Supstituisani amfetamin

Supstituisani amfetamin
Klasa leka
Racemični skelet amfetamina
Identifikatori klase
Hemijska klasaSupstituisani derivati amfetamina
Na Vikipodacima
Optički izomeri amfetamina
L-amfetamin D-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).

Reference

  1. ^ а б в г д ђ е ж з и ј к л 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. ^ а б в 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. 
  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 5685426Слободан приступ. 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.2017.05.007Слободан приступ. 

Literatura

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