343-27-1

343-27-1 structure

Name: Harmine hydrochloride
Chemical Name: 7-methoxy-1-methyl-9H-pyrido[3,4-b]indole,hydrochloride
CAS Number: 343-27-1
Molecular Formula: C₁₃H₁₃ClN₂O
Molecular Weight: 248.708
Catalog: Biochemical Chinese herbal medicine ingredients
Create Date: 2018-03-26 08:00:00
Modify Date: 2024-01-03 01:27:43
Harmine 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].

Name	7-methoxy-1-methyl-9H-pyrido[3,4-b]indole,hydrochloride
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

Description	Harmine 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 Catalog	Research Areas >> Cancer Signaling Pathways >> Protein Tyrosine Kinase/RTK >> DYRK
Target	Ki: 397 nM (5-HT2A serotonin receptor)[1], DYRK1A[2]
In Vitro	Harmine 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 Vivo	It 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.

Boiling Point	421.4ºC at 760mmHg
Melting Point	265-270°C
Molecular Formula	C₁₃H₁₃ClN₂O
Molecular Weight	248.708
Flash Point	139.8ºC
Exact Mass	248.071640
PSA	37.91000
LogP	3.83510

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

Hazard Codes	Xn: Harmful;
Risk Phrases	R20/21/22
Safety Phrases	S22-S36
RIDADR	1544
WGK Germany	3
RTECS	MG9450000
Packaging Group	III
Hazard Class	6.1(b)
HS Code	2933990090

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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