Supstituisani amfetamin

Supstituisani amfetamini u klasa jedinjenja bazirana na amfetaminskoj strukturi;^[1] to uključuje sva derivatna jedinjenja koja nastaju zamenom, ili supstitucijom, jednog ili više atoma vodonika u strukturi jezgra amfetamina sa supstituentima.^[1][2][3][4] Jedinjenja u ovoj klasi obuhvataju različite farmakološke podklase, uključujući stimulante, empatogene i halucinogene, između ostalog.^[2] Primeri supstituisanih amfetamina su amfetamin (sam),^[1][2] metamfetamin,^[1] efedrin,^[1] katinon,^[1] fentermin,^[1] mefentermin,^[1] tranilcipromin,^[5] bupropion,^[1] metoksifenamin,^[1] selegilin,^[1] amfepramon (dietilpropion),^[1] pirovaleron,^[1] MDMA (ekstazi) i DOM (STP).

Supstituisani amfetamin
Klasa leka
Skeleton racemskog amfetamina
Identifikatori klase
Hemijska klasa	Supstituisani derivati amfetamina
Na Vikipodacima

Optički izomeri amfetamina

L-amfetamin	D-amfetamin

Reference

1. Hagel JM, Krizevski R, Marsolais F, Lewinsohn E, Facchini PJ (2012). „Biosynthesis of amphetamine analogs in plants”. Trends Plant Sci. 17 (7): 404—412. PMID 22502775. doi:10.1016/j.tplants.2012.03.004. „Substituted amphetamines, which are also called phenylpropylamino alkaloids, are a diverse group of nitrogen-containing compounds that feature a phenethylamine backbone with a methyl group at the α-position relative to the nitrogen (Figure 1). Countless variation in functional group substitutions has yielded a collection of synthetic drugs with diverse pharmacological properties as stimulants, empathogens and hallucinogens [3]. ... Beyond (1R,2S)-ephedrine and (1S,2S)-pseudoephedrine, myriad other substituted amphetamines have important pharmaceutical applications. The stereochemistry at the α-carbon is often a key determinant of pharmacological activity, with (S)-enantiomers being more potent. For example, (S)-amphetamine, commonly known as d-amphetamine or dextroamphetamine, displays five times greater psychostimulant activity compared with its (R)-isomer [78]. Most such molecules are produced exclusively through chemical syntheses and many are prescribed widely in modern medicine. For example, (S)-amphetamine (Figure 4b), a key ingredient in Adderall and Dexedrine, is used to treat attention deficit hyperactivity disorder (ADHD) [79]. ...
   [Figure 4](b) Examples of synthetic, pharmaceutically important substituted amphetamines.”
2. Glennon RA (2013). „Phenylisopropylamine stimulants: amphetamine-related agents”. Ур.: Lemke TL, Williams DA, Roche VF, Zito W. Foye's principles of medicinal chemistry (7th изд.). Philadelphia, USA: Wolters Kluwer Health/Lippincott Williams & Wilkins. стр. 646—648. ISBN 9781609133450. „The simplest unsubstituted phenylisopropylamine, 1-phenyl-2-aminopropane, or amphetamine, serves as a common structural template for hallucinogens and psychostimulants. Amphetamine produces central stimulant, anorectic, and sympathomimetic actions, and it is the prototype member of this class (39).”
3. Lillsunde P, Korte T (март 1991). „Determination of ring- and N-substituted amphetamines as heptafluorobutyryl derivatives”. Forensic Sci. Int. 49 (2): 205—213. PMID 1855720. doi:10.1016/0379-0738(91)90081-s.CS1 одржавање: Формат датума (веза)
4. Custodio, Raly James Perez; Botanas, Chrislean Jun; Yoon, Seong Shoon; Peña, June Bryan de la; Peña, Irene Joy dela; Kim, Mikyung; Woo, Taeseon; Seo, Joung-Wook; Jang, Choon-Gon; Kwon, Yong Ho; Kim, Nam Yong (2017-11-01). „Evaluation of the Abuse Potential of Novel Amphetamine Derivatives with Modifications on the Amine (NBNA) and Phenyl (EDA, PMEA, 2-APN) Sites”. Biomolecules & Therapeutics (на језику: енглески). 25 (6): 578—585. ISSN 2005-4483. PMC 5685426 . PMID 29081089. doi:10.4062/biomolther.2017.141.
5. Ulrich S, Ricken R, Adli M (2017). „Tranylcypromine in mind (Part I): Review of pharmacology”. European Neuropsychopharmacology. 27 (8): 697—713. PMID 28655495. S2CID 4913721. doi:10.1016/j.euroneuro.2017.05.007 .

Literatura

• Ghodse, Hamid (2002). Drugs and Addictive Behaviour. A Guide to Treatment. 3rd Edition. Cambridge University Press. стр. 501. ISBN 978-0-511-05844-8.
• Glennon, Richard A. (2008). „Neurobiology of Hallucinogens”. The American Psychiatric Publishing textbook of substance abuse treatment. American Psychiatric Publishing. ISBN 978-1-58562-276-4.
• Goldfrank, Lewis R.; Flomenbaum, Neal (2006). Goldfrank's Toxicologic Emergencies, 8th Edition. McGraw Hill. ISBN 978-0-07-147914-1.
• Katzung, Bertram G. (2009). Basic & clinical pharmacology. 11th edition. McGraw-Hill Medical. ISBN 978-0-07-160405-5.^{[мртва веза]}
• Ledgard, Jared (2007). A Laboratory History of Narcotics. Volume 1. Amphetamines and Derivatives. Jared Ledgard. стр. 268. ISBN 978-0-615-15694-1.
• Schatzberg, Alan F.; Nemeroff, Charles B. (2009). The American Psychiatric Publishing Textbook of Psychopharmacology. The American Psychiatric Publishing. ISBN 978-1-58562-309-9.
• Snow, Otto (2002). Amphetamine syntheses. Thoth Press. ISBN 978-0-9663128-3-6.
• Veselovskaya NV, Kovalenko AE (2000). Drugs. Properties, effects, pharmacokinetics, metabolism. MA: Triada-X. ISBN 978-5-94497-029-9.

Spoljašnje veze

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