1,3-Benzodioxolyl-N-methylbutanamine

1,3-Benzodioxolyl-N-methylbutanamine

Systematic (IUPAC) name
(RS)-1-(1,3-Benzodioxol-5-yl)-N-methylbutan-2-amine;
Clinical data
Legal status	AU: S9 (Prohibited) DE: Anlage I (Controlled) UK: Class A
Identifiers
CAS Number	103818-46-8 Y
PubChem	CID: 124844
ChemSpider	111153
Synonyms	Methylbenzodioxolylbutanamine; N-Methyl-1,3-benzodioxolylbutanamine; MBDB; 3,4-Methylenedioxy-N-methyl-butanphenamine; MDMB
Chemical data
Formula	C12H17NO2
Molecular mass	207.27 g/mol
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
Physical data
Melting point	156 °C (313 °F)
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1,3-Benzodioxolyl-N-methylbutanamine (N-methyl-1,3-benzodioxolylbutanamine, MBDB) 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.

Legal Status

Unlike MDMA, MBDB is not internationally scheduled under the United Nations Convention on Psychotropic Substances. The thirty-second meeting of the WHO Expert Committee on Drug Dependence (September 2000) evaluated MBDB and recommended against scheduling. From the WHO Expert Committee assessment of MBDB:

Although MBDB is both structurally and pharmacologically similar to MDMA, the limited available data indicate that its stimulant and euphoriant effects are less pronounced than those of MDMA. There have been no reports of adverse or toxic effects of MBDB in humans. Law enforcement data on illicit trafficking of MBDB in Europe suggest that its availability and abuse may now be declining after reaching a peak during the latter half of the 1990s. For these reasons, the Committee did not consider the abuse liability of MBDB would constitute a significant risk to public health, thereby warranting its placement under international control. Scheduling of MBDB was therefore not recommended.

Sweden

Sveriges riksdags health ministry Statens folkhälsoinstitut classified MBDB as "health hazard" under the act Lagen om förbud mot vissa hälsofarliga varor (translated Act on the Prohibition of Certain Goods Dangerous to Health) as of Feb 25, 1999, in their regulation SFS 1999:58 listed as "2-metylamino-1-(3,4-metylendioxifenyl)-butan (MBDB)", making it illegal to sell or possess.

Australia

MBDB is considered a Schedule 9 Prohibited substance in Australia under the Poisons Standard (October 2015). A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.

See also

• Benzodioxolylbutanamine (BDB; J)
• Butylone (bk-MBDB)
• Ethylbenzodioxolylbutanamine (EBDB; Ethyl-J)
• Methylbenzodioxolylpentanamine (MBDP; Methyl-K)
• UWA-101

External links

• PiHKAL entry
• METHYL-J (MBDB) entry in PiHKAL • info
• Erowid MBDB vault