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Oxazoles

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Definition: Five-membered heterocyclic ring structures containing an oxygen in the 1-position and a nitrogen in the 3-position, in distinction from ISOXAZOLES where they are at the 1,2 positions.  includes oxazolines, oxazolidines   
Examples Aminorex; Dimethadione; Fura-2; Muscimol; Oxadiazoles; Oxazolidinones; Oxazolone; Pemoline; Trimethadione
Other names 1,3 Oxazolium 5 Oxides; Munchnones; 1,3-Oxazolium-5-Oxides
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
2-(2,4-hexadienoyl)-7-(2-(5-methyl-2-(5-methylhexen-1-yl)oxazol-4-yl)ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid  0   *Isoquinolines *Oxazoles PPAR gamma/agonists. Bioorg Med Chem. 2012 Jan 15;20(2):1060-75.
2-(2'-naphthyl)-5-(2'-naphthyl)-2-acetyl-2,3-dihydro-1,3,4-oxadiazoline  0   *Naphthalenes *Oxazoles. Bioorg Med Chem. 2012 Jan 15;20(2):903-9.
di(2-(5-phenyloxazolyl))benzene  0   *Oxazoles *Benzene Derivatives. Radiats Biol Radioecol. 2011 Nov-Dec;51(6): 660-9
MK-3328  0   *Oxazoles *Pyridines. Nucl Med Biol. 2011 Nov;38(8):1193-203.
KR33426  0   *Guanidines *Oxazoles Lupus Erythematosus, Systemic/drug therapy. Eur J Pharmacol. 2011 Oct 15;668(3):459-66
MDS 11  0   *Oxazoles. Biochem Pharmacol. 2011 Dec 15;82(12):1832-42.
MDS-11P compound  0   *Oxazoles *Phosphoric Acid Esters. Biochem Pharmacol. 2011 Dec 15;82(12):1832-42.
texaline  0   *Oxazoles *Pyridines Antitubercular Agents. Chemistry. 2011 Aug 29;17(36):10113-22
CP2-disorazole C1  0   *Oxazoles *Macrolides. Org Lett. 2011 Aug 5;13(15):4088-91
tert-butyl-4-((3-nitrophenoxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate  0   *Oxazoles. Life Sci. 2011 Nov 21;89(21-22):786-94
N1-(2-(2,3-dihydroxyphenyl)-5-methyl-2-oxazoline-4-carboxamido)-N3-(2,3-dihydroxyphenyl)-1,3-diaminopropane  0   *Catechols *Oxazoles. Mar Biotechnol (NY). 2011 Jun;13(3):451-61.
8-(3-(4-chlorophenyl)prop-2-enoyl)-3-((3,4-dichlorophenyl)methyl)-1-oxa-3,8-diazaspiro(4.5)decan-2-one  0   *Oxazoles *Spiro Compounds. J Biol Chem 2011 Aug 19;286(33):29292-302
2-phenyl-2-oxazoline  0   *Oxazoles. Phys Chem Chem Phys. 2011 Jul 7;13(25):11892-904
2-methyl-2-oxazoline  0   *Oxazoles. Phys Chem Chem Phys. 2011 Jul 7;13(25):11892-904
5-phenyl oxazole  0   *Oxazoles. Bioorg Med Chem Lett. 2011 Jun 1;21(11):3404-6
kabiramide K  0   *Oxazoles *Macrolides. J Nat Prod. 2011 May 27;74(5):1288-92
kabiramide J  0   *Oxazoles *Macrolides. J Nat Prod. 2011 May 27;74(5):1288-92
spoxazomicin C  0   *Oxazoles. J Antibiot (Tokyo). 2011 Apr;64(4):303-7
spoxazomicin B  0   *Oxazoles *Thiazoles. J Antibiot (Tokyo). 2011 Apr;64(4):303-7
spoxazomicin A  0   *Oxazoles *Thiazoles. J Antibiot (Tokyo). 2011 Apr;64(4):303-7
2-(((4-methoxyphenoxy)carbonyl)(1-(4-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)ethyl)amino)acetic acid  0   *Oxazoles Glycine/*analogs & derivatives PPAR alpha/agonists PPAR gamma/agonists. Drug Metab Dispos 2011 Feb;39(2):228-38
CG 301269  0   *Oxazoles *Thiazolidines PPAR alpha/agonists PPAR gamma/agonists. Diabetes 2011 Feb;60(2):496-506
diazonamide B  0   *Heterocyclic Compounds with 4 or More Rings *Oxazoles. Org Lett. 2011 Feb 4;13(3):390-3
SSJ 127  0   *Oxazoles *Benzothiazoles. Bioorg Med Chem 2010 Nov 15;18(22):7804-8
poly(2-methyl-2-oxazoline-block-(2-isopropyl-2-oxazoline-co-2-butyl-2-oxazoline)-block-2-methyl-2-oxazoline)  0   *Oxazoles *Polymers. Macromol Biosci 2010 Aug 11;10(8):916-24
aristoxazole  0   *Oxazoles. J Nat Prod. 2010 Dec 27;73(12):1979-86
inthomycin C  0   *Oxazoles. Org Lett. 2010 Nov 19;12(22):5088-91
1-(4-(2-(5-methyl-2-p-tolyloxazol-4-yl)ethoxy)benzyl)piperidine-2-carboxylic acid  0   *Oxazoles *Pipecolic Acids PPAR alpha/agonists PPAR gamma/agonists. Mol Pharmacol 2010 Nov;78(5):877-85
enigmazole A  0   *Organophosphorus Compounds *Oxazoles *Macrolides. J Am Chem Soc. 2010 Aug 4;132(30):10278-85
3-fluoro-5-(2-(pyridin-2-yl)-7,8-dihydro-4H-oxazolo(4,5-c)azepin-5(6H)-yl)benzonitrile  0   *Azepines *Oxazoles Receptors, Metabotropic Glutamate/antagonists & inhibitors. J Med Chem 2010 Oct 14;53(19):7107-18
mycalolide A  0   *Oxazoles. Org Lett. 2010 Aug 6;12(15):3348-51
2-(4-aminophenyl)-2-oxazoline  0   *Oxazoles. J Mater Sci Mater Med. 2010 Mar;21(3):879-86
2-ethyl-2-oxazoline  0   *Oxazoles. J Mater Sci Mater Med. 2010 Mar;21(3):879-86
2,6-bis(tert-butylcarbamoyl-2-oxazolin-2-yl)pyridine  0   *Oxazoles *Pyridines Ligands. Inorg Chem 2010 Jun 7;49(11):4717-9
4-(2-hydroxybenzylidene)-2-methyloxazol-5(4H)-one  0   *Oxazoles. Chem Commun (Camb) 2010 Apr 28;46(16):2868-70
GIT 27NO compound  0   *Oxadiazoles *Oxazoles. Free Radic Biol Med 2010 Apr 15;48(8):1090-9
calyculin C  0   *Oxazoles Phosphoprotein Phosphatases/antagonists & inhibitors. Mar Drugs. 2010;8(1):122-72
L1H1-70TD compound  0   *Oxazoles. Nucleic Acids Symp Ser (Oxf) 2009;(53):231-2
2-(4-methoxyphenyl)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)oxazole-4-carboxamide  0   *Oxazoles *Triazoles. J Med Chem 2010 Apr 22;53(8):3389-95
2-((3-((2-(4-chlorophenyl)-5-methyloxazol-4-yl)methoxy)benzyl)(methoxycarbonyl)amino)acetic acid  0   *Oxazoles Glycine/*analogs & derivatives PPAR alpha/agonists. J Med Chem 2010 Apr 8;53(7):2854-64
1,3-oxazolidin-2-imine  0   *Imines *Oxazoles. J Org Chem. 2010 Jan 15;75(2):514-7
4-(5-methyloxazolo(4,5-b)pyridin-2-yl)-1,4-diazabicyclo(3.2.2)nonane  0   *Oxazoles *Azabicyclo Compounds. J Med Chem 2010 Feb 11;53(3):1222-37
5-aminooxazole  0   *Oxazoles. Org Lett. 2010 Feb 19;12(4):820-3
doxazolidine  0   *Oxazoles Doxorubicin/*analogs & derivatives. J Med Chem 2005 Dec 1;48(24):7648-57
(3,5-bis(4-fluorophenyl)tetrahydro-1H-oxazolo(3,4-c)oxazol-7a-yl)methanol  0   *Oxazoles. J Med Chem 2009 Dec 10;52(23):7537-43
2-methyl-6-(3-(2-phenyloxazol-4-ylmethoxy)propoxymethyl)benzoic acid  0   *Oxazoles *Benzoic Acids PPAR alpha/agonists. Acta Pharmacol Sin 2009 Jul;30(7):935-46
ethyl-4,5-dihydro-5,5-diphenylisoxazol-3-carboxylate  0   *Oxazoles. Clin Toxicol (Phila). 2009 Sep;47(8):792-7
CPUY013 compound  0   *Oxazoles *Fluoroquinolones DNA Topoisomerases, Type I/antagonists & inhibitors. Yao Xue Xue Bao 2008 Aug;43(8):811-8
poly(2-methyl oxazoline)-block polydimethylsiloxane-block-poly(2-methyl oxazoline)  0   *Oxazoles *Polymers. Pharm Res 2009 Jul;26(7):1711-7
aleglitazar  0   *Oxazoles *Thiophenes. Lancet. 2009 Jul 11;374(9684):126-35
3-(1-methylethyl)-9b-phenyl-(1,3)oxazolo(2,3-a)isoindole-2,5(3H,9bH)-dione  0   *Oxazoles *Isoindoles. J Endocrinol 2009 Jun;201(3):261-7
disorazole E1  0   *Oxazoles *Macrolides. Nat Prod Rep 2009 May;26(5):585-601
2-methoxy-3-(4-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)propanoic acid  0   *Oxazoles *Propionic Acids. Drug Metab Dispos 2009 May;37(5):946-55
5,5-(dimethyl)-i-Pr-PHOX  0   *Oxazoles. Org Lett 2009 May 21;11(10):2201-4
9-desmethylkbiramide B  0   *Oxazoles *Peptides, Cyclic. J Nat Prod 2009 Apr;72(4):732-8
33-methyltetrahydrohalichondramide  0   *Oxazoles *Peptides, Cyclic. J Nat Prod 2009 Apr;72(4):732-8
hemiphorboxazole A  0   *Heterocyclic Compounds with 4 or More Rings *Oxazoles. Org Lett 2009 May 7;11(9):1967-70
4,6-dinitrobenzo(d)isoxazole-3-carbonitrile  0   *Nitriles *Oxazoles. Org Biomol Chem. 2009 Mar 21;7(6):1137-46
UA 62784  0   *Oxazoles *Xanthones. Mol Cancer Ther 2009 Jan;8(1):36-44
3,5,5-trimethyloxazolidine 2,4-dione  0   *Oxazoles. Ann N Y Acad Sci 2008 Dec;1149():183-5
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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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