J (psychedelic)

J (psychedelic)File:BDB (psychedelic).png

Clinical data
Routes of
administration| Oral
Legal status
Legal status|

* Controlled Drug Analogue

Identifiers

IUPAC name

* 1-(1,3-benzodioxol-5-yl)butan-2-amine

CAS Number|

* 42542-07-4

PubChem CID|

* 129870

E number| {{#property:P628}}
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Chemical and physical data
Formula| C11H15NO2
Molar mass| 193.242 g/mol
3D model (JSmol)|

* Interactive image

Melting point| 159 to 161 °C (Expression error: Unrecognized word "to". °F)

SMILES

* CCC(CC1=CC2=C(C=C1)OCO2)N

J, BDB, or 3,4-methylenedioxy-alpha-ethyl-phenethylamine, is a psychedelic drug with only limited history of use in humans.[1][2] . It is also the alpha-ethyl analog of MDPEA and MDA.

BDB was first synthesized by Alexander Shulgin. In his book PIHKAL (Phenethylamines I Have Known and Loved), the dosage range is listed as 150-230 mg, and the duration is listed as 4-8 hours. BDB produces entactogenic, MDMA-like effects. While pleasant and euphoric, BDB is also fairly sedating and some users feel that the lack of stimulant effect makes it less enjoyable than other similar drugs. Additional side effects associated with BDB include nystagmus and dizziness. Shulgin gives it a ++ on the Shulgin Rating Scale. Very little data exists about the pharmacological properties, metabolism, and toxicity of BDB.

Animal studies and anecdotal reports show that BDB is a slightly more potent serotonin releaser than its methylated sister compound MBDB.[3] However it is more commonly known as a metabolite of the N-alkylated analogues MBDB and EBDB which have appeared in street "Ecstasy" pills.[4][5] While BDB itself has not been reported as being sold as "Ecstasy", urine analysis of "Ecstasy" users suggest that this drug may have appeared as a street drug, although it is unclear whether the positive urine test for BDB resulted from consumption of BDB itself or merely as a metabolite of MBDB.[6]

## Contents

* 1 References
* 2 See also
* 3 External links
* 4 Categorization

## References

[edit | edit source]

1. ↑ Template:CitePiHKAL
2. ↑ Bronson ME, Jiang W, DeRuiter J, Clark CR. A behavioral comparison of Nexus, cathinone, BDB, and MDA. Pharmacology, Biochemistry and Behaviour. 1995 Jun-Jul;51(2-3):473-5.
3. ↑ Bronson ME, Jiang W, DeRuiter J, Clark CR. Structure-activity relationships of BDB and its monomethyl and dimethyl derivatives. Pharmacology, Biochemistry and Behaviour. 1995 Jun-Jul;51(2-3):477-9.
4. ↑ Kintz P. Excretion of MBDB and BDB in urine, saliva, and sweat following single oral administration. Journal of Analytical Toxicology. 1997 Nov-Dec;21(7):570-5.
5. ↑ Garofano L, Santoro M, Patri P, Guidugli F, Bollani T, Favretto D, Traldi P. Ion trap mass spectrometry for the characterization of N-methyl-1- (3,4-methylene-dioxyphenyl)-2-butanamine and N-ethyl-3,4- methylenedioxyamphetamine, two widely distributed street drugs. Rapid Communications in Mass Spectrometry. 1998;12(12):779-82.
6. ↑ Kronstrand R. Identification of N-methyl-1-(3,4-methylenedioxyphenyl)-2-butanamine (MBDB) in urine from drug users. Journal of Analytical Toxicology. 1996 Oct;20(6):512-6.

## See also

[edit | edit source]

* Phenethylamine
* Psychedelics, dissociatives and deliriants

## External links

[edit | edit source]

* J Entry in PIHKAL

## Categorization

[edit | edit source]

Template:PiHKAL

Template:Psychoactive-stub

Template:WikiDoc Sources
*[CID]: Compound ID