KR20010041814A - 단백질 티로신 포스파타제(ptpases)의 조절제 - Google Patents
단백질 티로신 포스파타제(ptpases)의 조절제 Download PDFInfo
- Publication number
- KR20010041814A KR20010041814A KR1020007010093A KR20007010093A KR20010041814A KR 20010041814 A KR20010041814 A KR 20010041814A KR 1020007010093 A KR1020007010093 A KR 1020007010093A KR 20007010093 A KR20007010093 A KR 20007010093A KR 20010041814 A KR20010041814 A KR 20010041814A
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- KR
- South Korea
- Prior art keywords
- amino
- dihydro
- thieno
- oxalyl
- carboxylic acid
- 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.)
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- 102000002727 Protein Tyrosine Phosphatase Human genes 0.000 title claims abstract description 95
- 108020000494 protein-tyrosine phosphatase Proteins 0.000 title claims abstract description 95
- -1 PTPα Proteins 0.000 claims abstract description 429
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- 239000000203 mixture Substances 0.000 claims abstract description 108
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 57
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- 238000000034 method Methods 0.000 claims abstract description 35
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- 239000000122 growth hormone Substances 0.000 claims abstract description 32
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- 108010051696 Growth Hormone Proteins 0.000 claims abstract description 30
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 27
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 25
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- 201000011510 cancer Diseases 0.000 claims abstract description 23
- 230000002829 reductive effect Effects 0.000 claims abstract description 20
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims abstract description 20
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- 238000011282 treatment Methods 0.000 claims abstract description 18
- 230000004044 response Effects 0.000 claims abstract description 14
- 208000001132 Osteoporosis Diseases 0.000 claims abstract description 13
- 229940088597 hormone Drugs 0.000 claims abstract description 13
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- 125000003118 aryl group Chemical group 0.000 claims description 111
- 239000007787 solid Substances 0.000 claims description 98
- 229910052739 hydrogen Inorganic materials 0.000 claims description 74
- 239000001257 hydrogen Substances 0.000 claims description 74
- 125000000217 alkyl group Chemical group 0.000 claims description 69
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 46
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 40
- 150000002431 hydrogen Chemical class 0.000 claims description 34
- 229910052757 nitrogen Inorganic materials 0.000 claims description 34
- 125000004432 carbon atom Chemical group C* 0.000 claims description 31
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 28
- 229920006395 saturated elastomer Polymers 0.000 claims description 25
- 150000003839 salts Chemical class 0.000 claims description 21
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 20
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- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims description 18
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 14
- 108090000623 proteins and genes Proteins 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 12
- 239000001301 oxygen Chemical group 0.000 claims description 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 12
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- 229910052717 sulfur Chemical group 0.000 claims description 12
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- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 11
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 11
- 125000004104 aryloxy group Chemical group 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 10
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- LZNNMMKMGKFYLL-UHFFFAOYSA-N 2h-pyran-3-carboxylic acid Chemical compound OC(=O)C1=CC=COC1 LZNNMMKMGKFYLL-UHFFFAOYSA-N 0.000 claims description 9
- 125000004043 oxo group Chemical group O=* 0.000 claims description 9
- DCWXELXMIBXGTH-QMMMGPOBSA-N phosphonotyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(OP(O)(O)=O)C=C1 DCWXELXMIBXGTH-QMMMGPOBSA-N 0.000 claims description 9
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 claims description 8
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 8
- 230000001225 therapeutic effect Effects 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 7
- 125000005110 aryl thio group Chemical group 0.000 claims description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- DWLHTIPCWYOEMT-UHFFFAOYSA-N 2h-thiopyran-3-carboxylic acid Chemical compound OC(=O)C1=CC=CSC1 DWLHTIPCWYOEMT-UHFFFAOYSA-N 0.000 claims description 6
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 6
- 125000004953 trihalomethyl group Chemical group 0.000 claims description 6
- 150000001299 aldehydes Chemical class 0.000 claims description 5
- 125000005157 alkyl carboxy group Chemical group 0.000 claims description 5
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims description 5
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 5
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- 239000002552 dosage form Substances 0.000 claims description 5
- 229940079593 drug Drugs 0.000 claims description 5
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims description 5
- 150000003951 lactams Chemical class 0.000 claims description 5
- DEBZQUFVQZPPLC-UHFFFAOYSA-N 2h-chromene-3-carboxylic acid Chemical compound C1=CC=C2OCC(C(=O)O)=CC2=C1 DEBZQUFVQZPPLC-UHFFFAOYSA-N 0.000 claims description 4
- 125000006497 3-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC([H])([H])[H])=C1[H])C([H])([H])* 0.000 claims description 4
- 125000005605 benzo group Chemical group 0.000 claims description 4
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 150000003949 imides Chemical class 0.000 claims description 4
- 125000001041 indolyl group Chemical group 0.000 claims description 4
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 4
- 125000002950 monocyclic group Chemical group 0.000 claims description 4
- ISZAWTJNJSOJQB-UHFFFAOYSA-N 2-(oxaloamino)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid Chemical compound C1CCCC2=C1SC(NC(=O)C(=O)O)=C2C(O)=O ISZAWTJNJSOJQB-UHFFFAOYSA-N 0.000 claims description 3
- ZIMJSFGMHLCHIV-UHFFFAOYSA-N 2-(oxaloamino)-6-(2-phenylethyl)-5,7-dihydro-4h-thieno[2,3-c]pyridine-3-carboxylic acid Chemical compound C1CC=2C(C(O)=O)=C(NC(=O)C(=O)O)SC=2CN1CCC1=CC=CC=C1 ZIMJSFGMHLCHIV-UHFFFAOYSA-N 0.000 claims description 3
- RYJQIVLCRVQLAY-UHFFFAOYSA-N 2-(oxaloamino)-6-(pyridin-2-ylmethyl)-5,7-dihydro-4h-thieno[2,3-c]pyridine-3-carboxylic acid Chemical compound C1CC=2C(C(O)=O)=C(NC(=O)C(=O)O)SC=2CN1CC1=CC=CC=N1 RYJQIVLCRVQLAY-UHFFFAOYSA-N 0.000 claims description 3
- CPBBXECXUZCULL-UHFFFAOYSA-N 2-(oxaloamino)-6-(pyridin-3-ylmethyl)-5,7-dihydro-4h-thieno[2,3-c]pyridine-3-carboxylic acid Chemical compound C1CC=2C(C(O)=O)=C(NC(=O)C(=O)O)SC=2CN1CC1=CC=CN=C1 CPBBXECXUZCULL-UHFFFAOYSA-N 0.000 claims description 3
- XUGANLGVQLASCQ-UHFFFAOYSA-N 2-(oxaloamino)-6-(pyridin-4-ylmethyl)-5,7-dihydro-4h-thieno[2,3-c]pyridine-3-carboxylic acid Chemical compound C1CC=2C(C(O)=O)=C(NC(=O)C(=O)O)SC=2CN1CC1=CC=NC=C1 XUGANLGVQLASCQ-UHFFFAOYSA-N 0.000 claims description 3
- FSCFWZSWPCIYDY-UHFFFAOYSA-N 2-(oxaloamino)-6-oxo-5,7-dihydro-4h-1-benzothiophene-3-carboxylic acid Chemical compound C1C(=O)CCC2=C1SC(NC(=O)C(=O)O)=C2C(O)=O FSCFWZSWPCIYDY-UHFFFAOYSA-N 0.000 claims description 3
- ZIBMATWHOAGNTR-UHFFFAOYSA-N 2-(oxalyl-amino)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine-3-carboxylic acid Chemical compound C1NCCC2=C1SC(NC(=O)C(=O)O)=C2C(O)=O ZIBMATWHOAGNTR-UHFFFAOYSA-N 0.000 claims description 3
- SNNOZMNTPOIDSI-UHFFFAOYSA-N 2-(oxalyl-amino)-4,7-dihydro-5h-thieno[2,3-c]pyran-3-carboxylic acid Chemical compound C1OCCC2=C1SC(NC(=O)C(=O)O)=C2C(O)=O SNNOZMNTPOIDSI-UHFFFAOYSA-N 0.000 claims description 3
- ZPDVRWNOCOREGF-UHFFFAOYSA-N 2-(oxalyl-amino)-4,7-dihydro-5h-thieno[2,3-c]thiopyran-3-carboxylic acid Chemical compound C1SCCC2=C1SC(NC(=O)C(=O)O)=C2C(O)=O ZPDVRWNOCOREGF-UHFFFAOYSA-N 0.000 claims description 3
- NIIJYLAODPZYTB-UHFFFAOYSA-N 2-[[6-hydroxy-3-(hydroxymethyl)-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]amino]-2-oxoacetic acid Chemical compound C1C(O)CCC2=C1SC(NC(=O)C(O)=O)=C2CO NIIJYLAODPZYTB-UHFFFAOYSA-N 0.000 claims description 3
- NKHDPHJFMYZNMI-UHFFFAOYSA-N 6-(oxaloamino)-1h-indole-7-carboxylic acid Chemical compound OC(=O)C(=O)NC1=CC=C2C=CNC2=C1C(O)=O NKHDPHJFMYZNMI-UHFFFAOYSA-N 0.000 claims description 3
- AHWMERGBWWROMM-UHFFFAOYSA-N 6-(oxalyl-amino)-1h-indole-5-carboxylic acid Chemical compound C1=C(C(O)=O)C(NC(=O)C(=O)O)=CC2=C1C=CN2 AHWMERGBWWROMM-UHFFFAOYSA-N 0.000 claims description 3
- CEOJCMQCQZMARJ-UHFFFAOYSA-N 6-[(3-methoxyphenyl)methyl]-2-(oxaloamino)-5,7-dihydro-4h-thieno[2,3-c]pyridine-3-carboxylic acid Chemical compound COC1=CC=CC(CN2CC3=C(C(=C(NC(=O)C(O)=O)S3)C(O)=O)CC2)=C1 CEOJCMQCQZMARJ-UHFFFAOYSA-N 0.000 claims description 3
- DNUOCYUTEIKZFI-UHFFFAOYSA-N 6-benzyl-2-(oxaloamino)-5,7-dihydro-4h-thieno[2,3-c]pyridine-3-carboxylic acid Chemical compound C1CC=2C(C(O)=O)=C(NC(=O)C(=O)O)SC=2CN1CC1=CC=CC=C1 DNUOCYUTEIKZFI-UHFFFAOYSA-N 0.000 claims description 3
- WCLCDQBGCADVSY-UHFFFAOYSA-N 6-ethoxycarbonylpyridine-3-carboxylic acid Chemical compound CCOC(=O)C1=CC=C(C(O)=O)C=N1 WCLCDQBGCADVSY-UHFFFAOYSA-N 0.000 claims description 3
- CLPLHASNHDFGBI-UHFFFAOYSA-N 6-methyl-2-(oxaloamino)-5,7-dihydro-4h-thieno[2,3-c]pyridine-3-carboxylic acid Chemical compound C1N(C)CCC2=C1SC(NC(=O)C(O)=O)=C2C(O)=O CLPLHASNHDFGBI-UHFFFAOYSA-N 0.000 claims description 3
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- GHPLRWQHGASIEK-UHFFFAOYSA-N tert-butyl 2-amino-5-(benzoyloxymethyl)-5,7-dihydro-4h-thieno[2,3-c]pyran-3-carboxylate Chemical compound C1C=2C(C(=O)OC(C)(C)C)=C(N)SC=2COC1COC(=O)C1=CC=CC=C1 GHPLRWQHGASIEK-UHFFFAOYSA-N 0.000 description 1
- YHPKSSAKPVXQRO-UHFFFAOYSA-N tert-butyl 2-amino-5-[(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl]-5,7-dihydro-4h-thieno[2,3-c]pyran-3-carboxylate Chemical compound C1C=2C(C(=O)OC(C)(C)C)=C(N)SC=2COC1CN(C1=O)C(=O)C2=C1CCCC2 YHPKSSAKPVXQRO-UHFFFAOYSA-N 0.000 description 1
- CTJIIJDZXVJISR-UHFFFAOYSA-N tert-butyl 2-amino-5-[(3-oxo-1h-isoindol-2-yl)methyl]-5,7-dihydro-4h-thieno[2,3-c]pyran-3-carboxylate Chemical compound C1C2=CC=CC=C2C(=O)N1CC1OCC(SC(N)=C2C(=O)OC(C)(C)C)=C2C1 CTJIIJDZXVJISR-UHFFFAOYSA-N 0.000 description 1
- LKVYNQJZVNJVHW-UHFFFAOYSA-N tert-butyl 2-amino-5-[[(4-methoxyphenyl)sulfonylamino]methyl]-5,7-dihydro-4h-thieno[2,3-c]pyran-3-carboxylate Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)NCC1OCC(SC(N)=C2C(=O)OC(C)(C)C)=C2C1 LKVYNQJZVNJVHW-UHFFFAOYSA-N 0.000 description 1
- ROUYFJUVMYHXFJ-UHFFFAOYSA-N tert-butyl 4-oxopiperidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCC(=O)CC1 ROUYFJUVMYHXFJ-UHFFFAOYSA-N 0.000 description 1
- RBJMXZUCIMMEJF-UHFFFAOYSA-N tert-butyl 5,7-dihydro-4h-thieno[2,3-c]pyran-3-carboxylate Chemical compound C1OCCC2=C1SC=C2C(=O)OC(C)(C)C RBJMXZUCIMMEJF-UHFFFAOYSA-N 0.000 description 1
- BNYOUXURSPUFAA-UHFFFAOYSA-N tert-butyl 5-[(1,3-dioxoisoindol-2-yl)methyl]-2-(9h-fluoren-9-ylmethoxycarbonylamino)-5,7-dihydro-4h-thieno[2,3-c]pyran-3-carboxylate Chemical compound O=C1C2=CC=CC=C2C(=O)N1CC1OCC(SC(NC(=O)OCC2C3=CC=CC=C3C3=CC=CC=C32)=C2C(=O)OC(C)(C)C)=C2C1 BNYOUXURSPUFAA-UHFFFAOYSA-N 0.000 description 1
- OKLQZIRRZCJNDF-UHFFFAOYSA-N tert-butyl 5h-thieno[2,3-c]pyran-3-carboxylate Chemical compound O1CC=C2C(C(=O)OC(C)(C)C)=CSC2=C1 OKLQZIRRZCJNDF-UHFFFAOYSA-N 0.000 description 1
- UUQURWCBZZYUFD-UHFFFAOYSA-N tert-butyl 7-(acetamidomethyl)-2-amino-5,7-dihydro-4h-thieno[2,3-c]pyran-3-carboxylate Chemical compound CC(=O)NCC1OCCC2=C1SC(N)=C2C(=O)OC(C)(C)C UUQURWCBZZYUFD-UHFFFAOYSA-N 0.000 description 1
- CWXPZXBSDSIRCS-UHFFFAOYSA-N tert-butyl piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCNCC1 CWXPZXBSDSIRCS-UHFFFAOYSA-N 0.000 description 1
- 210000001550 testis Anatomy 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 150000003536 tetrazoles Chemical class 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- PKZQIIZQFUXJNW-UHFFFAOYSA-N thieno[2,3-d]pyrimidin-4-ylhydrazine Chemical compound NNC1=NC=NC2=C1C=CS2 PKZQIIZQFUXJNW-UHFFFAOYSA-N 0.000 description 1
- DDWBRNXDKNIQDY-UHFFFAOYSA-N thieno[2,3-d]pyrimidine Chemical compound N1=CN=C2SC=CC2=C1 DDWBRNXDKNIQDY-UHFFFAOYSA-N 0.000 description 1
- RBNBDIMXFJYDLQ-UHFFFAOYSA-N thieno[3,2-d]pyrimidine Chemical compound C1=NC=C2SC=CC2=N1 RBNBDIMXFJYDLQ-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 description 1
- 125000000341 threoninyl group Chemical group [H]OC([H])(C([H])([H])[H])C([H])(N([H])[H])C(*)=O 0.000 description 1
- 229960004072 thrombin Drugs 0.000 description 1
- 238000013518 transcription Methods 0.000 description 1
- 230000035897 transcription Effects 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 229940066528 trichloroacetate Drugs 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 230000005740 tumor formation Effects 0.000 description 1
- 239000002691 unilamellar liposome Substances 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000002424 x-ray crystallography Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D333/66—Nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
- C07D495/18—Bridged systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Electrodes Of Semiconductors (AREA)
- Enzymes And Modification Thereof (AREA)
- Bipolar Transistors (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Control Of El Displays (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Indole Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK34498 | 1998-03-12 | ||
| DK344/98 | 1998-03-12 | ||
| DK48098 | 1998-04-03 | ||
| DK480/98 | 1998-04-03 | ||
| DKPA199800938 | 1998-07-15 | ||
| DKPA199800938 | 1998-07-15 | ||
| DKPA199801385 | 1998-10-28 | ||
| DKPA199801385 | 1998-10-28 | ||
| DKPA199801612 | 1998-12-07 | ||
| DKPA199801612 | 1998-12-07 | ||
| PCT/DK1999/000121 WO1999046267A1 (en) | 1998-03-12 | 1999-03-11 | Modulators of protein tyrosine phosphatases (ptpases) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20010041814A true KR20010041814A (ko) | 2001-05-25 |
Family
ID=27512769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020007010093A Withdrawn KR20010041814A (ko) | 1998-03-12 | 1999-03-11 | 단백질 티로신 포스파타제(ptpases)의 조절제 |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP1080095B1 (enExample) |
| JP (1) | JP2002506072A (enExample) |
| KR (1) | KR20010041814A (enExample) |
| CN (1) | CN1300291A (enExample) |
| AT (1) | ATE308546T1 (enExample) |
| AU (1) | AU2713599A (enExample) |
| BR (1) | BR9908726A (enExample) |
| CA (1) | CA2323493A1 (enExample) |
| DE (1) | DE69928100D1 (enExample) |
| HU (1) | HUP0104984A3 (enExample) |
| IL (1) | IL138319A0 (enExample) |
| NO (1) | NO20004527L (enExample) |
| PL (1) | PL342816A1 (enExample) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UA82827C2 (en) | 2000-12-18 | 2008-05-26 | Inhibitors against the production and release of inflammatory cytokines | |
| EP1510207A4 (en) * | 2002-06-05 | 2008-12-31 | Inst Med Molecular Design Inc | THERAPEUTIC MEDICAMENT AGAINST DIABETES |
| AU2003242127A1 (en) * | 2002-06-05 | 2003-12-22 | Institute Of Medicinal Molecular Design, Inc. | Inhibitors against the activation of ap-1 and nfat |
| JP4743382B2 (ja) | 2002-06-06 | 2011-08-10 | 株式会社医薬分子設計研究所 | O−置換ヒドロキシアリール誘導体 |
| US20060122243A1 (en) | 2002-06-06 | 2006-06-08 | Susumu Muto | Antiallergic |
| DK1753512T3 (da) * | 2004-05-28 | 2008-11-17 | 4Sc Ag | Tetrahydropyridothiophener |
| ATE397000T1 (de) * | 2004-06-04 | 2008-06-15 | Nycomed Gmbh | Tetrahydropyridothiophenen zur verwendung in der behandlung von krebs |
| WO2005120642A2 (en) * | 2004-06-11 | 2005-12-22 | Altana Pharma Ag | Tetrahydropyridothiophenes for treating hyperproliferative disorders |
| NZ587549A (en) * | 2004-06-24 | 2012-10-26 | Vertex Pharma | 6-Amino-indole derivatives and processes for their preparation |
| AU2006212224A1 (en) * | 2005-02-09 | 2006-08-17 | 4Sc Ag | Tetrahydropyridothiophenes for the treatment of proliferative diseases such as cancer |
| CA2596501A1 (en) * | 2005-02-11 | 2006-08-17 | Altana Pharma Ag | Tetrahydropyridothiophenes as antripoliferative agents for the treatment of cancer |
| CA2621830C (en) * | 2005-09-15 | 2013-12-03 | F. Hoffmann-La Roche Ag | 4-amino-thieno[3,2-c]pyridine-7-carboxylic acid derivatives |
| CN1939922B (zh) * | 2005-09-27 | 2010-10-13 | 天津和美生物技术有限公司 | 可抑制细胞释放肿瘤坏死因子的5H-噻吩[3,4-c]吡咯-4,6-二酮衍生物 |
| MX388468B (es) | 2009-12-04 | 2025-03-20 | Sunovion Pharmaceuticals Inc | Compuestos multicíclicos y métodos de uso de los mismos. |
| CN102382076B (zh) * | 2010-09-03 | 2016-08-17 | 中国医学科学院药物研究所 | 芳酮和芳酰胺类化合物及其制法和药物用途 |
| CN102838625B (zh) * | 2011-06-22 | 2015-04-15 | 中国科学院上海药物研究所 | 四氢吡啶并噻唑类化合物、其制备方法、包含该化合物的药物组合物及其用途 |
| JP6409004B2 (ja) * | 2013-01-28 | 2018-10-17 | ハー・ルンドベック・アクチエゼルスカベット | ソルチリン阻害剤としてのn置換された5置換フタルアミド酸 |
| CN104788425A (zh) * | 2015-03-12 | 2015-07-22 | 佛山市赛维斯医药科技有限公司 | 一类含烟酸酰胺和哌啶结构ptp1b抑制剂、制备方法及其用途 |
| CN106866523A (zh) * | 2015-03-12 | 2017-06-20 | 佛山市赛维斯医药科技有限公司 | 含烟酸酰胺结构的ptp1b抑制剂、制备方法及其用途 |
| CN104725306A (zh) * | 2015-03-12 | 2015-06-24 | 佛山市赛维斯医药科技有限公司 | 一类含烟酸酰胺结构的ptp1b抑制剂、制备方法及其用途 |
| CN104788424A (zh) * | 2015-03-12 | 2015-07-22 | 佛山市赛维斯医药科技有限公司 | 含烟酸酰胺和哌啶结构的ptp1b抑制剂、制备方法及其用途 |
| CN104829629B (zh) * | 2015-03-26 | 2017-03-15 | 天津药物研究院有限公司 | 含磺酰胺基的四氢噻吩并[2,3‑c]吡啶衍生物、其制备方法和用途 |
| WO2018023070A1 (en) | 2016-07-29 | 2018-02-01 | Sunovion Pharmaceuticals, Inc. | Compounds and compositions and uses thereof |
| MY199446A (en) | 2016-07-29 | 2023-10-28 | Sunovion Pharmaceuticals Inc | Compounds and compositions and uses thereof |
| AU2018220509B2 (en) | 2017-02-16 | 2022-04-28 | Sumitomo Pharma America, Inc. | Methods of treating schizophrenia |
| KR20200036008A (ko) | 2017-08-02 | 2020-04-06 | 선오비온 파마슈티컬스 인코포레이티드 | 이소크로만 화합물 및 이의 용도 |
| MY208150A (en) | 2018-02-16 | 2025-04-18 | Sunovion Pharmaceuticals Inc | Salts, crystal forms, and production methods thereof |
| CN113784755B (zh) | 2019-03-14 | 2024-05-10 | 赛诺维信制药公司 | 异色满基化合物的盐及其结晶形式、制备方法、治疗用途和药物组合物 |
| WO2020233645A1 (zh) | 2019-05-21 | 2020-11-26 | 浙江海正药业股份有限公司 | 大环类衍生物、及其制备方法和用途 |
| WO2021211191A1 (en) * | 2020-04-14 | 2021-10-21 | Purdue Research Foundation | Novel lymphoid-specific tyrosine phosphatase (lyp) inhibitors |
| JP7781768B2 (ja) | 2020-04-14 | 2025-12-08 | スミトモ・ファーマ・アメリカ・インコーポレイテッド | 神経学的および精神障害の治療方法 |
-
1999
- 1999-03-11 CN CN99806016A patent/CN1300291A/zh active Pending
- 1999-03-11 BR BR9908726-0A patent/BR9908726A/pt not_active IP Right Cessation
- 1999-03-11 KR KR1020007010093A patent/KR20010041814A/ko not_active Withdrawn
- 1999-03-11 DE DE69928100T patent/DE69928100D1/de not_active Expired - Lifetime
- 1999-03-11 CA CA002323493A patent/CA2323493A1/en not_active Abandoned
- 1999-03-11 IL IL13831999A patent/IL138319A0/xx unknown
- 1999-03-11 PL PL99342816A patent/PL342816A1/xx not_active Application Discontinuation
- 1999-03-11 AT AT99907332T patent/ATE308546T1/de not_active IP Right Cessation
- 1999-03-11 JP JP2000535645A patent/JP2002506072A/ja not_active Withdrawn
- 1999-03-11 EP EP99907332A patent/EP1080095B1/en not_active Expired - Lifetime
- 1999-03-11 AU AU27135/99A patent/AU2713599A/en not_active Abandoned
- 1999-03-11 HU HU0104984A patent/HUP0104984A3/hu unknown
-
2000
- 2000-09-11 NO NO20004527A patent/NO20004527L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1080095A1 (en) | 2001-03-07 |
| PL342816A1 (en) | 2001-07-02 |
| CN1300291A (zh) | 2001-06-20 |
| NO20004527D0 (no) | 2000-09-11 |
| IL138319A0 (en) | 2001-10-31 |
| AU2713599A (en) | 1999-09-27 |
| ATE308546T1 (de) | 2005-11-15 |
| CA2323493A1 (en) | 1999-09-16 |
| BR9908726A (pt) | 2000-11-21 |
| DE69928100D1 (de) | 2005-12-08 |
| JP2002506072A (ja) | 2002-02-26 |
| EP1080095B1 (en) | 2005-11-02 |
| NO20004527L (no) | 2000-11-07 |
| HUP0104984A2 (hu) | 2002-04-29 |
| HUP0104984A3 (en) | 2003-07-28 |
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| MXPA00008921A (es) | Moduladores de las proteinas tirosina fosfatasas. | |
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