Benzylbutylbarbiturate

Last updated
Benzylbutylbarbiturate
Benzylbutylbarbiturate.svg
Clinical data
Other namesBenzylbutylbarbiturate
ATC code
  • none
Identifiers
  • 5-Benzyl-5-butyl-1,3-diazinane-2,4,6-trione
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C15H18N2O3
Molar mass 274.320 g·mol−1
3D model (JSmol)
  • 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) Yes check.svgY
  • Key:XDNQMQVXDKJOET-UHFFFAOYSA-N Yes check.svgY
   (verify)

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.

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]

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References

  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.