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Isoxazoles
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Definition
: Azoles with an OXYGEN and a NITROGEN next to each other at the 1,2 positions, in contrast to OXAZOLES that have nitrogens at the 1,3 positions.
Examples
alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid
;
Cycloserine
;
Ibotenic Acid
;
Isocarboxazid
Substance
CAS Registry & name
Categories
Source
Drugs
*
5-
furan-
2yl-
isoxazole-
3-
carboxylic acid (3-
imidazol-
1yl-
propyl)-
amide
0
*Imidazoles
*Isoxazoles.
Cell Res. 2012 Jan;22(1):237-47.
3-
isopropyl-
2-
methyl-
4-
methyleneisoxazolidin-
5-
one
0
*Isoxazoles
Antineoplastic Agents.
Chem Biol Drug Des. 2012 Jan;79(1):112-20
5-
(2,4-
dihydroxy-
5-
isopropylphenyl)-
4-
(5-
(morpholinomethyl)isoxazole-
3-
carbonylamino)isoxazole-
3-
carboxylic acid ethylamide
0
*Isoxazoles
*Resorcinols
HSP90 Heat-Shock Proteins/antagonists & inhibitors.
J Med Chem. 2011 Dec 22;54(24):8592-604.
3-
(3-
(4-
((pyridin-
2-
yloxy)methyl)benzyl)isoxazol-
5-
yl)pyridin-
2-
amine
0
*Aminopyridines
*Isoxazoles.
Antimicrob Agents Chemother. 2011 Oct;55(10):4543-51.
5-
(N,N-
dimethylaminomethyl)-
3-
(4-
nitrophenyl)-
4,5-
dihydroisoxazole
0
*Isoxazoles.
J Med Chem. 2011 Nov 10;54(21):7663-77.
4-
(1-
((5-
((2,6-
dimethylphenoxy)methyl)-
3-
isoxazolyl)carbonyl)-
4-
piperidinyl)pyridine
0
*Isoxazoles
*Piperidines
*Pyridines.
Nat Chem Biol. 2011 Dec;7(12):891-3
3-
(5-
(4-
(cyclopentyloxy)-
2-
hydroxybenzoyl)-
2-
((3-
hydroxy-
1,2-
benzisoxazol-
6-
yl)methoxy)phenyl)propionic acid
0
*Benzophenones
*Isoxazoles.
Drug Metab Dispos. 2011 May;39(5):803-13.
3-
(7-
trifluoromethyl-
5-
(2-
trifluoromethylphenyl)-
1H-
benzimidazol-
2-
yl)-
1-
oxa-
2-
azaspiro(4.5)dec-
2-
ene
0
*Benzimidazoles
*Isoxazoles
TRPM Cation Channels/antagonists & inhibitors.
J Med Chem 2011 Jan 13;54(1):233-47
AZ 12253801
0
*Isoxazoles
*Pyrimidines
Receptor, IGF Type 1/antagonists & inhibitors.
Br J Cancer 2011 Aug 23;105(5):649-57
ERW1227B
0
*Isoxazoles.
J Neurooncol. 2011 Jun;103(2):207-19
N-
cyclopropyl-
5-
(thiophen-
2-
yl)isoxazole-
3-
carboxamide
0
*Isoxazoles
*Thiophenes.
Differentiation 2011 Apr;81(4):233-42
UTL-
5g compound
0
*Isoxazoles.
J Exp Ther Oncol. 2011;9(2):129-37
3-
(4-
piperidyl)-
6-
fluoro-
1,2-
benzisoxazole
0
*Isoxazoles
*Piperidines.
Eur J Med Chem. 2011 Feb;46(2):704-11
methyl 4-
chloro-
5-
phenylisoxazole-
3-
carboxylate
0
*Isoxazoles.
J Phys Chem A. 2011 Feb 24;115(7);1199-209
GSK 2324
0
*Isoxazoles
*Quinolines.
Bioorg Med Chem Lett 2011 Feb 15;21(4):1206-13
3-
bromoacivicin
0
*Isoxazoles.
ChemMedChem. 2011 Feb 7;6(2):329-33
psammaplysin H
0
*Isoxazoles
*Oxepins.
Bioorg Med Chem Lett 2011 Jan 15;21(2):846-8
KST 5468
0
*Isoxazoles
*Piperazines.
Pharmacol Biochem Behav 2010 Dec;97(2):198-204
1-
(2-
(isoxazol-
3-
yl)-
1H-
imidazol-
4-
yl)butane-
1,2,3,4-
tetraol
0
*Imidazoles
*Isoxazoles.
J Med Chem 2010 Dec 23;53(24):8650-62
SC 791
0
*Isoxazoles
*Sulfonamides
Cyclooxygenase 2.
J Pharmacol Exp Ther 2003 Mar;304(3):959-67
5-
isoxazoyl-
cyclohexylalanyl-
isoleucyl-
spiroindane-
1,4'-
piperidine
0
*Dipeptides
*Isoxazoles
Receptor, PAR-2/antagonists & inhibitors.
J Med Chem 2010 Oct 28;53(20):7428-40
5-
isoxazoyl-
cyclohexylalanyl-
isoleucyl-
(3-
(aminomethyl)phenyl)-
(4-
(aminomethyl)piperidin-
1-
yl)methanone
0
*Isoxazoles
*Oligopeptides
Receptor, PAR-2/agonists.
J Med Chem 2010 Oct 28;53(20):7428-40
3-
3'-
isoxazole-
3,5-
diylbis(5-
methoxy-
1-
methyl-
1H-
indole)
0
*Indoles
*Isoxazoles.
Bioorg Med Chem 2010 Jun 15;18(12):4524-9
3-
ethyl-
4-
(4-
methylisoxazol-
5-
yl)-
5-
(methylthio)thiophene-
2-
carboxamide
0
*Isoxazoles
*Thiophenes.
Int J Pharm 2010 Jun 15;392(1-2):42-50
(N-
methyl-
(11)C) 5-
methyl-
3-
(4-
(3-
phenylallyl)-
piperazin-
1-
ylmethyl)-
3,3a,4,5-
tetrahydroisoxazolo(4,3-
c)quinoline
0
*Isoxazoles
*Quinolines
Carbon Radioisotopes.
Bioorg Med Chem Lett. 2010 Jun 15;20(12):3654-7
5-
phenylisoxazole-
3-
carboxylic acid
0
*Carboxylic Acids
*Isoxazoles.
Eur J Med Chem. 2010 Jun;45(6):2663-70
19-
hydroxyaraplysillin-
I N(20)-
sulfamate
0
*Hydrocarbons, Brominated
*Isoxazoles.
J Nat Prod. 2009 Feb 27;72(2):290-4
araplysillin-
I N(20)-
sulfamate
0
*Hydrocarbons, Brominated
*Isoxazoles.
J Nat Prod. 2009 Feb 27;72(2):290-4
paliperidone palmitate
0
*Isoxazoles
*Palmitates.
Curr Med Res Opin 2010 Feb;26(2):377-87
INVEGA SUSTENNA
(N-
(4-
chlorophenyl))-
alpha-
((4-
chlorophenyl)-
aminomethylene)-
3-
methyl-
5-
isoxazoleacet-
amide
0
*Isoxazoles.
Br J Pharmacol. 2009 Dec;158(8):1857-64
N-
acetyl-
N-
(4-
(4-
methoxyphenyl-
3-
(3,4,5-
trimethoxyphenyl)isoxazol-
5-
yl)acetamide)
0
*Acetamides
*Isoxazoles.
Cancer Lett. 2009 Nov 18;285(1):13-22
3-
pyrazolyl-
4,5-
dicarbethoxy isoxazole
0
*Isoxazoles
*Pyrazoles.
Bioorg Med Chem Lett. 2009 Jul 1;19(13):3370-3
CX717
0
*Isoxazoles.
Psychopharmacology (Berl). 2009 Jan;202(1-3):355-69
2-
butyl-
4-
chloro-
5-
formyl-