2CD-5EtO is a
homologue of the
psychedelic
Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary mental states (known as psychedelic experiences or "trips") and a perceived "expansion of consciousness". Also referred to as classic halluci ...
phenethylamine
Phenethylamine (PEA) is an organic compound, natural monoamine alkaloid, and trace amine, which acts as a central nervous system stimulant in humans. In the brain, phenethylamine regulates monoamine neurotransmission by binding to trace ami ...
2C-D
2C-D, also known as 2C-M or as 2,5-dimethoxy-4-methylphenethylamine, is a psychedelic drug of the 2C family that is sometimes used as an entheogen. It was first synthesized in 1970 by a team from the Texas Research Institute of Mental Sciences, a ...
, where the 5-
methoxy
In organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula .
On a benzene ring, the Hammett equation classifies a methoxy substituent at the ''para'' position a ...
group of 2C-D has been lengthened to an ethoxy group. 2CD-5EtO is a representative example of the so-called "
tweetio" compounds discovered by
Alexander Shulgin
Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American biochemist, broad researcher of synthetic psychoactive compounds, and author of works regarding these, who independently explored the organic chemistry and ph ...
and briefly mentioned in his book ''
PiHKAL
''PiHKAL: A Chemical Love Story'' is a book by Alexander Shulgin and Ann Shulgin published in 1991. The subject of the work is Psychoactive drug, psychoactive phenethylamine Derivative (chemistry), chemical derivatives, notably those that act ...
''. They are homologues of the
2C family of drugs, where either one or both of the methoxy groups at the 2,5-positions of the aromatic ring have been replaced by ethoxy. The term tweetio was derived phonetically from the sound of the "2-ETO" derivatives.
Many tweetio derivatives of various 2C drugs have been synthesized and tested, including the 2-ethoxy homologues 2CD-2EtO, 2CB-2EtO, 2CI-2EtO, 2CT-2EtO, 2CT2-2EtO, 2CT4-2EtO and 2CT7-2EtO, the 5-ethoxy homologues 2CD-5EtO, 2CE-5EtO, 2CB-5EtO, 2CT-5EtO and 2CT2-5EtO, and the 2,5-diethoxy homologues 2CD-diEtO, 2CB-diEtO and 2CT2-diEtO, as well as
2CE-5iPrO.
In general, the 2-ethoxy homologues were all several times less potent and somewhat shorter acting than the parent compounds, while the 2,5-diethoxy homologues were far less potent and qualitatively milder even at high doses.
The 5-ethoxy homologues however were of a similar potency to the parent compounds and much longer-lasting, with both 2CE-5EtO and 2CT2-5EtO lasting 24 hours or more.
See also
*
TWEETIO (psychedelics)
TWEETIO is a family of phenethylamine psychedelic drugs. They are analogues of the 2C drugs (4-substituted 2,5-dimethoxyphenethylamines) in which one or both of the methoxy groups at positions 2 and 5 of the phenyl ring have been lengthened to ...
*
2CE-5iPrO
*
ASR-2001
ASR-2001, also known as 2CB-5PrO or as 4-bromo-2-methoxy-5-propoxyphenethylamine, is a non-hallucinogenic serotonin receptor agonist of the phenethylamine, 2C, and TWEETIO families which is under development for the treatment of psychiatric dis ...
References
External links
2C-D Entry in PiHKAL2C-E Entry in PiHKAL2C-T-2 Entry in PiHKAL
{{Phenethylamines
2C (psychedelics)
Amines
Ethoxy compounds
Methoxy compounds
Serotonin receptor agonists
TWEETIO (psychedelics)