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Oxadiazoles

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Definition:      
Examples 5-Amino-3-((5-nitro-2-furyl)vinyl)-1,2,4-oxadiazole; 4-Chloro-7-nitrobenzofurazan; Quisqualic Acid; Sydnones
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
5-(4-cyano-3-methylphenyl)-2-(4-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidin-1-yl)nicotinitrile  0   *Oxadiazoles *Piperidines. Chem Res Toxicol. 2011 Dec 19;24(12):2207-16.
5-(3-ethyl-1,2,4-oxadiazol-5-yl)-1,4,5,6-tetrahydropyrimidine  0   *Oxadiazoles *Pyrimidines Muscarinic Agonists Receptor, Muscarinic M1/agonists. J Pharmacol Exp Ther. 2012 Mar;340(3):588-94.
5,5,5-trifluoro-1-(4-(3-thiazol-2-yl-1,2,4-oxadiazol-5-yl)piperidin-1-yl)pentan-1-one  0   *Oxadiazoles *Piperidines. J Med Chem. 2012 Jan 12;55(1):68-83.
4-azetidinyl-7-nitrobenz-2-oxa-1,3-diazole  0   *Oxadiazoles. Chemphyschem. 2011 Oct 24;12(15):2735-41
GSK 977779  0   *Oxadiazoles *Purines. Drug Metab Dispos. 2011 Sep;39(9):1620-32.
SB 747651A  0   *Oxadiazoles *Bicyclo Compounds, Heterocyclic. Biochem J. 2012 Jan 1;441(1):347-57.
2-methyl-5-(3-(4-(methylsulfinyl)phenyl)-1-benzofuran-5-yl)-1,3,4-oxadiazole  0   *Benzofurans *Oxadiazoles Glycogen Synthase Kinase 3/antagonists & inhibitors. J Neurochem. 2011 Dec;119(6):1330-40.
4-(4-fluorophenyl)-7-(((5-(1-hydroxy-1-(trifluoromethyl)propyl)-1,3,4-oxadiazol-2-yl)amino)methyl)-2H-1-benzopyran-2-one  0   *Coumarins *Oxadiazoles Lipoxygenase Inhibitors. Drug Metab Dispos. 2011 May;39(5):763-70.
5-((pyrimidin-2-ylthio)methyl)-1,3,4-oxadiazole-2(3H)-thione  0   *Oxadiazoles *Pyrimidines Antifungal Agents. Molecules. 2011;16(9) (dup#20):7662-71
ASP2151  0   *Oxadiazoles. Molecules. 2011;16(9) (dup#20):7210-23
5-(3-(2-(2-hydroxy-1-(hydroxymethyl)ethyl)-5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl)-2-((1-methylethyl)oxy)benzonitrile  0   *Isoquinolines *Oxadiazoles Receptors, Lysosphingolipid/agonists. J Med Chem. 2011 Oct 13;54(19):6724-33.
4-(5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazol-2-yl)-1,4-diazabicyclo(3.2.2)nonane  0   *Oxadiazoles *Azabicyclo Compounds Carbon Radioisotopes Ligands. J Nucl Med 2011 Sep;52(9):1449-56
NS 10743  0   *Oxadiazoles *Azabicyclo Compounds Fluorine Radioisotopes. Eur J Nucl Med Mol Imaging 2011 Aug;38(8):1541-9
3-(3-(pyridine-3-yl)-1,2,4-oxadiazol-5-yl)benzonitrile  0   *Oxadiazoles *Pyridines Nicotinic Agonists. Biochem Pharmacol 2011 Oct 15;82(8):967-76
3-(phenylsulfonyl)-4-(4-(1-(2-(3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoyl)pyrrolidine-2-carbonyloxy)but-2-ynyloxy)-1,2,5-oxadiazole-2-oxide  0   *Oxadiazoles Farnesol/*analogs & derivatives Nitric Oxide Donors. Biochem Biophys Res Commun 2011 Jun 17;409(4):752-7
BDM 31343  0   *Oxadiazoles *Thiophenes. Nat Med 2009 May;15(5):537-44
2,5-bis(5-methyl-2-((4-pyridyl)methoxy)phenyl)-1,3,4-oxadiazole  0   *Oxadiazoles *Pyridines. Acta Crystallogr C. 2011 Jun;67(Pt 6):m176-80
STX-0119  0   *Oxadiazoles *Quinolines STAT3 Transcription Factor/antagonists & inhibitors. Int J Oncol. 2011 May;38(5):1245-52
5-(diphenylmethyl)-N-(3-chloro-4-fluorophenyl)-1,3,4-oxadiazol-2-amine  0   *Oxadiazoles Anti-Inflammatory Agents. J Enzyme Inhib Med Chem. 2011 Feb;26(1):141-8
5-(diphenylmethyl)-N-(4-fluorophenyl)-1,3,4-oxadiazol-2-amine  0   *Oxadiazoles Anti-Inflammatory Agents. J Enzyme Inhib Med Chem. 2011 Feb;26(1):141-8
7-phenyl-6H-(1,2,5)oxadiazolo(3,4-e)indole 3-oxide  0   *Indoles *Oxadiazoles Topoisomerase I Inhibitors. Biochem Biophys Res Commun. 2011 May 27;409(1):75-81
3-(phenylsulfonyl)-4-(2-(4-(2-(3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoyl)piperazin-1-yl)ethoxy)-1,2,5-oxadiazole-2-oxide  0   *Oxadiazoles *Salicylic Acids Nitric Oxide Donors. J Med Chem 2011 May 12;54(9):3251-9
phidianidine B  0   *Oxadiazoles *Indole Alkaloids. Org Lett. 2011 May 20;13(10):2516-9
phidianidine A  0   *Oxadiazoles *Indole Alkaloids. Org Lett. 2011 May 20;13(10):2516-9
3-methyl-2-(4-(3-p-tolyl(1,2,4)oxadiazol-5-yl)benzenesulfonylamino)butyric acid  0   *Oxadiazoles *Sulfonamides Matrix Metalloproteinase 2/antagonists & inhibitors Matrix Metalloproteinase 9/antagonists & inhibitors Matrix Metalloproteinase 12/antagonists & inhibitors. Endocr J 2011;58(2):101-7
hydrazinecarbothioamide,N-(4-(4,5-dihydro-5-thioxo-1,3,4-oxadiazol-2-yl)phenyl)  0   *Hydrazines *Oxadiazoles. Eur J Pharmacol. 2011 Apr 25;657(1-3):104-10
2-azido-1-(4-(3-thiophen-2-yl-(1,2,4)oxadiazol-5-yl)piperidin-1-yl)ethanone  0   *Azides *Oxadiazoles. ACS Chem Biol 2010 Nov 19;5(11):1007-13
BDM 31381  0   *Oxadiazoles. ACS Chem Biol 2010 Nov 19;5(11):1007-13
BOXD-T3  0   *Oxadiazoles. Chem Commun (Camb). 2011 Apr 14;47(14):4207-9
3-(1-(1-((4-chlorophenyl)(3-(5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)phenyl)methyl)azetidin-3-yl)-2-fluoro-2-methylpropyl)-5-fluorobenzonitrile  0   *Azetidines *Oxadiazoles Receptor, Cannabinoid, CB1. Behav Pharmacol 2011 Apr;22(2):91-100
2,5-dipicryl-1,3,4-oxadiazole  0   *Oxadiazoles *Trinitrobenzenes. J Hazard Mater 2009 Sep 30;169(1-3):813-8
(2,2-bis(3,4,5-trioctanoxyphenyl)-bi-1,3,4-oxadiazole)  0   *Oxadiazoles. Chemistry. 2011 Mar 14;17(12):3512-8
azilsartan medoxomil  0   *Benzimidazoles *Oxadiazoles Angiotensin II Type 1 Receptor Blockers. Hypertension 2011 Mar;57(3):413-20
5(6)-(2-phenylethenyl)benzo(1,2-c)1,2,5-oxadiazole N-oxide  0   *Cyclic N-Oxides *Oxadiazoles. Mol Divers 2010 Nov;14(4):643-52
NBI 77860  0   *Oxadiazoles *Azabicyclo Compounds Receptors, Corticotropin-Releasing Hormone/antagonists & inhibitors. Bioorg Med Chem Lett 2010 Dec 15;20(24):7259-64
2-chloro-5-(((5-(2-hydroxy-4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)thio)methyl)pyridine  0   *Oxadiazoles *Pyridines. Bioorg Med Chem 2010 Nov 15;18(22):7836-41
BMS 708163  0   *Oxadiazoles *Sulfonamides Amyloid Precursor Protein Secretases/antagonists & inhibitors. J Chromatogr B Analyt Technol Biomed Life Sci 2010 Sep 1;878(25):2319-26
7-fluoro-N-(2-(dimethylamino)ethyl)-2,1,3-benzoxadiazole-4-sulfonamide  0   *Oxadiazoles *Sulfonamides Fluorescent Dyes. Analyst. 2010 Aug;135(8):2119-24
F 96982  0   *Oxadiazoles Spermine/*analogs & derivatives. Leuk Res 2010 Oct;34(10):1383-9
MK-0633 p-toluenesulfonate  0   *Benzenesulfonates *Benzopyrans *Oxadiazoles. J Org Chem. 2010 Jun 18;75(12):4154-60
4-hexyloxy-3-phenylsulfonylfuroxan  0   *Oxadiazoles. J Med Chem 2010 Aug 12;53(15):5467-75
4-butoxy-3-phenylsulfonylfuroxan  0   *Oxadiazoles. J Med Chem 2010 Aug 12;53(15):5467-75
poly((4,4-didodecyldithieno(3,2-b-2,3-d)silole)-2,6-diyl-alt-(2,1,3-benoxadiazole)-4,7-diyl)  0   *Oxadiazoles *Organosilicon Compounds. Adv Mater 2010 Feb 23;22(8):E63-6
GIT 27NO compound  0   *Oxadiazoles *Oxazoles. Free Radic Biol Med 2010 Apr 15;48(8):1090-9
2-(4'-biphenyl)-5-(4''-tert-butylphenyl)-1,3,4-oxadiazole  0   *Biphenyl Compounds *Oxadiazoles.
2,5-dichloro-3-(5-(3,4-dihydroxy-5-nitrophenyl)-1,2,4-oxadiazol-3-yl)-4,6-dimethylpyridine 1-oxide  0   *Oxadiazoles Catechol O-Methyltransferase/antagonists & inhibitors. J Med Chem 2010 Apr 22;53(8):3396-411
MK 6892  0   *Cyclohexanecarboxylic Acids *Oxadiazoles. J Med Chem 2010 Mar 25;53(6):2666-70
5-tert-butyl-3-(2,4-dichloro-5-propargyloxyphenyl)-1,3,4-oxadiazol-2(3H)-one  0   *Oxadiazoles. Bull Environ Contam Toxicol 2010 Feb;84(2):236-9
4,4'-dimethoxy-5,6,5',6'-dimethylenedioxy-2-methoxycarbonyl-2'-(N-(alanine 2-(3-phenylsulfonyl-1,2,5-oxadiazole-2-oxide-4-) oxyethoxyethyl ester)) carbamoyl biphenyl  0   *Biphenyl Compounds *Oxadiazoles. Acta Pharmacol Sin. 2010 Jan;31(1):27-34
4-(3-acetyl-5-(pyridine-3-yl)-2,3-dihydro-1,3,4-oxadiazole-2-yl)phenyl acetate  0   *Oxadiazoles. Chem Biol Interact. 2010 Jan 27;183(2):327-31
2-(1,4-diazabicyclo(3.2.2)nonan-4-yl)-5-phenyl-1,3,4-oxadiazole  0   *Oxadiazoles *Azabicyclo Compounds. Br J Pharmacol 2009 Nov;158(6):1486-94
3,3'-bi(1,2,4-oxadiazole)  0   *Oxadiazoles. J Org Chem. 2009 Dec 18;74(24):9314-8
2-(4-(1,3,4-oxadiazol-2-yl)phenyl)-1H-benzo(d)imidazole-4-carboxamide  0   *Benzimidazoles *Oxadiazoles Poly(ADP-ribose) Polymerases/antagonists & inhibitors. J Med Chem 2009 Nov 12;52(21):6803-13
3-(3-cyclohexyl-1-(2-(dimethylamino)-2-oxoethyl)-6-(4-methyl-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1H-indol-2-yl)-N,N-dimethylbenzamide  0   *Indoles *Oxadiazoles. J Biochem 2009 Sep;146(3):429-37
7-nitrobenzoxadiazole  0   *Oxadiazoles. Bioorg Med Chem Lett. 2009 May 1;19(9):2474-7
3-(1,3,4-oxadiazol-5-phenyl-2-yl)-1H-benzo(g)indole  0   *Indoles *Oxadiazoles. ChemMedChem. 2009 Jun;4(6):998-1009
5-(1-piperidinylcarbonyl)-2,1,3-benzoxadiazole  0   *Oxadiazoles *Piperidines. Psychopharmacology (Berl). 2009 Jan;202(1-3):343-54
5-(4-bromophenyl)-3-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(2,4-dichlorophenyl)-N-(pyridin-2-yl)-1H-pyrazole-4-carboxamide  0   *Oxadiazoles *Pyrazoles Ligands. Bioorg Med Chem Lett 2009 Apr 1;19(7):1899-902
5-(4-bromophenyl)-3-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(2,4-dichlorophenyl)-N-phenyl-1H-pyrazole-4-carboxamide  0   *Oxadiazoles *Pyrazoles Ligands. Bioorg Med Chem Lett 2009 Apr 1;19(7):1899-902
CAY 10499  0   *Carbamates *Oxadiazoles. Chembiochem 2008 Nov 3;9(16):2704-10
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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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