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Isoquinolines

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Definition: A group of compounds with the heterocyclic ring structure of benzo(c)pyridine. The ring structure is characteristic of the group of opium alkaloids such as papaverine. (From Stedman, 25th ed)     
Examples Benzylisoquinolines; Debrisoquin; Emetine; 1-(5-Isoquinolinesulfonyl)-2-Methylpiperazine; Naphthalimides; Nelfinavir; Nomifensine; Noscapine; Praziquantel; Saquinavir; Tetrahydroisoquinolines
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
1-(3,4-dihydro-6,7-dimethoxy-2(1H)-isoquinolinyl)-3,3-dimethyl-2-((4-pyridinylmethyl)amino)-1-butanone  0   *Isoquinolines *Pyridines. J Pharmacol Exp Ther. 2010 Aug;334(2):522-9.
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.
asunaprevir  0   *Isoquinolines *Sulfonamides. Hepatology. 2012 Mar;55(3):742-8.
5-(3-biphenyl-4-yl-5-ethyl-4H-1,2,4-triazol-4-yl)isoquinoline  0   *Biphenyl Compounds *Isoquinolines. Bioorg Med Chem. 2012 Jan 1;20(1):34-41
1-(7-(2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl)-3,4-dihydroisoquinolin-2(1H)-yl)-2-cyclopentylethanone  0   *Isoquinolines *Pyrimidines Histamine Antagonists. Eur J Pharmacol. 2012 Jan 30;675(1-3):47-56.
N-(6-amino-1-(2,2-diphenylethylamino)-1-oxohexan-2-yl)-2-(4-oxo-4-phenylbutanoyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide  0   *Isoquinolines Receptors, CXCR3/agonists. Biochem Biophys Res Commun. 2012 Mar 9;419(2):412-8.
methyl 2'-(7,8-dihydrosanguinarine-8-yl)acetate  0   *Isoquinolines *Benzophenanthridines Alkaloids. Bioorg Med Chem Lett. 2011 Dec 1;21(23):6960-3
BRD-8899  0   *Isoquinolines. Proc Natl Acad Sci U S A. 2012 Feb 21;109(8):2860-5
2-((3-(aminomethyl)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl)oxy)acetamide  0   *Isoquinolines Hypoglycemic Agents Dipeptidyl-Peptidase IV Inhibitors. Bioorg Med Chem. 2011 Aug 15;19(16):4953-70
3-(4-(ethylthio)-1H-benzimidazol-2-yl)isoquinoline  0   *Benzimidazoles *Isoquinolines Adrenergic alpha-1 Receptor Antagonists. ChemMedChem. 2011 Oct 4;6(10):1909-18.
IQ-143 compound  0   *Isoquinolines *Naphthalenes. Genome Biol. 2011;12(3):R24
1-(7-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)cyclohexanol  0   *Cyclohexanols *Isoquinolines Antidepressive Agents. Neurosci Lett. 2011 Oct 3;503(2):120-4
benzo(3,4)azepino(1,2-b)-isoquinolinone  0   *Benzazepines *Isoquinolines. Chem Pharm Bull (Tokyo). 2011;59(9):1169-73
benzo(3,4)azepino(1,2-b)isoquinolin-9-one  0   *Azepines *Isoquinolines. Chem Pharm Bull (Tokyo). 2011;59(9):1169-73
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.
jasisoquinoline B  0   *Isoquinolines. Org Lett. 2011 Sep 16;13(18):4798-801
jasisoquinoline A  0   *Isoquinolines. Org Lett. 2011 Sep 16;13(18):4798-801
2-(2-(3,3-dimethylbutanamido)-3-methylpentanoyl)-7-(2-(hydroxyamino)-2-oxoethoxy)-N-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide  0   *Hydroxamic Acids *Isoquinolines Histone Deacetylase Inhibitors. J Med Chem 2011 Aug 11;54(15):5532-9
U63A05  0   *Imidazoles *Isoquinolines. J Pharmacol Sci. 2011;115(4):500-8
MP 124  0   *Isoquinolines Poly(ADP-ribose) Polymerases/antagonists & inhibitors. Brain Res 2011 May 10;1389:169-76
pyrrolo(2,1-a)isoquinoline  0   *Isoquinolines *Pyrroles. J Org Chem. 2011 May 6;76(9):3296-305
quinolino-benzo-(5, 6)-dihydroisoquindolium  0   *Isoquinolines. Eur J Med Chem. 2011 May;46(5):1906-13
6-(4'-trifluoromethyl-6-methoxybiphenyl-2-ylcarboxamido)-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid phenyl ester  0   *Benzamides *Isoquinolines. J Pharmacol Exp Ther 2011 Jun;337(3):775-85
3-amino-6-(3-aminopropyl)-5,6-dihydro-5,11-dioxo-11H-indeno(1,2-c)isoquinoline  0   *Indenes *Isoquinolines Cyclooxygenase Inhibitors Cyclooxygenase 2. Cancer Prev Res (Phila) 2011 Apr;4(4):592-607
5-piperazin-1-ylindeno(1,2-c)isoquinolin-11-one  0   *Isoquinolines *Piperazines DNA Topoisomerases, Type I. Bioorg Med Chem 2011 Mar 15;19(6):1924-9
5-bromo-N-(4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)butyl)-2,3-dimethoxybenzamide  0   *Benzamides *Isoquinolines Ligands. Bioorg Med Chem 2011 Mar 15;19(6):1852-9
(1,2,4)triazolo(3,4-a)thienotetrahydroisoquinoline  0   *Isoquinolines *Triazoles. Eur J Med Chem. 2011 Feb;46(2):567-78
2-hydroxyisoquinoline-1,3(2H,4H)-dione  0   *Isoquinolines. Eur J Med Chem. 2011 Feb;46(2):535-46
SR 8278  0   *Isoquinolines *Thiophenes Nuclear Receptor Subfamily 1, Group D, Member 1/antagonists & inhibitors. ACS Chem Biol 2011 Feb 18;6(2):131-4
1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-4-ium-1-yl)-1,4-dihydroquinoline-3-carboxylate  0   *Isoquinolines *Piperazines. Acta Crystallogr C. 2011 Mar;67(Pt 3):o120-4
(1R,3S)-6,7-dimethoxy-3-(methoxydiphenylmethyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline  0   *Isoquinolines. Acta Crystallogr C. 2011 Mar;67(Pt 3):o100-3
N-(morpholinyl)-1-(3-(trifluoromethyl)phenylamino)isoquinoline-4-carboxamide  0   *Isoquinolines *Morpholines Receptor, Cannabinoid, CB2/agonists. Bioorg Med Chem. 2011 Jan 15;19(2):939-50
7-(2-hydroxypropoxy)-3,4-dihydroisoquinolin-1(2H)-one  0   *Isoquinolines Adrenergic alpha-1 Receptor Antagonists. Chem Biol Drug Des. 2010 Dec;76(6):505-10
alternarlactam  0   *Cyclopentanes *Isoquinolines. Chemistry. 2010 Dec 27;16(48):14479-85
CWJ-081  0   *Isoquinolines. Bioorg Med Chem Lett. 2010 Nov 15;20(22):6447-51
3-amino-2-benzyl-7-nitro-4-(2-quinolyl)-1,2-dihydroisoquinolin-1-one  0   *Isoquinolines. Biochim Biophys Acta. 2011 Jan;1812(1):106-20
6-(arginyl-aminoethyl)-6H-indeno(1,2-c)isoquinolin-5,11-dione  0   *Isoquinolines Arginine/*analogs & derivatives DNA Topoisomerases, Type II. Bioorg Med Chem 2010 Nov 15;18(22):8119-33
6,4'-O-didemethylancistrocladinium A  0   *Isoquinolines. Phytochemistry. 2011 Jan;72(1):89-93
4'-O-demethylancistrocladinium A  0   *Isoquinolines. Phytochemistry. 2011 Jan;72(1):89-93
8-isoquinolinylboronic acid  0   *Boronic Acids *Isoquinolines Fluorescent Dyes. Chemistry. 2010 Dec 3;16(45):13528-38
macrostomine  0   *Isoquinolines Alkaloids. Org Lett. 2010 Oct 15;12(20):4513-5
2-cyclopentyl-N-(2,4-dichloro-3-((isoquinolin-5-yloxy)methyl)phenyl)-N-methylacetamide  0   *Acetanilides *Isoquinolines. Eur J Pharmacol 2010 Oct 25;645(1-3):185-91
1H-indole-2-carboxylic acid (4-(2-(cyano-3,4-dihydro-1H-isoquinolin-2-yl)ethyl)cyclohexyl)amide  0   *Indoles *Isoquinolines Receptors, Dopamine D2/antagonists & inhibitors Receptors, Dopamine D3/antagonists & inhibitors. Mol Pharmacol 2010 Nov;78(5):925-34
NSC 724998  0   *Isoquinolines *Benzodioxoles DNA Topoisomerases, Type I. Cancer Res 2007 Nov 1;67(21):10397-405
3-(aminomethyl)isoquinoline  0   *Isoquinolines. J Org Chem. 2009 Aug 21;74(16):6299-302
6-methoxy-N-(2-((1-methylpiperidin-4-yl)methoxy)-4-(1H-pyrazol-4-yl)phenyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide  0   *Isoquinolines *Pyrazoles rho-Associated Kinases/antagonists & inhibitors. J Med Chem 2010 Aug 12;53(15):5727-37
1-(6-fluoro-2-methyl-3,4-dihydroquinolin-1(2H)-yl)-2-(isoquinolin-5-yloxy)ethanone  0   *Isoquinolines *Quinolines. Xenobiotica 2010 Jun;40(6):369-80
racemosinine C  0   *Isoquinolines. J Nat Prod. 2010 Jul 23;73(7):1288-93
racemosinine B  0   *Isoquinolines. J Nat Prod. 2010 Jul 23;73(7):1288-93
racemosinine A  0   *Isoquinolines. J Nat Prod. 2010 Jul 23;73(7):1288-93
racemosidine C  0   *Isoquinolines. J Nat Prod. 2010 Jul 23;73(7):1288-93
racemosidine B  0   *Isoquinolines. J Nat Prod. 2010 Jul 23;73(7):1288-93
racemosidine A  0   *Isoquinolines. J Nat Prod. 2010 Jul 23;73(7):1288-93
ampullosine  0   *Isoquinolines Alkaloids. Nat Prod Commun. 2010 Jun;5(6):869-72
NSC 725776  0   *Isoquinolines *Benzodioxoles DNA Topoisomerases, Type I. J Pharm Biomed Anal 2010 Sep 5;52(5):714-20
NSC 743400  0   *Isoquinolines *Benzodioxoles DNA Topoisomerases, Type I. J Pharm Biomed Anal 2010 Sep 5;52(5):714-20
O,O-dimethylannocherin A  0   *Isoquinolines. Molecules 2010;15(4):2339-46
(6,7-dimethoxy-4-methylisoquinolinyl)-(4'-methoxyphenyl)methanone  0   *Isoquinolines. Molecules 2010;15(4):2339-46
CW 011  0   *Isoquinolines *Maleates. Anesthesiology 2010 Jul;113(1):58-73
shuangancistrotectorine E  0   *Isoquinolines *Naphthalenes Alkaloids Drugs, Chinese Herbal. Chemistry. 2010 Apr 12;16(14):4206-16
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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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