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Acetanilides

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Definition: Compounds based on N-phenylacetamide, that are similar in structure to 2-PHENYLACETAMIDES. They are precursors of many other compounds. They were formerly used as ANALGESICS and ANTIPYRETICS, but often caused lethal METHEMOGLOBINEMIA.     
See Also Benzeneacetamides
Examples Acetaminophen; Diamfenetide; Etidocaine; Inosine Pranobex; Lidocaine; Phenacetin; Practolol; Trimecaine 		Other names N-Phenylacetamides; Acetylanilines
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
N-(4-(3-(3,4-dihydroxyphenyl)acryloyl)phenyl)-2-(thiophen-2-yl)acetamide  0   *Acetanilides *Caffeic Acids. Bioorg Med Chem 2011 Feb 1;19(3):1256-63
2-benzo(1,3)dioxol-5-yl-N-(2-(benzothiazol-4-yloxymethyl)phenyl)-N-benzylacetamide  0   *Acetanilides *Benzothiazoles NF-kappa B/antagonists & inhibitors. Biochem Biophys Res Commun 2011 May 20;408(4):625-9
Z 123212  0   *Acetanilides *Piperazines Membrane Transport Modulators. Pain 2011 Apr;152(4):833-43
PZ 38 compound  0   *Acetanilides *Imidazoles. PLoS One 2010;5(12):e15276
2-cyclopentyl-N-(2,4-dichloro-3-((isoquinolin-5-yloxy)methyl)phenyl)-N-methylacetamide  0   *Acetanilides *Isoquinolines. Eur J Pharmacol 2010 Oct 25;645(1-3):185-91
2-(4-carboranylphenoxy)-N-phenylacetamide  0   *Acetanilides *Boron Compounds. ChemMedChem 2010 Aug 2;5(8):1236-41
KT 14480  0   *Acetanilides. J Pharm Pharmacol 2010 Feb;62(2):279-85
2-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)-N-(4-isopropylphenyl)acetamide  0   *Acetanilides *Purines Transient Receptor Potential Channels/antagonists & inhibitors. Mol Pain 2008 Oct 27;4:48
AZ 12216052  0   *Acetanilides *Thioglycolates Receptors, Metabotropic Glutamate. Behav Brain Res 2010 Oct 15;212(2):168-73
2'-(2-hydroxy-3'-(4-(4-hydroxy-2-methoxyphenyl)-1-piperazinyl)propoxy)acetanilide  0   *Acetanilides *Piperazines Receptors, Dopamine D4/antagonists & inhibitors. J Pharmacol Exp ther 2010 Jun;333(3):682-95
3-bromoacetamino-4-methoxybenzoylurea  0   *Acetanilides Urea/*analogs & derivatives. Anticancer Drugs 2010 Apr;21(4):372-80
GN 26361  0   *Acetanilides *Boron Compounds. Bioorg Med Chem Lett 2010 Feb 15;20(4):1453-6
3-(5-methyl-5-hydantoinyl)acetanilide  0   *Acetanilides *Hydantoins. J Biomed Mater Res A 2009 Nov;91(2):385-90
beta-(2-chloroaroyl)thioacetanilide  0   *Acetanilides. J Comb Chem. 2009 Sep-Oct;11(5):799-805
iodoacetanilide  0   *Acetanilides Carbon Radioisotopes. Bioorg Med Chem Lett 2009 Oct 1;19(19):5698-702
1,2,3-selenadiazole thioacetanilide  0   *Acetanilides. Bioorg Med Chem. 2009 Sep 1;17(17):6374-9
4'-(2-((2-hydroxy-3-(4-hydroxyphenoxy)propyl)amino)ethyl)-2-(pyrazin-2-yl)acetanilide  0   *Acetanilides *Pyrazines Receptors, Adrenergic, beta-3/agonists. Eur J Med Chem 2009 Jun;44(6):2533-43
4'-(2-((2-hydroxy-3-(4-hydroxyphenoxy)propyl)amino)ethyl)-2-(pyrimidin-2-yl)acetanilide  0   *Acetanilides *Pyrimidines Receptors, Adrenergic, beta-3/agonists. Eur J Med Chem 2009 Jun;44(6):2533-43
4'-(2-((2-hydroxy-3-(4-hydroxyphenoxy)propyl)amino)ethyl)-2-(2-pyridyl)acetanilide  0   *Acetanilides *Pyridines Receptors, Adrenergic, beta-3/agonists. Eur J Med Chem 2009 Jun;44(6):2533-43
radamide  0   *Acetanilides *Benzoates. Org Lett 2004 Nov 25;6(24):4459-62
2-nitroacetanilide  0   *Acetanilides. FEBS J 2009 Apr;276(7):2074-83
2-nitrotrifluoroacetanilide  0   *Acetanilides. FEBS J 2009 Apr;276(7):2074-83
N-fluoroacetyl-N-(2,5-dimethoxybenzyl)-2-phenoxyaniline  0   *Acetanilides Fluorine Radioisotopes. J Med Chem 2009 Feb 12;52(3):688-99
2-(2-methylquinolin-4-ylamino)-N-(2-chlorophenyl)acetamide  0   *Acetanilides *Aminoquinolines. Int J Antimicrob Agents 2008 Oct;32(4):349-54
3'-methylacetanilide  0   *Acetanilides. Acta Crystallogr C 2008 Nov;64(Pt 11):o599-603
N-(4-((4-(3,4-dichlorophenyl)-1,3-thiazol-2-yl)amino)phenyl)acetamide  0   *Thiazoles *Acetanilides. J Med Entomol 2008 May;45(3):439-44
6-fluoro-3-(iodoacetamido)benzoylurea  0   *Acetanilides Urea/*analogs & derivatives. J Med Chem 2008 Jun 12;51(11):3094-103
N-acetyl-N-(2-methoxycarbonylbenzyl)-2-phenoxyaniline  0   *Acetanilides *Benzoates Carbon Radioisotopes. J Med Chem 2008 Jan 10;51(1):17-30
N-(4-(2-(8-cyano-1,3a,4,9b-tetrahydro(1)benzopyrano(3,4-c)pyrrol-2(3H)-yl)ethyl)phenyl)acetamide  0   *Acetanilides *Benzopyrans Receptors, Dopamine D3/antagonists & inhibitors. J Pharmacol Exp Ther 2008 Feb;324(2):587-99
N-(4-hydroxyphenyl)-2-(4-methoxyphenyl)acetamide  0   *Acetanilides *Phenols. Acta Pharm 2007 Sep;57(3):301-14
4-acetamido-N-(4-(N-butyl-N-methylamino)butyl)-5-iodo-2-methoxybenzamide  0   *Acetanilides *Benzamides Iodine Radioisotopes. J Med Chem 2007 Jul 26;50(15):3561-72
2-(2-aminothiazol-4-yl)-4'-(2-((2-hydroxy-2-phenylethyl)amino)ethyl)acetanilide  0   *Acetanilides *Thiazoles Receptors, Adrenergic, beta-3. J Pharmacol Exp Ther 2007 May;321(2):642-7
4-aminoacetanilide  0   *Acetanilides. Anal Biochem 2003 Jan 15;312(2):201-7
3-(2-(4-(1,1-dimethylpropyl)phenoxy)acetylamino)benzoic acid  0   *Acetanilides *Aminobenzoic Acids. Nat Med 2006 Sep;12(9):1093-9
2-(3-oxo-1-(toluene-4-sulfonyl)-1,2,3,4-4H-quinoxalin-2-yl)-N-phenyl-acetamide  0   *Acetanilides *Tosyl Compounds Receptor, Bradykinin B2/antagonists & inhibitors Receptor, Bradykinin B1/antagonists & inhibitors. Biol Chem 2006 Feb;387(2):189-94
acetanilide  0 N-phenylacetamide  *Acetanilides.
2-(3,4,5-trimethoxyphenylamino)-6-(3-acetamidophenyl)pyrazine  0   *Acetanilides *Pyrazines Proto-Oncogene Proteins B-raf/antagonists & inhibitors. J Med Chem 2006 Jan 12;49(1):407-16
2-((2-bromo-4,6-dinitrophenyl)azo)-5-(diethylamino)-4-methoxyacetanilide  0   *Acetanilides *Azo Compounds Coloring Agents. Food Chem Toxicol. 2005 Jan;43(1):49-56
N-1-benzyl-2,3-dihydro-1H-pyrrolo(2,3-b)quinolin-4-yl-2-phenylacetamide  0   *Acetanilides *Pyrroles *Quinolines P-Glycoprotein/antagonists & inhibitors. J Med Chem 2004 Mar 11;47(6):1413-22
2-(2-methylquinolin-4-ylamino)-N-phenylacetamide  0   *Acetanilides *Aminoquinolines. Bioorg Med Chem 2002 Jun;10(6):1687-93
2-(2-benzoylphenoxy)-N-phenylacetamide  42018-53-1   *Acetanilides *Benzophenones. Appl Radiat Isot 2002 Nov;57(5):681-5
acetoxyacetanilide  0   *Acetanilides. J Pharm Sci 2002 May;91(5):1287-95
4-trifluoromethoxyacetanilide  0   *Acetanilides. J Pharm Biomed Anal 2002 Jun 1;28(5):875-85
alpha-(3-amidinylphenoxy)-2-bromo-N-(5-(pyrrolidin-1-ylcarbonyl)phenyl)phenylacetamide  0   *Acetanilides *Amidines *Phenylacetates Factor Xa/antagonists & inhibitors. Bioorg Med Chem Lett 2001 Sep 3;11(17):2279-82
4'-((benzoyl(4-chlorophenylhydrazono)methyl)sulfonyl)acetanilide  0   *Acetanilides *Hydrazones. Acta Crystallogr C 2001 Sep;57(Pt 9):1112-5
4'-((benzoyl(4-methoxyphenylhydrazono)methyl)sulfonyl)acetanilide  0   *Acetanilides *Hydrazones. Acta Crystallogr C 2001 Sep;57(Pt 9):1112-5
N-isopropylacetanilide  0   *Acetanilides. Xenobiotica 2000 Dec;30(12):1153-7
mefenacet  0   *Acetanilides *Benzothiazoles. Bull Environ Contam Toxicol 2001 Jan;66(1):17-23
N-hydroxy-N-methyl-4-(2-(4,5-dihydroxy-10-oxo-9,10-dihydroanthracene-9-yl)-2-oxoethyl)phenylacetamide  0   *Acetanilides *Anthracenes. J Med Chem 2001 Mar 1;44(5):814-21
N-(1-(6-aminopyridin-2-ylmethyl)piperidin-4-yl)-2-(3,3-difluorocyclopentyl)-2-hydroxy-2-phenylacetamide  0   *Acetanilides *Piperidines. J Med Chem 2000 Dec 28;43(26):5017-29
3,4-dichloroacetanilide  2150-93-8   *Acetanilides. Analyst 1998 Dec;123(12):2485-7
amidochlor  0   *Acetanilides. Mutat Res 1999 Jul 15;443(1-2):183-221
dimethenamid  0   *Acetanilides. Mutat Res 1999 Jul 15;443(1-2):183-221
4-fluoroacetanilide  351-83-7   *Acetanilides. Xenobiotica 1999 Feb;29(2):205-16
pretilachlor  51218-49-6   *Acetanilides. Xenobiotica 1998 Nov;28(11):1029-39
N-(2'-mercaptoethyl)-2-phenylacetamide  0   *Acetanilides beta-Lactamases/antagonists & inhibitors. Biochem J 1998 May 1;331(Pt 3):703-11
N-(1-benzylpiperidin-4-yl)phenylacetamide  0   *Acetanilides *Piperidines Ligands. J Med Chem 1998 Jun 18;41(13):2361-70
6',7'-dimethyl-1'-quinoxalinyl-4-(2' amino)acetanilide  0   *Acetanilides *Quinoxalines. Electrophoresis 1998 Feb;19(2):295-9
3-nitroacetanilide  122-28-1   *Acetanilides. Biopharm Drug Dispos 1996 Nov;17(8):675-98
4-methacryloyl-oxyacetanilide  0   *Acetanilides *Methacrylates Polymers. Biomaterials 1996 Jun;17(12):1243-9
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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