5-(hex-3-yn-2-yl)-1-(2H3)methyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione

• ChemBase ID: 172859
• Molecular Formular: C14H18N2O3
• Molecular Mass: 262.30432
• Monoisotopic Mass: 262.13174245
• SMILES: C1(C(=O)NC(=O)N(C1=O)C)(C(C#CCC)C)CC=C
• Canonical SMILES: CCC#CC(C1(CC=C)C(=O)NC(=O)N(C1=O)C)C
• InChI: InChI=1S/C14H18N2O3/c1-5-7-8-10(3)14(9-6-2)11(17)15-13(19)16(4)12(14)18/h6,10H,2,5,9H2,1,3-4H3,(H,15,17,19)
• InChIKey: NZXKDOXHBHYTKP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(hex-3-yn-2-yl)-1-(^2H₃)methyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: 5-(hex-3-yn-2-yl)-1-(^2H₃)methyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
• Synonyms: 1-(Methyl-d3)-5-(1-methyl-2-pentyn-1-yl)-5-(2-propen-1-yl)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-Allyl-5-(3-hexyn-2-yl)-1-(methyl-d3)barbituric Acid; Brevital-d3; Brietal-d3; Compound 22451-d3; Compound 25398-d3; Enallynymall-d3; Methodrexitone-d3; Methohexitone-d3; Methohexital-d3

Database IDs

• PubChem SID: 164228769
• PubChem CID: 71750054

CALCULATED PROPERTIES

• Acid pKa: 8.731305
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.2865314
• LogD (pH = 7.4): 2.2672198
• Log P: 2.2867832
• Molar Refractivity: 71.5071 cm^3
• Polarizability: 26.970406 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M260652

Labelled Methohexital, a short-acting barbiturate used as a sedative. Methohexital is used an anesthetic for oral surgery and dentistry and is also used to induce anesthesia prior to electroconvulsive therapy (ECT). Methohexital is a Controlled Substance.

REFERENCES

• Avramov, M.N. et al.: Anesth. Analges., 81, 596 (1995)
• Hamid, S.K. et al.: Br. J. Anaesth., 77, 727 (1995)