NDLI: 4-Hydroxy-5-methoxy-N,1-dimethyl-2-oxo-N-[4-(trifluoromethyl)phenyl]-1,2-dihydroquinoline-3-carboxamide

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Year: 2014 Volume: 70

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Twinned caesium cerium(IV) pentafluoride

$Rb_{2}Lu[Si_{4}O_{10}]F,$ a tubular chain silicate

$Cd_{4}As_{2}Br_{3}$

Calcioferrite with composition $(Ca_{3.94}Sr_{0.06})Mg_{1.01}(Fe_{2.93}Al_{1.07})(PO_{4})_{6}(OH)_{4}·12H_{2}O$

Bis[(2-methylbenzyl)bis(pyridin-2-ylmethyl-κN)amine-κN]manganese(II) bis(perchlorate)

$[N,N′-Bis(2,6-diethyl-4-phenylphenyl)butane-2,3-diimine-κ^{2}$ N,N′]dibromidonickel(II)

Trimethylphosphonium trans-tetrachloridobis(trimethylphosphane-κP)iridate(III)

A one-dimensional polymeric cobalt(III)–potassium complex with 18-crown-6, cyanide and porphyrinate ligands

$Diaquabis(cinnamato-κ^{2}$ O,O′)cadmium

(E)-1-Ferrocenyl-3-(2-methoxyphenyl)prop-2-en-1-one

$trans-Chloridobis(ethane-1,2-diamine-κ^{2}$ N,N′)(thiocyanato-κN)cobalt(III) diamminetetrakis(thiocyanato-κN)cromate(III)

$Poly[(μ_{3}-3,5-dinitrobenzoato-κ^{3}$ O $^{1}:O$ $^{1′}:O$ $^{3})(μ_{2}-hydroxido-κ^{2}$ O:O)copper(II)]

$trans-Diaquabis(pyridazine-3-carboxylato-κ^{2}$ N $^{2},O)copper(II)$

Bis(acetato-κO)bis(thiourea-κS)cobalt(II)

Bis[5-(pyridin-2-yl-κN)tetrazolido-κN $^{1}]copper(II)$

Diaquabis[5-(2-pyrazin-2-yl)tetrazolato]copper(II)–pyrazine-2-carbonitrile (1/2)

$mer-Hydridotris(trimethylphosphane-κP)(d-valinato-κ^{2}$ N,O)iridium hexafluoridophosphate dichloromethane 0.675-solvate

Dichloridodimethylbis(thiourea-κS)tin(IV)

Propane-1,2-diammonium chromate(VI)

Bis(2,6-dimethylanilinium) diaquabis(dihydrogen $diphosphato-κ^{2}$ O,O′)cobaltate(II)

$Bis(η^{5}-pentamethylcyclopentadienyl)aluminium$ tetrabromidoaluminate

$catena-Poly[[bis(ethanol-κO)manganese(II)]-μ-2,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,4-bis(olato)-κ^{4}$ O $^{1},O$ $^{6}:O$ $^{3},O$ $^{4}]$

trans-Chlorido(4-fluorobenzenethiolato-κS)bis(triphenylphosphane-κP)palladium(II) methanol hemisolvate

Bis(1-benzyl-1H-benzimidazole-κN $^{3})dichloridozinc$

$Bis[tetrakis(pyridin-2-yl)methane-κ^{3}$ N,N′,N′′]cobalt(II) tetrakis(thiocyanato-κN)cobaltate(II) methanol monosolvate

$Diaquabis[N-(2-fluorobenzyl)-N-nitrosohydroxylaminato-κ^{2}$ O,O′]nickel(II)

3-Anilino-5,5-dimethylcyclohex-2-enone

2-[(E)-(4-Bromophenyl)iminomethyl]-4-chlorophenol

Bis(dicyclohexylammonium) sulfate dihydrate

4-Methyl-N-(4-methylphenylsulfonyl)-N-phenylbenzenesulfonamide

Ethyl 4,9-dimethyl-9H-carbazole-3-carboxylate

N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide

N′-[(E)-Furan-2-ylmethylidene]-4-hydroxybenzohydrazide

6,6′-Dimethyl-2,2′-[imidazolidine-1,3-diylbis(methylene)]diphenol

4-Cyano-3-fluorophenyl 4-(hexadecyloxy)benzoate

4-(2-Methoxyphenyl)piperazin-1-ium 6-chloro-5-isopropyl-2,4-dioxopyrimidin-1-ide

3-(4-Hexyloxyphenyl)-1,2,4-triazolo[3,4-b]benzothiazole

N-(12-Amino-9,10-dihydro-9,10-ethanoanthracen-11-yl)-4-methylbenzenesulfonamide

Methyl 3-phenylisoxazole-5-carboxylate

(E)-13-(2-Bromophenyl)micheliolide

Cyclohexylammonium nitrate

(3R,4S)-3-Methyl-4-phenyl-2-[(R)-1-phenylethyl]-3,4-dihydroisoquinolin-2-ium tetrafluoridoborate

Bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate

5-(4-Fluorophenyl)-2-(4-methylphenyl)-3-methylsulfanyl-1-benzofuran

2-(4-Chlorophenyl)-4-oxo-4-phenylbutanenitrile

2,3-Diphenylmaleimide 1-methylpyrrolidin-2-one monosolvate

4-(Thiophen-2-yl)-2-[4-(trifluoromethyl)phenyl]-2,3-dihydro-1,5-benzothiazepine

3-Amino-5,5-diphenylimidazolidine-2,4-dione

(E)-Benzyl(4-{[1-(prop-2-en-1-yl)-1H-1,2,3-triazol-4-yl]methoxy}benzylidene)amine

Fluoren-9-one oxime

Redetermination of $1,3,6,8-tetraazatricyclo[4.4.1.1^{3,8}]dodecane$

Santal monohydrate, an isoflavone isolated from Wyethia mollis

4-Formyl-2-nitrophenyl benzoate

Bis[5-methoxy-2-(methoxycarbonyl)phenyl] methylphosphonate

1-Piperonylpiperazinium 4-nitrobenzoate monohydrate

Methyl 3′-benzyl-4′-(2,4-dichlorophenyl)-1′-methyl-2-oxo-1-propylspiro[indoline-3,2′-pyrrolidine]-3′-carboxylate

2-(4-Fluoro-2-nitrophenyl)-4-hydroxy-9-phenylsulfonyl-9H-carbazole-3-carbaldehyde

N,N′-[(2E,3E)-Butane-2,3-diylidene]bis[4-fluoro-2-(1-phenylethyl)aniline]

9-(2,4-Difluorophenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-2H-xanthene-1,8-dione

4-Hydroxy-3-methoxybenzaldehyde 4-phenylthiosemicarbazone

(3aR*,8bR*)-3a,8b-Dihydroxy-1-(4-methylphenyl)-2-methylsulfanyl-3-nitro-1,8b-dihydroindeno[1,2-b]pyrrol-4(3aH)-one

Methyl 1-phenyl-3-p-tolyl-1,9b-dihydro-3H-chromeno[4,3-c]isoxazole-3a(4H)-carboxylate

1-Piperonylpiperazinium 4-chlorobenzoate

5-Phenyl-1,2,5-dithiazepane

(4-Fluorophenyl)(2-hydroxy-5-methylphenyl)methanone

2-[2-(4-Methylpiperazin-1-yl)ethyl]isoindoline-1,3-dione

9-Benzyl-6-benzylsulfanyl-9H-purin-2-amine

(E)-N-(4-{[1-(Prop-2-en-1-yl)-1H-1,2,3-triazol-4-yl]methoxy}benzylidene)morpholin-4-amine

4-[(1,3-Dioxoisoindolin-2-yl)methyl]benzenesulfonamide

4-Nitrophthalamide

1-(2-Methyl-5-nitro-1H-imidazol-1-yl)propan-2-yl acetate

2-Bromo-1-(1-phenylsulfonyl-1H-indol-3-yl)propan-1-one

4-Hydroxy-5-methoxy-N,1-dimethyl-2-oxo-N-[4-(trifluoromethyl)phenyl]-1,2-dihydroquinoline-3-carboxamide

Methyl 4′-(3-bromophenyl)-3′-(2,5-dimethylbenzyl)-1′-methyl-2-oxospiro[indoline-3,2′-pyrrolidine]-3′-carboxylate

N-Methyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide

N $^{1},N$ $^{4}-Diphenyl-3,6-bis(phenylimino)cyclohexa-1,4-diene-1,4-diamine$

Dimethyl 2,2′-dinitrobiphenyl-4,4′-dicarboxylate

Methyl 4-(4-hydroxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Ethyl 3-[7-(N-acetyl-4-methoxybenzenesulfonamido)-3-chloro-2H-indazol-2-yl]propionate

3-(3-Bromophenylsulfinyl)-5-cyclohexyl-2-methyl-1-benzofuran

5-Bromo-3-cyclohexylsulfinyl-2,4,6-trimethyl-1-benzofuran

r-1,t-3-Bis[4-(dimethylamino)phenyl]-c-2,t-4-bis(pyridin-4-yl)cyclobutane

Dimethylphosphoryl)methanaminium hydrogen oxalate–oxalic acid (2/1

2-((E)-{4-[Bis(4-ethoxyphenyl)amino]phenyl}iminomethyl)phenol

2-{(E)-[4-(Diphenylamino)phenyl]iminomethyl}phenol

Ethyl 3-(9-chloro-10-oxo-9,10-dihydroanthracen-9-yl)-5-methylisoxazole-4-carboxylate

(4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl acetate

3-(1H-Imidazol-1-yl)propanaminium 2-carboxy-4,6-dinitrophenolate

5-Bromo-2-methyl-3-(3-methylphenylsulfinyl)-1-benzofuran

2,9-Bis(5-sulfanylidene-4,5-dihydro-1,3,4-oxadiazol-2-yl)-1,10-phenanthroline dimethyl sulfoxide disolvate

4-Nitrophthalonitrile

3-(2-Bromophenylsulfonyl)-5-cyclohexyl-2-methyl-1-benzofuran

3-Methyl-4,5-dihydrooxazolium tetraphenylborate

1-Methylpiperazine-1,4-dium bis(hydrogen oxalate)

2-((1E)-1-{2-[(2Z)-4-(4-Bromophenyl)-3-phenyl-2,3-dihydro-1,3-thiazol-2-ylidene]hydrazin-1-ylidene}ethyl)pyridin-1-ium bromide monohydrate

9-(4-Bromophenyl)-9H-carbazole

N-[2-(9H-Carbazol-9-yl)ethyl]-4-(methylsulfonyl)aniline

(Methoxymethylidene)dimethylazanium tetraphenylborate acetonitrile monosolvate

1-Methyl-3-phenylimidazolidine-2-thione

Methyl 3′-benzyl-4′-(2,4-dichlorophenyl)-1′-methyl-2-oxospiro[indoline-3,2′-pyrrolidine]-3′-carboxylate

2-(4,5-Dimethoxy-2-nitrophenyl)-4-methoxy-3-methyl-9-phenylsulfonyl-9H-carbazole

Methyl 1-benzyl-5-methyl-2,4-diphenyl-1H-pyrrole-3-carboxylate

4-Thiocarbamoylpyridin-1-ium iodide

Tetrakis(2-amino-5-chloropyridinium) dihydrogen cyclohexaphosphate

4-Bromo-N-(2-nitrophenyl)benzamide

2,5-Bis{[(−)-(S)-1-(4-bromophenyl)ethyl]iminomethyl}thiophene

(4,9-Dimethyl-9H-carbazol-3-yl)methanol

Bis(2-amino-5-benzyl-3-ethoxycarbonyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-5-ium) bis(4-methoxyphenyl)diphosphonate

Benzotriazolium 4-methylbenzenesulfonate

2,2-Dimethyl-N-(4-methylpyridin-2-yl)propanamide

Methylphosphonic acid, $CH_{3}PO(OH)_{2}$

[2-Benzyl-3-(naphthalen-1-yl)-2,3-dihydro-1,2-oxazole-4,5-diyl]bis(phenylmethanone)

N′-[(E)-(Furan-2-yl)methylidene]-2-[4-(2-methylpropyl)phenyl]propanohydrazide

5-((Methoxyimino){2-[(2-methylphenoxy)methyl]phenyl}methyl)-N-phenyl-1,3,4-oxadiazol-2-amine

2-Cycloheptylidene-N-phenylhydrazinecarbothioamide

1-(Prop-2-ynyl)indoline-2,3-dione

3-(2,3-Dioxoindolin-1-yl)propanenitrile

4-[(1-Benzyl-1,2,3-triazol-5-yl)methyl]-2H-1,4-benzothiazin-3(4H)-one

5,6-Dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-1H-benzimidazole

Methyl (2Z)-2-{(2Z)-3-[(cyclopentylidene)amino]-4-oxo-2-phenylimino-1,3-thiazolidin-5-ylidene}acetate

1-(3,4-Dimethoxyphenyl)-3-phenylprop-2-en-1-one

1-[3-(Morpholin-4-yl)propyl]-4-(3-nitrophenyl)spiro[azetidine-3,9′-xanthen]-2-one

Dimethyl 2-nitrobiphenyl-4,4′-dicarboxylate

Monosuccinate ester of melampomagnolide B

$Diphenyl[(phenylsulfanyl)methyl]-λ^{5}-phosphanethione$

6-(4-Fluorophenyl)-3-phenyl-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine

Tetrakis(2,3,5,5-tetramethylhexen-2-yl)silane

Methyl 3′-(2,5-dimethylbenzyl)-1′-methyl-2-oxo-4′-phenylspiro[indoline-3,2′-pyrrolidine]-3′-carboxylate chloroform monosolvate

5-Chloro-5′′-(4-chlorobenzylidene)-4′-(4-chlorophenyl)-1′,1′′-dimethyldispiro[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione

Year: 2014 Volume: 70 Issue: Part 2

Year: 2014 Volume: 70 Issue: Part 1

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Year: 2008 Volume: 64

Year: 2007 Volume: 64

4-Hydroxy-5-methoxy-N,1-dimethyl-2-oxo-N-[4-(trifluoromethyl)phenyl]-1,2-dihydroquinoline-3-carboxamide

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Akinboye, Emmanuel S. Butcher, Ray J. Yildirim, Sema Ozturk Isaacs, John T.
Description	Author Affiliation: Akinboye ES ( The Sidney Kimmel Comprehensive Cancer Center at Johns Hopkins University, 1650 Orleans Street, Baltimore, MD 21287, USA.); Butcher RJ ( Department of Chemistry, Howard University, 525 College Street NW, Washington DC 20059, USA.); Yildirim SO ( Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.); Isaacs JT ( The Sidney Kimmel Comprehensive Cancer Center at Johns Hopkins University, 1650 Orleans Street, Baltimore, MD 21287, USA.)
Abstract	The title compound, $C_{20}H_{17}F_{3}N_{2}O_{4},$ named tasquinimod, is a second-generation oral quinoline-3-carboxamide analogue, which is currently in phase III clinical trials for the treatment of metastatic prostate cancer. The quinoline unit is almost planar (r.m.s. deviation of fitted atoms = 0.0075 Å). The carboxamide side chain, substituted at position 3, is tilted by 88.07 (7)° to the quinoline plane. Both the methyl and carbonyl groups of this carboxamide side chain are in a syn conformation. The 4-(trifluoromethyl)phenyl plane is inclined at 50.62 (17)° to the plane of the carboxamide side chain, and at 87.14 (4)° to the plane of the quinoline ring system. The 4-hydroxy H atom acts as a double proton donor in an intramolecular hydrogen bond to the 5-position methoxy O atom and in an intermolecular contact to the 2-oxo group, generating a chain along [010] in the crystal structure.
ISSN	20569890
e-ISSN	16005368
Journal	Acta Crystallographica Section E Structure Reports Online
Issue Number	Pt 3
Volume Number	70
Language	English
Publisher	IUCr/Wiley
Publisher Date	2014-03-01
Publisher Place	United States
Access Restriction	Open
Subject Keyword	Crystallography
Content Type	Text
Resource Type	Article
Subject	Chemistry Condensed Matter Physics Materials Science

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