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5-ethyl-5-(3-methylbutyl)-1,3-diazinane-2,4,6-trione
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ChemBase ID:
1179
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Molecular Formular:
C11H18N2O3
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Molecular Mass:
226.27222
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Monoisotopic Mass:
226.13174245
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SMILES and InChIs
SMILES:
O=C1NC(=O)NC(=O)C1(CCC(C)C)CC
Canonical SMILES:
CCC1(CCC(C)C)C(=O)NC(=O)NC1=O
InChI:
InChI=1S/C11H18N2O3/c1-4-11(6-5-7(2)3)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)
InChIKey:
VIROVYVQCGLCII-UHFFFAOYSA-N
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Cite this record
CBID:1179 http://www.chembase.cn/molecule-1179.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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5-ethyl-5-(3-methylbutyl)-1,3-diazinane-2,4,6-trione
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IUPAC Traditional name
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Brand Name
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Synonyms
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5-Ethyl-5-(3-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione
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5-Ethyl-5-isopentylbarbituric Acid
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5-Isoamyl-5-ethylbarbituric Acid
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Amal
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Amital
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Amobarbitone
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Amospan
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Amybal
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Amylbarbitone
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Amylobarbital
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Amytal
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Barbamyl Acid
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Binoctal
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Dorlotyn
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Ethylisopentylbarbituric Acid
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Eunoctal
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Isopentobarbital
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Mylodorm
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Pentymal
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Robarb
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Schiwanox
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Sednotic
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Somnal
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Sumital
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NSC 10815
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NSC 32406
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Amobarbital
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CAS Number
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PubChem SID
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PubChem CID
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CHEBI ID
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ATC CODE
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CHEMBL
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Chemspider ID
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DrugBank ID
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KEGG ID
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Unique Ingredient Identifier
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Wikipedia Title
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
Data Source
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Data ID
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Price
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TRC
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CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
ALOGPS 2.1
Acid pKa
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8.484748
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H Acceptors
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3
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H Donor
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2
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LogD (pH = 5.5)
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1.8928068
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LogD (pH = 7.4)
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1.8593216
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Log P
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1.8932513
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Molar Refractivity
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58.0029 cm3
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Polarizability
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22.809618 Å3
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Polar Surface Area
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75.27 Å2
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Rotatable Bonds
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4
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Lipinski's Rule of Five
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true
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Log P
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1.87
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LOG S
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-2.4
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Solubility (Water)
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8.97e-01 g/l
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DETAILS
DETAILS
DrugBank
Wikipedia
TRC
DrugBank -
DB01351
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Information |
Drug Groups
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illicit; approved |
Description
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A barbiturate with hypnotic and sedative properties (but not antianxiety). Adverse effects are mainly a consequence of dose-related CNS depression and the risk of dependence with continued use is high. (From Martindale, The Extra Pharmacopoeia, 30th ed, p565) |
References |
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Kim HS, Wan X, Mathers DA, Puil E: Selective GABA-receptor actions of amobarbital on thalamic neurons. Br J Pharmacol. 2004 Oct;143(4):485-94. Epub 2004 Sep 20.
[Pubmed]
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Maynert EW: The alcoholic metabolites of pentobarbital and amobarbital in man. J Pharmacol Exp Ther. 1965 Oct;150(1):118-21.
[Pubmed]
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Tang BK, Kalow W, Grey AA: Amobarbital metabolism in man: N-glucoside formation. Res Commun Chem Pathol Pharmacol. 1978 Jul;21(1):45-53.
[Pubmed]
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Soine PJ, Soine WH: High-performance liquid chromatographic determination of the diastereomers of 1-(beta-D-glucopyranosyl)amobarbital in urine. J Chromatogr. 1987 Nov 27;422:309-14.
[Pubmed]
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McCall WV: The addition of intravenous caffeine during an amobarbital interview. J Psychiatry Neurosci. 1992 Nov;17(5):195-7.
[Pubmed]
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External Links |
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REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • McCall WV: The addition of intravenous caffeine during an amobarbital interview. J Psychiatry Neurosci. 1992 Nov;17(5):195-7. Pubmed
- • Kim HS, Wan X, Mathers DA, Puil E: Selective GABA-receptor actions of amobarbital on thalamic neurons. Br J Pharmacol. 2004 Oct;143(4):485-94. Epub 2004 Sep 20. Pubmed
- • Maynert EW: The alcoholic metabolites of pentobarbital and amobarbital in man. J Pharmacol Exp Ther. 1965 Oct;150(1):118-21. Pubmed
- • Tang BK, Kalow W, Grey AA: Amobarbital metabolism in man: N-glucoside formation. Res Commun Chem Pathol Pharmacol. 1978 Jul;21(1):45-53. Pubmed
- • Soine PJ, Soine WH: High-performance liquid chromatographic determination of the diastereomers of 1-(beta-D-glucopyranosyl)amobarbital in urine. J Chromatogr. 1987 Nov 27;422:309-14. Pubmed
- • Fliri, A., et al.: J. Med. Chem., 52, 8038 (2009)
- • Licata, S., et al.: Neuropharmacol., 58, 357 (2009)
- • Fourches, D., et al.: Chem. Res. Toxicol., 23, 171 (2009)
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PATENTS
PATENTS
PubChem Patent
Google Patent