Harmane

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Harmane
Harmane structure.svg
Names
IUPAC name
1-Methyl-9H-pyrido[3,4-b]indole
Other names
Harman, Aribine, Aribin, Locuturine, Locuturin, Loturine, Passiflorin, 1-Methylnorharman, NSC 54439
Identifiers
486-84-0
ChEBI CHEBI:5623
ChemSpider 4444755
EC Number 207-642-2
Jmol 3D model Interactive image
KEGG C09209
PubChem 5281404
  • InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3
    Key: PSFDQSOCUJVVGF-UHFFFAOYSA-N
  • InChI=1/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3
    Key: PSFDQSOCUJVVGF-UHFFFAOYAA
  • CC1=NC=CC2=C1NC3=CC=CC=C23
Properties
C12H10N2
Molar mass 182.22
Melting point 235-238 °C(lit.)
Soluble to 10 mM in 1eq. HCl[1]

methanol: soluble 50 mg/ml

Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Harmane (harman) is a bio-active β-Carboline and monoamine oxidase inhibitor found in coffee[2] and tobacco smoke.[3] Harmane is strongly associated with Essential Tremor, one of the most common neurological diseases in the elderly.[4] It is likely to be the main endogenous ligand for the benzodiazepine receptor. [5] Highest concentrations are found in cooked meat (chicken, beef, pork and fish).

See also

References

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External links


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  1. http://www.tocris.com/dispprod.php?ItemId=2101#.Ve7xsdc56fA
  2. Human monoamine oxidase enzyme inhibition by coffee and beta-carbolines norharman and harman isolated from coffee Life Sci. 2006 Jan 18;78(8):795-802. Epub 2005 Aug 31.
  3. Human monoamine oxidase is inhibited by tobacco smoke: β-carboline alkaloids act as potent and reversible inhibitors Biochemical and Biophysical Research Communications Volume 326, Issue 2, 14 January 2005, Pages 378–386.
  4. Elevation of blood beta-carboline alkaloids in essential tremor http://web.ics.purdue.edu/~wzheng/Publications/Epapers/2002_Louis%20et%20al%20Neurology.pdf
  5. 1-Methyl-beta-carboline (harmane), a potent endogenous inhibitor of benzodiazepine receptor binding Naunyn Schmiedebergs Arch. Pharmacol. 1980 Oct;314(1):97-100