HRP20010524A2 - Benzoheterocycles and their use as mek inhibitors - Google Patents
Benzoheterocycles and their use as mek inhibitors Download PDFInfo
- Publication number
- HRP20010524A2 HRP20010524A2 HR20010524A HRP20010524A HRP20010524A2 HR P20010524 A2 HRP20010524 A2 HR P20010524A2 HR 20010524 A HR20010524 A HR 20010524A HR P20010524 A HRP20010524 A HR P20010524A HR P20010524 A2 HRP20010524 A2 HR P20010524A2
- Authority
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- Croatia
- Prior art keywords
- methyl
- compound
- alkyl
- phenylamino
- phenyl
- Prior art date
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- 239000002829 mitogen activated protein kinase inhibitor Substances 0.000 title description 4
- -1 heterocyclic radical Chemical class 0.000 claims description 271
- 150000001875 compounds Chemical class 0.000 claims description 120
- 238000002360 preparation method Methods 0.000 claims description 99
- 238000000034 method Methods 0.000 claims description 57
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 54
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 46
- 125000000217 alkyl group Chemical group 0.000 claims description 38
- 125000003342 alkenyl group Chemical group 0.000 claims description 30
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- 229910052731 fluorine Inorganic materials 0.000 claims description 17
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 16
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 16
- 239000011737 fluorine Substances 0.000 claims description 15
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- 238000001291 vacuum drying Methods 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-M valerate Chemical class CCCCC([O-])=O NQPDZGIKBAWPEJ-UHFFFAOYSA-M 0.000 description 1
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- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
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- 238000001262 western blot Methods 0.000 description 1
- 125000001834 xanthenyl group Chemical group C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
- BPICBUSOMSTKRF-UHFFFAOYSA-N xylazine Chemical compound CC1=CC=CC(C)=C1NC1=NCCCS1 BPICBUSOMSTKRF-UHFFFAOYSA-N 0.000 description 1
- 229960001600 xylazine Drugs 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
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Classifications
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- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
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- C07D235/12—Radicals substituted by oxygen atoms
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
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- C07D235/14—Radicals substituted by nitrogen atoms
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/42—Benzopyrazines with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/12—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
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- C07D277/62—Benzothiazoles
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/14—Thiadiazoles; Hydrogenated thiadiazoles condensed with carbocyclic rings or ring systems
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- Chemical & Material Sciences (AREA)
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- Life Sciences & Earth Sciences (AREA)
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- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
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- Immunology (AREA)
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- Rheumatology (AREA)
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- Biomedical Technology (AREA)
- Communicable Diseases (AREA)
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- Endocrinology (AREA)
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Applications Claiming Priority (3)
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US11587399P | 1999-01-13 | 1999-01-13 | |
US12255399P | 1999-03-02 | 1999-03-02 | |
PCT/US1999/030483 WO2000042022A1 (en) | 1999-01-13 | 1999-12-21 | Benzoheterocycles and their use as mek inhibitors |
Publications (1)
Publication Number | Publication Date |
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HRP20010524A2 true HRP20010524A2 (en) | 2002-08-31 |
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HR20010524A HRP20010524A2 (en) | 1999-01-13 | 2001-07-12 | Benzoheterocycles and their use as mek inhibitors |
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US (1) | US6469004B1 (et) |
EP (1) | EP1144385B1 (et) |
JP (1) | JP4621355B2 (et) |
KR (1) | KR20020002370A (et) |
CN (1) | CN1177830C (et) |
AP (1) | AP2001002224A0 (et) |
AT (1) | ATE302193T1 (et) |
AU (1) | AU2203700A (et) |
BG (1) | BG105800A (et) |
BR (1) | BR9916904A (et) |
CA (1) | CA2355470C (et) |
CZ (1) | CZ20012498A3 (et) |
DE (1) | DE69926800T2 (et) |
EA (1) | EA200100772A1 (et) |
EE (1) | EE200100373A (et) |
ES (1) | ES2247859T3 (et) |
GE (1) | GEP20032922B (et) |
HK (1) | HK1041697A1 (et) |
HR (1) | HRP20010524A2 (et) |
HU (1) | HUP0105113A3 (et) |
ID (1) | ID30439A (et) |
IL (1) | IL144214A0 (et) |
IS (1) | IS5976A (et) |
MA (1) | MA26771A1 (et) |
NO (1) | NO20013452D0 (et) |
NZ (1) | NZ513433A (et) |
OA (1) | OA11746A (et) |
SK (1) | SK9832001A3 (et) |
TR (1) | TR200102030T2 (et) |
WO (1) | WO2000042022A1 (et) |
YU (1) | YU49401A (et) |
Cited By (3)
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WO2010068738A1 (en) | 2008-12-10 | 2010-06-17 | Dana-Farber Cancer Institute, Inc. | Mek mutations conferring resistance to mek inhibitors |
WO2011106298A1 (en) | 2010-02-25 | 2011-09-01 | Dana-Farber Cancer Institute, Inc. | Braf mutations conferring resistance to braf inhibitors |
WO2013169858A1 (en) | 2012-05-08 | 2013-11-14 | The Broad Institute, Inc. | Diagnostic and treatment methods in patients having or at risk of developing resistance to cancer therapy |
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Cited By (4)
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WO2010068738A1 (en) | 2008-12-10 | 2010-06-17 | Dana-Farber Cancer Institute, Inc. | Mek mutations conferring resistance to mek inhibitors |
WO2011106298A1 (en) | 2010-02-25 | 2011-09-01 | Dana-Farber Cancer Institute, Inc. | Braf mutations conferring resistance to braf inhibitors |
EP3028699A1 (en) | 2010-02-25 | 2016-06-08 | Dana-Farber Cancer Institute, Inc. | Braf mutations conferring resistance to braf inhibitors |
WO2013169858A1 (en) | 2012-05-08 | 2013-11-14 | The Broad Institute, Inc. | Diagnostic and treatment methods in patients having or at risk of developing resistance to cancer therapy |
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