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]

Related Research Articles

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<span class="mw-page-title-main">Cyclopentobarbital</span> Chemical compound

Cyclopentobarbital sodium is a barbiturate derivative invented in the 1940s. It has sedative and anticonvulsant properties, and was used primarily as an anaesthetic in veterinary medicine. Cyclopal is considered similar in effects to phenobarbital but lasts almost three times as long, and is considered a long-acting barbiturate with a fairly slow onset of action.

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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.