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Α-Ethylmescaline

Field	Value
Verifiedfields	changed
Watchedfields	changed
verifiedrevid	477235371
drug_name	AEM
image	AE-mescaline.svg
image_class	skin-invert-image
width	225px
image2	AEM-3d-sticks.png
image_class2	bg-transparent
width2	225px
ATC_prefix	None
legal_AU	S9
onset	Unknown
duration_of_action	Unknown
CAS_number_Ref
CAS_number	17097-73-3
PubChem	204932
ChemSpiderID_Ref
ChemSpiderID	177522
UNII_Ref
UNII	LT8WCD9HNK
synonyms	AEM; 3,4,5-Trimethoxy-α-ethylphenethylamine; α-Ethyl-3,4,5-trimethoxyphenethylamine;
IUPAC_name	1-(3,4,5-trimethoxyphenyl)butan-2-amine
C	13	H=21	N=1	O=3
SMILES	COc1c(cc(cc1OC)CC(N)CC)OC
StdInChI_Ref
StdInChI	1S/C13H21NO3/c1-5-10(14)6-9-7-11(15-2)13(17-4)12(8-9)16-3/h7-8,10H,5-6,14H2,1-4H3
StdInChIKey_Ref
StdInChIKey	DCYONQVUAUEKAJ-UHFFFAOYSA-N

| Drugs.com =

| elimination_half-life =

α-Ethylmescaline (AEM or 3,4,5-trimethoxy-α-ethylphenethylamine) is a chemical compound of the phenethylamine family related to the psychedelic drug mescaline.

Use and effects

In his book PiHKAL, Alexander Shulgin lists AEM's dose as greater than 220mg orally and its duration as unknown. It was found to be completely inactive in terms of both central and peripheral effects in humans.

Chemistry

Derivatives

Alexander Shulgin never synthesized further α position-extended mescaline analogues, such as α-propylmescaline (APM) or α-butylmescaline (ABM), as the inactivity of AEM in humans discouraged him. In any case, APM and ABM have been found to be inactive in terms of induction of the head-twitch response, a behavioral proxy of psychedelic effects, in rodents, and hence may be non-hallucinogenic in humans as well.

History

AEM was first described in the scientific literature by Alexander Shulgin by 1963. He tested it and found it to be inactive in 1961. Later, Shulgin described AEM in greater detail in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).

References

(2003). "Hallucinogens: A Forensic Drug Handbook". Elsevier Science.
(March 1973). "Mescaline: the chemistry and pharmacology of its analogs". Lloydia.
{{CitePiHKAL http://www.erowid.org/library/books_online/pihkal/pihkal001.shtml
(1967). "A possible correlation between drug-induced hallucinations in man and a behavioural response in mice". Psychopharmacologia.
(March 1963). "Psychotomimetic agents related to mescaline". Experientia.
(1961-03-05). "Sub-acute oral effects – AEM".

Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

3c-(psychedelics) ethyl-compounds pihkal scalines

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