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103276

Sigma-Aldrich

Harmane

98%

Sinonimo/i:

1-Methyl-9H-pyrido[3,4-b]indole, 2-Methyl-β-carboline, Aribine

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About This Item

Formula empirica (notazione di Hill):
C12H10N2
Numero CAS:
486-84-0
Peso molecolare:
182.22
Beilstein:
143898
Numero CE:
207-642-2
Numero MDL:
MFCD00004957
Codice UNSPSC:
12352100
ID PubChem:
24846602
NACRES:
NA.22

Livello qualitativo

100

Saggio

98%

drug control

stupéfiant (France)

Punto di fusione

235-238 °C (lit.)

Solubilità

methanol: soluble 50mg/ml

Stringa SMILE

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
PSFDQSOCUJVVGF-UHFFFAOYSA-N

Informazioni sul gene

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

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Descrizione generale

  • 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.

Applicazioni

  • 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.

Azioni biochim/fisiol

I1 imidazoline binding site agonist.

Nota sulla preparazione

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302,H315

Classi di pericolo

Acute Tox. 4 Oral - Skin Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
BCCF2503
BCBZ8150
BCBZ7222
BCBS3530V
BCBP9662V

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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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