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103276

Sigma-Aldrich

Harman

98%

Synonym(e):

1-Methyl-9H-pyrido[3,4-b]-indol, 2-Methyl-β-carbolin, Aribin

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About This Item

Empirische Formel (Hill-System):
C12H10N2
CAS-Nummer:
486-84-0
Molekulargewicht:
182.22
Beilstein:
143898
EG-Nummer:
207-642-2
MDL-Nummer:
MFCD00004957
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24846602
NACRES:
NA.22

Assay

98%

drug control

stupéfiant (France)

mp (Schmelzpunkt)

235-238 °C (lit.)

Löslichkeit

methanol: soluble 50mg/ml

SMILES String

Cc1nccc2c3ccccc3[nH]c12

InChI

1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3

InChIKey

PSFDQSOCUJVVGF-UHFFFAOYSA-N

Angaben zum Gen

human ... CYP2D6(1565)
rat ... Gabra2(29706)

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Allgemeine Beschreibung

  • Harmane is a potent tremor-producing β-carboline alkaloid and neurotoxin.
  • It is major representative of heterocyclic aromatic amines, a group of mutagenic and carcinogenic substances which are formed in meat from the precursors creatine, creatinine, amino acids and sugars during the heating at high temperatures.
  • Blood harmane concentration is elevated in essential tremor, late-life neurological disease.

Anwendung

  • Harmane was used in trace level determination of harmane by planar chromatography coupled with (tandem) mass spectrometry.
  • It was used to study interactions of norharman and harman with DNA.
  • It may be used as matrix for analysis of cyclodextrins and for sulfated oligosaccharides in combination with DHB as co-matrix.

Biochem./physiol. Wirkung

I1 Imidazolin Bindungsstellen-Agonist

Angaben zur Herstellung

Harmane dissolves in methanol at a concentration of 50mg/ml to form a clear, colourless to yellow solution.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302,H315

Gefahreneinstufungen

Acute Tox. 4 Oral - Skin Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCF2503
BCBZ8150
BCBZ7222
BCBS3530V
BCBP9662V

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2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indole AldrichCPR

Sigma-Aldrich

CBR00326

2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indole

FINDY ≥98% (HPLC)

Sigma-Aldrich

SML1733

FINDY

Marisa Till et al.
Journal of natural products, 72(4), 796-798 (2009-02-18)
A new alkaloid, 5-bromo-8-methoxy-1-methyl-beta-carboline (1), has been isolated from the New Zealand marine bryozoan Pterocella Vesiculosa. Structural elucidation was achieved through NMR spectroscopic and mass spectrometric analysis, and a single-crystal X-ray diffraction analysis of 1 was performed. The biological activity
Elan D Louis et al.
Neurotoxicology, 29(2), 294-300 (2008-02-05)
Essential tremor (ET) is a widespread late-life neurological disease. Genetic and environmental factors likely play an etiological role. Harmane (1-methyl-9H-pyrido[3,4-b]indole) is a potent tremor-producing neurotoxin. In 2002, we demonstrated elevated blood harmane concentrations in an initial sample of 100 ET
Ute Jautz et al.
Journal of chromatography. A, 1128(1-2), 244-250 (2006-07-28)
HPTLC/MS by a plunger-based extraction device was shown to be an appropriate technique for quantitative planar chromatography, even in trace analysis. Reproducible extraction from silica gel phases in the lower-pg range distinguishes this technique from other approaches. Repeatability of the
Bijan Kumar Paul et al.
The journal of physical chemistry. B, 115(41), 11938-11949 (2011-09-09)
The present study aims at exploring a detailed characterization of the binding interaction of a promising cancer cell photosensitizer, harmane (HM), with DNA extracted from herring sperm. The polarity-sensitive prototropic transformation of HM, a naturally occurring, fluorescent, drug-binding alkaloid, β-carboline
Mohammad Nasehi et al.
Journal of psychopharmacology (Oxford, England), 26(8), 1151-1161 (2011-10-04)
β-carboline alkaloids such as harmane (HA) are naturally present in the human food chain. They are derived from the plant Peganum harmala and have many cognitive effects. In the present study, effects of the nicotinic system of the dorsal hippocampus
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