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Kynuramine

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Kynuramine
Names
IUPAC name 3-Amino-1-(2-aminophenyl)propan-1-one
Other names Diaminopropiophenone
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H12N2O/c10-6-5-9(12)7-3-1-2-4-8(7)11/h1-4H,5-6,10-11H2Key: QLPVTIQQFGWSQQ-UHFFFAOYSA-N
SMILES
  • C1=CC=C(C(=C1)C(=O)CCN)N
Properties
Chemical formula C9H12N2O
Molar mass 164.208 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Kynuramine is a chemical compound with the molecular formula C9H12N2O. It is the prototypical member of the class of biogenic amines known collectively as kynuramines. Kynuramine is produced by the decarboxylation of kynurenine and is a metabolite of tryptophan.

Kynuramine is an α-adrenoceptor inhibitor.

In biochemistry, kynuramine has been used as a substrate in assays used to measure amine oxidase activity.

References

  1. ^ Hardeland, Rüdiger; Tan, Dun-Xian; Reiter, Russel J. (2009). "Kynuramines, metabolites of melatonin and other indoles: The resurrection of an almost forgotten class of biogenic amines". Journal of Pineal Research. 47 (2): 109–126. doi:10.1111/j.1600-079X.2009.00701.x. PMID 19573038.
  2. Ruddick, Jon P.; Evans, Andrew K.; Nutt, David J.; Lightman, Stafford L.; Rook, Graham A.W.; Lowry, Christopher A. (2006). "Tryptophan metabolism in the central nervous system: Medical implications". Expert Reviews in Molecular Medicine. 8 (20): 1–27. doi:10.1017/S1462399406000068. PMID 16942634.
  3. Johnson, Thomas D.; Clarke, David E. (1981). "An α-adrenoceptor inhibitory action of kynuramine". European Journal of Pharmacology. 72 (4): 351–356. doi:10.1016/0014-2999(81)90574-4. PMID 6115758.
  4. Massey, J.B.; Churchich, J.E. (1977). "Kynuramine, a fluorescent substrate and probe of plasma amine oxidase". Journal of Biological Chemistry. 252 (22): 8081–8084. doi:10.1016/S0021-9258(17)40939-2. PMID 562342.
  5. Matsumoto, T.; Suzuki, O.; Furuta, T.; Asai, M.; Kurokawa, Y.; Nimura, Y.; Katsumata, Y.; Takahashi, I. (1985). "A sensitive fluorometric assay for serum monoamine oxidase with kynuramine as substrate". Clinical Biochemistry. 18 (2): 126–129. doi:10.1016/S0009-9120(85)80094-1. PMID 4017223.
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