Harmalol
Structural Formula Vector Image
Title: Harmalol
CAS Registry Number: 525-57-5
CAS Name: 4,9-Dihydro-1-methyl-3H-pyrido[3,4-b]indol-7-ol
Additional Names: 3,4-dihydro-1-methyl-9H-pyrido[3,4-b]indol-7-ol
Molecular Formula: C12H12N2O
Molecular Weight: 200.24
Percent Composition: C 71.98%, H 6.04%, N 13.99%, O 7.99%
Literature References: From seeds of Peganum harmala L., Zygophyllaceae: Göbel, Ann. 38, 363 (1841); Fischer, Ber. 18, 400 (1885); by demethylation of harmaline: Coulthard et al., Biochem. J. 27, 727 (1933). HPLC determn in Peganum harmala L. seeds: M. Kartal et al., J. Pharm. Biomed. Anal. 31, 263 (2003). In vitro neuroprotective effects: D. H. Kim et al., Eur. J. Neurosci. 13, 1861 (2001).
 
Derivative Type: Trihydrate
CAS Registry Number: 6027-99-2
Properties: Red needles from water. Dec 212° (anhydr). Readily sol in hot water, acetone, chloroform, alkali hydroxides, but not carbonates. Aq solns are yellow with green fluorescence.
 
Derivative Type: Lactate
CAS Registry Number: 6028-08-6
Molecular Formula: C12H12N2O.C3H6O3
Properties: mp 174-176°; monohydrate as bright yellow leaflets, mp 116-120°. Sol in water and alcohol.
Melting point: mp 174-176°; mp 116-120°
 
Derivative Type: O-Ethylharmalol
CAS Registry Number: 6010-17-9
Molecular Formula: C14H16N2O
Molecular Weight: 228.29
Percent Composition: C 73.66%, H 7.06%, N 12.27%, O 7.01%
Properties: Brown needles from alc, mp 237-239°.
Melting point: mp 237-239°
 
Derivative Type: O-n-Propylharmalol
CAS Registry Number: 6028-01-9
Molecular Formula: C15H18N2O
Molecular Weight: 242.32
Percent Composition: C 74.35%, H 7.49%, N 11.56%, O 6.60%
Properties: Brown needles from alc, mp 195-197°.
Melting point: mp 195-197°
 
Derivative Type: O-n-Butylharmalol
CAS Registry Number: 6197-42-8
Molecular Formula: C16H20N2O
Molecular Weight: 256.34
Percent Composition: C 74.97%, H 7.86%, N 10.93%, O 6.24%
Properties: Colorless needles from alc, mp 173°.
Melting point: mp 173°
 
Derivative Type: O-Methylharmalol see Harmaline

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