Chemistry:6-Chloro-MDA

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6-Chloro-MDA, also known as 6-chloro-3,4-methylenedioxyamphetamine or as 2-chloro-4,5-methylenedioxyamphetamine (2-Cl-4,5-MDA), is a psychoactive drug of the phenethylamine, amphetamine, and MDxx families related to 3,4-methylenedioxyamphetamine (MDA).[1][2] It is the 6-chloro derivative of MDA.[1] The drug has an active dose of 160 mg orally and a duration of approximately 8 hours.[1] It is a weak monoamine oxidase inhibitor (MAOI).[3][4][5] 6-Chloro-MDA was first described in the scientific literature by 1970.[2][6] The properties of 6-chloro-MDA in humans were described by Daniel Trachsel and colleagues in 2013 via personal communication with P. Rausch in 2009.[1]

See also

References

  1. ↑ 1.0 1.1 1.2 1.3 (in de) Phenethylamine: von der Struktur zur Funktion. Nachtschatten-Science (1st ed.). Solothurn: Nachtschatten-Verlag. 2013. pp. 830, 878. ISBN 978-3-03788-700-4. OCLC 858805226. https://books.google.com/books?id=-Us1kgEACAAJ. "Die halogenierten Verbindungen 6F-MDA (294), 6CL-MDA (295) und 6BR-MDA (296; 2-BR-4,5-MDA) sind bekannte Verbindungen. [...] Das Chloroanalogon 6CL-MDA (295) war in ersten Tests im Menschen vergleichbar aktiv Wie 2Me-MDA (292) (160mg, rund 8h Dauer) [140], und 6BR-MDA (296; 2-BR-4,5-MDA) erwies sich bei Dosierungen von bis zu 350mg als inaktiv [8, 134]. [...] 295; 6CL-MDA; 160mg; 8h. [...] [140] P. Rausch. Persönliche Mitteilung, 2009." 
  2. ↑ 2.0 2.1 The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. 1. Berkeley: Transform Press. 2011. pp. 347. ISBN 978-0-9630096-3-0. "2-Cl-4,5-MDA [27164-29-0] (2,3) [...] (2) Synthesized as a potential psychedelic drug (Hellot et al., 1970a). (3) MDA, and three analogues with a chloro, bromo, or a nitro group in the 6-position, were experimentally oxidized by differential pulse voltammetry (Squella et al., 1993)." 
  3. ↑ "Amphetamine Derivatives as Monoamine Oxidase Inhibitors". Frontiers in Pharmacology 10. 2019. doi:10.3389/fphar.2019.01590. PMID 32038257. 
  4. ↑ "Monoamine oxidase inhibitory properties of some methoxylated and alkylthio amphetamine derivatives: structure-activity relationships". Biochemical Pharmacology 54 (12): 1361–1369. December 1997. doi:10.1016/s0006-2952(97)00405-x. PMID 9393679. https://repositorio.uchile.cl/handle/2250/157599. 
  5. ↑ "Charge-transfer interactions in the inhibition of MAO-A by phenylisopropylamines--a QSAR study". Journal of Computer-Aided Molecular Design 16 (2): 95–103. February 2002. doi:10.1023/a:1016344030772. PMID 12188024. Bibcode: 2002JCAMD..16...95V. 
  6. ↑ "Psychotropes potentiels VI. Synthèse de nouveaux mescalinoïdes.". Chimie Therapeutique 5 (1): 55–64. 1970. https://isomerdesign.com/bitnest/external/ChimieTherapeutique/5.1.55. 



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