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1 substances in Reaxys
2018-08-20 22h:18m:19s (UTC)
N
N
1. Query O
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Reaxys ID 887484 View in Reaxys
1/1 CAS Registry Number: 7432-25-9 Chemical Name: etaqualone; 3-(2-ethyl-phenyl)-2-methyl-3H-quinazolin-4-one; 3-(2-ethyl-phenyl)-2-methyl-3H-quinazolin-4-one; 3-(2Ethyl-phenyl)-2-methyl-4-oxo-3.4-dihydro-chinazolin; 2-Methyl-3-(2aethylphenyl)-chinazolin-4(3H)-on; 3-Methyl-3-(o-ethylphenyl)-4(3H)-chinazolinon; 2-Methyl-3-(2-ethyl-phenyl)-chinazolon-(4) Linear Structure Formula: C17H16N2O Molecular Formula: C17H16N2O Molecular Weight: 264.327 Type of Substance: heterocyclic InChI Key: UVTJKLLUVOTSOB-UHFFFAOYSA-N Note:
N
N
O
Substance Label (5) Label References 3d
Su; Wu; Xie; Li; Organic Preparations and Procedures International; vol. 38; nb. 1; (2006); p. 89 - 94, View in Reaxys
4j
Errede et al.; Journal of Organic Chemistry; vol. 41; (1976); p. 1765, View in Reaxys
IV
Patent; Stroh; DD65928; (1968); Chem.Abstr.; vol. 71; nb. 124485x; (1969), View in Reaxys
II
Pflegel; Wagner; Pharmazie; vol. 22; (1967); p. 643,649, View in Reaxys
I
Patent; Biersdorf and Co.;AG; BE615282; (1961); Chem.Abstr.; vol. 58; nb. 13971; (1963), View in Reaxys
Druglikeness (1) 1 of 1
LogP
3.331
H Bond Donors
0
H Bond Acceptors
3
Rotatable Bonds
2
TPSA
32.67
Lipinski Number
4
Veber Number
2
Highest Clinical Phase (1) Highest Clinical Phase Marketed Derivative (1) Comment (Derivative)
References
HCl: F = 247grad
Patent; Biersdorf and Co.;AG; BE615282; (1961); Chem.Abstr.; vol. 58; nb. 13971; (1963), View in Reaxys
Melting Point (3) 1 of 3
Melting Point [°C]
249 - 250
Errede et al.; Journal of Organic Chemistry; vol. 41; (1976); p. 1765, View in Reaxys 2 of 3
Melting Point [°C]
240 - 243
Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141, View in Reaxys 3 of 3
Melting Point [°C]
76 - 78
Patent; Stroh; DD65928; (1968); Chem.Abstr.; vol. 71; nb. 124485x; (1969), View in Reaxys Crystal Property Description (1) Colour & Other Location Properties yellow
References
supporting informa- Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; tion Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410, View in Reaxys
Electrochemical Behaviour (1) Description (Elec- References trochemical Behaviour) Polarography
Pflegel; Wagner; Pharmazie; vol. 22; (1967); p. 643,649, View in Reaxys
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Electrochemical Characteristics (1) 1 of 1
Description (Electrochemical Characteristics)
polarographic half-wave potential
Pflegel; Wagner; Zeitschrift fuer Chemie (Stuttgart, Germany); vol. 9; nb. 4; (1969); p. 151, View in Reaxys NMR Spectroscopy (4) 1 of 4
Description (NMR Spectroscopy)
Chemical shifts; Spectrum
Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectroscopy)
chloroform-d1
Frequency (NMR Spectro- 300 scopy) [MHz] Location
supporting information
Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410, View in Reaxys 2 of 4
Description (NMR Spectroscopy)
Chemical shifts; Spectrum
Nucleus (NMR Spectroscopy)
13C
Solvents (NMR Spectroscopy)
chloroform-d1
Frequency (NMR Spectro- 75 scopy) [MHz] Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410, View in Reaxys 3 of 4
Nucleus (NMR Spectroscopy)
1H
Coupling Nuclei
1H
Solvents (NMR Spectroscopy)
CDCl3
Su; Wu; Xie; Li; Organic Preparations and Procedures International; vol. 38; nb. 1; (2006); p. 89 - 94, View in Reaxys 4 of 4
Description (NMR Spectroscopy)
Chemical shifts
Nucleus (NMR Spectroscopy)
1H
Solvents (NMR Spectroscopy)
CDCl3
Su; Wu; Xie; Li; Organic Preparations and Procedures International; vol. 38; nb. 1; (2006); p. 89 - 94, View in Reaxys IR Spectroscopy (2) 1 of 2
Description (IR Spectroscopy)
Bands
Location
supporting information
Comment (IR Spectroscopy)
neat (no solvent)
Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410, View in Reaxys 2 of 2
Description (IR Spectroscopy)
Bands
Su; Wu; Xie; Li; Organic Preparations and Procedures International; vol. 38; nb. 1; (2006); p. 89 - 94, View in Reaxys Mass Spectrometry (2)
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Description (Mass Spectrometry)
References
ESI (Electrospray ionisation); Spectrum
Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender; Advanced Synthesis and Catalysis; vol. 353; nb. 2-3; (2011); p. 401 - 410, View in Reaxys
spectrum; electron impact (EI)
Su; Wu; Xie; Li; Organic Preparations and Procedures International; vol. 38; nb. 1; (2006); p. 89 - 94, View in Reaxys
Medchem (9) 1 of 9
Bioassay Category
Toxicity/Safety Pharmacology
Bioassay Details
Lethal dose of compound in mice following intravenous administration
Biological Species/NCBI ID
mouse
Substance RN
887484View in Reaxys
Substance Route of Adm.
intravenous administration
Measurement Parameter
LD50
Unit
mg/kg
Measurement Object
Lethal dose
Qualitative value
=
Quantitative value
320
vol. NX#03782, View in Reaxys 2 of 9
Substance Action on Target
Inhibitor
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibition of pyruvic acid (10 mM) oxidation in rat brain homogenate in the presence of NAD (0.5 mM) with compound concentration at 3 mM upon incubation at 37 degree C in pH 7.4
Biological Species/NCBI ID
rat
Cells/Cell Lines
brain cell
Substance RN
887484View in Reaxys
Measurement Parameter
inhibition rate
Unit
%
Qualitative value
=
Quantitative value
23.32
Deviation
0.18
Concomitants: Compound name
NAD (0.5 mM)
Concomitants: Compound role
COM
Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141, View in Reaxys 3 of 9
Substance Action on Target
Inhibitor
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibition of pyruvic acid (10 mM) oxidation in rat brain homogenate in the absence of NAD with compound concentration at 1 mM upon incubation at 37 degree C in pH 7.4 at time interval of 30-60 minutes
Biological Species/NCBI ID
rat
Cells/Cell Lines
brain cell
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Substance RN
887484View in Reaxys
Measurement Parameter
inhibition rate
Unit
%
Qualitative value
=
Quantitative value
20.5
Deviation
0.37
Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141, View in Reaxys 4 of 9
Substance Action on Target
Inhibitor
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibition of pyruvic acid (10 mM) oxidation in rat brain homogenate in the absence of NAD with compound concentration at 3 mM upon incubation at 37 degree C in pH 7.4
Biological Species/NCBI ID
rat
Cells/Cell Lines
brain cell
Substance RN
887484View in Reaxys
Measurement Parameter
inhibition rate
Unit
%
Qualitative value
=
Quantitative value
49.88
Deviation
0.9
Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141, View in Reaxys 5 of 9
Substance Action on Target
Inhibitor
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibition of pyruvic acid oxidation in rat brain homogenate in the absence of NAD with compound concentration at 1 mM upon incubation at 37 degree C in pH 7.4 at time interval of 0-30minutes
Biological Species/NCBI ID
rat
Cells/Cell Lines
brain cell
Substance RN
887484View in Reaxys
Measurement Parameter
inhibition rate
Unit
%
Qualitative value
=
Quantitative value
20.21
Deviation
0.46
Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141, View in Reaxys 6 of 9
Substance Action on Target
Inhibitor
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibition of pyruvic acid (10 mM) oxidation in rat brain homogenate in the presence of NAD (0.5 mM) with compound concentration at 1 mM upon incubation at 37 degree C in pH 7.4 at time interval of 30-60 minutes
Biological Species/NCBI ID
rat
Cells/Cell Lines
brain cell
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Substance RN
887484View in Reaxys
Measurement Parameter
inhibition rate
Unit
%
Qualitative value
=
Quantitative value
8.74
Deviation
0.45
Concomitants: Compound name
NAD (0.5 mM)
Concomitants: Compound role
COM
Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141, View in Reaxys 7 of 9
Substance Action on Target
Inhibitor
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibition of pyruvic acid (10 mM) oxidation in rat brain homogenate in the presence of NAD (0.5 mM) with compound concentration at 2 mM upon incubation at 37 degree C in pH 7.4
Biological Species/NCBI ID
rat
Cells/Cell Lines
brain cell
Substance RN
887484View in Reaxys
Measurement Parameter
inhibition rate
Unit
%
Qualitative value
=
Quantitative value
15.31
Deviation
0.47
Concomitants: Compound name
NAD (0.5 mM)
Concomitants: Compound role
COM
Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141, View in Reaxys 8 of 9
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibition of pyruvic acid (10 mM) oxidation in rat brain homogenate in the absence of NAD with compound concentration at 2 mM upon incubation at 37 degree C in pH 7.4
Biological Species/NCBI ID
rat
Cells/Cell Lines
brain cell
Substance RN
887484View in Reaxys
Measurement Parameter
inhibition rate
Unit
%
Measurement Object
Inhibition
Qualitative value
=
Quantitative value
35.34
Deviation
0.93
Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141, View in Reaxys 9 of 9
Substance Action on Target
Inhibitor
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Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibition of pyruvic acid (10 mM) oxidation in rat brain homogenate in the presence of NAD (0.5 mM) with compound concentration at 1 mM upon incubation at 37 degree C in pH 7.4 at time interval of 0-30minutes
Biological Species/NCBI ID
rat
Cells/Cell Lines
brain cell
Substance RN
887484View in Reaxys
Measurement Parameter
inhibition rate
Unit
%
Qualitative value
=
Quantitative value
6.64
Deviation
0.32
Concomitants: Compound name
NAD (0.5 mM)
Concomitants: Compound role
COM
Parmar; Kishor; Seth; Arora; Journal of medicinal chemistry; vol. 12; nb. 1; (1969); p. 138 - 141, View in Reaxys
Copyright Š 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.
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