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Isoindoles
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Definition
: Benzopyrroles with the nitrogen at the number two carbon, in contrast to INDOLES which have the nitrogen adjacent to the six-membered ring.
Examples
Captan
;
Chlorisondamine
;
Indoprofen
;
Mazindol
;
Phthalimides
Substance
CAS Registry & name
Categories
Source
Drugs
*
N-
(3-
chloro-
4-
(bicyclo(2.2.1)hept-
5-
ene-
1,3-
dioxo-
1H-
isoindol-
1-
yl)phenyl)picolinamide
0
*Picolinic Acids
*Isoindoles.
J Med Chem. 2011 Nov 10;54(21):7639-47.
muironolide A
0
*Isoindoles.
Org Lett. 2011 Aug 5;13(15):3932-5
3a,4,9,9a-
tetrahydro-
4,9-
benzenobenz(f)isoindole-
1,3-
dione
0
*Isoindoles.
Arch Pharm (Weinheim). 2011 Aug;344(8):543-51
5-
(N,N,N-
trimethylammonio)-
1,1,3,3-
tetramethylisoindolin-
2-
yloxyl
0
*Cyclic N-Oxides
*Isoindoles.
J Magn Reson. 2011 Aug;211(2):170-7
1,1,3,3-
tetramethyl-
2,3-
dihydro-
2-
azaphenalen-
2-
yloxyl
0
*Cyclic N-Oxides
*Isoindoles.
J Magn Reson. 2011 Aug;211(2):170-7.
emeriphenolicin
0
*Isoindoles.
Phytochemistry. 2011 Aug;72(11-12):1436-42
emerimidine
0
*Isoindoles.
Phytochemistry. 2011 Aug;72(11-12):1436-42
4,5,6,7-
tetrachloro-
2-
(4-
(2-
(3,4,5-
trihydroxyphenyl)ethyl)phenyl)isoindole-
1,3-
dione
0
*Isoindoles.
Chem Pharm Bull (Tokyo). 2011;59(7):880-4
4,5,6,7-
tetrachloro-
2-
(3-
(2-
(3,4,5-
trihydroxyphenyl)ethyl)phenyl)isoindole-
1,3-
dione
0
*Isoindoles.
Chem Pharm Bull (Tokyo). 2011;59(7):880-4
3-
(2-
(4-
quinolin-
3-
yl)benzyl-
1-
oxoisoindolin-
6-
yl)-
N-
hydroxy-
acrylamide
0
*Hydroxamic Acids
*Isoindoles
Histone Deacetylase Inhibitors.
PLoS One 2010;5(11):e13834
3-
(2-
(4-
pyridin-
4-
yl)benzyl-
1-
oxoisoindolin-
6-
yl)-
N-
hydroxyacrylamide
0
*Hydroxamic Acids
*Isoindoles
Histone Deacetylase Inhibitors.
PLoS One 2010;5(11):e13834
8-
phenyl-
6a,7,8,9,9a,10-
hexahydro-
6H-
isoindolo(5,6-
g)quinoxaline-
7,9-
dione
0
*Quinoxalines
*Isoindoles.
Eur J Pharmacol 2011 Jan 10;650(1):48-57
N-
(4-
methylbenzylidenyl)-
4'-
(3'',4''-
methylenedioxyphenyl)-
6',7'-
dimethoxyl-
1'-
hydroxyl-
benzyl-
2,3-
dihydro-
isoindol-
1-
hydrazone
0
*Hydrazones
*Isoindoles.
Chem Pharm Bull (Tokyo). 2010;58(10):1324-7
2,3-
dihydrobenzo(f)isoindole
0
*Isoindoles.
J Org Chem. 2010 Sep 17;75(18):6219-28
(2,4-
dihydroxy-
5-
isopropylphenyl)-
(5-
(4-
methylpiperazin-
1-
ylmethyl)-
1,3-
dihydroisoindol-
2-
yl)methanone
0
*Benzamides
*Isoindoles
HSP90 Heat-Shock Proteins/antagonists & inhibitors.
J Med Chem 2010 Aug 26;53(16):5956-69
serlopitant
0
*Isoindoles
Receptors, Neurokinin-1/antagonists & inhibitors.
J Urol 2010 Aug;184(2):616-22
ER 121958
0
*Isoindoles.
Thromb Res 2010 Mar;125(3):257-61
saurolactam
0
*Isoindoles.
Int Immunopharmacol 2010 Mar;10(3):298-303
2-
(4-
(3-
(2,5-
dimethylphenyl)-
3-
methylcyclobutyl)thiazol-
2-
yl)isoindoline-
1,3-
dione
0
*Thiazoles
*Isoindoles.
J Mol Model. 2010 Feb;16(2):291-302
KO 202125
0
*Isoindoles
Cyclooxygenase 2.
Eur J Cancer Prev 2010 Jan;19(1):23-30
clitocybin D
0
*Isoindoles.
J Microbiol Biotechnol. 2009 Oct;19(10):1139-41
clitocybin C
0
*Isoindoles.
Biol Pharm Bull. 2009 Oct;32(10):1689-94
clitocybin B
0
*Isoindoles.
Biol Pharm Bull. 2009 Oct;32(10):1689-94
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
2-
cyclopropyl-
5-
(1-
(2-
fluoro-
3-
pyridinyl)-
5-
methyl-
1H-
1,2,3-
triazol-
4-
yl)-
2,3-
dihydro-
1H-
isoindol-
1-
one
0
*Triazoles
*Isoindoles.
J Pharmacol Exp Ther 2009 Jul;330(1):179-90
clitocybin A
0
*Isoindoles.
J Antibiot (Tokyo) 2008 Sep;61(9):573-6
3-
(2-
(4-
methyl-
1-
piperazinyl)-
2-
oxoethyl)-
2-
phenyl-
3,5,6,7-
tetrahydrocyclopenta(f)isoindol-
1(2H)-
one
0
*Piperazines
*Isoindoles.
Eur J Pharmacol 2008 Oct 31;596(1-3):56-61
pestalachloride A
0
*Anisoles
*Isoindoles.
Bioorg Med Chem 2008 Sep 1;16(17):7894-9
blue covarine
0
*Metalloporphyrins
*Isoindoles.
J Dent 2008;36 Suppl 1:S8-14
2-
(3-
hydroxypropyl)isoindoline-
1,3-
dione
0
*Isoindoles.
Acta Crystallogr C 2008 Jul;64(Pt 7):o402-4
(3aS-
(3aalpha,4beta,5beta,7beta,7aalpha))-
4-
(octahydro-
5-
hydroxy-
4,7-
dimethyl-
1,3-
dioxo-
4,7-
epoxy-
2H-
isoindol-
2-
yl)-
2-
iodobenzonitrile
0
*Bicyclo Compounds, Heterocyclic
*Isoindoles.
Bioorg Med Chem Lett 2008 Mar 15;18(6):1910-5
2-
(2-
(3,4-
dichlorophenyl)-
2,3-
dihydro-
1H-
isoindol-
5-
ylamino)nicotinic acid
0
*Nicotinic Acids
*Isoindoles.
Mol Pharmacol 2008 Mar;73(3):639-51
N-
(2-
(4-
(1,2-
benzisothiazol-
3-
yl)-
1-
piperazinylmethyl)-
1-
cyclohexylmethyl)-
2,3-
bicyclo(2.2.1)heptanedicarboximide
0
*Thiazoles
*Isoindoles
Receptors, Dopamine D2/antagonists & inhibitors
Receptor, Serotonin, 5-HT2A/antagonists & inhibitors.
Eur J Pharmacol 2007 Oct 31;572(2-3):160-70
LATUDA
N(6)-
(4-
(2-
(1,1,3,3-
tetramethylisoindolin-
2-