51330
Harmaline
≥95%
Synonym(s):
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
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About This Item
Quality Segment
assay
≥95%
form
powder
drug control
regulated under CDSA - not available from Sigma-Aldrich Canada, 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
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)
Application
- 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
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Signal Word
Warning
Hazard Codes
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - STOT SE 2
Target Organs
Central nervous system
Storage Class
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
PPE (personal protective equipment)
Eyeshields, Gloves, type N95 (US)
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