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51330 Aldrich

Harmaline

Synonym: 1-Methyl-7-methoxy-3,4-dihydro-β-carboline, 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 Registry Number 207310

  •  EC Number 206-152-6

  •  MDL number MFCD00004955

  •  PubChem Substance ID 57651320

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Properties

Related Categories Alkaloid, Building Blocks, C13 to C27, Cell Biology, Chemical Synthesis,
InChI Key   RERZNCLIYCABFS-UHFFFAOYSA-N
drug control   regulated under CDSA - not available from Sigma-Aldrich Canada
  stupéfiantregulated under CDSA - not available from Sigma-Aldrich Canada
mp   232-234 °C(lit.)
Gene Information   human ... ADRA1A(148), ADRA1B(147), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133), DRD1(1812), DRD5(1816), HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR2C(3358), HTR3A(3359), HTR5A(3361), HTR6(3362), HTR7(3363), SLC6A2(6530), SLC6A4(6532), SLC9A2(6549), SLC9A5(6553)
rat ... Drd2(24318), Drd3(29238), Drd4(25432), Htr2a(29595), Maoa(29253), Maob(25750), Slc9a1(24782), Slc9a3(24784)

Description

Biochem/physiol Actions

CNS stimulant; may act through NMDA receptors

Packaging

1 g in glass bottle

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†

Price and Availability


Laboratory Gloves

All labs need water
Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
UU9800000

Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

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