7-Methyl-α-ethyltryptamine

7-Methyl-α-ethyltryptamine
Identifiers
	IUPAC name 1-(7-methyl-1H-indol-3-yl)butan-2-amine;
CAS Number	13712-80-6 freebase ; 13518-76-8 hydrochloride salt;
PubChem CID	57469234;
ChemSpider	26286844;
UNII	7H5EU45L83;
CompTox Dashboard (EPA)	DTXSID60726754 ;
Chemical and physical data
Formula	C13H18N2
Molar mass	202.301 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC(N)CC1=CNC2=C(C)C=CC=C21;
	InChI InChI=1S/C13H18N2/c1-3-11(14)7-10-8-15-13-9(2)5-4-6-12(10)13/h4-6,8,11,15H,3,7,14H2,1-2H3; Key:NBLFITFQOPGXLS-UHFFFAOYSA-N;

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7-Methyl-α-ethyltryptamine (7-Me-αET) is a tryptamine derivative related to α-ethyltryptamine (αET). It was discovered by a team at Upjohn in the early 1960s.^[1] It has similar pharmacological effects to αET, but is both 3-4 times more potent as a serotonin releasing agent, and 10 times more potent as a monoamine oxidase inhibitor,^[2]^[3] making it potentially hazardous as this pharmacological profile is shared with drugs such as PMA and 4-MTA, which are known to be dangerous in humans when used at high doses.

References

^ U.S. patent 3,296,072
^ Hester JB, Greig ME, Anthony WC, Heinzelman RV, Szmuszkovicz J (May 1964). "Enzyme Inhibitory Activity of 3-(2-Aminobutyl)indole Derivatives". Journal of Medicinal Chemistry. 7 (3): 274–9. doi:10.1021/jm00333a006. PMID 14204959.
^ Burningham RA, Arimura GK, Yunis AA (July 1966). "Effect of Monase and related compounds on uptake of 5-hydroxytryptamine by platelets". Proceedings of the Society for Experimental Biology and Medicine. 122 (3): 711–4. doi:10.3181/00379727-122-31233. PMID 5918937. S2CID 24949288.

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[1] U.S. patent 3,296,072

[2] Hester JB, Greig ME, Anthony WC, Heinzelman RV, Szmuszkovicz J (May 1964). "Enzyme Inhibitory Activity of 3-(2-Aminobutyl)indole Derivatives". Journal of Medicinal Chemistry. 7 (3): 274–9. doi:10.1021/jm00333a006. PMID 14204959.

[pmid5918937-3] Burningham RA, Arimura GK, Yunis AA (July 1966). "Effect of Monase and related compounds on uptake of 5-hydroxytryptamine by platelets". Proceedings of the Society for Experimental Biology and Medicine. 122 (3): 711–4. doi:10.3181/00379727-122-31233. PMID 5918937. S2CID 24949288.

[1]

See also

References