Kynuramine

Kynuramine
Names
	IUPAC name 3-Amino-1-(2-aminophenyl)propan-1-one
	Other names Diaminopropiophenone
Identifiers
CAS Number	363-36-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:73472;
ChEMBL	ChEMBL23319;
ChemSpider	9311;
PubChem CID	9692;
UNII	2WR44BV65E;
CompTox Dashboard (EPA)	DTXSID70189836 ;
	InChI InChI=1S/C9H12N2O/c10-6-5-9(12)7-3-1-2-4-8(7)11/h1-4H,5-6,10-11H2 Key: QLPVTIQQFGWSQQ-UHFFFAOYSA-N;
	SMILES C1=CC=C(C(=C1)C(=O)CCN)N;
Properties
Chemical formula	C9H12N2O
Molar mass	164.208 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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.^[1] Kynuramine is produced by the decarboxylation of kynurenine^[1] and is a metabolite of tryptophan.^[2]

Kynuramine is an α-adrenoceptor inhibitor.^[3]

In biochemistry, kynuramine has been used as a substrate in assays used to measure amine oxidase activity.^[4]^[5]

References

^ ^a ^b 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.
^ 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.
^ 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.
^ 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.
^ 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.

[Hardeland-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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