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SMB00461

Sigma-Aldrich

Harmine hydrochloride

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C13H12N2O · HCl
CAS Number:
Molecular Weight:
248.71
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

Cl.COc1ccc2c(c1)[nH]c3c(C)nccc23

InChI

1S/C13H12N2O.ClH/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13;/h3-7,15H,1-2H3;1H

InChI key

VNPLYCKZIUTKJM-UHFFFAOYSA-N

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General description

Harmine hydrochloride is an alkaloid found in Peganum harmala.

Biochem/physiol Actions

CNS stimulant.
Harmine hydrochloride has been considered for treatment of cancer and cerebral diseases and is a known CNS stimulant.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Stephanie F Bellmaine et al.
eLife, 6 (2017-09-09)
Genetic analysis has revealed that the dual specificity protein kinase DYRK1A has multiple roles in the development of the central nervous system. Increased DYRK1A gene dosage, such as occurs in Down syndrome, is known to affect neural progenitor cell differentiation
Xiuyun Li et al.
Frontiers in microbiology, 10, 2295-2295 (2019-11-22)
Several studies have demonstrated the significant antiviral, antimicrobial, antiplasmodial, antioxidative, antifungal, antimutagenic, and antitumor properties of harmine hydrochloride (HMH). The main objective of the present study was to investigate the antifungal effects and underlying mechanisms of HMH when combined with
Michael Tarpley et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 162, 105821-105821 (2021-03-31)
DYRK1A (dual-specificity tyrosine phosphorylation-regulated kinase 1a) is highly expressed in glioma, an aggressive brain tumor, and has been proposed as a therapeutic target for cancer. In the current study, we have used an optimized and validated time-resolved fluorescence energy transfer
Elisangela G Cata-Preta et al.
Frontiers in pharmacology, 9, 561-561 (2018-06-14)
Ayahuasca is a hallucinogenic beverage produced from the decoction of Banisteriopsis caapi (Bc) and Psychotria viridis (Pv), β-carboline- and N,N-dimethyltryptamine(DMT)-containing plants, respectively. Accumulating evidence suggests that ayahuasca may have therapeutic effects on ethanol abuse. It is not known, however, whether
Marlaina R Stocco et al.
Molecular neurobiology, 57(11), 4608-4621 (2020-08-08)
CYP2D6 metabolically inactivates several neurotoxins, including beta-carbolines, which are implicated in neurodegenerative diseases. Variation in CYP2D6 within the brain may alter local inactivation of neurotoxic beta-carbolines, thereby influencing neurotoxicity. The beta-carboline harmine, which induces hypothermia and tremor, is metabolized by

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