Benzylbutylbarbiturate

Benzylbutylbarbiturate
Clinical data
Other names	Benzylbutylbarbiturate
ATC code	none;
Identifiers
	IUPAC name 5-Benzyl-5-butyl-1,3-diazinane-2,4,6-trione;
CAS Number	66941-94-4 ;
PubChem CID	48575;
ChemSpider	44181 ;
UNII	9MU2ZSJ2VY;
CompTox Dashboard (EPA)	DTXSID40217135 ;
Chemical and physical data
Formula	C15H18N2O3
Molar mass	274.320 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1NC(=O)NC(=O)C1(CCCC)Cc2ccccc2;
	InChI 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) ; Key:XDNQMQVXDKJOET-UHFFFAOYSA-N ;
	(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]

References

^ 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.
^ 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.

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[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.

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