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.

LogP

3.173 (est)

CAS DataBase Reference

343-27-1(CAS DataBase Reference)

EPA Substance Registry System

Harmine 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

• Language:English Provider:SigmaAldrich

HARMINE HYDROCHLORIDE Usage And Synthesis

Description

Harmine (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 Properties

yellow to slightly green crystalline powder

Uses

Harmine Monohydrochloride is an anti-viral agents for the treatment of EV71 infection. It inhibits enterovirus 71 replication by targeting NF-κB pathway.

in vivo

IC 50

5-HT_2A Receptor: 397 nM (Ki); DYRK1A

Purification Methods

The hydrate crystallises as fluorescent crystals from water. The anhydrous salt has m 319o. [Beilstein 23/12 V 237.]

References

[1] WOUTERS J. Structural aspects of monoamine oxidase and its reversible inhibition.[J]. Current medicinal chemistry, 1998, 5 2: 137-162.
[2] ANNE SEIFERT  Paul R C  Lindsey A Allan. DYRK1A phosphorylates caspase 9 at an inhibitory site and is potently inhibited in human cells by harmine[J]. The FEBS journal, 2008, 275 24: 6268-6280. DOI:10.1111/j.1742-4658.2008.06751.x
[3] NORA GÖCKLER. Harmine specifically inhibits protein kinase DYRK1A and interferes with neurite formation[J]. The FEBS journal, 2009, 276 21: 6324-6337. DOI:10.1111/j.1742-4658.2009.07346.x
[4] HUAILEI LIU. Harmine hydrochloride inhibits Akt phosphorylation and depletes the pool of cancer stem-like cells of glioblastoma.[J]. Journal of Neuro-Oncology, 2013, 112 1: 39-48. DOI:10.1007/s11060-012-1034-x
[5] K PATEL . A review on medicinal importance, pharmacological activity and bioanalytical aspects of beta-carboline alkaloid “Harmine”[J]. Asian Pacific journal of tropical biomedicine, 2012, 2 8: Pages 660-664. DOI:10.1016/s2221-1691(12)60116-6
[6] TAKAYUKI YONEZAWA . Harmine, a β-carboline alkaloid, inhibits osteoclast differentiation and bone resorption in vitro and in vivo[J]. European journal of pharmacology, 2011, 650 2: Pages 511-518. DOI:10.1016/j.ejphar.2010.10.048

HARMINE HYDROCHLORIDE(343-27-1)Related Product Information

• Cevadine
• veratramine
• HARMALOL
• BANISTERINE MONOHYDRATE
• Xanthiazone
• L-Hyoscyamine
• HARMALINE
• Daurinoline
• VERATRIDINE
• Xanthiside
• HARMALOL HCL
• menisdaurin
• 2-[2-(Methylamino)benzoyl]-3,4-dihydro-β-carboline-1(2H)-one
• daurisoline
• HARMINE HYDROCHLORIDE
• Vasicine
• HARMINE HYDROCHLORIDE HYDRATE
• HARMINE HYDROCHLORIDE DIHYDRATE