My watch list
my.bionity.com  
Login  

J (psychedelic)



J (psychedelic)
Systematic (IUPAC) name
1-(1,3-benzodioxol-5-yl)butan-2-amine
Identifiers
CAS number 42542-07-4
ATC code  ?
PubChem 129870
Chemical data
Formula C11H15NO2 
Mol. mass 193.242 g/mol
SMILES search in eMolecules, PubChem
Physical data
Melt. point 159–161 °C (318–322 °F)
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status

Controlled Drug Analogue

Routes Oral


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

Additional recommended knowledge

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. 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]

References

  1. ^ Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. 
  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

External link

  • J Entry in PIHKAL
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "J_(psychedelic)". A list of authors is available in Wikipedia.
Your browser is not current. Microsoft Internet Explorer 6.0 does not support some functions on Chemie.DE