5-(butan-2-yl)-1,3-dimethyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione

• ChemBase ID: 191
• Molecular Formular: C13H20N2O3
• Molecular Mass: 252.3095
• Monoisotopic Mass: 252.14739251
• SMILES: O=C1N(C(=O)N(C(=O)C1(C(CC)C)CC=C)C)C
• Canonical SMILES: C=CCC1(C(CC)C)C(=O)N(C)C(=O)N(C1=O)C
• InChI: InChI=1S/C13H20N2O3/c1-6-8-13(9(3)7-2)10(16)14(4)12(18)15(5)11(13)17/h6,9H,1,7-8H2,2-5H3
• InChIKey: CDKJETHMMUVSNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(butan-2-yl)-1,3-dimethyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: talbutal
• Brand Name: Latusate; Lotusate; Profundol
• Synonyms: 5-Allyl-5-sec-butylbarbituric acid; sec-Butyl allyl barbituric acid; Talbutal

Database IDs

• CAS Number: 115-44-6
• PubChem SID: 160963654; 46507821
• PubChem CID: 606974

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.0366154
• LogD (pH = 7.4): 2.0366154
• Log P: 2.0366154
• Molar Refractivity: 67.8404 cm^3
• Polarizability: 26.224106 Å^3
• Polar Surface Area: 57.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.22
• LOG S: -1.98
• Solubility (Water): 2.63e+00 g/l

PROPERTIES

Physical Property

• Solubility: 1810 mg/L at 25 oC [MEYLAN,WM et al. (1996)]
• Hydrophobicity(logP): 2

DETAILS

DrugBank - DB00306

• Drug Groups: illicit; approved
• Description: Talbutal, also called 5-allyl-5-sec-butylbarbituric acid, is a barbiturate with a short to intermediate duration of action. Talbutal is a schedule III drug in the U.S.
• Indication: For use as a sedative and hypnotic.
• Pharmacology: Talbutal is a short to intermediate-acting barbiturate. Barbiturates act as nonselective depressants of the central nervous system (CNS), capable of producing all levels of CNS mood alteration from excitation to mild sedation, hypnosis, and deep coma. In sufficiently high therapeutic doses, barbiturates induce anesthesia.
• Toxicity: Symptoms of acute barbiturate poisoning include drowsiness, confusion, coma, respiratory depression, hypotension, and shock.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia