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Harmaline

SIAL/08472 - 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
EC Number: 206-152-6
MDL Number: MFCD00004955
Linear Formula: C13H14N2O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-08472-25MG 25 mg
$0.00
1/EA
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assay ≥95.0% (HPLC)
drug control stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada
format neat
grade analytical standard
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
mp 232-234 °C (lit.)
Quality Level 100 
shelf life limited shelf life, expiry date on the label
SMILES string COc1ccc2c3CCN=C(C)c3[nH]c2c1
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
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95.0% (HPLC)
mp 232-234 °C (lit.)
UNSPSC 41116107

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