Benzylbutylbarbiturate

Summary

Benzylbutylbarbiturate (5-benzyl-5-n-butylbarbituric acid) is a rare example of a barbiturate designer drug, possibly the only such compound encountered in recent years.

Benzylbutylbarbiturate
Clinical data
Other namesBenzylbutylbarbiturate
ATC code
  • none
Identifiers
  • 5-Benzyl-5-butyl-1,3-diazinane-2,4,6-trione
CAS Number
  • 66941-94-4 checkY
PubChem CID
  • 48575
ChemSpider
  • 44181 checkY
UNII
  • 9MU2ZSJ2VY
CompTox Dashboard (EPA)
  • DTXSID40217135 Edit this at Wikidata
Chemical and physical data
FormulaC15H18N2O3
Molar mass274.320 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=C1NC(=O)NC(=O)C1(CCCC)Cc2ccccc2
  • InChI=1S/C15H18N2O3/c1-2-3-9-15(10-11-7-5-4-6-8-11)12(18)16-14(20)17-13(15)19/h4-8H,2-3,9-10H2,1H3,(H2,16,17,18,19,20) checkY
  • Key:XDNQMQVXDKJOET-UHFFFAOYSA-N checkY
  (verify)

It was confiscated by police in Japan in 2000, and presumably was a product of clandestine manufacture as this compound has never previously been sold as a legal pharmaceutical. As with all designer drugs, this compound was produced in an attempt to circumvent drug laws prohibiting the use of most known barbiturate drugs, however as the drug laws in many jurisdictions (including Japan) prohibit "any 5,5-disubstituted derivative of barbituric acid", this compound was deemed to be already illegal, despite being a novel compound which had not previously been encountered.[1]

This compound was known from the scientific literature and so was not a new chemical entity.[2]

References edit

  1. ^ Ohta H, Suzuki Y, Sugita R, Suzuki S, Ogasawara K (2000). "Confiscation Case Involving a Novel Barbiturate Designer Drug". Canadian Society of Forensic Science Journal. 33 (3): 103–110. doi:10.1080/00085030.2000.10757506. S2CID 72601216.
  2. ^ Alles GA, Ellis CH (April 1947). "Comparative central depressant actions of some 5-phenyl-5-alkyl barbituric acids". The Journal of Pharmacology and Experimental Therapeutics. 89 (4): 356–67. PMID 20295516.