Harmine

Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase ((DYRK)) inhibitor with anticancer and anti-inflammatory activities.

Solid

Harmine is a harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7. It has a role as a metabolite, an anti-HIV agent and an EC 1.4.3.4 (monoamine oxidase) inhibitor. It derives from a hydride of a harman.|Alkaloid isolated from seeds of PEGANUM HARMALA; ZYGOPHYLLACEAE. It is identical to banisterine, or telepathine, from Banisteria caapi and is one of the active ingredients of hallucinogenic drinks made in the western Amazon region from related plants. It has no therapeutic use, but (as banisterine) was hailed as a cure for postencephalitic PARKINSON DISEASE in the 1920's.

5 mmol of 6-methoxytryptamine was added to a lOOmL round bottom flask, 50 mL of an aqueous solution containing lmL of concentrated hydrochloric acid was added and stirred at 30 ° C until complete dissolution. After addition of lOmmol of acetaldehyde, reaction was continued for 1 Oh, adjusted to pH with aqueous sodium bicarbonate Value to 8, filtered and dried to give 1-methyl-7-methoxy-tetrahydro-β-carboline. The dried 1-methyl-7-methoxy-tetrahydropyr-β-carboline was added to a 100 mL round bottom flask, 50 mL of toluene and 5percent of Pd / C were added, refluxed for 24 h, filtered and the filtrate was decompressed And then recrystallized from acetone to give 1-methyl-7-methoxy-β-carboline (3.6 mmol, yield 72percent)

central nervous system stimulant Harmaine has anti-tumor effects.

Molecular Weight:212.25
XLogP3:3.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:212.094963011
Monoisotopic Mass:212.094963011
Topological Polar Surface Area:37.9
Heavy Atom Count:16
Complexity:258
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes