural product scaffold in preparation of:
• Trypanothione reductase inhibitors†

Biochem/physiol Actions

CNS stimulant; may act through NMDA receptors

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
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