DMMDA-2

DMMDA-2
Identifiers
	IUPAC name 1-(6,7-dimethoxy-2H-1,3-benzodioxol-5-yl)propan-2-amine;
CAS Number	15183-26-3 [chemspider];
PubChem CID	16766527;
ChemSpider	21106292 ;
UNII	EPG4XUJ647;
ChEMBL	ChEMBL424156 ;
CompTox Dashboard (EPA)	DTXSID00587947 ;
Chemical and physical data
Formula	C12H17NO4
Molar mass	239.271 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	178 to 180 °C (352 to 356 °F)
	SMILES CC(N)Cc1cc2OCOc2c(OC)c1OC;
	InChI InChI=1S/C12H17NO4/c1-7(13)4-8-5-9-11(17-6-16-9)12(15-3)10(8)14-2/h5,7H,4,6,13H2,1-3H3 ; Key:UQXNREZPUUGSKM-UHFFFAOYSA-N ;
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DMMDA-2 is a bioactive phenethylamine discussed by Alexander Shulgin in his book PiHKAL (Phenethylamines i Have Known And Loved); however, he was not the first to synthesize it.^[1] Shulgin comments in his book that a 50 milligram dose of DMMDA-2 produces similar effects to MDA.^[1] DMMDA-2 can be synthesized from dillapiole.^[1]

DMMDA-2 is equivalent to 5 mescaline units. DMMDA-2's isomer DMMDA is equivalent to 12 mescaline units.^[2]

References

^ ^a ^b ^c "#59 DMMDA-2". PiHKAL: a chemical love story. Erowid. Retrieved 22 November 2011.
^ Clare, Brian W. (1990). "Structure-Activity Correlations for Psychotomimetics. 1. Phenylalkylamines: Electronic, Volume, and Hydrophobicity Parameters" (PDF). Journal of Medicinal Chemistry. 33 (7): 687–702. Retrieved 2025-01-07.

Identifiers

IUPAC name 1-(6,7-dimethoxy-2H-1,3-benzodioxol-5-yl)propan-2-amine
CAS Number	15183-26-3^{Y[chemspider]}
PubChem CID	16766527
ChemSpider	21106292^Y
UNII	EPG4XUJ647
ChEMBL	ChEMBL424156^Y
CompTox Dashboard (EPA)	DTXSID00587947
Chemical and physical data
Formula	C₁₂H₁₇NO₄
Molar mass	239.271 g·mol⁻¹
3D model (JSmol)	Interactive image
Melting point	178 to 180 °C (352 to 356 °F)
SMILES CC(N)Cc1cc2OCOc2c(OC)c1OC
InChI InChI=1S/C12H17NO4/c1-7(13)4-8-5-9-11(17-6-16-9)12(15-3)10(8)14-2/h5,7H,4,6,13H2,1-3H3^Y Key:UQXNREZPUUGSKM-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)