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2C-B-FLY
Summary sheet: 2C-B-FLY
2C-B-FLY
2C-B-FLY is a lesser-known novel psychedelic substance of the
phenethylamine and benzodihydrodifuran classes that produces
an array of psychedelic and entactogenic effects when
administered. Reports have characterized its effects profile as
possessing features of 2C-B, mescaline and MDA, with a
duration of 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, 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.[1]
Around 2005, 2C-B-FLY appeared and gained some popularity Нашим русским друзьям
in the online research chemicals market before largely
disappearing in October 2009, when a batch of Bromo- Chemical Nomenclature
DragonFLY was accidentally mislabeled as 2C-B-FLY (Bromo- Common
2C-B-FLY
DragonFLY is dosed in micrograms, where 2C-B-FLY is dosed names
in milligrams) led to two deaths as a result of taking overdoses 8-bromo-2,3,6,7-benzo-
of Bromo-DragonFLY meant to be effective doses for 2C-B- Substitutive
dihydro-difuran-ethylam
name
FLY.[2] This event led to its immediate withdrawal until around ine
2016, when it resurfaced on the market again. 2-(4-bromo-2,3,6,7-tetr
Systematic ahydrofuro[2,3-f][1]ben
Very little data exists about the pharmacological properties, name zofuran-8-yl)ethanamin
metabolism, and toxicity of 2C-B-FLY, and it has little history of e
human usage. It has no documented history of being sold on the Class Membership
streets and is commercially distributed through online research
chemical vendors. Psychoactive
Psychedelic
class
Due to its high potency and sensitive dose-response, many Chemical Phenethylamine / Benz
reports also indicate that the effects of this substance should not class odihydrodifuran
be seen as a simple substitute for 2C-B. It is highly advised to
Routes of Administration
approach this potent, long-lasting, and unpredictable
hallucinogenic substance with the proper amount of precaution WARNING: Always start with
and harm reduction practices if choosing to use it. lower doses due to differences
between individual body weight,
Contents tolerance, metabolism, and
personal sensitivity. See
History and culture responsible use section.
Chemistry
⇣ Oral [Collapse]
Pharmacology Dosage
Subjective effects
Toxicity and harm potential
Legal status
See also
Threshold 2 mg
External links
Light 5 - 10 mg
Literature
Common 10 - 18 mg
References
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Strong 18 - 25 mg

Heavy 25 mg +
History and culture
Duration
Total 7 - 12 hours
This History and culture section is a stub.
Onset 30 - 60 minutes
As a result, it may contain incomplete or wrong Come up 1 - 2 hours
information. You can help by expanding it (https://
psychonautwiki.org/w/index.php?title=2C-B-FLY& Peak 3 - 5 hours
action=edit). Offset 2 - 3 hours

After effects 6 - 24 hours

In a 2007 MAPS newsletter interview, Ann Shulgin revealed DISCLAIMER: PW's dosage
that 2C-B-FLY as one of her favorite psychedelic substances information is gathered from
while also acknowledging the high variability in responses it users and resources for
seemed to display.[3] educational purposes only. It is
not a recommendation and
“ 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
should be verified with other
sources for accuracy.
that it’s not interesting to anybody else. I realized that
having said that, I was putting things in motion. The Interactions
Internet was full of 2CB Fly (sic), and people were Cannabis
asking about it and I thought “uh-oh.” It turned out that
it’s a disappointment to most other people. ” Stimulants
— Ann Shulgin
Tramadol

Lithium
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.
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.

Pharmacology
Further information: Serotonergic psychedelic
2C-B-FLY is a psychedelic phenethylamine, and is the dihydrodifuran analog of 2C-B.
Little is known about how the totality of its effects are produced, 2C-B-FLY's psychedelic effects are
believed to come from its efficacy at the 5-HT2A receptor as a partial agonist. However, the role of
these interactions and how they result in the psychedelic experience remains subject to on-going
scientific investigation.

Subjective effects

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In comparison to 2C-B, this compound presents a significantly more pronounced body high/load,
stronger visual effects, more complex geometry and more in-depth internal hallucinations which are
comparable to mescaline, 2C-E or MDA at higher doses. Lower doses, however, are associated with
more entactogenic as opposed to classical psychedelic effects.
Disclaimer: The effects listed below cite the Subjective Effect Index (SEI), an open research
literature based on anecdotal user reports and the personal analyses of PsychonautWiki
contributors. As a result, they should be viewed with a healthy degree of skepticism.
It is also worth noting that these effects will not necessarily occur in a predictable or reliable
manner, although higher doses are more liable to induce the full spectrum of effects. Likewise,
adverse effects become increasingly likely with higher doses and may include addiction, severe
injury, or death ☠.

Physical effects

The physical effects of 2C-B-FLY are comparable to that of traditional phenethylamines such
as 2C-E, mescaline and 2C-T-7 along with more pronounced side effects.
There have been
reports gastrointestinal disturbances following the use of this compound which include
diarrhea, nausea, moderate to severe stomach bloating and general gassiness at moderate to
heavy doses. These effects are comparable to that of 5-MeO-MiPT, 2C-T-7 and other
compounds with suspected MAO-altering properties. This suggests that 2C-B-FLY may
potentially have such MAO-altering properties of its own, which may make it dangerous to
combine with certain substances.
Stimulation and Sedation - At light dosages, this compound is generally stimulating but
in a gentle, non-forceful manner similar to that of 2C-B or mescaline. At higher dosages
one may find the amount of stimulation to increase to an uncomfortable level with
undertones of sedation or lethargy in a manner similar to that of 2C-C or 2C-T-7.
Spontaneous physical sensations - The "body high" of 2C-B-FLY can be described as a
pleasurable, warm, soft, all-encompassing and mild tingling sensation. This maintains a
consistent presence that steadily rises with the onset and hits its limit once the peak has
been reached. It is comparable to that of a milder mescaline, 2C-B or 2C-E experience.
Physical euphoria
Tactile enhancement
Temperature regulation suppression - Compared to 2C-B, this effect is far more
pronounced and unpredictable in its manifestation. Small increases in the dose may result
in large changes in this effect.
Increased bodily temperature
Bodily control enhancement
Bodily pressures
Increased blood pressure
Increased libido
Headaches - This effect is more commonly reported than 2C-B or other traditional
phenethylamines.
Muscle cramps
Stomach bloating
Stomach cramps
Nausea
Diarrhea
Dehydration
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Difficulty urinating
Excessive yawning
Watery eyes
Pupil dilation
Teeth grinding

Visual effects

Enhancements

Colour enhancement
Pattern recognition enhancement
Visual acuity enhancement
Distortions

Drifting (melting, breathing, morphing and flowing) - In comparison to other psychedelics,


this effect can be described as highly detailed, slow and smooth in motion, intricate in
appearance and unrealistic/cartoon-like in style. It is very comparable to that of 2C-B or
mescaline.
Tracers
After images
Colour shifting
Depth perception distortions
Perspective distortions
Symmetrical texture repetition
Geometry

The visual geometry that is present throughout this trip can be described as more similar in
appearance to that of mescaline, 2C-B and 2C-D than psilocin or ayahuasca. It can be
comprehensively described through its style variations as intricate in complexity, abstract in
form, synthetic in style, structured in organization, brightly lit and multicoloured in scheme,
glossy in shading, flat in edges, large in size, fast in speed, smooth in motion, angular in
corners, non-immersive in-depth and consistent in intensity. They have a contradictory
combination of a very "natural" but also "neon digital" feel to them and at higher dosages are
significantly more likely to result in states of level 8B visual geometry over level 8A.
Hallucinatory states

2C-B-FLY produces a moderate range of hallucinatory states in a fashion that is comparable


to mescaline or common doses of 2C-E. This is more consistent and reproducible than that of
many other commonly used psychedelics such as 2C-B or LSD. It tends to occur at heavier
dosages and integrates seamlessly with the accompanying geometry. These effects generally
include:
Transformations
Internal hallucination (autonomous entities; settings, sceneries, and landscapes;
perspective hallucinations and scenarios and plots)

Cognitive effects

2C-B-FLY tends to maintain a level of relatively normal and sober thought structure regardless
of the subjective visual, physical and cognitive accompanying effects intensity. This leaves the
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user in control in a manner which would not be possible on many compounds such as 4-AcO-
DMT or LSD due to their accompanying confusion and delusions.
Conceptual thinking
Creativity enhancement
Disinhibition
Emotion enhancement
Empathy, affection, and sociability enhancement - This compound presents
entactogenic effects on a level which is less intense than that of 2C-B or MDMA but similar
in quality to that of mescaline or 2C-E.
Increased libido
Increased music appreciation
Increased sense of humor
Memory suppression
Novelty enhancement
Thought acceleration
Time distortion
Wakefulness

Auditory effects

Enhancements
Distortions
Hallucinations

After effects

The effects which occur during the offset of this compound are comparable to that of a mild
stimulant or entactogen. The experience generally feels negative and uncomfortable in
comparison to the effects which occurred during its peak. This is often referred to as a
"comedown" and may occur due to the physically fatiguing aspects of this substance. Its
effects commonly include:
Headaches
Diarrhea
Cognitive fatigue
Motivation suppression
Thought deceleration

Experience reports
There are currently no anecdotal reports which describe the effects of this compound within our
experience index. Additional experience reports can be found here:
Erowid Experience Vaults: 2C-B-FLY (https://www.erowid.org/experiences/subs/exp_2CBFly.shtm
l)

Toxicity and harm potential

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This toxicity and harm potential section is a stub. (http://psychonautwiki.org/w/index.php?tit


le=Special%3AWhatLinksHere&target=Template%3AStub&namespace=)

As a result, it may contain incomplete or even dangerously wrong information! You


can help by expanding upon or correcting it. (https://psychonautwiki.org/w/index.php?tit
le=2C-B-FLY&action=edit)

Note: Always conduct independent research and use harm reduction practices if
using this substance.

Further information: Research chemicals § Toxicity and harm potential, and Responsible use §
Hallucinogens
The toxicity and long-term health effects of recreational 2C-B-FLY do not seem to have been studied
in any scientific context and the exact toxic dose is unknown. This is because 2C-B-FLY is a research
chemical with a very limited history of human usage.
Anecdotal evidence from people within the community who have tried 2C-B-FLY suggests that there
are no negative health effects attributed to simply trying the drug by itself at low to moderate doses
and using it very sparingly (but nothing can be completely guaranteed). Independent research (http
s://www.google.com/) should always be done to ensure that a combination of two or more substances
is safe before consumption.
It is strongly recommended that one use harm reduction practices when using this substance.

Tolerance and addiction potential


2C-B-FLY is not habit-forming, and the desire to use it can actually decrease with use. It is most often
self-regulating.
Tolerance to the effects of 2C-B-FLY is built almost immediately after ingestion. After that, it takes
about 3 days for the tolerance to be reduced to half and 7 days to be back at baseline (in the absence
of further consumption). 2C-B-FLY presents cross-tolerance with all psychedelics, meaning that after
the consumption of 2C-B-FLY all psychedelics will have a reduced effect.

Dangerous interactions
Warning: Many psychoactive substances that are reasonably safe to use on their own can
suddenly become dangerous and even life-threatening when combined with certain other
substances. The following list provides some known dangerous interactions (although it is not
guaranteed to include all of them).
Always conduct independent research (e.g. Google (https://www.google.com), DuckDuckGo (http
s://www.duckduckgo.com), PubMed (https://pubmed.ncbi.nlm.nih.gov/)) to ensure that a
combination of two or more substances is safe to consume. Some of the listed interactions have been
sourced from TripSit (https://combo.tripsit.me).
Lithium - Lithium is commonly prescribed for the treatment of bipolar disorder (https://en.wikipedi
a.org/wiki/Bipolar_disorder). There is a large body of anecdotal evidence that suggests taking it
with psychedelics significantly increases the risk of psychosis and seizures. As a result, this
combination is strictly discouraged.
Cannabis - Cannabis may have an unexpectedly strong and unpredictable synergy with the
effects of 2C-B-FLY. Caution is advised with this combination as it can significantly increase the
risk of adverse psychological reactions like anxiety, paranoia, panic attacks, and psychosis. Users
are advised to start off with only a fraction of their normal cannabis dose and take long breaks
between hits to avoid unintentional overdose.
Stimulants - Stimulants like amphetamine, cocaine or methylphenidate affect many parts of the
brain and alter dopaminergic function. This combination can increase the risk of anxiety, paranoia,

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panic attacks, and thought loops. This interaction may also result in an elevated risk of mania and
psychosis.
Tramadol - Tramadol is well-documented to lower the seizure threshold[4] and psychedelics may
act to trigger seizures in susceptible individuals.
If 2C-B-FLY does have suspected MAO-altering effects, this could indicate that 2C-B-FLY is more
likely to induce serotonin syndrome or general monoamine overload (especially at high dosages) than
other serotonergic psychedelics.[5] This may make it dangerous to combine it with MAOIs, stimulants
and certain substances which modulate synaptic concentrations of neurotransmitters such as
serotonin, dopamine and norepinephrine through unknown mechanisms. These substances include
but are not limited to:

5-MeO-MiPT Isopropylphenidate
2-C-T-7 MDAI
AMT MDMA
Ayahuasca Mephedrone
Harmala alkaloids Methamphetamine
2-AI Methiopropamine
2-FMA Methylone
3-FPM Methylphenidate
4-FA Modafinil
A-PVP Nicotine
Amphetamine NM-2-AI
Cocaine Noopept
Ethylphenidate SSRIs
N-Methylbisfluoromodafinil SNRIs

Legal status

This legality section is a stub.

As such, it may contain incomplete or wrong information. You can help by


expanding it (https://psychonautwiki.org/w/index.php?title=2C-B-FLY&action=edit).

Austria: 2C-B-FLY is illegal to possess, produce and sell under the NPSG. (Neue-Psychoaktive-
Substanzen-Gesetz Österreich).
Canada: 2C-B-FLY would be considered Schedule III as it is a derivative of 2,5-
dimethoxyphenethylamine.[6]
Germany: 2C-B-FLY is controlled under the NpSG (New Psychoactive Substances Act) as of
November 26, 2016.[7][8] Production and import with the aim to place it on the market,
administration to another person and trading is punishable. Possession is illegal but not
penalized.[9]
Italy: 2C-B-FLY is a schedule I substance and is illegal to possess, produce, sell and buy.
Sweden: As of April 2018, 2C-B-FLY is illegal to possess, sell, buy and use under Swedish
law.[10]
Switzerland: It is unclear whether 2C-B-FLY is in the scope of a substituted phenethylamine
under Verzeichnis E point 130, since it is not an "alkyl, alkoxy, alkylenedioxy or halide derivative of
phenethylamine", while additionally containing further univalent substituents, according to the
scope. Although it could theoretically be considered an alkoxy derivative, it would still miss one
hydrogen atom on the alkyl part of the alkoxy substituent. It is also unclear if it can be considered

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a true ether analog of an ether analog of 2C-B which would make it controlled under Buchstabe
C.[11]
The Netherlands: 2C-B-FLY is legally available as a research chemical (not for human
consumption).
Turkey: 2C-B-FLY is a classed as drug and is illegal to possess, produce, supply, or import.[12]
[13]

United Kingdom: It is illegal to produce, supply, or import this drug under the Psychoactive
Substance Act, which came into effect on May 26th, 2016.[14]
United States: 2C-B-FLY is unscheduled and uncontrolled in the United States. However, it may
fall under the scope of the Federal Analogue Act if it is intended for human consumption given its
similarity to 2C-B.[15][16]

See also
Responsible use
Psychedelic
Phenethylamine
Bromo-DragonFLY
2C-x
2C-B

External links
2C-B-FLY (Wikipedia) (https://en.wikipedia.org/wiki/2C-B-FLY)
2C-B-FLY (Erowid Vault) (https://erowid.org/chemicals/2cb_fly/2cb_fly.shtml)
2C-B-FLY (Isomer Design) (https://isomerdesign.com/PiHKAL/explore.php?id=2021)

Discussion
The Big & Dandy 2C-B-Fly Thread (Bluelight) (http://www.bluelight.org/vb/threads/225385-The-Big
-amp-Dandy-2C-B-FLY-Thread)

Literature
Greene, S. L. (2013). Benzofurans and benzodifurans. In Novel Psychoactive Substances (pp.
383-392). https://doi.org/10.1016/B978-0-12-415816-0.00016-X

References
1. Erowid 2C-B-Fly Vaults : 2C-B-FLY (https://erowid.org/chemicals/2cb_fly/2cb_fly_info1.shtml)
2. Erowid 2C-B-Fly Vault: Death Reports 2009 (https://www.erowid.org/chemicals/2cb_fly/2cb_fly_de
ath1.shtml)
3. "An Interview with Ann Shulgin on Psychedelics and Self-Discovery" (https://maps.org/news-letter
s/v17n2/v17n2_annshulgin-23.pdf) (PDF). MAPS. 17 (2): 23–24. 2007.
4. Talaie, H.; Panahandeh, R.; Fayaznouri, M. R.; Asadi, Z.; Abdollahi, M. (2009). "Dose-
independent occurrence of seizure with tramadol". Journal of Medical Toxicology. 5 (2): 63–67.
doi:10.1007/BF03161089 (https://doi.org/10.1007%2FBF03161089). ISSN 1556-9039 (https://ww
w.worldcat.org/issn/1556-9039).

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5. Gallardo-Godoy, A., Fierro, A., McLean, T. H., Castillo, M., Cassels, B. K., Reyes-Parada, M.,
Nichols, D. E. (1 April 2005). "Sulfur-Substituted α-Alkyl Phenethylamines as Selective and
Reversible MAO-A Inhibitors: Biological Activities, CoMFA Analysis, and Active Site Modeling" (htt
ps://pubs.acs.org/doi/10.1021/jm0493109). Journal of Medicinal Chemistry. 48 (7): 2407–2419.
doi:10.1021/jm0493109 (https://doi.org/10.1021%2Fjm0493109). ISSN 0022-2623 (https://www.w
orldcat.org/issn/0022-2623).
6. Controlled Drugs and Substances Act (S.C. 1996, c. 19) |http://laws-lois.justice.gc.ca/eng/acts/C-
38.8/page-12.html#h-28
7. "Gesetz zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe" (https://www.bgbl.de/xaver/
bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl116s2615.pdf#__bgbl__%2F%2F*%5
B%40attr_id%3D%27bgbl116s2615.pdf%27%5D__1576017393518) (PDF) (in German).
Bundesanzeiger Verlag. Retrieved December 11, 2019.
8. "Anlage NpSG" (https://www.gesetze-im-internet.de/npsg/anlage.html) (in German).
Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 11, 2019.
9. "§ 4 NpSG" (https://www.gesetze-im-internet.de/npsg/__4.html) (in German). Bundesministerium
der Justiz und für Verbraucherschutz. Retrieved December 11, 2019.
10. Nyhetsarkiv — Folkhälsomyndigheten (https://www.folkhalsomyndigheten.se/nyheter-och-press/n
yhetsarkiv/)
11. "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe,
Vorläuferstoffe und Hilfschemikalien" (https://www.admin.ch/opc/de/classified-compilation/201012
20/index.html) (in German). Bundeskanzlei [Federal Chancellery of Switzerland]. Retrieved
January 1, 2020.
12. https://resmigazete.gov.tr/eskiler/2014/01/20140125-3.htm
13. https://resmigazete.gov.tr/eskiler/2014/01/20140125-3-1.pdf
14. Psychoactive Substances Act 2016 (https://www.legislation.gov.uk/ukpga/2016/2/contents/enacte
d)
15. Drug control: Highlights of P.L. 99-570, Anti Drug Abuse Act of 1986: (drug-related provisions
only) (1986). bill.
16. "Controlled Substances: by CSA Schedule (https://www.deadiversion.usdoj.gov/schedules/orange
book/e_cs_sched.pdf#page=1)" (PDF). U.S. Department of Justice. November 18, 2021. p. 1.

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