Vinylbital

Vinylbital
Clinical data
Routes of; administration	Oral
ATC code	N05CA08 (WHO) ;
Legal status
Legal status	BR: Class B1 (Psychoactive drugs); CA: Schedule IV; DE: Anlage II (Authorized trade only, not prescriptible); US: Schedule IV;
Pharmacokinetic data
Metabolism	Hepatic
Excretion	Renal
Identifiers
	IUPAC name 5-(1-methylbutyl)-5-vinylpyrimidine-2,4,6(1H,3H,5H)-trione;
CAS Number	2430-49-1 ;
PubChem CID	72135;
ChemSpider	65109 ;
UNII	3W58ITX06Q;
KEGG	D07321 ;
CompTox Dashboard (EPA)	DTXSID50862938 ;
ECHA InfoCard	100.017.633
Chemical and physical data
Formula	C11H16N2O3
Molar mass	224.260 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1NC(=O)NC(=O)C1(\C=C)C(C)CCC;
	InChI InChI=1S/C11H16N2O3/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h5,7H,2,4,6H2,1,3H3,(H2,12,13,14,15,16) ; Key:KGKJZEKQJQQOTD-UHFFFAOYSA-N ;
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Vinylbital, also known as butylvinal, is a sedative hypnotic drug which is a barbiturate derivative.^[2] It was developed by Aktiebolaget Pharmacia in the 1950s.^[3]^{[failed verification]}

References

^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
^ Breimer DD, de Boer AG (1976). "Pharmacokinetics and relative bioavailability of vinylbital in man after oral and rectal administration". Arzneimittel-Forschung. 26 (3): 448–54. PMID 989344.
^ US 2868790, Brandstrom AE, "Manufacture of Barbituric Acid Compounds", issued 13 January 1959, assigned to Pharmacia

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[1] Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.

[2] Breimer DD, de Boer AG (1976). "Pharmacokinetics and relative bioavailability of vinylbital in man after oral and rectal administration". Arzneimittel-Forschung. 26 (3): 448–54. PMID 989344.

[3] US 2868790, Brandstrom AE, "Manufacture of Barbituric Acid Compounds", issued 13 January 1959, assigned to Pharmacia

[2]

[3]

[1]

Clinical data

Routes of administration	Oral
ATC code	N05CA08 (WHO)
Legal status
Legal status	BR: Class B1 (Psychoactive drugs)^[1] CA: Schedule IV DE: Anlage II (Authorized trade only, not prescriptible) US: Schedule IV
Pharmacokinetic data
Metabolism	Hepatic
Excretion	Renal
Identifiers
IUPAC name 5-(1-methylbutyl)-5-vinylpyrimidine-2,4,6(1H,3H,5H)-trione
CAS Number	2430-49-1^N
PubChem CID	72135
ChemSpider	65109^Y
UNII	3W58ITX06Q
KEGG	D07321^Y
CompTox Dashboard (EPA)	DTXSID50862938
ECHA InfoCard	100.017.633
Chemical and physical data
Formula	C₁₁H₁₆N₂O₃
Molar mass	224.260 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C1NC(=O)NC(=O)C1(\C=C)C(C)CCC
InChI InChI=1S/C11H16N2O3/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h5,7H,2,4,6H2,1,3H3,(H2,12,13,14,15,16)^Y Key:KGKJZEKQJQQOTD-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)