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Azabicyclo Compounds

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Definition: Bicyclic bridged compounds that contain a nitrogen which has three bonds. The nomenclature indicates the number of atoms in each path around the rings, such as [2.2.2] for three equal length paths. Some members are TROPANES and BETA LACTAMS.     
Examples Granisetron; Tropanes 		Other names Azabicyclo(5.2.2)Undecanes; Azabicyclo(4.3.0)Nonanes; Azabicyclo(3.3.1)Nonanes; Azabicyclo(2.2.2)Octanes; Azabicyclo(1.1.0)Butanes
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
XL647  0   *Quinazolines *Azabicyclo Compounds Receptor, Epidermal Growth Factor/antagonists & inhibitors Receptor, erbB-2/antagonists & inhibitors Receptor, EphB4/antagonists & inhibitors Vascular Endothelial Growth Factor Receptor-2/antagonists & inhibitors. Clin Cancer Res. 2007 Jun 15;13(12):3713-23.
2-(6-fluoro-2,3'-bipyridin-5'-yl)-7-methyl-7-azabicyclo(2.2.1)heptane  0   *Azabicyclo Compounds 2,2'-Dipyridyl/*analogs & derivatives Fluorine Radioisotopes Ligands. J Nucl Med. 2012 Jan;53(1):106-12.
PF 03715455  0   *Methylurea Compounds *Azabicyclo Compounds p38 Mitogen-Activated Protein Kinases/antagonists & inhibitors. J Med Chem. 2011 Nov 24;54(22):7797-814.
O,O'-di-(3-(2-carboxy-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)allyl)-2',7'-dichlorofluorescein  0   *Fluoresceins *Azabicyclo Compounds Fluorescent Dyes. Anal Biochem. 2011 Dec 1;419(1):9-16.
5-(3,6-diazabicyclo(3.2.0)heptan-6-yl)nicotinonitrile  0   *Pyridines *Azabicyclo Compounds. Biochem Pharmacol. 2007 Oct 15;74(8):1253-62.
MK-7655  0   *Azabicyclo Compounds beta-Lactamases/antagonists & inhibitors. Org Lett. 2011 Oct 21;13(20):5480-3
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
SCH 655842  0   *Azabicyclo Compounds. Eur J Pharmacol. 2011 Jul 1;661(1-3):63-71
6-azabicyclo(3.2.1)octane  0   *Azabicyclo Compounds. J Org Chem. 2011 Apr 1;76(7):2094-101
GSK 163929  0   *Piperidines *Azabicyclo Compounds Receptors, CCR5/antagonists & inhibitors. J Med Chem 2011 Jun 9;54(11):3756-67
XL 888  0   *Phthalic Acids *Azabicyclo Compounds HSP90 Heat-Shock Proteins/antagonists & inhibitors. PLoS One 2011;6(3):e17692
isopropyl 8-(5-methyl-6-(2-methylpyridin-3-yloxy)pyrimidin-4-yloxy)-6-oxa-3-azabicyclo(3.2.1)octane-3-carboxylate  0   *Pyrimidines *Azabicyclo Compounds. J Med Chem 2011 Mar 24;54(6):1948-52
isopropyl 9-((5-methyl-6-((2-methylpyridin-3-yl)oxy)pyrimidin-4-yl)oxy)-3-oxa-7-azabicyclo(3.3.1)nonane-7-carboxylate  0   *Pyrimidines *Azabicyclo Compounds. J Med Chem 2011 Mar 24;54(6):1948-52
PF 4575180  0   *Azabicyclo Compounds Receptors, Nicotinic. Neuropsychopharmacology 2011 Feb;36(3):603-15
zwiebelane A  0   *Azabicyclo Compounds. Planta Med. 2010 Nov;76(16):1864-6
TAK 593  0   *Pyrazoles *Azabicyclo Compounds Receptors, Platelet-Derived Growth Factor/antagonists & inhibitors Receptors, Vascular Endothelial Growth Factor/antagonists & inhibitors. Biochemistry 2011 Feb 8;50(5):738-51
N'-(3,5-bis(trifluoromethyl)phenyl)-2-(hexahydropyrrolo(1,2-a)pyrazin-2(1H)-yl)-2-(3-pyridinyl)ethanohydrazide  0   *Hydrazines *Azabicyclo Compounds Receptors, Ghrelin/antagonists & inhibitors. Eur J Pharmacol 2011 Jan 10;650(1):178-83
NBI 77860  0   *Oxadiazoles *Azabicyclo Compounds Receptors, Corticotropin-Releasing Hormone/antagonists & inhibitors. Bioorg Med Chem Lett 2010 Dec 15;20(24):7259-64
4-iodophenyl 1,4-diazaicyclo(3.2.2)nonane-4-carboxylate  0   *Azabicyclo Compounds Iodine Radioisotopes. Brain Res 2010 Nov 11;1360:130-7
1-(6-chloro-3-pyridylmethyl)-7-methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo(1,2-a)pyridin-5-ol  0   *Pyridines *Azabicyclo Compounds. Pest Manag Sci 2010 Jul;66(7):779-85
2-(6-(((6-fluoroquinolin-2-yl)methyl)amino)bicyclo(3.1.0)hex-3-yl)-N-hydroxypyrimidine-5-carboxamide  0   *Pyrimidines *Azabicyclo Compounds Histone Deacetylase Inhibitors. J Med Chem 2010 Dec 23;53(24):8663-78
5'-(2-fluorophenyl)-spiro(1-azabicyclo(2.2.2)octane-3,2'(3'H)-furo(2,3-b)pyridine)  0   *Spiro Compounds *Azabicyclo Compounds Receptors, Nicotinic. Eur J Pharmacol 2010 Oct 25;645(1-3):63-9
1-(9-methyl-9-azabicyclo(3.3.1)non-3-yl)-1,3-dihydro-2H-indol-2-one  0   *Indoles *Azabicyclo Compounds Ligands. J Med Chem 2010 Nov 25;53(22):8187-91
18-(5-methyl-2,5-diazabicyclo(2.2.1)heptan-2-yl)-18-oxooctadec-9-en-7-yl phenylacetate  0   *Oleic Acids *Azabicyclo Compounds Receptor, Cannabinoid, CB1/agonists. Bioorg Med Chem Lett 2010 Jun 1;20(11):3231-4
tert-butyl (2-(7-(2-(4-cyano-2-fluorophenoxy)ethyl)-9-oxa-3,7-diazabicyclo(3.3.1)non3-yl)ethyl)carbamate  0   *Carbamates *Azabicyclo Compounds. J Pharmacol Exp Ther 2010 Jul;334(1):255-9
methyl 8-(2-(3,4-dichlorophenyl)acetyl)-2-(pyrrolidin-1-yl)-6,8-diazabicyclo(3.2.2)nonane-6-carboxylate  0   *Azabicyclo Compounds Receptors, Opioid, kappa/antagonists & inhibitors. J Med Chem 2010 May 27;53(10):4212-22
1-methyl-1H-imidazole-4-carboxylic acid (3-chloro-4-fluoro-benzyl)-(3-methyl-3-aza-bicyclo(3.1.0) hex-6-ylmethyl)amide  0   *Imidazoles *Azabicyclo Compounds Glycine Plasma Membrane Transport Proteins/antagonists & inhibitors. Neuroreport. 2010 Mar 31;21(5):390-4
8-(bis(2-chlorophenyl)methyl)-3-(2-pyrimidinyl)-8-azabicyclo(3.2.1)octan-3-ol  0   *Pyrimidines *Azabicyclo Compounds. Eur J Pharmacol 2010 Mar 25;630(1-3):112-20
1-methyl-8-amino-3,13,16-trithia-6,10,19-triazabicyclo(6.6.6)eicosane  0   *Azabicyclo Compounds. Chemistry. 2010 Mar 8;16(10):3121-31
N-(1-azabicyclo(2.2.2)oct-3-yl)(5-(2-pyridyl)thiophene-2-carboxamide)  0   *Thiophenes *Azabicyclo Compounds. Neurosci Lett 2010 Mar 3;471(2):114-8
4-(5-methyloxazolo(4,5-b)pyridin-2-yl)-1,4-diazabicyclo(3.2.2)nonane  0   *Oxazoles *Azabicyclo Compounds. J Med Chem 2010 Feb 11;53(3):1222-37
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
1,4-diazabicyclo(3.2.2)nonan-4-yl(5-(3-(trifluoromethyl)phenyl)furan-2-yl)methanone  0   *Furans *Azabicyclo Compounds. Br J Pharmacol 2009 Nov;158(6):1486-94
N-(2-methyl-5-(9-oxa-3,7-diazabicyclo(3.3.1)non-3-ylcarbonyl)phenyl)-2-tricyclo(3.3.1.13,7)dec-1-ylacetamide  0   *Azabicyclo Compounds Adamantane/*analogs & derivatives. J Med Chem. 2007 Nov 29;50(24):5882-5
2-chloro-4-(3-hydroxy-3-methyl-8-azabicyclo(3.2.1)oct-8-yl)-3-methylbenzonitrile  0   *Azabicyclo Compounds Receptors, Androgen. J Med Chem 2009 Nov 26;52(22):7186-91
1-aza-7-benzyloxycarbonylamino-8-oxo-4-thiabicyclo(3.3.0)octane-2-carbonitrile  0   *Carbamates *Azabicyclo Compounds. J Med Chem 2009 Nov 12;52(21):6672-84
NXL 104  0   *Azabicyclo Compounds beta-Lactamases/antagonists & inhibitors. J Antimicrob Chemother 2009 Aug;64(2):326-9
6-allyl-2-benzylidene-8-(4-methoxybenzyl)-6,8-diazabicyclo(3.2.2)nonane  0   *Azabicyclo Compounds. J Med Chem 2009 Apr 9;52(7):2126-37
6-allyl-2-benzyloxy-8-(4-methoxybenzyl)-6,8-diazabicyclo(3.2.2)nonane  0   *Azabicyclo Compounds. J Med Chem 2009 Apr 9;52(7):2126-37
9-(8-azabicyclo(3.2.1)oct-3-ylidene)-9H-xanthene-3-carboxylic acid diethylamide  0   *Xanthenes *Azabicyclo Compounds Receptors, Opioid, delta/agonists. J Pharmacol Exp Ther 2009 Apr;329(1):241-51
3-azabicyclo(3.2.1)octan-1-yl-leucyl-tryptophyl-4-chlorophenylalanine  0   *Oligopeptides *Azabicyclo Compounds Receptor, Endothelin A/antagonists & inhibitors. Pulm Pharmacol ther 2008 Oct;21(5):780-7
TD-5108  0   *Azabicyclo Compounds. Naunyn Schmiedebergs Arch Pharmacol 2008 Jul;378(1):125-37
suomilide  0   *Azabicyclo Compounds. Angew Chem Int Ed Engl. 2008;47(46):8852-5
banyaside  0   *Azabicyclo Compounds. Angew Chem Int Ed Engl. 2008;47(46):8852-5
spumigin HKVV  0   *Azabicyclo Compounds. Angew Chem Int Ed Engl. 2008;47(46):8852-5
1-((6-hydroxy-2-azabicyclo(2.2.1)hept-3-yl)carbonyl)-2-pyrrolidinecarbonitrile  0   *Azabicyclo Compounds.
Pharma Action Dipeptidyl-Peptidase IV Inhibitors 		Eur J Pharmacol 2008 Aug 20;590(1-3):444-9
PF 232798  0   *Imidazoles *Azabicyclo Compounds Receptors, CCR5/antagonists & inhibitors. TreatmentUpdate 2008 Mar;20(2):8
N-(1-azabicyclo(3.2.1)oct-3-yl)furo(2,3-c)pyridine-5-carboxamide  0   *Pyridines *Azabicyclo Compounds. Bioorg Med Chem Lett 2008 Jun 15;18(12):3611-5
8-(bis(2-methylphenyl)methyl)-3-phenyl-8-azabicyclo(3.2.1)octan-3-ol  0   *Azabicyclo Compounds. J Pharmacol Exp Ther 2008 Aug;326(2):672-82
AC-262536  0   *Naphthalenes *Azabicyclo Compounds. J Steroid Biochem Mol Biol 2008 Mar;109(1-2):129-37
1,3,3,5-tetramethyl-6-azabicyclo(3.2.1)octane  0   *Azabicyclo Compounds Receptors, N-Methyl-D-Aspartate/antagonists & inhibitors. J Neural Transm. 2007;114(12):1529-37
1-(10-((E)-3-phenyl-allyl)-3,10-diaza-bicyclo(4.3.1)dec-3-yl)propan-1-one  0   *Azabicyclo Compounds Receptors, Opioid, mu/agonists. Neuropharmacology 2008 Feb;54(2):331-43
SM16 compound  0   *Azabicyclo Compounds. Arterioscler Thromb Vasc Biol 2008 Apr;28(4):665-71
aplaminal  0   *Azabicyclo Compounds. Org Lett 2008 Feb 7;10(3):489-91
6-benzyl-2-methoxy-8-(4-methoxybenzyl)-6,8-diazabicyclo(3.2.2)nonane  0   *Azabicyclo Compounds Ligands. J Med Chem 2007 Nov 29;50(24):6144-53
triazabicyclodecene  0   *Azabicyclo Compounds. J Org Chem 2007 Dec 7;72(25):9856-62
1,4,7,10,13,16,21,24-octaazabicyclo(8.8.8)hexacosane  0   *Azabicyclo Compounds. J Colloid Interface Sci 2007 Dec 15;316(2):476-81
eszopiclone  0 (+)-(5S)-6(chloropyridine-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo(3,4-b)-pyrazin-5-yl-4-methyl-piperazine-1-carboxylate  *Piperazines *Azabicyclo Compounds.
Pharma Action Hypnotics and Sedatives 		ESZOPICLONE
zopiclone  43200-80-2 1-Piperazinecarboxylic acid, 4-methyl-, 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo(3,4-b)pyrazin-5-yl ester  *Piperazines *Azabicyclo Compounds Sleep Initiation and Maintenance Disorders.
Pharma Action Hypnotics and Sedatives 		LUNESTA
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