Methylenedioxybenzylamphetamine

MDBZ
Clinical data
Other names	MDBZ; 3,4-Methylenedioxy-N-benzylamphetamine; N-Benzyl-MDA
Routes of; administration	Oral
ATC code	None;
Pharmacokinetic data
Duration of action	Unknown
Identifiers
	IUPAC name 1-(2H-1,3-benzodioxol-5-yl)-N-benzylpropan-2-amine;
CAS Number	65033-29-6 ;
PubChem CID	20507314;
ChemSpider	15110233;
UNII	QR8242661A;
CompTox Dashboard (EPA)	DTXSID10608233 ;
Chemical and physical data
Formula	C17H19NO2
Molar mass	269.344 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1=C3C(=CC=C1CC(C)NCC2=CC=CC=C2)OCO3;
	InChI InChI=1S/C17H19NO2/c1-13(18-11-14-5-3-2-4-6-14)9-15-7-8-16-17(10-15)20-12-19-16/h2-8,10,13,18H,9,11-12H2,1H3; Key:DWLUHTUYTBWOLO-UHFFFAOYSA-N;
	(what is this?) (verify)

MDBZ, also known as 3,4-methylenedioxy-N-benzylamphetamine or as N-benzyl-MDA, is a chemical compound of the phenethylamine, amphetamine, MDxx, and N-benzylphenethylamine families related to MDA.^[1]^[2] It is the N-benzyl derivative of MDA.^[1]^[2]

Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists MDBZ's dose as greater than 150 mg orally and its duration as unknown.^[1]^[2] According to Shulgin, MDBZ showed "little if any activity".^[1]

Chemistry

Synthesis

The chemical synthesis of MDBZ has been described.^[1]

Analogues

Analogues of MDBZ include MDA, MDMA, MDCPM, benzphetamine, benzylone (bk-MDBZ), and 2C2-NBOMe, among others.^[1]^[2]

History

MDBZ was first described in the scientific literature by Alexander Shulgin and colleagues in 1980.^[3] Subsequently, it was described in greater detail by Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) in 1991.^[1]

Society and culture

Popular culture

In an episode of the British spoof documentary TV show Brass Eye, David Amess MP was fooled into recording a warning against a fictitious new drug called "cake". When asked a parliamentary question about it, the Home Office incorrectly assumed Amess was referring to MDBZ.^[4]

Legal status

United Kingdom

MDBZ is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.^[5]

References

1 2 3 4 5 6 7 8 9 Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. https://www.erowid.org/library/books_online/pihkal/pihkal103.shtml
1 2 3 4 Shulgin AT (2003). "Basic Pharmacology and Effects". In Laing RR (ed.). Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137. ISBN 978-0-12-433951-4. Archived from the original on 13 July 2025.
↑ Braun U, Shulgin AT, Braun G (February 1980). "Centrally active N-substituted analogs of 3,4-methylenedioxyphenylisopropylamine (3,4-methylenedioxyamphetamine)". J Pharm Sci. 69 (2): 192–195. Bibcode:1980JPhmS..69..192B. doi:10.1002/jps.2600690220. PMID 6102141. Archived from the original on 2025-07-12.
↑ "House of Commons Hansard Written Answers for 23 July 1996 (pt 10)". Parliamentary Debates (Hansard). 23 July 1996.
↑ "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Archived from the original on 22 October 2017. Retrieved 12 March 2014.

External links

[PiHKAL-1] 1 2 3 4 5 6 7 8 9 Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. https://www.erowid.org/library/books_online/pihkal/pihkal103.shtml

[Shulgin2003-2] 1 2 3 4 Shulgin AT (2003). "Basic Pharmacology and Effects". In Laing RR (ed.). Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137. ISBN 978-0-12-433951-4. Archived from the original on 13 July 2025.

[BraunShulginBraun1980-3] Braun U, Shulgin AT, Braun G (February 1980). "Centrally active N-substituted analogs of 3,4-methylenedioxyphenylisopropylamine (3,4-methylenedioxyamphetamine)". J Pharm Sci. 69 (2): 192–195. Bibcode:1980JPhmS..69..192B. doi:10.1002/jps.2600690220. PMID 6102141. Archived from the original on 2025-07-12.

[urlHouse_of_Commons_Hansard_Written_Answers_for_23_Jul_1996_(pt_10)-4] "House of Commons Hansard Written Answers for 23 July 1996 (pt 10)". Parliamentary Debates (Hansard). 23 July 1996.

[5] "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Archived from the original on 22 October 2017. Retrieved 12 March 2014.

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