α-Ethylmescaline

AEM
Names
	Preferred IUPAC name 1-(3,4,5-Trimethoxyphenyl)butan-2-amine
	Other names 3,4,5-Trimethoxy-α-ethylphenethylamine; α-ethyl-3,4,5-trimethoxyphenethylamine; α-Ethyl-3,4,5-trimethoxybenzeneethanamine
Identifiers
CAS Number	17097-73-3 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	177522 ;
PubChem CID	204932;
UNII	LT8WCD9HNK ;
CompTox Dashboard (EPA)	DTXSID30937911 ;
	InChI InChI=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 Key: DCYONQVUAUEKAJ-UHFFFAOYSA-N ; InChI=1/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 Key: DCYONQVUAUEKAJ-UHFFFAOYAD;
	SMILES COc1c(cc(cc1OC)CC(N)CC)OC; O(c1cc(cc(OC)c1OC)CC(N)CC)C;
Properties
Chemical formula	C13H21NO3
Molar mass	239.31 g/mol
Legal status	AU: S9 (Prohibited substance);
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

α-Ethylmescaline (AEM or 3,4,5-trimethoxy-α-ethylphenethylamine) is a lesser-known psychedelic drug. It is an analog of mescaline. AEM was first synthesized by Alexander Shulgin. In his book PiHKAL, the minimum dosage is listed as 220 mg, and the duration unknown.^[1] AEM produces few to no effects. Very little data exists about the pharmacological properties, metabolism, and toxicity of AEM.

Derivatives

Shulgin never synthesized further α position-extended mescaline analogues, such as α-propylmescaline (APM) or α-butylmescaline (ABM), as the inactivity of AEM as a psychedelic discouraged him.^[1] 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 as well.^[2]

References

^ ^a ^b AEM Entry in PiHKAL
^ Corne SJ, Pickering RW (1967). "A possible correlation between drug-induced hallucinations in man and a behavioural response in mice". Psychopharmacologia. 11 (1): 65–78. doi:10.1007/BF00401509. PMID 5302272.

External links

AEM Entry at PiHKAL·info

[PiHKAL-1] AEM Entry in PiHKAL

[CornePickering1967-2] Corne SJ, Pickering RW (1967). "A possible correlation between drug-induced hallucinations in man and a behavioural response in mice". Psychopharmacologia. 11 (1): 65–78. doi:10.1007/BF00401509. PMID 5302272.

[1]

[2]

Derivatives

See also

References

External links