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Harmaline

Name: Harmaline
Brand: ALDRICH
Price: 64 EUR

≥95%

Harmaline

Synonym(s):

1-Methyl-7-methoxy-3,4-dihydro-β-carboline, 3,4-Dihydroharmine, 4,9-Dihydro-7-methoxy-1-methyl-3H-pyrido[3,4-b]indole, Dihydroharmine, Harmalol methyl ether, Harmidine, NSC 407285

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Pack Size	SKU	Availability	Price
1 g		Please contact Customer Service for Availability	€64.00

About This Item

Empirical Formula (Hill Notation):

C₁₃H₁₄N₂O

CAS Number:

304-21-2

Molecular Weight:

214.26

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

57651320

EC Number:

206-152-6

Beilstein/REAXYS Number:

207310

MDL number:

MFCD00004955

Assay:

≥95%

Form:

powder

€64.00

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Properties

Quality Level

100

assay

≥95%

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada, stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada

mp

232-234 °C (lit.)

SMILES string

COc1ccc2c3CCN=C(C)c3[nH]c2c1

InChI

1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3

InChI key

RERZNCLIYCABFS-UHFFFAOYSA-N

Gene Information

Description

Application

Reactant for preparation of:

Acylated harmalines via Friedel-Crafts reaction
Phenacyl derivatives of 1-methyl-7-methoxy-β-carbolines as central nervous system affectors
Palladium harmaline DMSO chloro complex as anti-tumor agent

Natural product scaffold in preparation of:

Trypanothione reductase inhibitors†

Biochem/physiol Actions

CNS stimulant; may act through NMDA receptors

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This Item	PHL89700	286044	41467
Sigma-Aldrich 51330 Harmaline	PHL89700 Harmaline	Sigma-Aldrich 286044 Harmine	Supelco 41467 Harmane
assay ≥95%	assay ≥95.0% (HPLC)	assay 98%	assay ≥97.0% (HPLC)
Quality Level 100	Quality Level -	Quality Level 100	Quality Level 100
mp 232-234 °C (lit.)	mp 232-234 °C (lit.)	mp 262-264 °C (lit.)	mp 235-238 °C
form powder	form -	form -	form -
Gene Information human ... ADRA1A(148), ADRA1B(147), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133), DRD1(1812), DRD5(1816), HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR2C(3358), HTR3A(3359), HTR5A(3361), HTR6(3362), HTR7(3363), SLC6A2(6530), SLC6A4(6532), SLC9A2(6549), SLC9A5(6553) rat ... Drd2(24318), Drd3(29238), Drd4(25432), Htr2a(29595), Maoa(29253), Maob(25750), Slc9a1(24782), Slc9a3(24784)	Gene Information -	Gene Information human ... CDC2(983), CYP2D6(1565)	Gene Information -
drug control regulated under CDSA - not available from Sigma-Aldrich Canada	drug control -	drug control -	drug control -

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pictograms

GHS08,GHS07

signalword

Warning

hcodes

H302,H371

pcodes

P260 - P264 - P301 + P312 - P308 + P311 - P405 - P501

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 2

target_organs

Central nervous system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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The effect of memantine in harmaline-induced tremor and neurodegeneration.

Pervin K Iseri et al.

Neuropharmacology, 61(4), 715-723 (2011-06-07)

Essential tremor (ET) is one of the most common and most disabling movement disorders among adults. The drug treatment of ET remains unsatisfactory. Additional therapies are required for patients with inadequate response or intolerable side effects. The current study aims

Apolipophorin III and transmission electron microscopy as toxicity indicators for harmaline and tea saponin in Spodoptera exigua (Noctuidae: Lepidoptera).

Muhammad Rizwan-ul-Haq et al.

Chemosphere, 85(6), 995-1001 (2011-07-26)

Apolipophorin III, traditionally known for lipid transport in insects is fairly established as toxicity indicator against harmaline and tea saponin during this study. Apolipophorin III expressed in the hemolymph and midgut tissues of 3rd, 4th, 5th larval instars and pupae

Recent pharmacological developments in β-carboline alkaloid "harmaline".

Farhan A Khan et al.

European journal of pharmacology, 721(1-3), 391-394 (2013-05-28)

Peganum harmala (L) is a perennial plant which is native of eastern Iranian and west of India but also found in different regions of western USA. A number of β-carboline compounds with therapeutic importance and different pharmacological effects, are present

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Global Trade Item Number

SKU	GTIN
51330-1G	04061832492520

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Harmaline

≥95%

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About This Item

51330-1G

€64.00

Quality Level

assay

form

drug control

mp

SMILES string

InChI

InChI key

Gene Information

Application

Biochem/physiol Actions

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flash_point_c

ppe

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