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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
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
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):160-70LATUDA
N(6)-(4-(2-(1,1,3,3-tetramethylisoindolin-2-yloxyl-5-amido)ethyl)phenyl)adenosine  0   *Isoindoles Adenosine/*analogs & derivatives. Bioorg Med Chem Lett 2007 Oct 1;17(19):5437-41
9-ethyl-1,3,4,10b-tetrahydro-7-trifluoromethylpyrazino(2,1-a)isoindol-6(2H)-one  0   *Pyrazines *Isoindoles Receptor, Serotonin, 5-HT2C/agonists. J Med Chem 2007 Mar 22;50(6):1365-79
CR3124  0   *Isoindoles. J Pharm Sci 2006 Dec;95(12):2706-21
N-(2-(4-(4,9-diethoxy-1-oxo-1,3-dihydro-2H-benzo(f)isoindol-2-yl)phenyl)acetyl)benzene sulphonamide  0   *Sulfonamides *Isoindoles. Br J Pharmacol. 2006 Jun;148(3):326-39
12-(3,5-dichloro-2,4,6-triazinyl)benzo(d)benzo(1',2'-6,5)isoindolo(1,2-b)(1,3)thiazolidine  0   *Thiazolidines *Isoindoles. Anal Sci. 2005 Sep;21(9):1121-4
((S)-2-(5-(1,2-dihydro-3-methyl-1-oxobenzo(f)-quinazoline-9-yl)methyl)amino-1-oxo-2-isoindolynyl)-glutaric acid  0   *Glutarates *Quinazolines *Isoindoles. Clin Cancer Res. 2005 Aug 1;11(15):5487-95
ST-246  0   *Benzamides *Isoindoles. J Virol 2005 Oct;79(20):13139-49
zinnimidine  0   *Isoindoles. Org Biomol Chem 2005 Jun 21;3(12):2305-9
cichorine  0   *Isoindoles. Org Biomol Chem 2005 Jun 21;3(12):2305-9
LASSBio-468  0   *Isoindoles. Int Immunopharmacol 2005 Mar;5(3):485-94
1,3-dihydroxy-2-hydroxymethylpropyl-2-ammonium 2-((R)-3-cyclo-hexyl-1-phenylpropyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylate monohydrate  0   *Cyclohexanes *Isoindoles. J Pharmacol Exp Ther. 2005 Jul;314(1):293-301
2-4-(3-(1H-1,2,3,4-tetraazol-5-yl)propoxy)phenethyl-1,3-isoindolinedione  0   *Tetrazoles *Isoindoles. Eur J Pharmacol. 2005 Mar 28;511(2-3):219-27
5,8-dimethyl-3b,9-epoxy-3a,4,5,6,7,8,9,9a-octahydro-1H-benzo(e)isoindole-1,3(2H)-dione  0   *Epoxy Compounds *Isoindoles. Acta Pol Pharm. 2004 Dec;61 Suppl():45-8
6,7-dimethyl-4,9-epoxy-3a,4,5,8,9,9a-hexahydro-1H-benzo(f)isoindole-1,3(2H)-dione  0   *Epoxy Compounds *Isoindoles. Acta Pol Pharm. 2004 Dec;61 Suppl():45-8
2-(2,6-diisopropylphenyl)-5-hydroxy-1H-isoindole-1,3-dione  0   *Isoindoles. Bioorg Med Chem Lett. 2005 Jan 17;15(2):321-5
4-(isoindoline-5-yl)amino-4-oxobutyric acid  0   *Butyric Acids *Isoindoles. Bioorg Med Chem Lett. 2004 Nov 15;14(22):5533-5
2-(2''-sulfoethyl)-4-methoxy-5-methyl-6-(3'-methyl-2'-butenyloxy)-2,3-dihydro-1H-isoindol-1-one  0   *Isoindoles *Sulfonic Acids. Biosci Biotechnol Biochem 2003 Jul;67(7):1580-3
porritoxin  0   *Isoindoles. J Nat Prod 2002 Aug;65(8):1204-5
pagoclone  133737-32-3   *Naphthyridines *Isoindoles Receptors, GABA-A GABA Agents. J Psychopharmacol 2001 Sep;15(3):205-8
N-(5-oxo-2,3,5,9b-tetrahydro--1H-pyrrolo(2,1-a)isoindol-9-yl)-N'-(5-(((5-chloro-2,3-dihydro-1H-inden-2-yl)amino)methyl)-1H-pyrazol-3-yl)urea  0   *Pyrazoles *Isoindoles Urea/*analogs & derivatives. J Med Chem 2001 Dec 20;44(26):4628-40
N-(5-oxo-2,3,5,9b-tetrahydro-1H-pyrrolo(2,1-a)isoindol-9-yl)-N'-pyridin-2-ylurea  0   *Pyridines *Isoindoles Urea/*analogs & derivatives. J Med Chem 2001 Dec 20;44(26):4615-27
6-Phenyl-4bH,6H,11H,13H-isoindolo(1,2-c)benz(2,4)oxazepin-13-one  0   *Oxazepines *Isoindoles. Acta Crystallogr C 2001 Jun;57(Pt 6):735-6
(3-(2-hexahydro-6-methoxy-(1H)-benz(e)isoindol-2-yl)ethyl)-6,7-dimethoxyquinazoline-4(3H)-one  0   *Quinazolines *Isoindoles. J Med Chem 2001 Jun 7;44(12):1971-85
2-(4-(4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl)butyl)hexahydro-1H-isoindol-1,3(2H)-dione  0   *Imides *Piperidines *Isoindoles. Biol Pharm Bull 2000 Jun;23(6):712-6
1,2-dihydro-2-(1-methylpyrrolidin-2-yl)isoindole  0   *Pyrrolidines *Isoindoles. Enantiomer 2000;5(1):119-23
N-butanoyl-2-(9-methoxy-6H-isoindolo(2,1-a)indol-11-yl)ethanamine  0   *Isoindoles. J Med Chem 2000 Mar 23;43(6):1050-61
IIK7  0   *Isoindoles. Reprod Nutr Dev 1999 May-Jun;39(3):335-44
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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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