UA72448C2 - Azabenzimidazole-based compounds, methods for their synthesis and pharmaceutical composition, method for modulating function of serine/threonine protein kinases with azabenzimidazole-based compounds, method for identifying compounds modulating functioning of serine/threonine protein kinase, method for preventing and treating serine/threonine protein kinase-related abnormal conditions with azabenzimidazole-based compounds - Google Patents
Azabenzimidazole-based compounds, methods for their synthesis and pharmaceutical composition, method for modulating function of serine/threonine protein kinases with azabenzimidazole-based compounds, method for identifying compounds modulating functioning of serine/threonine protein kinase, method for preventing and treating serine/threonine protein kinase-related abnormal conditions with azabenzimidazole-based compounds Download PDFInfo
- Publication number
- UA72448C2 UA72448C2 UA2000042349A UA2000042349A UA72448C2 UA 72448 C2 UA72448 C2 UA 72448C2 UA 2000042349 A UA2000042349 A UA 2000042349A UA 2000042349 A UA2000042349 A UA 2000042349A UA 72448 C2 UA72448 C2 UA 72448C2
- Authority
- UA
- Ukraine
- Prior art keywords
- meml
- trifluoromethyl
- eml
- protein kinase
- phenyl
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 201
- 238000000034 method Methods 0.000 title claims abstract description 138
- GAMYYCRTACQSBR-UHFFFAOYSA-N 4-azabenzimidazole Chemical compound C1=CC=C2NC=NC2=N1 GAMYYCRTACQSBR-UHFFFAOYSA-N 0.000 title claims abstract description 41
- 102100030011 Endoribonuclease Human genes 0.000 title claims abstract description 30
- 101710199605 Endoribonuclease Proteins 0.000 title claims abstract description 30
- 101710113029 Serine/threonine-protein kinase Proteins 0.000 title claims abstract description 30
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 15
- 230000015572 biosynthetic process Effects 0.000 title claims description 15
- 238000003786 synthesis reaction Methods 0.000 title claims description 5
- 230000002159 abnormal effect Effects 0.000 title abstract description 10
- 108060006633 protein kinase Proteins 0.000 claims description 120
- 102000001253 Protein Kinase Human genes 0.000 claims description 119
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 77
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 75
- -1 Azabenzimidazole compound Chemical class 0.000 claims description 73
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 54
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 33
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims description 33
- 230000000694 effects Effects 0.000 claims description 33
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- 125000000217 alkyl group Chemical group 0.000 claims description 29
- 201000010099 disease Diseases 0.000 claims description 29
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- 208000035475 disorder Diseases 0.000 claims description 25
- 239000000758 substrate Substances 0.000 claims description 25
- 125000001424 substituent group Chemical group 0.000 claims description 23
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
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- 230000008859 change Effects 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 21
- 239000001257 hydrogen Substances 0.000 claims description 21
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims description 19
- 102100028921 Serine/threonine-protein kinase MARK1 Human genes 0.000 claims description 18
- 229920006395 saturated elastomer Polymers 0.000 claims description 18
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical class SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 claims description 18
- 150000002367 halogens Chemical class 0.000 claims description 17
- 230000003993 interaction Effects 0.000 claims description 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
- 239000007787 solid Substances 0.000 claims description 17
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 16
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- ZUSWDTWYONAOPH-UHFFFAOYSA-N [2-(trifluoromethyl)phenyl]hydrazine;hydrochloride Chemical group [Cl-].[NH3+]NC1=CC=CC=C1C(F)(F)F ZUSWDTWYONAOPH-UHFFFAOYSA-N 0.000 claims description 16
- 229910052736 halogen Inorganic materials 0.000 claims description 16
- 125000004953 trihalomethyl group Chemical group 0.000 claims description 16
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 14
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
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US6014597P | 1997-09-26 | 1997-09-26 | |
PCT/US1998/019973 WO1999016438A1 (en) | 1997-09-26 | 1998-09-23 | Azabenzimidazole-based compounds for modulating serine/threonine protein kinase function |
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UA72448C2 true UA72448C2 (en) | 2005-03-15 |
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UA2000042349A UA72448C2 (en) | 1997-09-26 | 1998-09-23 | Azabenzimidazole-based compounds, methods for their synthesis and pharmaceutical composition, method for modulating function of serine/threonine protein kinases with azabenzimidazole-based compounds, method for identifying compounds modulating functioning of serine/threonine protein kinase, method for preventing and treating serine/threonine protein kinase-related abnormal conditions with azabenzimidazole-based compounds |
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EP (1) | EP1017384B1 (pt) |
JP (1) | JP2001517699A (pt) |
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CN (1) | CN1167420C (pt) |
AR (1) | AR017266A1 (pt) |
AT (1) | ATE281834T1 (pt) |
AU (1) | AU748849B2 (pt) |
BG (1) | BG64784B1 (pt) |
BR (1) | BR9812682A (pt) |
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HK (1) | HK1032206A1 (pt) |
HU (1) | HUP0004024A3 (pt) |
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NO (1) | NO325663B1 (pt) |
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RU (1) | RU2230553C2 (pt) |
SK (1) | SK285357B6 (pt) |
TR (1) | TR200001546T2 (pt) |
TW (1) | TW581815B (pt) |
UA (1) | UA72448C2 (pt) |
WO (1) | WO1999016438A1 (pt) |
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1998
- 1998-09-23 EP EP98949464A patent/EP1017384B1/en not_active Expired - Lifetime
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- 1998-09-23 US US09/160,212 patent/US6093728A/en not_active Expired - Fee Related
- 1998-09-23 DK DK98949464T patent/DK1017384T3/da active
- 1998-09-23 WO PCT/US1998/019973 patent/WO1999016438A1/en active IP Right Grant
- 1998-09-23 ES ES98949464T patent/ES2230719T3/es not_active Expired - Lifetime
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- 1998-09-23 JP JP2000513574A patent/JP2001517699A/ja not_active Withdrawn
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- 1998-09-23 AU AU95781/98A patent/AU748849B2/en not_active Ceased
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