HARMINE HYDROCHLORIDE

HARMINE HYDROCHLORIDE Basic information
Product Name:HARMINE HYDROCHLORIDE
Synonyms:HarMine.HC;7-METHOXY-1-METHYL-9H-PYRIDO[3,4-B]INDOLE HCL;(3,4-b)indole,7-Methoxy-1-Methyl-9h-pyrido(Monohydrochloride;BANISTERINE HYDROCHLORIDE;BANISTERIN HCL;HARMINE HCL;HARMINE HYDROCHLORIDE;4-b)indole,7-methoxy-1-methyl-9h-pyrido(monohydrochloride
CAS:343-27-1
MF:C13H13ClN2O
MW:248.71
EINECS:206-443-8
Product Categories:chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;Alkaloids;Biochemistry;Indole Alkaloids
Mol File:343-27-1.mol
HARMINE HYDROCHLORIDE Structure
HARMINE HYDROCHLORIDE Chemical Properties
Melting point 265-270°C
storage temp. 2-8°C
solubility Soluble in Water (up to 25 mg/ml).
form powder
color off-white to pale green
Merck 14,4616
Stability:Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
LogP3.173 (est)
CAS DataBase Reference343-27-1(CAS DataBase Reference)
EPA Substance Registry SystemHarmine hydrochloride (343-27-1)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-40
Safety Statements 22-36
RIDADR 1544
WGK Germany 3
RTECS MG9450000
HazardClass 6.1(b)
PackingGroup III
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
HARMINE HYDROCHLORIDE Usage And Synthesis
DescriptionHarmine (343-27-1) is a selective competitive and reversible inhibitor of MAO-A (IC50?= 8 μM).1?Harmine is a potent and specific inhibitor of both the kinase activity and autophosphorylation of tyrosine during translation DYRK1A (IC50‘s: DYRKA1A = 33 nM; DYRKA1B = 166 nM; DYRK2 = 1.9 μM; DYRK4 = 80 μM).2,3?Inhibits self-renewal and promotes differentiation of glioblastoma stem-like cells (GSLC’s) possibly via inhibition of Akt phosphorylation.4?Harmine has also been shown to possess antimicrobial, antifungal, antiplasmodial, antitumor, antioxidant, antimutagenic and antigenotoxic properties.5?Inhibits osteoclast differentiation and bone resorption via downregulation of c-Fos and NFATc1 induced by RANKL.6
Chemical Propertiesyellow to slightly green crystalline powder
UsesHarmine Monohydrochloride is an anti-viral agents for the treatment of EV71 infection. It inhibits enterovirus 71 replication by targeting NF-κB pathway.
Purification MethodsThe hydrate crystallises as fluorescent crystals from water. The anhydrous salt has m 319o. [Beilstein 23/12 V 237.]
References1) Wouters (1998)?Structural Aspects of Monoamine Oxidase and its Reversible Inhibition?Current Medicinal Chemistry,?5?137 2) Seifert?et al. (2008)?DYRK1A phosphorylates caspase 9 at an inhibitory site and is potently inhibited in human cells by harmine; FEBS J.,?275?6268 3) Gockler?et al. (2009)?Harmine specifically inhibits protein kinase DYRK1A and interferes with neurite outgrowth; FEBS J.,?276?6324 4) Liu?et al. (2013)?Harmine hydrochloride inhibits Akt phosphorylation and depletes the pool of cancer stem-like cells of glioblastoma; J .Neurooncol.,?112?39 5) Patel?et al. (2012)?A review on medical importance, pharmacological activity and bioanalytical aspects of beta-carboline alkaloid ‘Harmine’; Asian Pac. J. Trop. Biomed.,?2?660 6) Yoneazwa?et al. (2011)?Harmine, a β-carboline alkaloid, inhibits osteoclast differentiation and bone resorption in vitro and in vivo; Eur. J. Pharmacol.,?650?511
HARMINE HYDROCHLORIDE Preparation Products And Raw materials
Daurinoline Xanthiazone veratramine VERATRIDINE HARMALOL HCL Xanthiside L-Hyoscyamine daurisoline HARMALOL BANISTERINE MONOHYDRATE 2-[2-(Methylamino)benzoyl]-3,4-dihydro-β-carboline-1(2H)-one VERATRINE menisdaurin HARMALINE HARMINE HYDROCHLORIDE DIHYDRATE HARMINE HYDROCHLORIDE HYDRATE HARMINE HYDROCHLORIDE Vasicine

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