2C-B-FLY: Difference between revisions

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'''2C-B-FLY''' is a novel synthetic [[psychoactive class::psychedelic]] substance of the [[chemical class::phenethylamine]] and [[chemical class::benzodihydrodifuran]] chemical classes~~. It~~ produces a highly dose-sensitive ~~spectrum~~ of [[psychedelic]] and ~~moderate~~ [[entactogenic]] effects ~~which typically last 6–8 hours (or up to 12 hours in larger doses)~~ when [[Route of administration|administered]]. ~~Its~~ effects ~~have been compared to those~~ of [[2C-B]], [[mescaline]] and [[MDA]].

'''2C-B-FLY''' is a novel synthetic [[psychoactive class::psychedelic]] substance of the [[chemical class::phenethylamine]] and [[chemical class::benzodihydrodifuran]] chemical classes that produces a highly dose-sensitive array of [[psychedelic]] and partial [[entactogenic]] effects when [[Route of administration|administered]]. Reports have characterized its effects profile as possessing features of [[2C-B]], [[mescaline]] and [[MDA]], and it typically last 6–8 hours (or up to 12 hours in larger doses).

2C-B-FLY is a derivative of the [[2C-x]] family of psychedelic [[phenethylamines]], specifically [[2C-B]]. It was first synthesized by Aaron P. Monte in 1996.<ref>https://erowid.org/chemicals/2cb_fly/2cb_fly_info1.shtml</ref><ref>http://www.sciencedirect.com/topics/page/2C-B-FLY</ref>

2C-B-FLY is a derivative of the [[2C-x]] family of psychedelic [[phenethylamines]], specifically [[2C-B]], of which it significantly differs from in terms of its potency, metabolism, and potential toxicity. It was first synthesized by Aaron P. Monte in 1996.<ref>https://erowid.org/chemicals/2cb_fly/2cb_fly_info1.shtml</ref><ref>http://www.sciencedirect.com/topics/page/2C-B-FLY</ref>

~~It briefly~~ gained popularity ~~around 2005~~ before ~~almost~~ disappearing ~~from the market~~ in October 2009, when ~~two deaths occurred due to the~~ accidental mislabeling of [[Bromo-DragonFLY]] (which is an order of magnitude more potent) ~~as 2C-B-FLY~~.<ref>Information on Reported Deaths Related to 2C-B-FLY | https://www.erowid.org/chemicals/2cb_fly/2cb_fly_death1.shtml</ref> This led to its immediate withdrawal until 2016 when it resurfaced on the market again.

Around 2005, 2C-B-FLY appeared and gained some popularity in the online [[research chemicals]] market before largely disappearing in October 2009, when an accidental mislabeling of it as [[Bromo-DragonFLY]] (which is an order of magnitude more potent and easier to [[overdose]] on) led to two deaths.<ref>Information on Reported Deaths Related to 2C-B-FLY | https://www.erowid.org/chemicals/2cb_fly/2cb_fly_death1.shtml</ref> This event led to its immediate withdrawal until around 2016, when it resurfaced on the market again.

Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-B-FLY, and it has little history of human usage. It has no documented history of being sold on the streets and is commercially distributed through online [[research chemical]] vendors.

Due to its high potency and sensitive dose-response, many reports also indicate that the effects of this substance should not be seen as a simple substitute for [[2C-B]]. It is highly advised to approach this potent, long-lasting, and unpredictable hallucinogenic substance with the proper amount of precaution and harm reduction practices if choosing to use it.

==History and culture==

In a 2007 [[MAPS]] newsletter interview, [[Anne Shulgin]] revealed that 2C-B-FLY as one of her favorite [[psychedelic]] substances while also acknowledging the high variability in responses it seemed to display.<ref>http://www.maps.org/news-letters/v17n2/v17n2_annshulgin-23.pdf</ref>

{{quote3|text=I said often, too often, that something called 2CB Fly ''(sic)'' was absolutely great for me. To me, it’s the loveliest thing, especially for eroticism. But I found out that it’s not interesting to anybody else. I realized that having said that, I was putting things in motion. The Internet was full of 2CB Fly ''(sic)'', and people were asking about it and I thought “uh-oh.” It turned out that it’s a disappointment to most other people.|author=Ann Shulgin}}

==Chemistry==

2C-B-FLY is a substituted molecule of the [[phenethylamine]] and [[dihydrobenzofuran]] chemical classes. 2C-B-FLY features a phenyl ring bound to an amino (NH2) group through an ethyl chain and contains a bromine atom attached to carbon R4 of the phenyl ring. ~~2C-B-FLY~~ is an atypical psychedelic phenethylamine which is closely analogous to [[2C-B]]; it is the dihydrofuran analog to 2C-B, where it incorporates the methoxy groups bound to R2 and R5 of 2C-B into five-member dihydrofuran rings fused to the central benzene ring.

2C-B-FLY is a substituted molecule of the [[phenethylamine]] and [[dihydrobenzofuran]] chemical classes. 2C-B-FLY features a phenyl ring bound to an amino (NH2) group through an ethyl chain and contains a bromine atom attached to carbon R4 of the phenyl ring.

It is an atypical psychedelic phenethylamine which is closely analogous to [[2C-B]]; it is the dihydrofuran analog to 2C-B, where it incorporates the methoxy groups bound to R2 and R5 of 2C-B into five-member dihydrofuran rings fused to the central benzene ring.

2C-B-FLY belongs to a group of phenethylamine derivatives referred to as the FLY compounds, named for their insect-like appearance of two “wing-like” tetrahydrofuran rings fused on the opposite sides of the central benzene ring. The incorporation of the two methoxy groups into the 5 member rings fixes them into the optimum position for binding to the receptors they interact with resulting in an increase in potency compared to the compound's non-rigid counterpart [[2C-B]].<ref>http://heffter.org/docs/hrireview/01/chapter5.pdf</ref>

@@ Line 2: / Line 2: @@
 {{SubstanceBox/2C-B-FLY}}
-'''2C-B-FLY''' is a novel synthetic [[psychoactive class::psychedelic]] substance of the [[chemical class::phenethylamine]] and [[chemical class::benzodihydrodifuran]] chemical classes. It produces a highly dose-sensitive spectrum of [[psychedelic]] and moderate [[entactogenic]] effects which typically last 6–8 hours (or up to 12 hours in larger doses) when [[Route of administration|administered]]. Its effects have been compared to those of [[2C-B]], [[mescaline]] and [[MDA]].
+'''2C-B-FLY''' is a novel synthetic [[psychoactive class::psychedelic]] substance of the [[chemical class::phenethylamine]] and [[chemical class::benzodihydrodifuran]] chemical classes that produces a highly dose-sensitive array of [[psychedelic]] and partial [[entactogenic]] effects when [[Route of administration|administered]]. Reports have characterized its effects profile as possessing features of [[2C-B]], [[mescaline]] and [[MDA]], and it typically last 6–8 hours (or up to 12 hours in larger doses).
-C-B-FLY is a derivative of the [[2C-x]] family of psychedelic [[phenethylamines]], specifically [[2C-B]]. It was first synthesized by Aaron P. Monte in 1996.<ref>https://erowid.org/chemicals/2cb_fly/2cb_fly_info1.shtml</ref><ref>http://www.sciencedirect.com/topics/page/2C-B-FLY</ref>
+C-B-FLY is a derivative of the [[2C-x]] family of psychedelic [[phenethylamines]], specifically [[2C-B]], of which it significantly differs from in terms of its potency, metabolism, and potential toxicity. It was first synthesized by Aaron P. Monte in 1996.<ref>https://erowid.org/chemicals/2cb_fly/2cb_fly_info1.shtml</ref><ref>http://www.sciencedirect.com/topics/page/2C-B-FLY</ref>
-It briefly gained popularity around 2005 before almost disappearing from the market in October 2009, when two deaths occurred due to the accidental mislabeling of [[Bromo-DragonFLY]] (which is an order of magnitude more potent) as 2C-B-FLY.<ref>Information on Reported Deaths Related to 2C-B-FLY | https://www.erowid.org/chemicals/2cb_fly/2cb_fly_death1.shtml</ref> This led to its immediate withdrawal until 2016 when it resurfaced on the market again.
+Around 2005, 2C-B-FLY appeared and gained some popularity in the online [[research chemicals]] market before largely disappearing in October 2009, when an accidental mislabeling of it as [[Bromo-DragonFLY]] (which is an order of magnitude more potent and easier to [[overdose]] on) led to two deaths.<ref>Information on Reported Deaths Related to 2C-B-FLY | https://www.erowid.org/chemicals/2cb_fly/2cb_fly_death1.shtml</ref> This event led to its immediate withdrawal until around 2016, when it resurfaced on the market again.
 Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-B-FLY, and it has little history of human usage. It has no documented history of being sold on the streets and is commercially distributed through online [[research chemical]] vendors.
 Due to its high potency and sensitive dose-response, many reports also indicate that the effects of this substance should not be seen as a simple substitute for [[2C-B]]. It is highly advised to approach this potent, long-lasting, and unpredictable hallucinogenic substance with the proper amount of precaution and harm reduction practices if choosing to use it.
+==History and culture==
+In a 2007 [[MAPS]] newsletter interview, [[Anne Shulgin]] revealed that 2C-B-FLY as one of her favorite [[psychedelic]] substances while also acknowledging the high variability in responses it seemed to display.<ref>http://www.maps.org/news-letters/v17n2/v17n2_annshulgin-23.pdf</ref>
+{{quote3|text=I said often, too often, that something called 2CB Fly ''(sic)'' was absolutely great for me. To me, it’s the loveliest thing, especially for eroticism. But I found out that it’s not interesting to anybody else. I realized that having said that, I was putting things in motion. The Internet was full of 2CB Fly ''(sic)'', and people were asking about it and I thought “uh-oh.” It turned out that it’s a disappointment to most other people.|author=Ann Shulgin}}
 ==Chemistry==
-C-B-FLY is a substituted molecule of the [[phenethylamine]] and [[dihydrobenzofuran]] chemical classes. 2C-B-FLY features a phenyl ring bound to an amino (NH<sub>2</sub>) group through an ethyl chain and contains a bromine atom attached to carbon R<sub>4</sub> of the phenyl ring. 2C-B-FLY is an atypical psychedelic phenethylamine which is closely analogous to [[2C-B]]; it is the dihydrofuran analog to 2C-B, where it incorporates the methoxy groups bound to R<sub>2</sub> and R<sub>5</sub> of 2C-B into five-member dihydrofuran rings fused to the central benzene ring.
+C-B-FLY is a substituted molecule of the [[phenethylamine]] and [[dihydrobenzofuran]] chemical classes. 2C-B-FLY features a phenyl ring bound to an amino (NH<sub>2</sub>) group through an ethyl chain and contains a bromine atom attached to carbon R<sub>4</sub> of the phenyl ring.
+It is an atypical psychedelic phenethylamine which is closely analogous to [[2C-B]]; it is the dihydrofuran analog to 2C-B, where it incorporates the methoxy groups bound to R<sub>2</sub> and R<sub>5</sub> of 2C-B into five-member dihydrofuran rings fused to the central benzene ring.
 C-B-FLY belongs to a group of phenethylamine derivatives referred to as the FLY compounds, named for their insect-like appearance of two “wing-like” tetrahydrofuran rings fused on the opposite sides of the central benzene ring. The incorporation of the two methoxy groups into the 5 member rings fixes them into the optimum position for binding to the receptors they interact with resulting in an increase in potency compared to the compound's non-rigid counterpart [[2C-B]].<ref>http://heffter.org/docs/hrireview/01/chapter5.pdf</ref>