HARMALINE

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

CNS stimulant, antiparkinsonian agent

CNS stimulant; may act through NMDA receptors. Reversible inhibitor of MAO-A

ChEBI: A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7 and has been reduced across the 3,4 bond.

Canadian Journal of Chemistry, 37, p. 1851, 1959 DOI: 10.1139/v59-272

Recrystallise harmaline from MeOH and sublime it at high vacuum. It has UV in MeOH a

Melting point:	232-234 °C(lit.)
Boiling point:	354.4°C (rough estimate)
alpha	±0°
Density	1.0850 (rough estimate)
refractive index	1.6450 (estimate)
solubility	DMF: 1.4 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 0.25 mg/ml; Ethanol: 0.5 mg/ml
Water Solubility	Slightly soluble in water
form	powder
pka	4.2(at 25℃)
color	Light orange to Yellow to Green
Merck	14,4613
BRN	207310
CAS DataBase Reference	304-21-2(CAS DataBase Reference)
NIST Chemistry Reference	Harmaline(304-21-2)
EPA Substance Registry System	3H-Pyrido[3,4-b]indole, 4,9-dihydro-7-methoxy-1-methyl- (304-21-2)

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07 Health Hazard GHS08
GHS Hazard Statements	H302:Acute toxicity,oral H371:Specific target organ toxicity, single exposure
Precautionary Statement Codes	P260:Do not breathe dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P405:Store locked up.