HRP20030140A2 - Pyrazole derivatives and their use as protein kinase inhibitors - Google Patents
Pyrazole derivatives and their use as protein kinase inhibitors Download PDFInfo
- Publication number
- HRP20030140A2 HRP20030140A2 HR20030140A HRP20030140A HRP20030140A2 HR P20030140 A2 HRP20030140 A2 HR P20030140A2 HR 20030140 A HR20030140 A HR 20030140A HR P20030140 A HRP20030140 A HR P20030140A HR P20030140 A2 HRP20030140 A2 HR P20030140A2
- Authority
- HR
- Croatia
- Prior art keywords
- pyrazol
- cyclobutyl
- phenyl
- acetamide
- cis
- Prior art date
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- 150000003217 pyrazoles Chemical class 0.000 title description 2
- 229940045988 antineoplastic drug protein kinase inhibitors Drugs 0.000 title 1
- 239000003909 protein kinase inhibitor Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 351
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 100
- 241000124008 Mammalia Species 0.000 claims description 75
- -1 3-trifluoromethylphenyl Chemical group 0.000 claims description 73
- 201000010099 disease Diseases 0.000 claims description 69
- 230000000694 effects Effects 0.000 claims description 47
- 101150053721 Cdk5 gene Proteins 0.000 claims description 32
- 230000002829 reductive effect Effects 0.000 claims description 29
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 claims description 28
- 125000001072 heteroaryl group Chemical group 0.000 claims description 26
- 230000002159 abnormal effect Effects 0.000 claims description 25
- 150000003839 salts Chemical class 0.000 claims description 25
- 239000003937 drug carrier Substances 0.000 claims description 24
- 230000010261 cell growth Effects 0.000 claims description 23
- 150000001602 bicycloalkyls Chemical group 0.000 claims description 21
- 229910052731 fluorine Inorganic materials 0.000 claims description 19
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 19
- 208000020431 spinal cord injury Diseases 0.000 claims description 19
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 18
- 208000015122 neurodegenerative disease Diseases 0.000 claims description 18
- 229940044551 receptor antagonist Drugs 0.000 claims description 18
- 239000002464 receptor antagonist Substances 0.000 claims description 18
- 201000004384 Alopecia Diseases 0.000 claims description 17
- 125000006239 protecting group Chemical group 0.000 claims description 17
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 16
- 108010040718 Neurokinin-1 Receptors Proteins 0.000 claims description 16
- 230000004770 neurodegeneration Effects 0.000 claims description 16
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 16
- 229910052801 chlorine Inorganic materials 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 230000002401 inhibitory effect Effects 0.000 claims description 15
- 125000001424 substituent group Chemical group 0.000 claims description 15
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 14
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims description 14
- 229910052794 bromium Inorganic materials 0.000 claims description 14
- 229960003638 dopamine Drugs 0.000 claims description 14
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 230000001404 mediated effect Effects 0.000 claims description 13
- 230000005062 synaptic transmission Effects 0.000 claims description 13
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 12
- 125000006554 (C4-C8) cycloalkenyl group Chemical group 0.000 claims description 12
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 12
- 208000001145 Metabolic Syndrome Diseases 0.000 claims description 12
- 230000015572 biosynthetic process Effects 0.000 claims description 12
- 230000003676 hair loss Effects 0.000 claims description 12
- 229910052740 iodine Inorganic materials 0.000 claims description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 11
- 125000005842 heteroatom Chemical group 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims description 11
- 229940124834 selective serotonin reuptake inhibitor Drugs 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 230000007423 decrease Effects 0.000 claims description 9
- 206010012601 diabetes mellitus Diseases 0.000 claims description 9
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 230000019100 sperm motility Effects 0.000 claims description 8
- NYWZVVWAVPPYFJ-HDICACEKSA-N C1([C@@H]2C[C@@H](C2)C2=CC(=NN2)NC(CC=2C=C3C=CC=NC3=CC=2)=O)=CC=CC=N1 Chemical compound C1([C@@H]2C[C@@H](C2)C2=CC(=NN2)NC(CC=2C=C3C=CC=NC3=CC=2)=O)=CC=CC=N1 NYWZVVWAVPPYFJ-HDICACEKSA-N 0.000 claims description 7
- 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 description 7
- 230000001154 acute effect Effects 0.000 claims description 7
- 239000008103 glucose Substances 0.000 claims description 7
- 208000024963 hair loss Diseases 0.000 claims description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
- 239000005711 Benzoic acid Substances 0.000 claims description 6
- 206010006895 Cachexia Diseases 0.000 claims description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 6
- 206010061598 Immunodeficiency Diseases 0.000 claims description 6
- 208000029462 Immunodeficiency disease Diseases 0.000 claims description 6
- 206010028289 Muscle atrophy Diseases 0.000 claims description 6
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- 210000000577 adipose tissue Anatomy 0.000 claims description 6
- 230000032683 aging Effects 0.000 claims description 6
- 235000010233 benzoic acid Nutrition 0.000 claims description 6
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 6
- 230000035558 fertility Effects 0.000 claims description 6
- 230000007813 immunodeficiency Effects 0.000 claims description 6
- 208000011661 metabolic syndrome X Diseases 0.000 claims description 6
- 230000020763 muscle atrophy Effects 0.000 claims description 6
- 201000000585 muscular atrophy Diseases 0.000 claims description 6
- 235000020824 obesity Nutrition 0.000 claims description 6
- 230000000399 orthopedic effect Effects 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 201000010065 polycystic ovary syndrome Diseases 0.000 claims description 6
- RAPZEAPATHNIPO-UHFFFAOYSA-N risperidone Chemical compound FC1=CC=C2C(C3CCN(CC3)CCC=3C(=O)N4CCCCC4=NC=3C)=NOC2=C1 RAPZEAPATHNIPO-UHFFFAOYSA-N 0.000 claims description 6
- 208000001076 sarcopenia Diseases 0.000 claims description 6
- 230000022379 skeletal muscle tissue development Effects 0.000 claims description 6
- 238000001356 surgical procedure Methods 0.000 claims description 6
- 210000000115 thoracic cavity Anatomy 0.000 claims description 6
- MVWVFYHBGMAFLY-UHFFFAOYSA-N ziprasidone Chemical compound C1=CC=C2C(N3CCN(CC3)CCC3=CC=4CC(=O)NC=4C=C3Cl)=NSC2=C1 MVWVFYHBGMAFLY-UHFFFAOYSA-N 0.000 claims description 6
- XLJWJFKYRFPJSD-LZQZEXGQSA-N 3-[2-[(1s,5r,6s)-6-(4-fluorophenyl)-3-azabicyclo[3.2.0]heptan-3-yl]ethyl]-1h-quinazoline-2,4-dione Chemical compound C1=CC(F)=CC=C1[C@@H]1[C@H]2CN(CCN3C(C4=CC=CC=C4NC3=O)=O)C[C@H]2C1 XLJWJFKYRFPJSD-LZQZEXGQSA-N 0.000 claims description 5
- PAZVYNXWOPPYLH-SZPZYZBQSA-N C1=CC(N(C)C)=CC=C1C(=O)N[C@@H]1C[C@H](C=2NN=C(NC(=O)CC=3C4=CC=CC=C4C=CC=3)C=2)C1 Chemical compound C1=CC(N(C)C)=CC=C1C(=O)N[C@@H]1C[C@H](C=2NN=C(NC(=O)CC=3C4=CC=CC=C4C=CC=3)C=2)C1 PAZVYNXWOPPYLH-SZPZYZBQSA-N 0.000 claims description 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 5
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 claims description 5
- KVWDHTXUZHCGIO-UHFFFAOYSA-N olanzapine Chemical compound C1CN(C)CCN1C1=NC2=CC=CC=C2NC2=C1C=C(C)S2 KVWDHTXUZHCGIO-UHFFFAOYSA-N 0.000 claims description 5
- 229960005017 olanzapine Drugs 0.000 claims description 5
- 229960001534 risperidone Drugs 0.000 claims description 5
- WNUQCGWXPNGORO-NRFANRHFSA-N sonepiprazole Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1CCN(CC[C@H]2C3=CC=CC=C3CCO2)CC1 WNUQCGWXPNGORO-NRFANRHFSA-N 0.000 claims description 5
- 229950001013 sonepiprazole Drugs 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 229960000607 ziprasidone Drugs 0.000 claims description 5
- ZCBWXPHHPJZBAZ-UHFFFAOYSA-N 2-n-(5-cyclobutyl-1h-pyrazol-3-yl)-6-n,6-n-dimethylpyridine-2,6-diamine Chemical compound CN(C)C1=CC=CC(NC=2NN=C(C=2)C2CCC2)=N1 ZCBWXPHHPJZBAZ-UHFFFAOYSA-N 0.000 claims description 4
- AZNRZRAFNYMLPE-UHFFFAOYSA-N 5-cyclobutyl-n-(4-nitrophenyl)-1h-pyrazol-3-amine Chemical compound C1=CC([N+](=O)[O-])=CC=C1NC1=NNC(C2CCC2)=C1 AZNRZRAFNYMLPE-UHFFFAOYSA-N 0.000 claims description 4
- MYBLWWXYFZDNBL-UHFFFAOYSA-N 5-cyclobutyl-n-[3-(trifluoromethoxy)phenyl]-1h-pyrazol-3-amine Chemical compound FC(F)(F)OC1=CC=CC(NC=2NN=C(C=2)C2CCC2)=C1 MYBLWWXYFZDNBL-UHFFFAOYSA-N 0.000 claims description 4
- CJNAMFYYFJDGNQ-KDURUIRLSA-N C1=CC(O)=CC=C1[C@H]1C[C@@H](C=2NN=C(NC(=O)CC=3C=C4C=CC=NC4=CC=3)C=2)C1 Chemical compound C1=CC(O)=CC=C1[C@H]1C[C@@H](C=2NN=C(NC(=O)CC=3C=C4C=CC=NC4=CC=3)C=2)C1 CJNAMFYYFJDGNQ-KDURUIRLSA-N 0.000 claims description 4
- 125000005956 isoquinolyl group Chemical group 0.000 claims description 4
- KOQYLLSJELNBIO-UHFFFAOYSA-N n-[3-[3-[3-(trifluoromethyl)anilino]-1h-pyrazol-5-yl]cyclopentyl]pyridine-2-carboxamide Chemical compound FC(F)(F)C1=CC=CC(NC2=NNC(=C2)C2CC(CC2)NC(=O)C=2N=CC=CC=2)=C1 KOQYLLSJELNBIO-UHFFFAOYSA-N 0.000 claims description 4
- 125000001624 naphthyl group Chemical group 0.000 claims description 4
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 4
- 125000005493 quinolyl group Chemical group 0.000 claims description 4
- IPPGMQFOEAVJNB-UHFFFAOYSA-N 1-n-(5-cyclobutyl-1h-pyrazol-3-yl)-3-n,3-n-dimethylbenzene-1,3-diamine Chemical compound CN(C)C1=CC=CC(NC=2NN=C(C=2)C2CCC2)=C1 IPPGMQFOEAVJNB-UHFFFAOYSA-N 0.000 claims description 3
- YWTVISKAZZLERG-UHFFFAOYSA-N 1-n-(5-cyclobutyl-1h-pyrazol-3-yl)-4-n,4-n-dimethylnaphthalene-1,4-diamine Chemical compound C12=CC=CC=C2C(N(C)C)=CC=C1NC(NN=1)=CC=1C1CCC1 YWTVISKAZZLERG-UHFFFAOYSA-N 0.000 claims description 3
- VIPORHYIYLBZEF-UHFFFAOYSA-N 2,2,2-trifluoro-n-[3-[3-[(2-naphthalen-1-ylacetyl)amino]-1h-pyrazol-5-yl]cyclopentyl]acetamide Chemical compound C1C(NC(=O)C(F)(F)F)CCC1C1=NNC(NC(=O)CC=2C3=CC=CC=C3C=CC=2)=C1 VIPORHYIYLBZEF-UHFFFAOYSA-N 0.000 claims description 3
- PCAFDDBWOWEQEK-UHFFFAOYSA-N 2-(4-methoxyphenyl)-n-[5-[3-[3-(methylaminomethyl)phenyl]cyclobutyl]-1h-pyrazol-3-yl]acetamide Chemical compound CNCC1=CC=CC(C2CC(C2)C2=NNC(NC(=O)CC=3C=CC(OC)=CC=3)=C2)=C1 PCAFDDBWOWEQEK-UHFFFAOYSA-N 0.000 claims description 3
- AUWSNGSIDLRGSL-UHFFFAOYSA-N 5-(1,4-dioxaspiro[4.4]nonan-8-yl)-n-[3-(trifluoromethyl)phenyl]-1h-pyrazol-3-amine Chemical compound FC(F)(F)C1=CC=CC(NC2=NNC(=C2)C2CC3(CC2)OCCO3)=C1 AUWSNGSIDLRGSL-UHFFFAOYSA-N 0.000 claims description 3
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- 238000005406 washing Methods 0.000 description 1
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Classifications
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
- C07D231/38—Nitrogen atoms
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
- C07D231/38—Nitrogen atoms
- C07D231/40—Acylated on said nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C07D403/02—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 two hetero rings
- C07D403/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/08—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing alicyclic rings
-
- 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
- C07D417/06—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 carbon chain containing only aliphatic carbon atoms
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US22941500P | 2000-08-31 | 2000-08-31 | |
PCT/IB2001/001540 WO2002018346A1 (fr) | 2000-08-31 | 2001-08-24 | Derives pyrazole et leur utilisation en tant qu'inhibiteurs des proteines kinases |
Publications (1)
Publication Number | Publication Date |
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HRP20030140A2 true HRP20030140A2 (en) | 2003-04-30 |
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Family Applications (1)
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HR20030140A HRP20030140A2 (en) | 2000-08-31 | 2003-02-26 | Pyrazole derivatives and their use as protein kinase inhibitors |
Country Status (38)
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EP (1) | EP1313710A1 (fr) |
JP (1) | JP2004507526A (fr) |
KR (1) | KR20030027093A (fr) |
CN (1) | CN1518543A (fr) |
AP (1) | AP2001002266A0 (fr) |
AR (1) | AR035345A1 (fr) |
AU (1) | AU2001280009A1 (fr) |
BG (1) | BG107455A (fr) |
BR (1) | BR0113574A (fr) |
CA (1) | CA2420363A1 (fr) |
CR (1) | CR6881A (fr) |
CZ (1) | CZ2003468A3 (fr) |
DO (1) | DOP2001000243A (fr) |
DZ (1) | DZ3398A1 (fr) |
EA (1) | EA200300205A1 (fr) |
EC (1) | ECSP034480A (fr) |
EE (1) | EE200300085A (fr) |
GT (1) | GT200100179A (fr) |
HN (1) | HN2001000192A (fr) |
HR (1) | HRP20030140A2 (fr) |
HU (1) | HUP0302669A3 (fr) |
IL (1) | IL154016A0 (fr) |
IS (1) | IS6687A (fr) |
MA (1) | MA26946A1 (fr) |
MX (1) | MXPA03001785A (fr) |
NO (1) | NO20030958D0 (fr) |
NZ (1) | NZ523656A (fr) |
OA (1) | OA12368A (fr) |
PA (1) | PA8528101A1 (fr) |
PE (1) | PE20020470A1 (fr) |
PL (1) | PL360742A1 (fr) |
SK (1) | SK2002003A3 (fr) |
SV (1) | SV2002000618A (fr) |
TN (1) | TNSN01132A1 (fr) |
UY (1) | UY26909A1 (fr) |
WO (1) | WO2002018346A1 (fr) |
YU (1) | YU14703A (fr) |
ZA (1) | ZA200301064B (fr) |
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TW202317564A (zh) * | 2021-07-01 | 2023-05-01 | 大陸商上海拓界生物醫藥科技有限公司 | Cdk2抑制劑及其製備方法和用途 |
TW202325280A (zh) * | 2021-11-09 | 2023-07-01 | 大陸商上海拓界生物醫藥科技有限公司 | 一種胺基吡唑衍生物及其製備方法和用途 |
WO2023092088A1 (fr) * | 2021-11-19 | 2023-05-25 | Blueprint Medicines Corporation | Inhibiteurs de cdk2 et leurs procédés de fabrication et d'utilisation |
WO2023239629A1 (fr) * | 2022-06-06 | 2023-12-14 | Plexium, Inc. | Composés et compositions pharmaceutiques qui dégradent cdk2 |
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Publication number | Priority date | Publication date | Assignee | Title |
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CZ299156B6 (cs) * | 1997-12-22 | 2008-05-07 | Bayer Corporation | Substituované heterocyklické mocoviny, farmaceutické prípravky je obsahující a jejich použití |
KR100579792B1 (ko) * | 1998-05-13 | 2006-05-12 | 동화약품공업주식회사 | 신규 2,5-피리딘디카복실산 유도체 |
GB9811427D0 (en) * | 1998-05-29 | 1998-07-22 | Zeneca Ltd | Chemical compounds |
ES2251395T3 (es) * | 1999-07-26 | 2006-05-01 | Banyu Pharmaceutical Co., Ltd. | Derivados de biarilureas. |
YU9602A (sh) * | 1999-08-12 | 2004-11-25 | Pharmacia Italia S.P.A. | Derivati 3(5)-amino-pirazola, postupak za njihovu izradu i njihova upotreba kao antitumornih agenasa |
US6387900B1 (en) * | 1999-08-12 | 2002-05-14 | Pharmacia & Upjohn S.P.A. | 3(5)-ureido-pyrazole derivatives process for their preparation and their use as antitumor agents |
JP3955468B2 (ja) * | 1999-11-30 | 2007-08-08 | ファイザー・プロダクツ・インク | 免疫抑制薬として有用な2,4−ジアミノピリミジン化合物 |
WO2001079198A1 (fr) * | 2000-04-18 | 2001-10-25 | Agouron Pharmaceuticals, Inc. | Pyrazoles permettant d'inhiber des proteines kinases |
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