6-APDB: Difference between revisions

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| ''[[6-APDB/Summary|Summary sheet: 6-APDB]]''

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'''6-APDB''' (also known as '''6-(2-aminopropyl)~~benzofuran~~''' or '''~~benzofury~~''') is a [[stimulant]] and [[Psychoactive class::entactogen]]ic [[research chemical]] of the [[Chemical class::phenethylamine]] and [[Chemical class::benzofuran|benzofuran]] classes. It is a closely related synthetic analogue of [[MDA]] and broadly shares the characteristics of serotonin-selective triple monoamine releasers and [[reuptake inhibitors]] associated with other [[entactogen]]ic or [[empathogen]]ic compounds.

'''6-APDB''' (also known as '''6-(2-aminopropyl)-2,3-dihydrobenzofuran''' or '''4-Desoxy-MDA''') is a [[stimulant]] and [[Psychoactive class::entactogen]]ic [[research chemical]] of the [[Chemical class::phenethylamine]] and [[Chemical class::benzofuran|benzofuran]] classes. It is a closely related synthetic analogue of [[MDA]] and broadly shares the characteristics of serotonin-selective triple monoamine releasers and [[reuptake inhibitors]] associated with other [[entactogen]]ic or [[empathogen]]ic compounds.

6-APDB was first synthesized and studied in 1993 by [[David E. Nichols]] as a potential non-neurotoxic alternative to [[MDMA]]. It did not come into popular recreational use until over a decade later, where it briefly entered the rave scene and global research chemicals market, in particular the "legal highs" market in the U.K., before its sale and import were subsequently banned.

6-APDB was first synthesized and studied along with 5-APDB in 1993 by [[David E. Nichols]] as a potential non-neurotoxic alternative to [[MDMA]]<ref> "Synthesis and pharmacological examination of benzofuran, indan, and tetralin analogues of 3,4-(methylenedioxy)amphetamine"|https://www.ncbi.nlm.nih.gov/pubmed/8246240</ref>. It did not come into popular recreational use until over a decade later, where it briefly entered the rave scene and global research chemicals market, in particular the "legal highs" market in the U.K., before its sale and import were subsequently banned.

Because 6-APDB and other substituted benzofurans have not been explicitly outlawed in some countries, they are often technically legal, contributing to their popularity as a substitute or replacement for serotonergic [[entactogens]] like [[MDMA]] or [[MDA]], and are typically distributed through the online [[research chemical]]s grey market.

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==Chemistry==

[[File:Phenethylamine.png|thumb|right|253px|thumb|right|253px||General formula of a phenethylamine molecule]]

6-APDB, also known as 6-(2-aminopropyl)~~benzofuran~~, is a synthetic molecule of the [[benzofuran]] family. Molecules of this class contain a [[phenethylamine]] core bound to an amino (NH2) group through an ethyl chain with an additional methyl substitution at Rα.

6-APDB, also known as 6-(2-aminopropyl)-2,3-dihydrobenzofuran, is a synthetic molecule of the [[benzofuran]] family. Molecules of this class contain a [[phenethylamine]] core bound to an amino (NH2) group through an ethyl chain with an additional methyl substitution at Rα.

6-APDB does not contain a methyl substitution on RN, a motif which it shares with [[MDA]]. It is ~~comprised~~ of ~~an an~~ oxygen~~-substituted [[benzofuran]] ring fused at R~~3~~ and R~~4~~ of the phenyl~~ ring. 6-APDB shares this furan ring with [[5-APDB]], [[5-MAPDB]] and [[6-MAPDB]].

6-APDB does not contain a methyl substitution on RN, a motif which it shares with [[MDA]]. It is an analogue of MDA where the heterocyclic 4-position oxygen from the 3,4-methylenedioxy ring has been replaced with a methylene bridge. 6-APDB shares this furan ring with [[5-APDB]], [[5-MAPDB]] and [[6-MAPDB]].

==Pharmacology==

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 | ''[[6-APDB/Summary|Summary sheet: 6-APDB]]''
 |}
-'''6-APDB''' (also known as '''6-(2-aminopropyl)benzofuran''' or '''benzofury''') is a [[stimulant]] and [[Psychoactive class::entactogen]]ic [[research chemical]] of the [[Chemical class::phenethylamine]] and [[Chemical class::benzofuran|benzofuran]] classes. It is a closely related synthetic analogue of [[MDA]] and broadly shares the characteristics of serotonin-selective triple monoamine releasers and [[reuptake inhibitors]] associated with other [[entactogen]]ic or [[empathogen]]ic compounds.
+'''6-APDB''' (also known as '''6-(2-aminopropyl)-2,3-dihydrobenzofuran''' or '''4-Desoxy-MDA''') is a [[stimulant]] and [[Psychoactive class::entactogen]]ic [[research chemical]] of the [[Chemical class::phenethylamine]] and [[Chemical class::benzofuran|benzofuran]] classes. It is a closely related synthetic analogue of [[MDA]] and broadly shares the characteristics of serotonin-selective triple monoamine releasers and [[reuptake inhibitors]] associated with other [[entactogen]]ic or [[empathogen]]ic compounds.
--APDB was first synthesized and studied in 1993 by [[David E. Nichols]] as a potential non-neurotoxic alternative to [[MDMA]]. It did not come into popular recreational use until over a decade later, where it briefly entered the rave scene and global research chemicals market, in particular the "legal highs" market in the U.K., before its sale and import were subsequently banned.
+-APDB was first synthesized and studied along with 5-APDB in 1993 by [[David E. Nichols]] as a potential non-neurotoxic alternative to [[MDMA]]<ref> "Synthesis and pharmacological examination of benzofuran, indan, and tetralin analogues of 3,4-(methylenedioxy)amphetamine"|https://www.ncbi.nlm.nih.gov/pubmed/8246240</ref>. It did not come into popular recreational use until over a decade later, where it briefly entered the rave scene and global research chemicals market, in particular the "legal highs" market in the U.K., before its sale and import were subsequently banned.
 Because 6-APDB and other substituted benzofurans have not been explicitly outlawed in some countries, they are often technically legal, contributing to their popularity as a substitute or replacement for serotonergic [[entactogens]] like [[MDMA]] or [[MDA]], and are typically distributed through the online [[research chemical]]s grey market.
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 ==Chemistry==
 [[File:Phenethylamine.png|thumb|right|253px|thumb|right|253px||General formula of a phenethylamine molecule]]
--APDB, also known as 6-(2-aminopropyl)benzofuran, is a synthetic molecule of the [[benzofuran]] family.  Molecules of this class contain a [[phenethylamine]] core bound to an amino (NH2) group through an ethyl chain with an additional methyl substitution at R<sub>α</sub>.
+-APDB, also known as 6-(2-aminopropyl)-2,3-dihydrobenzofuran, is a synthetic molecule of the [[benzofuran]] family.  Molecules of this class contain a [[phenethylamine]] core bound to an amino (NH2) group through an ethyl chain with an additional methyl substitution at R<sub>α</sub>.
--APDB does not contain a methyl substitution on R<sub>N</sub>, a motif which it shares with [[MDA]]. It is comprised of an an oxygen-substituted [[benzofuran]] ring fused at R<sub>3</sub> and R<sub>4</sub> of the phenyl ring. 6-APDB shares this furan ring with [[5-APDB]], [[5-MAPDB]] and [[6-MAPDB]].
+-APDB does not contain a methyl substitution on R<sub>N</sub>, a motif which it shares with [[MDA]]. It is an analogue of MDA where the heterocyclic 4-position oxygen from the 3,4-methylenedioxy ring has been replaced with a methylene bridge. 6-APDB shares this furan ring with [[5-APDB]], [[5-MAPDB]] and [[6-MAPDB]].
 ==Pharmacology==