3-Methoxymethamphetamine

3-Methoxymethamphetamine
Legal status
Legal status	CA: Schedule I; DE: NpSG (Industrial and scientific use only); UK: Class A; US: Schedule I (isomer of PMMA);
Identifiers
	IUPAC name 1-(3-methoxyphenyl)-N-methyl-propan-2-amine;
CAS Number	93675-25-3 ;
PubChem CID	130136;
ChemSpider	115164 ;
UNII	25DLK14QZJ;
CompTox Dashboard (EPA)	DTXSID00924757 ;
Chemical and physical data
Formula	C11H17NO
Molar mass	179.263 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CNC(C)Cc(c1)cccc1OC;
	InChI InChI=1S/C11H17NO/c1-9(12-2)7-10-5-4-6-11(8-10)13-3/h4-6,8-9,12H,7H2,1-3H3 ; Key:USQWRDRXXKZFDI-UHFFFAOYSA-N ;
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3-Methoxymethamphetamine (also known as meta-methoxymethamphetamine or MMMA), which is most closely related to 3-methoxyamphetamine and PMMA and shares similar monoamine releasing effects, although its effects have not been studied so extensively as other related drugs.^[1] It is an agonist of human TAAR1.^[2]

References

^ Dal Cason TA (June 2001). "A re-examination of the mono-methoxy positional ring isomers of amphetamine, methamphetamine and phenyl-2-propanone". Forensic Science International. 119 (2): 168–194. doi:10.1016/S0379-0738(00)00425-4. PMID 11376983.
^ Lewin AH, Miller GM, Gilmour B (December 2011). "Trace amine-associated receptor 1 is a stereoselective binding site for compounds in the amphetamine class". Bioorganic & Medicinal Chemistry. 19 (23): 7044–7048. doi:10.1016/j.bmc.2011.10.007. PMC 3236098. PMID 22037049.

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[1] Dal Cason TA (June 2001). "A re-examination of the mono-methoxy positional ring isomers of amphetamine, methamphetamine and phenyl-2-propanone". Forensic Science International. 119 (2): 168–194. doi:10.1016/S0379-0738(00)00425-4. PMID 11376983.

[2] Lewin AH, Miller GM, Gilmour B (December 2011). "Trace amine-associated receptor 1 is a stereoselective binding site for compounds in the amphetamine class". Bioorganic & Medicinal Chemistry. 19 (23): 7044–7048. doi:10.1016/j.bmc.2011.10.007. PMC 3236098. PMID 22037049.

[1]

[2]

Legal status

Legal status	CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class A US: Schedule I (isomer of PMMA)
Identifiers
IUPAC name 1-(3-methoxyphenyl)-N-methyl-propan-2-amine
CAS Number	93675-25-3^N
PubChem CID	130136
ChemSpider	115164^Y
UNII	25DLK14QZJ
CompTox Dashboard (EPA)	DTXSID00924757
Chemical and physical data
Formula	C₁₁H₁₇NO
Molar mass	179.263 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CNC(C)Cc(c1)cccc1OC
InChI InChI=1S/C11H17NO/c1-9(12-2)7-10-5-4-6-11(8-10)13-3/h4-6,8-9,12H,7H2,1-3H3^Y Key:USQWRDRXXKZFDI-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

3-Methoxymethamphetamine

See also

References