SK9062003A3 - Substituted triazole diamine derivatives as kinase inhibitors - Google Patents
Substituted triazole diamine derivatives as kinase inhibitors Download PDFInfo
- Publication number
- SK9062003A3 SK9062003A3 SK906-2003A SK9062003A SK9062003A3 SK 9062003 A3 SK9062003 A3 SK 9062003A3 SK 9062003 A SK9062003 A SK 9062003A SK 9062003 A3 SK9062003 A3 SK 9062003A3
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- SK
- Slovakia
- Prior art keywords
- alkyl
- group
- amino
- substituted
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- -1 triazole diamine Chemical class 0.000 title claims abstract description 141
- 229940043355 kinase inhibitor Drugs 0.000 title abstract description 10
- 239000003757 phosphotransferase inhibitor Substances 0.000 title description 3
- 108091000080 Phosphotransferase Proteins 0.000 claims abstract description 95
- 102000020233 phosphotransferase Human genes 0.000 claims abstract description 95
- 238000000034 method Methods 0.000 claims abstract description 70
- 230000001404 mediated effect Effects 0.000 claims abstract description 21
- 125000000217 alkyl group Chemical group 0.000 claims description 730
- 125000001424 substituent group Chemical group 0.000 claims description 496
- 150000001875 compounds Chemical class 0.000 claims description 325
- 229910052739 hydrogen Inorganic materials 0.000 claims description 289
- 239000001257 hydrogen Substances 0.000 claims description 262
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 242
- 125000001072 heteroaryl group Chemical group 0.000 claims description 222
- 125000003118 aryl group Chemical group 0.000 claims description 221
- 125000000623 heterocyclic group Chemical group 0.000 claims description 201
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 165
- 229910052799 carbon Inorganic materials 0.000 claims description 164
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 146
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 145
- 125000001475 halogen functional group Chemical group 0.000 claims description 120
- 125000003545 alkoxy group Chemical group 0.000 claims description 112
- 150000002431 hydrogen Chemical class 0.000 claims description 101
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 100
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 100
- 125000003277 amino group Chemical group 0.000 claims description 92
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 89
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- 125000003342 alkenyl group Chemical group 0.000 claims description 83
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 65
- 125000000304 alkynyl group Chemical group 0.000 claims description 51
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 45
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 35
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- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
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- ARIOBGGRZJITQX-UHFFFAOYSA-N 5-amino-3-{[4-(aminosulfonyl)phenyl]amino}-n-(2,6-difluorophenyl)-1h-1,2,4-triazole-1-carbothioamide Chemical compound N=1N(C(=S)NC=2C(=CC=CC=2F)F)C(N)=NC=1NC1=CC=C(S(N)(=O)=O)C=C1 ARIOBGGRZJITQX-UHFFFAOYSA-N 0.000 claims description 2
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- KPCZJLGGXRGYIE-UHFFFAOYSA-N [C]1=CC=CN=C1 Chemical group [C]1=CC=CN=C1 KPCZJLGGXRGYIE-UHFFFAOYSA-N 0.000 claims description 2
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- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 claims 4
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- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- C07D401/06—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 carbon chain containing only aliphatic carbon atoms
-
- 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
- A61K31/4164—1,3-Diazoles
- A61K31/4178—1,3-Diazoles not condensed 1,3-diazoles and containing further heterocyclic rings, e.g. pilocarpine, nitrofurantoin
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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
- A61K31/4196—1,2,4-Triazoles
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- A—HUMAN NECESSITIES
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- 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
- A61K31/425—Thiazoles
- A61K31/427—Thiazoles not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
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- 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
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- 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
-
- 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
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/14—Nitrogen atoms
-
- 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
- C07D405/06—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 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
- C07D409/06—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
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
- C07D413/06—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 only aliphatic carbon atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
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US25770300P | 2000-12-22 | 2000-12-22 | |
PCT/US2001/050559 WO2002057240A1 (en) | 2000-12-22 | 2001-12-21 | Substituted triazole diamine derivatives as kinase inhibitors |
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US (2) | US6924302B2 (zh) |
EP (1) | EP1355889B1 (zh) |
CN (1) | CN100357278C (zh) |
AT (1) | ATE328874T1 (zh) |
BG (2) | BG107959A (zh) |
BR (1) | BR0116792A (zh) |
CA (1) | CA2432870A1 (zh) |
CZ (1) | CZ20031941A3 (zh) |
DE (1) | DE60120494T2 (zh) |
DK (1) | DK1355889T3 (zh) |
ES (1) | ES2266313T3 (zh) |
HK (1) | HK1057373A1 (zh) |
HU (1) | HUP0303868A3 (zh) |
IL (1) | IL156584A0 (zh) |
MX (1) | MXPA03005777A (zh) |
NO (1) | NO20032848L (zh) |
NZ (1) | NZ526624A (zh) |
PL (1) | PL363316A1 (zh) |
PT (1) | PT1355889E (zh) |
RU (1) | RU2274639C2 (zh) |
SK (1) | SK9062003A3 (zh) |
WO (1) | WO2002057240A1 (zh) |
YU (1) | YU51803A (zh) |
ZA (1) | ZA200305619B (zh) |
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ES2378987T3 (es) * | 2002-08-06 | 2012-04-19 | Toray Industries, Inc. | Remedio o agente preventivo para una enfermedad renal y procedimiento para diagnosticar una enfermedad renal |
AR042052A1 (es) | 2002-11-15 | 2005-06-08 | Vertex Pharma | Diaminotriazoles utiles como inhibidores de proteinquinasas |
JP2007502327A (ja) | 2003-05-13 | 2007-02-08 | デピュイ スパイン、インコーポレイテッド | 椎間板変性症の治療法 |
US8273347B2 (en) | 2003-05-13 | 2012-09-25 | Depuy Spine, Inc. | Autologous treatment of degenerated disc with cells |
US7429378B2 (en) | 2003-05-13 | 2008-09-30 | Depuy Spine, Inc. | Transdiscal administration of high affinity anti-MMP inhibitors |
US7344716B2 (en) | 2003-05-13 | 2008-03-18 | Depuy Spine, Inc. | Transdiscal administration of specific inhibitors of pro-inflammatory cytokines |
US7553827B2 (en) | 2003-08-13 | 2009-06-30 | Depuy Spine, Inc. | Transdiscal administration of cycline compounds |
US8361467B2 (en) | 2003-07-30 | 2013-01-29 | Depuy Spine, Inc. | Trans-capsular administration of high specificity cytokine inhibitors into orthopedic joints |
TW200514776A (en) | 2003-08-06 | 2005-05-01 | Vertex Pharma | Aminotriazole compounds useful as inhibitors of protein kinases |
US8895540B2 (en) | 2003-11-26 | 2014-11-25 | DePuy Synthes Products, LLC | Local intraosseous administration of bone forming agents and anti-resorptive agents, and devices therefor |
DE10356579A1 (de) * | 2003-12-04 | 2005-07-07 | Merck Patent Gmbh | Aminderivate |
US20090270456A1 (en) * | 2004-01-09 | 2009-10-29 | Masaichi Hasegawa | Novel chemical compounds |
JP5520433B2 (ja) | 2004-01-21 | 2014-06-11 | エモリー ユニバーシティー | 病原体感染を処置するためのチロシンキナーゼインヒビターの組成物および使用 |
BRPI0507634A (pt) * | 2004-02-11 | 2007-07-03 | Janssen Pharmaceutica Nv | processo para preparação de compostos triazóis substituìdos |
JP2008515925A (ja) | 2004-10-08 | 2008-05-15 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | 1,2,4−トリアゾリルアミノアリール(ヘテロアリール)スルホンアミド誘導体 |
ZA200703950B (en) * | 2004-10-21 | 2008-07-30 | Vertex Pharma | Triazoles useful as inhibitors of protein kinases |
DE102004055998A1 (de) * | 2004-11-19 | 2006-05-24 | Rheinische Friedrich-Wilhelms-Universität Bonn | Niedermolekulare Inhibitoren von Guaninnucleotid-Austauschfaktoren der Cytohesin-Familie |
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WO2002057240A1 (en) | 2002-07-25 |
CN100357278C (zh) | 2007-12-26 |
ATE328874T1 (de) | 2006-06-15 |
EP1355889A1 (en) | 2003-10-29 |
ES2266313T3 (es) | 2007-03-01 |
HK1057373A1 (en) | 2004-04-02 |
HUP0303868A2 (hu) | 2004-03-01 |
NZ526624A (en) | 2005-07-29 |
PT1355889E (pt) | 2006-09-29 |
IL156584A0 (en) | 2004-01-04 |
BG107985A (bg) | 2004-11-30 |
ZA200305619B (en) | 2004-10-21 |
MXPA03005777A (es) | 2005-02-14 |
US7317031B2 (en) | 2008-01-08 |
US20050182116A1 (en) | 2005-08-18 |
DE60120494D1 (de) | 2006-07-20 |
CA2432870A1 (en) | 2002-07-25 |
RU2274639C2 (ru) | 2006-04-20 |
YU51803A (sh) | 2006-05-25 |
US6924302B2 (en) | 2005-08-02 |
EP1355889B1 (en) | 2006-06-07 |
PL363316A1 (en) | 2004-11-15 |
BR0116792A (pt) | 2004-02-17 |
BG107959A (bg) | 2004-12-30 |
CN1575284A (zh) | 2005-02-02 |
NO20032848L (no) | 2003-08-20 |
US20040077699A1 (en) | 2004-04-22 |
RU2003118448A (ru) | 2005-01-27 |
CZ20031941A3 (cs) | 2004-08-18 |
DE60120494T2 (de) | 2006-12-21 |
DK1355889T3 (da) | 2006-10-09 |
NO20032848D0 (no) | 2003-06-20 |
HUP0303868A3 (en) | 2008-03-28 |
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