Vinylbital

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MedKoo CAT#: 596200

CAS#: 2430-49-1

Description: Vinylbital, also known as butylvinal, is a sedative hypnotic drug which is a barbiturate derivative. It was developed by Aktieboleget Pharmacia in the 1950s. Vinylbital is discontinued.


Price and Availability

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Pricing updated 2020-08-15. Prices are subject to change without notice.

Vinylbital is discontinued. (DEA controlled substance)


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 596200
Name: Vinylbital
CAS#: 2430-49-1
Chemical Formula: C11H16N2O3
Exact Mass: 224.1161
Molecular Weight: 224.26
Elemental Analysis: C, 58.91; H, 7.19; N, 12.49; O, 21.40


Synonym: Vinylbital; JD-96; Bykonox; butylvinal; Speda; Vinylbitone;

IUPAC/Chemical Name: 5-(pentan-2-yl)-5-vinylpyrimidine-2,4,6(1H,3H,5H)-trione

InChi Key: KGKJZEKQJQQOTD-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=C1NC(C(C(C)CCC)(C=C)C(N1)=O)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Maurer HH. Identification and differentiation of barbiturates, other sedative-hypnotics and their metabolites in urine integrated in a general screening procedure using computerized gas chromatography-mass spectrometry. J Chromatogr. 1990 Sep 14;530(2):307-26. PubMed PMID: 2079506.

2: De Groot G, Maes RA, Van Heijst AN. A toxicological evaluation of different adsorbents in hemoperfusion. Clin Toxicol. 1981 Oct;18(10):1199-211. PubMed PMID: 6122529.

3: Vermeulen NP, Bakker BH, Eylers D, Breimer DD. The epoxide-diol pathway in the metabolism of vinylbital in rat and man. Xenobiotica. 1980 Mar;10(3):159-68. PubMed PMID: 6110286.

4: Preuss FR, Gutzler H. [Studies on the biotransformation of 5-vinyl-5-(1-methylbutyl)- and 5-vinyl-5-(1-ethyl-propyl)-barbituric acid (author's transl)]. Arzneimittelforschung. 1976;26(11):2080-4. German. PubMed PMID: 1037252.

5: Breimer DD, de Boer AG. Pharmacokinetics and relative bioavailability of vinylbital in man after oral and rectal administration. Arzneimittelforschung. 1976;26(3):448-54. PubMed PMID: 989344.

6: Geldmacher-von Mallinck, Egger B. [Metabolism of 5-vinyl-5-(1'-methylbutyl)-barbituric acid (vinylbital) in man. 3. Metabolism and excretion of (-)-vinylbital]. Arzneimittelforschung. 1971 Aug;21(8):1272-4. German. PubMed PMID: 5110033.

7: Geldmacher-von Mallinck, Egger B, Fröhlich F. [Metabolism of 5-vinyl-5-(1'-methylbutyl)-barbituric acid (Vinylbital) in human. 2. Course of metabolite elimination of racemic vinylbital in urine]. Arzneimittelforschung. 1971 Jul;21(7):939-41. German. PubMed PMID: 5109505.

8: Knabe J, Geismar W. [Barbituric acid derivatives. 4. Relative configuration of opt. active pentobarbital, vinylbital and thiopental]. Arch Pharm Ber Dtsch Pharm Ges. 1968 Sep;301(9):682-5. German. PubMed PMID: 5250001.

9: Preuss FR, Müller D. [Studies on the biotransformation of 5-(1'-methyl-n-butyl)-5-vinylbarbituric acid (Vinylbital). 3. Isolation and identification of a renal excretion product and synthesis of some comparative substances]. Arzneimittelforschung. 1968 Jun;18(6):714-8. German. PubMed PMID: 5755809.

10: Preuss FR, Müller D. [Studies on the biotransformation of 5-(1'-methyl-n-butyl)-5-vinylbarbituric acid (Vinylbital). 2. Synthesis of some substances as possible degradatuon producrs of Vinylbital]. Arzneimittelforschung. 1968 May;18(5):606-10. German. PubMed PMID: 5755893.

11: Jovanović UJ. [Neurophysiologic interpretation of the mechanism of action of vinylbital]. Arzneimittelforschung. 1967 Nov;17(11):1369-74. Review. German. PubMed PMID: 4876966.