CAS 343-27-1|Harmine hydrochloride

Introduction:Basic information about CAS 343-27-1|Harmine hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameHarmine hydrochloride
CAS Number343-27-1Molecular Weight248.708
Density/Boiling Point421.4ºC at 760mmHg
Molecular FormulaC13H13ClN2OMelting Point265-270°C
MSDS/Flash Point139.8ºC

Names

Name7-methoxy-1-methyl-9H-pyrido[3,4-b]indole,hydrochloride
SynonymMore Synonyms

Harmine hydrochloride BiologicalActivity

DescriptionHarmine Hydrochloride (Telepathine Hydrochloride) is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1].
Related CatalogResearch Areas >>CancerSignaling Pathways >>Protein Tyrosine Kinase/RTK >>DYRK
Target

Ki: 397 nM (5-HT2A serotonin receptor)[1], DYRK1A[2]

In VitroHarmine inhibits tau phosphorylation by DYRK1A by selected DANDYs, with an IC50 of 190 nM[2]. Harmine negatively regulates homologous recombination (HR) by interfering Rad51 recruitment, resulting in severe cytotoxicity in hepatoma cells. Furthermore, NHEJ inhibitor Nu7441 markedly sensitizes Hep3B cells to the anti-proliferative effects of Harmine[3].
In VivoIt is shown that brain water content is significantly increased in the TBI group. Treatment with Harmine significantly reduces the tissue water content at 1, 3 and 5 days, compared with the TBI group. Harmine treatment significantly reduces the escape latency at 3 and 5 days, compared with the TBI group. Post-TBI administration of Harmine significantly improves the motor function recovery of the rats at 1, 3 and 5 days following TBI, compared with the TBI group without Harmine treatment. The neuronal survival rate in the Harmine-treated group is significantly increased, compared with the TBI group. Administration of Harmine results in marked elevation in the expression of GLT-1, compared with the TBI group. The administration of Harmine significantly reduces the expression of caspase 3, compared with the TBI group[4].
References

[1]. Glennon RA, et al. Binding of beta-carbolines and related agents at serotonin (5-HT(2) and 5-HT(1A)), dopamine (D(2)) and benzodiazepine receptors. Drug Alcohol Depend. 2000 Aug 1;60(2):121-32.

[2]. Neumann F, et al. DYRK1A inhibition and cognitive rescue in a Down syndrome mouse model are induced by new fluoro-DANDY derivatives. Sci Rep. 2018 Feb 12;8(1):2859.

[3]. Zhang L, et al. Harmine suppresses homologous recombination repair and inhibits proliferation of hepatoma cells. Cancer Biol Ther. 2015;16(11):1585-92.

[4]. Zhong Z, et al. Treatment with harmine ameliorates functional impairment and neuronal death following traumatic brain injury. Mol Med Rep. 2015 Dec;12(6):7985-91.

Chemical & Physical Properties

Boiling Point421.4ºC at 760mmHg
Melting Point265-270°C
Molecular FormulaC13H13ClN2O
Molecular Weight248.708
Flash Point139.8ºC
Exact Mass248.071640
PSA37.91000
LogP3.83510

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MG9450000
CHEMICAL NAME :
Harmine, hydrochloride
CAS REGISTRY NUMBER :
343-27-1
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C13-H12-N2-O.Cl-H
MOLECULAR WEIGHT :
248.73
WISWESSER LINE NOTATION :
T B656 EN HMJ F1 KO1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
38 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 79,127,1943

Safety Information

Hazard CodesXn: Harmful;
Risk PhrasesR20/21/22
Safety PhrasesS22-S36
RIDADR1544
WGK Germany3
RTECSMG9450000
Packaging GroupIII
Hazard Class6.1(b)
HS Code2933990090

Customs

HS Code2933990090
Summary2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

7-Methoxy-1-methyl-9H-β-carbolinhydrochlorid
7-Methoxy-1-methyl-9H-β-carboline hydrochloride
Harmine.HCL
EINECS 206-443-8
Harmine hydrochloride hydrate
Harmine monohydrochloride
MFCD00012641
9H-Pyrido[3,4-b]indole, 7-methoxy-1-methyl-, monohydrochloride
HARMINE HYDROCHLORIDE
7-Methoxy-1-methyl-9H-β-carboline hydrochloride (1:1)
7-Méthoxy-1-méthyl-9H-β-carboline chlorhydrate
9H-Pyrido[3,4-b]indole, 7-methoxy-1-methyl-, hydrochloride (1:1)
Banisterine Hydrochloride
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