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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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Verwandte Kategorien

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)

Analysenzertifikate (COA)

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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

Bijan Kumar Paul et al.
The journal of physical chemistry. B, 115(34), 10322-10334 (2011-07-28)
The present work describes the interaction of a promising cancer cell photosensitizer, harmane (HM), with a model transport protein, Bovine Serum Albumin (BSA). The studied molecule of interest (HM) belongs to the family of naturally occurring fluorescent drug-binding alkaloids, the
K Hayashi et al.
Nucleic acids research, 4(11), 3679-3685 (1977-11-01)
The interactions of norharman (9H-pyrido [3,4-b] indole) and harman (1-methyl-9H-pyrido [3,4-b] indole) with DNA were studied. DNA caused remarkable fluorescence quenching and change in the absorption spectra of the dyes. Scatchard plots obtained by optical titration gave Kd values of
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
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
Mohamed A M El Gendy et al.
Toxicology and applied pharmacology, 249(1), 55-64 (2010-08-25)
Harman is a common compound in several foods, plants and beverages. Numerous studies have demonstrated its mutagenic, co-mutagenic and carcinogenic effects; however, the exact mechanism has not been fully identified. Aryl hydrocarbon receptor (AhR) is a transcription factor regulating the
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