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286044

Sigma-Aldrich

Harmine

98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C13H12N2O
CAS Number:
442-51-3
Molecular Weight:
212.25
Beilstein:
178813
EC Number:
207-131-4
MDL number:
MFCD00004958
UNSPSC Code:
12352100
PubChem Substance ID:
24857229
NACRES:
NA.22

Assay

98%

mp

262-264 °C (lit.)

SMILES string

CC1=NC=CC2=C1NC3=C2C=CC(OC)=C3

InChI

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

InChI key

BXNJHAXVSOCGBA-UHFFFAOYSA-N

Gene Information

human ... CDC2(983) , CYP2D6(1565)

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General description

The combination index (CI, serves as a quantitative indicator of pharmacological interactions) for harmaline/harmine and methylene blue/harmine was studied.

Application

Harmine was used as a donor in the fluorescence resonance energy transfer (FRET) study between harmine and silver nanoparticles (AgNPs).

Biochem/physiol Actions

Central nervous system stimulant.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Katie L Uhl et al.
Cancer cell international, 18, 82-82 (2018-07-07)
Neuroblastoma (NB) is an early childhood malignancy that arises from the developing sympathetic nervous system. Harmine is a tricyclic β-carboline alkaloid isolated from the harmal plant that exhibits both cytostatic and cytotoxic effects. Harmine is capable of blocking the activities
Michael F Santillo et al.
Toxicology in vitro : an international journal published in association with BIBRA, 28(3), 403-410 (2014-01-01)
Interactions among monoamine oxidase (MAO) inhibitors in drugs, botanicals, and dietary supplements may lead to unpredictable neurochemical dysfunction due to excessive inhibition or therapeutic invalidation. Often recombinant MAO or brain tissue homogenates have been used to evaluate MAO inhibitors such
Raphaël Frédérick et al.
Journal of medicinal chemistry, 55(14), 6489-6501 (2012-07-10)
To overcome the intrinsic resistance of cancer cells to apoptotic stimuli, we designed and synthesized approximately 50 novel β-carbolines structurally related to harmine. Harmine is known for its anticancer properties and is a DYRK1A inhibitor. Of the synthesized compounds, the
Mansour Debdab et al.
Journal of medicinal chemistry, 54(12), 4172-4186 (2011-05-28)
We here report on the synthesis, optimization, and biological characterization of leucettines, a family of kinase inhibitors derived from the marine sponge leucettamine B. Stepwise synthesis of analogues starting from the natural structure, guided by activity testing on eight purified
Mohammad Amjadi et al.
Luminescence : the journal of biological and chemical luminescence, 29(6), 689-694 (2013-11-30)
This article reports on a novel fluorescence resonance energy transfer (FRET) system between harmine and silver nanoparticles (AgNPs), in which harmine acts as the donor and AgNPs act as the acceptor. As a result of FRET, harmine fluorescence is quenched
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