JP2006522747A5 - - Google Patents
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- JP2006522747A5 JP2006522747A5 JP2006504354A JP2006504354A JP2006522747A5 JP 2006522747 A5 JP2006522747 A5 JP 2006522747A5 JP 2006504354 A JP2006504354 A JP 2006504354A JP 2006504354 A JP2006504354 A JP 2006504354A JP 2006522747 A5 JP2006522747 A5 JP 2006522747A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- aryl
- alkyloxy
- heteroaryl
- triazolo
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 125000000217 alkyl group Chemical group 0.000 claims 115
- 125000003118 aryl group Chemical group 0.000 claims 102
- 125000003545 alkoxy group Chemical group 0.000 claims 70
- 125000001072 heteroaryl group Chemical group 0.000 claims 48
- 150000001875 compounds Chemical class 0.000 claims 27
- 229910052739 hydrogen Inorganic materials 0.000 claims 24
- 239000001257 hydrogen Substances 0.000 claims 24
- 125000004104 aryloxy group Chemical group 0.000 claims 23
- 125000004122 cyclic group Chemical group 0.000 claims 22
- 239000008194 pharmaceutical composition Substances 0.000 claims 20
- 150000002431 hydrogen Chemical class 0.000 claims 19
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 19
- 229920006395 saturated elastomer Polymers 0.000 claims 19
- 125000005157 alkyl carboxy group Chemical group 0.000 claims 18
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 18
- 125000005843 halogen group Chemical group 0.000 claims 18
- 125000004432 carbon atom Chemical group C* 0.000 claims 16
- 239000000203 mixture Substances 0.000 claims 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 16
- 125000004043 oxo group Chemical group O=* 0.000 claims 14
- 238000004519 manufacturing process Methods 0.000 claims 13
- 229910052757 nitrogen Inorganic materials 0.000 claims 13
- 230000003287 optical effect Effects 0.000 claims 13
- 125000004953 trihalomethyl group Chemical group 0.000 claims 13
- 125000004951 trihalomethoxy group Chemical group 0.000 claims 12
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 12
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 11
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 11
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 10
- 125000005842 heteroatom Chemical group 0.000 claims 10
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 10
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims 10
- 208000002705 Glucose Intolerance Diseases 0.000 claims 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 9
- 229910052799 carbon Inorganic materials 0.000 claims 9
- 150000001721 carbon Chemical group 0.000 claims 9
- 201000010099 disease Diseases 0.000 claims 9
- 208000035475 disorder Diseases 0.000 claims 9
- 229910052760 oxygen Inorganic materials 0.000 claims 9
- 239000001301 oxygen Chemical group 0.000 claims 9
- 201000009104 prediabetes syndrome Diseases 0.000 claims 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims 8
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 8
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 8
- 230000002265 prevention Effects 0.000 claims 8
- 239000000126 substance Substances 0.000 claims 8
- 238000011282 treatment Methods 0.000 claims 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 7
- 239000002253 acid Substances 0.000 claims 7
- 150000003839 salts Chemical class 0.000 claims 7
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 6
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 6
- 230000000694 effects Effects 0.000 claims 6
- 229910052717 sulfur Chemical group 0.000 claims 6
- 239000011593 sulfur Chemical group 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims 4
- 230000005764 inhibitory process Effects 0.000 claims 4
- 239000000651 prodrug Substances 0.000 claims 4
- 229940002612 prodrug Drugs 0.000 claims 4
- 125000006713 (C5-C10) cycloalkyl group Chemical group 0.000 claims 3
- JFUAWXPBHXKZGA-IBGZPJMESA-N 4-fluoro-2-[(4r)-5,5,5-trifluoro-4-hydroxy-2-methyl-4-(1h-pyrrolo[2,3-c]pyridin-2-ylmethyl)pentan-2-yl]phenol Chemical compound C([C@@](O)(CC=1NC2=CN=CC=C2C=1)C(F)(F)F)C(C)(C)C1=CC(F)=CC=C1O JFUAWXPBHXKZGA-IBGZPJMESA-N 0.000 claims 3
- 208000032928 Dyslipidaemia Diseases 0.000 claims 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 3
- 206010020772 Hypertension Diseases 0.000 claims 3
- 206010022489 Insulin Resistance Diseases 0.000 claims 3
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 3
- 208000008589 Obesity Diseases 0.000 claims 3
- 230000002159 abnormal effect Effects 0.000 claims 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims 3
- 125000002619 bicyclic group Chemical group 0.000 claims 3
- 239000008280 blood Substances 0.000 claims 3
- 210000004369 blood Anatomy 0.000 claims 3
- 239000003862 glucocorticoid Substances 0.000 claims 3
- 229940124750 glucocorticoid receptor agonist Drugs 0.000 claims 3
- 239000008103 glucose Substances 0.000 claims 3
- 230000003834 intracellular effect Effects 0.000 claims 3
- -1 methylenedioxo Chemical group 0.000 claims 3
- 125000002950 monocyclic group Chemical group 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 235000020824 obesity Nutrition 0.000 claims 3
- 238000002560 therapeutic procedure Methods 0.000 claims 3
- 150000000178 1,2,4-triazoles Chemical class 0.000 claims 2
- FVPNQJQFMJMQBP-UHFFFAOYSA-N 3-(2-bromophenyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound BrC1=CC=CC=C1C1=NN=C2N1CCCCC2 FVPNQJQFMJMQBP-UHFFFAOYSA-N 0.000 claims 2
- SKPQAQDIARRMKN-UHFFFAOYSA-N 3-phenyl-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound C1=CC=CC=C1C1=NN=C2N1C=CC1=CC=CC=C12 SKPQAQDIARRMKN-UHFFFAOYSA-N 0.000 claims 2
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 claims 2
- SGHVNADXQPDNSL-UHFFFAOYSA-N 5,5-dimethyl-3-thiophen-2-yl-6h-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound N12C(C)(C)CC3=CC=CC=C3C2=NN=C1C1=CC=CS1 SGHVNADXQPDNSL-UHFFFAOYSA-N 0.000 claims 2
- 150000007513 acids Chemical class 0.000 claims 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 2
- 210000005178 buccal mucosa Anatomy 0.000 claims 2
- 238000007911 parenteral administration Methods 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 238000011321 prophylaxis Methods 0.000 claims 2
- 230000002685 pulmonary effect Effects 0.000 claims 2
- TVLMNUCPOGGEFL-UHFFFAOYSA-N 2-(6,6-dimethyl-7,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrimidin-3-yl)phenol Chemical compound N12CC(C)(C)CNC2=NN=C1C1=CC=CC=C1O TVLMNUCPOGGEFL-UHFFFAOYSA-N 0.000 claims 1
- NJQBEFPUXBYGQT-UHFFFAOYSA-N 3-(2,4-dichlorophenyl)-5,5-dimethyl-6h-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound N12C(C)(C)CC3=CC=CC=C3C2=NN=C1C1=CC=C(Cl)C=C1Cl NJQBEFPUXBYGQT-UHFFFAOYSA-N 0.000 claims 1
- FTQFYENWBZENCJ-UHFFFAOYSA-N 3-(2,4-dichlorophenyl)-6,6-dimethyl-5,7-dihydro-1h-[1,2,4]triazolo[4,3-a]pyrimidine Chemical compound N12CC(C)(C)CNC2=NN=C1C1=CC=C(Cl)C=C1Cl FTQFYENWBZENCJ-UHFFFAOYSA-N 0.000 claims 1
- GWQHAEYSRALLID-UHFFFAOYSA-N 3-(2-chlorophenyl)-6,6-dimethyl-5,7-dihydro-1h-[1,2,4]triazolo[4,3-a]pyrimidine Chemical compound N12CC(C)(C)CNC2=NN=C1C1=CC=CC=C1Cl GWQHAEYSRALLID-UHFFFAOYSA-N 0.000 claims 1
- GKWMIVQJQWDXQZ-UHFFFAOYSA-N 3-(2-chlorophenyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound ClC1=CC=CC=C1C1=NN=C2N1CCCCC2 GKWMIVQJQWDXQZ-UHFFFAOYSA-N 0.000 claims 1
- NVFDSULLRHMJQU-UHFFFAOYSA-N 3-(2-fluorophenyl)-5-(4-methoxyphenoxy)-[1,2,4]triazolo[4,3-c]quinazoline Chemical compound C1=CC(OC)=CC=C1OC(N12)=NC3=CC=CC=C3C2=NN=C1C1=CC=CC=C1F NVFDSULLRHMJQU-UHFFFAOYSA-N 0.000 claims 1
- AFRGNIDHOWKOTB-UHFFFAOYSA-N 3-(3,4-dichlorophenyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound C1=C(Cl)C(Cl)=CC=C1C1=NN=C2N1CCCCC2 AFRGNIDHOWKOTB-UHFFFAOYSA-N 0.000 claims 1
- NZYZRDCUROHPJS-UHFFFAOYSA-N 3-(3-bromophenyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound BrC1=CC=CC(C=2N3CCCCCC3=NN=2)=C1 NZYZRDCUROHPJS-UHFFFAOYSA-N 0.000 claims 1
- DYOWYUZNXBKQOK-UHFFFAOYSA-N 3-(3-chlorophenyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound ClC1=CC=CC(C=2N3CCCCCC3=NN=2)=C1 DYOWYUZNXBKQOK-UHFFFAOYSA-N 0.000 claims 1
- AMYLUVBFQNSLRI-UHFFFAOYSA-N 3-(4-bromophenyl)-5,5-dimethyl-6h-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound N12C(C)(C)CC3=CC=CC=C3C2=NN=C1C1=CC=C(Br)C=C1 AMYLUVBFQNSLRI-UHFFFAOYSA-N 0.000 claims 1
- ADECVMMOLHCQTO-UHFFFAOYSA-N 3-(4-bromophenyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound C1=CC(Br)=CC=C1C1=NN=C2N1CCCCC2 ADECVMMOLHCQTO-UHFFFAOYSA-N 0.000 claims 1
- PHGMTQJBXXFRJO-UHFFFAOYSA-N 3-(4-chlorophenyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound C1=CC(Cl)=CC=C1C1=NN=C2N1CCCCC2 PHGMTQJBXXFRJO-UHFFFAOYSA-N 0.000 claims 1
- LUGLLAHZGTUSAE-UHFFFAOYSA-N 3-(4-methoxyphenyl)-5,5,8,9-tetramethyl-6h-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound C1=CC(OC)=CC=C1C1=NN=C2N1C(C)(C)CC1=CC(C)=C(C)C=C12 LUGLLAHZGTUSAE-UHFFFAOYSA-N 0.000 claims 1
- KXLBDDZCWXWYRL-UHFFFAOYSA-N 3-(4-methoxyphenyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound C1=CC(OC)=CC=C1C1=NN=C2N1CCCCC2 KXLBDDZCWXWYRL-UHFFFAOYSA-N 0.000 claims 1
- MDGGRHZKMXXZRD-UHFFFAOYSA-N 3-(4-methylphenyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound C1=CC(C)=CC=C1C1=NN=C2N1CCCCC2 MDGGRHZKMXXZRD-UHFFFAOYSA-N 0.000 claims 1
- OUNBBIYHRZELDA-UHFFFAOYSA-N 3-(5,5-dimethyl-6h-[1,2,4]triazolo[3,4-a]isoquinolin-3-yl)phenol Chemical compound N12C(C)(C)CC3=CC=CC=C3C2=NN=C1C1=CC=CC(O)=C1 OUNBBIYHRZELDA-UHFFFAOYSA-N 0.000 claims 1
- MMSKOIQDXOUXSX-UHFFFAOYSA-N 3-(5-bromopyridin-3-yl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound BrC1=CN=CC(C=2N3CCCCCC3=NN=2)=C1 MMSKOIQDXOUXSX-UHFFFAOYSA-N 0.000 claims 1
- UDKDUWDCNBRCHZ-UHFFFAOYSA-N 3-(5-hex-1-ynylpyridin-3-yl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound CCCCC#CC1=CN=CC(C=2N3CCCCCC3=NN=2)=C1 UDKDUWDCNBRCHZ-UHFFFAOYSA-N 0.000 claims 1
- VJQYEVURLUHRTB-UHFFFAOYSA-N 3-(6-chloropyridin-3-yl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound C1=NC(Cl)=CC=C1C1=NN=C2N1CCCCC2 VJQYEVURLUHRTB-UHFFFAOYSA-N 0.000 claims 1
- AGFZJQDWVBDHHF-UHFFFAOYSA-N 3-(furan-2-yl)-5,5,8,9-tetramethyl-6h-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound N=1N=C2C=3C=C(C)C(C)=CC=3CC(C)(C)N2C=1C1=CC=CO1 AGFZJQDWVBDHHF-UHFFFAOYSA-N 0.000 claims 1
- SQTDQYVVYDFZBN-UHFFFAOYSA-N 3-(furan-2-yl)-5,5-dimethyl-6h-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound N12C(C)(C)CC3=CC=CC=C3C2=NN=C1C1=CC=CO1 SQTDQYVVYDFZBN-UHFFFAOYSA-N 0.000 claims 1
- IWUWWHBHHKXIDC-UHFFFAOYSA-N 3-[2-(phenylmethoxymethyl)phenyl]-2,4,5-triazatricyclo[5.3.1.02,6]undeca-3,5-diene Chemical compound C=1C=CC=C(C=2N3C4CC(CCC4)C3=NN=2)C=1COCC1=CC=CC=C1 IWUWWHBHHKXIDC-UHFFFAOYSA-N 0.000 claims 1
- YNCFPURBKVPYQF-UHFFFAOYSA-N 3-phenyl-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound N12CCCCCC2=NN=C1C1=CC=CC=C1 YNCFPURBKVPYQF-UHFFFAOYSA-N 0.000 claims 1
- XCNFBPXYJPORHD-UHFFFAOYSA-N 3-pyridin-3-yl-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine Chemical compound N12CCCCCC2=NN=C1C1=CC=CN=C1 XCNFBPXYJPORHD-UHFFFAOYSA-N 0.000 claims 1
- RZQQPARKDTYYBY-UHFFFAOYSA-N 3-pyridin-4-yl-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine Chemical compound N12CCCCCC2=NN=C1C1=CC=NC=C1 RZQQPARKDTYYBY-UHFFFAOYSA-N 0.000 claims 1
- QGMRICCOCAZISZ-UHFFFAOYSA-N 4-[5-(6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepin-3-yl)pyridin-2-yl]morpholine Chemical compound C1COCCN1C1=CC=C(C=2N3CCCCCC3=NN=2)C=N1 QGMRICCOCAZISZ-UHFFFAOYSA-N 0.000 claims 1
- AUTMXVSOOABCRA-UHFFFAOYSA-N 4-benzyl-3,5-bis(4-methylphenyl)-1,2,4-triazole Chemical compound C1=CC(C)=CC=C1C(N1CC=2C=CC=CC=2)=NN=C1C1=CC=C(C)C=C1 AUTMXVSOOABCRA-UHFFFAOYSA-N 0.000 claims 1
- UMCSDNAWBPUNIJ-UHFFFAOYSA-N 5,5-dimethyl-3-(3,4,5-trimethoxyphenyl)-6h-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound COC1=C(OC)C(OC)=CC(C=2N3C(C)(C)CC4=CC=CC=C4C3=NN=2)=C1 UMCSDNAWBPUNIJ-UHFFFAOYSA-N 0.000 claims 1
- LFESZQRDPUZMOE-UHFFFAOYSA-N 5,5-dimethyl-3-(4-methylphenyl)-6h-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound C1=CC(C)=CC=C1C1=NN=C2N1C(C)(C)CC1=CC=CC=C12 LFESZQRDPUZMOE-UHFFFAOYSA-N 0.000 claims 1
- CSCOJYVCYSWDLT-UHFFFAOYSA-N 5,5-dimethyl-3-phenyl-6h-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound N12C(C)(C)CC3=CC=CC=C3C2=NN=C1C1=CC=CC=C1 CSCOJYVCYSWDLT-UHFFFAOYSA-N 0.000 claims 1
- IGGCFIIXILTKKF-UHFFFAOYSA-N 6,6-dimethyl-3-(2-nitrophenyl)-5,7-dihydro-1h-[1,2,4]triazolo[4,3-a]pyrimidine Chemical compound N12CC(C)(C)CNC2=NN=C1C1=CC=CC=C1[N+]([O-])=O IGGCFIIXILTKKF-UHFFFAOYSA-N 0.000 claims 1
- AHQPDKZRNZQLSQ-UHFFFAOYSA-N 7,10-dimethoxy-5,5-dimethyl-3-phenyl-6h-[1,2,4]triazolo[3,4-a]isoquinoline Chemical compound N12C(C)(C)CC=3C(OC)=CC=C(OC)C=3C2=NN=C1C1=CC=CC=C1 AHQPDKZRNZQLSQ-UHFFFAOYSA-N 0.000 claims 1
- 206010003210 Arteriosclerosis Diseases 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- 208000024172 Cardiovascular disease Diseases 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- SZTIGWGUVVLZIC-UHFFFAOYSA-N chembl1428630 Chemical compound N12C(C)(C)CC3=CC=CC=C3C2=NN=C1C1=CC=C(O)C=C1 SZTIGWGUVVLZIC-UHFFFAOYSA-N 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 239000002552 dosage form Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 1
- QEXGSNIMFAVYDW-UHFFFAOYSA-N n-[(2-methoxyphenyl)methyl]-3-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-6-amine Chemical compound COC1=CC=CC=C1CNC1=NN2C(C=3C=CC=CC=3)=NN=C2C=C1 QEXGSNIMFAVYDW-UHFFFAOYSA-N 0.000 claims 1
- 230000004770 neurodegeneration Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200300571 | 2003-04-11 | ||
| US46728403P | 2003-05-02 | 2003-05-02 | |
| DKPA200300776 | 2003-05-22 | ||
| US47515703P | 2003-06-02 | 2003-06-02 | |
| PCT/DK2004/000251 WO2004089380A2 (en) | 2003-04-11 | 2004-04-06 | Pharmaceutical use of fused 1,2,4-triazoles |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006522747A JP2006522747A (ja) | 2006-10-05 |
| JP2006522747A5 true JP2006522747A5 (enExample) | 2007-05-31 |
Family
ID=33163033
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006504354A Pending JP2006522747A (ja) | 2003-04-11 | 2004-04-06 | 縮合１，２，４−トリアゾールの薬学的使用 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US7358238B2 (enExample) |
| EP (1) | EP1615647B1 (enExample) |
| JP (1) | JP2006522747A (enExample) |
| AT (1) | ATE455547T1 (enExample) |
| DE (1) | DE602004025220D1 (enExample) |
| DK (1) | DK1615647T3 (enExample) |
| ES (1) | ES2338656T3 (enExample) |
| WO (1) | WO2004089380A2 (enExample) |
Families Citing this family (96)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006522747A (ja) * | 2003-04-11 | 2006-10-05 | ノボ ノルディスク アクティーゼルスカブ | 縮合１，２，４−トリアゾールの薬学的使用 |
| US8460243B2 (en) | 2003-06-10 | 2013-06-11 | Abbott Diabetes Care Inc. | Glucose measuring module and insulin pump combination |
| US7722536B2 (en) | 2003-07-15 | 2010-05-25 | Abbott Diabetes Care Inc. | Glucose measuring device integrated into a holster for a personal area network device |
| US7880001B2 (en) | 2004-04-29 | 2011-02-01 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase Type 1 enzyme |
| US20100222316A1 (en) | 2004-04-29 | 2010-09-02 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| US8415354B2 (en) | 2004-04-29 | 2013-04-09 | Abbott Laboratories | Methods of use of inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| US7803838B2 (en) * | 2004-06-04 | 2010-09-28 | Forest Laboratories Holdings Limited | Compositions comprising nebivolol |
| CA3090413C (en) | 2004-06-04 | 2023-10-10 | Abbott Diabetes Care Inc. | Glucose monitoring and graphical representations in a data management system |
| US7838552B2 (en) | 2004-06-04 | 2010-11-23 | Forest Laboratories Holdings Limited | Compositions comprising nebivolol |
| CA2580409C (en) | 2004-09-16 | 2013-08-13 | Astellas Pharma Inc. | Triazole derivative or salt thereof |
| WO2006040329A1 (en) * | 2004-10-12 | 2006-04-20 | Novo Nordisk A/S | 1 ibeta- hydroxysteroid dehydrogenase type 1 active spiro compounds |
| KR101496206B1 (ko) | 2005-01-05 | 2015-02-27 | 애브비 인코포레이티드 | 11-베타-하이드록시스테로이드 데하이드로게나제 타입 1 효소의 억제제로서의 아다만틸 유도체 |
| US8198331B2 (en) | 2005-01-05 | 2012-06-12 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| US20090192198A1 (en) | 2005-01-05 | 2009-07-30 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| EP1846362A2 (en) | 2005-01-05 | 2007-10-24 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
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2004
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- 2004-04-06 EP EP04725884A patent/EP1615647B1/en not_active Expired - Lifetime
- 2004-04-06 WO PCT/DK2004/000251 patent/WO2004089380A2/en not_active Ceased
- 2004-04-06 DK DK04725884.3T patent/DK1615647T3/da active
- 2004-04-06 DE DE602004025220T patent/DE602004025220D1/de not_active Expired - Lifetime
- 2004-04-06 ES ES04725884T patent/ES2338656T3/es not_active Expired - Lifetime
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2005
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2008
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2010
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