Fenetilamin

Fenetilamin
(IUPAC) ime
	feniletan-2-amin
Klinički podaci
Identifikatori
CAS broj	64-04-0
ATC kod	nije dodeljen
PubChem	1001
ChemSpider	13856352
UNII	327C7L2BXQ
ChEBI	CHEBI:18397
ChEMBL	CHEMBL610
Hemijski podaci
Formula	C8H11N
Mol. masa	121,18 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2 ; Key: BHHGXPLMPWCGHP-UHFFFAOYSA-N
Sinonimi	2-phenylethylamine, β-phenylethylamine, 1-amino-2-phenylethane
Fizički podaci
Tačka ključanja	195 °C (383 °F)
Farmakokinetički podaci
Metabolizam	MAO-A, MAO-B, ALDH, DBH, CYP2D6
Poluvreme eliminacije	~5-10 minuta
Farmakoinformacioni podaci
Trudnoća	?
Pravni status	Nije kontrolisana supstanca
Način primene	Oralno

Fenetilamin (β-fenetilamin, fenetilamin, PEA) je prirodni monoaminski alkaloid, trag amin, a isto tako i ime klase hemikalija čiji mnogi članovi su poznati psihoaktivni lekovi i stimulansi.^[5] Feniletilamin funkcioniše kao neuromodulator ili neurotransmiter u centralnom nervnom sistemu sisara.^[6] Njegova biosinteza se odvija počevši od aminokiseline fenilalanina putem enzimatske dekarboksilacije. Osim sisara, fenetilamin je prisutan kod mnogih drugih organizama i u hrani, npr. u čokoladi, posebno nakon mikrobne fermentacije. On je u prodaji kao dijetarni suplement. Oralno unesen fenetilamin je obično neaktivan zbog ekstenzivnog metabolizma prvog prolaza, pri čemu se dejstvom monoaminskih oksidaza pretvara u fenilacetatnu kiselinu. To sprečava njegovo dospeće do mozga u dovoljnim koncentracijama.^[7]^[8]

Reference

Fenetilamin

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Glen R. Hanson, Peter J. Venturelli, Annette E. Fleckenstein (3. 11. 2005.). „Drugs and society (Ninth Edition)”. Jones and Bartlett Publishers. ISBN 978-0-7637-3732-0. Pristupljeno 19. 4. 2011.
↑ Sabelli HC, Mosnaim AD, Vazquez AJ, Giardina WJ, Borison RL, Pedemonte WA (11. 8. 1976.). „Biochemical plasticity of synaptic transmission: a critical review of Dale's Principle.”. PubMed. Pristupljeno 19. 4. 2011.
↑ Yang HY, Neff NH. (November 1973). „Beta-phenylethylamine: a specific substrate for type B monoamine oxidase of brain”. The Journal of Pharmacology and Experimental Therapeutics 187 (2): 365–71. ISSN 0022-3565. PMID 4748552.
↑ Suzuki O, Katsumata Y, Oya M. (March 1981). „Oxidation of beta-phenylethylamine by both types of monoamine oxidase: examination of enzymes in brain and liver mitochondria of eight species”. The Journal of Neurochemistry 36 (3): 1298–301. DOI:10.1111/j.1471-4159.1981.tb01734.x. ISSN 0022-3042. PMID 7205271.

Povezano

Spoljašnje veze

	Portal Medicina
	Portal Hemija

Book II of PiHKAL online
Phenethylamine entry in PiHKAL • info
Review and summary of PiHKAL, including table of 300+ phenethylamines: ascii postscript
A Structural Tour of PiHKAL

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[PEA_1-5] Glen R. Hanson, Peter J. Venturelli, Annette E. Fleckenstein (3. 11. 2005.). „Drugs and society (Ninth Edition)”. Jones and Bartlett Publishers. ISBN 978-0-7637-3732-0. Pristupljeno 19. 4. 2011.

[PEA_2-6] Sabelli HC, Mosnaim AD, Vazquez AJ, Giardina WJ, Borison RL, Pedemonte WA (11. 8. 1976.). „Biochemical plasticity of synaptic transmission: a critical review of Dale's Principle.”. PubMed. Pristupljeno 19. 4. 2011.

[PEA_MAO-B_Substrate-Yang-7] Yang HY, Neff NH. (November 1973). „Beta-phenylethylamine: a specific substrate for type B monoamine oxidase of brain”. The Journal of Pharmacology and Experimental Therapeutics 187 (2): 365–71. ISSN 0022-3565. PMID 4748552.

[PEA_MAO-A_and_B_Substrate-Suzuki-8] Suzuki O, Katsumata Y, Oya M. (March 1981). „Oxidation of beta-phenylethylamine by both types of monoamine oxidase: examination of enzymes in brain and liver mitochondria of eight species”. The Journal of Neurochemistry 36 (3): 1298–301. DOI:10.1111/j.1471-4159.1981.tb01734.x. ISSN 0022-3042. PMID 7205271.

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p r u Neurotransmiteri
Aminokiseline	Alanin • Aspartat • Cikloserin • DMG • GABA • Glutamat • Glicin • Hipotaurin • Kinurenska kiselina (Transtorin) • NAAG (Spaglumska kiselina) • NMG (Sarkozin) • Serin • Taurin • TMG (Betain)
Endokanabinoidi	2-AG • 2-AGE (Noladin etar) • AEA (Anandamid) • NADA • OAE (Virodhamin) • Oleamid
Gasotransmiteri	Ugljen-monoksid • Vodonik-sulfid • Azot-monoksid • Azotsuboksid
Monoamini	Dopamin • Epinefrin (Adrenalin) • Melatonin • NAS (Normelatonin) • Norepinefrin (Noradrenalin) • Serotonin (5-HT)
Purini	Adenozin • ADP • AMP • ATP
Trag amini	3-ITA • 5-MeO-DMT • Bufotenin • DMT • NMT • Oktopamin • Fenetilamin • Sinefrin • Tironamin • Triptamin • Tiramin
Drugi	1,4-BD • Acetilholin • GBL • GHB • Histamin
Vidi isto Neuropeptidi