N-methyl-1,3-benzodioxol-5-yl)butan-2-amine

1,3-Benzodioxolyl-N-methylbutanamine

Chemical structure
Clinical data
Synonyms	Methylbenzodioxolylbutanamine; N-Methyl-1,3-benzodioxolylbutanamine; MBDB; 3,4-Methylenedioxy-N-methyl-butanphenamine; MDMB
Legal status
Legal status	AU: S9 (Prohibited) DE: Anlage I (Authorized scientific use only) UK: Class A
Identifiers
IUPAC name 1-(1,3-Benzodioxol-5-yl)-N-methylbutan-2-amine
CAS Number	135795-90-3 Y
PubChem CID	124844
ChemSpider	111153
UNII	E8HMQ4F9JQ
Chemical and physical data
Formula	C12H17NO2
Molar mass	207.27 g/mol
3D model (JSmol)	Interactive image
Melting point	156 °C (313 °F)
SMILES CCC(CC1=CC2=C(C=C1)OCO2)NC
InChI InChI=1S/C12H17NO2/c1-3-10(13-2)6-9-4-5-11-12(7-9)15-8-14-11/h4-5,7,10,13H,3,6,8H2,1-2H3 Key:USWVWJSAJAEEHQ-UHFFFAOYSA-N

1,3-Benzodioxolyl-N-methylbutanamine (N-methyl-1,3-benzodioxolylbutanamine, MBDB, 3,4-methylenedioxy-N-methyl-α-ethylphenylethylamine) is an entactogen of the phenethylamine chemical class. It is known by the street names Eden and Methyl-J. MBDB is a closely related chemical analogue of MDMA, with the only difference between the two molecules being an ethyl group instead of a methyl group attached to the alpha carbon. It has IC₅₀ values of 784 nM against 5-HT, 7825 nM against dopamine, and 1233 nM against norepinephrine. Its metabolism has been described in scientific literature.

MBDB was first synthesized by pharmacologist and medicinal chemist David E. Nichols and later tested by Alexander Shulgin and described in his book, PiHKAL: A Chemical Love Story. MBDB's dosage, according to PiHKAL, is 180–210 mg; the proper dosage relative to body mass seems unknown. Its duration is 4–6 hours, with noticeable after-effects lasting for 1–3 hours.

MBDB was initially developed as a non-psychedelic entactogen. It has lower effects on the dopamine system in comparison to other entactogens such as MDMA. MBDB causes many mild, MDMA-like effects, such as lowering of social barriers and inhibitions, pronounced sense of empathy and compassion, mood lift, and mild euphoria are all present. MBDB tends to produce less euphoria, psychedelia, and stimulation in comparison.