JP4895220B2 - キネシン有糸分裂インヒビター - Google Patents
キネシン有糸分裂インヒビター Download PDFInfo
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- JP4895220B2 JP4895220B2 JP2007507466A JP2007507466A JP4895220B2 JP 4895220 B2 JP4895220 B2 JP 4895220B2 JP 2007507466 A JP2007507466 A JP 2007507466A JP 2007507466 A JP2007507466 A JP 2007507466A JP 4895220 B2 JP4895220 B2 JP 4895220B2
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- alkyl
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- 239000003112 inhibitor Substances 0.000 title description 20
- 108010063296 Kinesin Proteins 0.000 title description 6
- 102000010638 Kinesin Human genes 0.000 title description 6
- 230000011278 mitosis Effects 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 144
- -1 3- (methylamino) propyl Chemical group 0.000 claims description 106
- 125000000217 alkyl group Chemical group 0.000 claims description 91
- 125000003118 aryl group Chemical group 0.000 claims description 60
- 125000000623 heterocyclic group Chemical group 0.000 claims description 54
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 150000003839 salts Chemical class 0.000 claims description 20
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 19
- 239000001257 hydrogen Substances 0.000 claims description 18
- 125000005843 halogen group Chemical group 0.000 claims description 13
- 125000006413 ring segment Chemical group 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 11
- 125000004429 atom Chemical group 0.000 claims description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- ZBJDITQFBYJTLK-UHFFFAOYSA-N n-(3-aminopropyl)-n-[1-(3-benzyl-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-2-yl)propyl]-4-bromobenzamide Chemical compound N1=C2CCCCN2C(=O)C(CC=2C=CC=CC=2)=C1C(CC)N(CCCN)C(=O)C1=CC=C(Br)C=C1 ZBJDITQFBYJTLK-UHFFFAOYSA-N 0.000 claims description 7
- 125000002672 4-bromobenzoyl group Chemical group BrC1=CC=C(C(=O)*)C=C1 0.000 claims description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 5
- PNNDGLXCMNOPHN-UHFFFAOYSA-N n-(3-aminopropyl)-n-[1-(3-benzyl-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-2-yl)-2-methylpropyl]-4-methylbenzamide Chemical compound N1=C2CCCCN2C(=O)C(CC=2C=CC=CC=2)=C1C(C(C)C)N(CCCN)C(=O)C1=CC=C(C)C=C1 PNNDGLXCMNOPHN-UHFFFAOYSA-N 0.000 claims description 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 3
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims description 2
- 125000004042 4-aminobutyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])N([H])[H] 0.000 claims description 2
- 125000000242 4-chlorobenzoyl group Chemical group ClC1=CC=C(C(=O)*)C=C1 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- BWZYNWCMTYBERI-UHFFFAOYSA-N n-(3-aminopropyl)-n-[1-(3-benzyl-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-2-yl)-2-methylpropyl]-3-fluoro-4-methylbenzamide Chemical compound N1=C2CCCCN2C(=O)C(CC=2C=CC=CC=2)=C1C(C(C)C)N(CCCN)C(=O)C1=CC=C(C)C(F)=C1 BWZYNWCMTYBERI-UHFFFAOYSA-N 0.000 claims description 2
- HEATZYKZKIPBCT-UHFFFAOYSA-N n-(3-aminopropyl)-n-[1-(3-benzyl-8-methyl-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-2-yl)propyl]-4-methylbenzamide Chemical compound N1=C2CC(C)CCN2C(=O)C(CC=2C=CC=CC=2)=C1C(CC)N(CCCN)C(=O)C1=CC=C(C)C=C1 HEATZYKZKIPBCT-UHFFFAOYSA-N 0.000 claims description 2
- PNJJTYFWKNHNAA-UHFFFAOYSA-N n-[1-(3-benzyl-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-2-yl)-2-methylpropyl]-4-methyl-n-[3-(methylamino)propyl]benzamide Chemical compound C=1C=C(C)C=CC=1C(=O)N(CCCNC)C(C(C)C)C=1N=C2CCCCN2C(=O)C=1CC1=CC=CC=C1 PNJJTYFWKNHNAA-UHFFFAOYSA-N 0.000 claims description 2
- XXHQDSFHABTCHE-UHFFFAOYSA-N n-[1-(3-benzyl-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-2-yl)-2-methylpropyl]-n-[3-(ethylamino)propyl]-3-fluoro-4-methylbenzamide Chemical compound C=1C=C(C)C(F)=CC=1C(=O)N(CCCNCC)C(C(C)C)C=1N=C2CCCCN2C(=O)C=1CC1=CC=CC=C1 XXHQDSFHABTCHE-UHFFFAOYSA-N 0.000 claims description 2
- NANGIEUGTCGCIS-UHFFFAOYSA-N n-[1-(3-benzyl-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-2-yl)-2-methylpropyl]-n-[3-(ethylamino)propyl]-4-methylbenzamide Chemical compound C=1C=C(C)C=CC=1C(=O)N(CCCNCC)C(C(C)C)C=1N=C2CCCCN2C(=O)C=1CC1=CC=CC=C1 NANGIEUGTCGCIS-UHFFFAOYSA-N 0.000 claims description 2
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- 239000003921 oil Substances 0.000 description 14
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 8
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- 238000006467 substitution reaction Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 125000003375 sulfoxide group Chemical group 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 229940063683 taxotere Drugs 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- RKSOPLXZQNSWAS-UHFFFAOYSA-N tert-butyl bromide Chemical group CC(C)(C)Br RKSOPLXZQNSWAS-UHFFFAOYSA-N 0.000 description 1
- POHWAQLZBIMPRN-UHFFFAOYSA-N tert-butyl n-(3-aminopropyl)carbamate Chemical compound CC(C)(C)OC(=O)NCCCN POHWAQLZBIMPRN-UHFFFAOYSA-N 0.000 description 1
- BCCIQUYKSACFJY-UHFFFAOYSA-N tert-butyl n-[(4-phenylphenyl)methyl]carbamate Chemical compound C1=CC(CNC(=O)OC(C)(C)C)=CC=C1C1=CC=CC=C1 BCCIQUYKSACFJY-UHFFFAOYSA-N 0.000 description 1
- LJKRZKZAORNWDQ-UHFFFAOYSA-N tert-butyl n-[3-[1-(3-benzyl-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-2-yl)propyl-(4-bromobenzoyl)amino]propyl]carbamate Chemical compound N1=C2CCCCN2C(=O)C(CC=2C=CC=CC=2)=C1C(CC)N(CCCNC(=O)OC(C)(C)C)C(=O)C1=CC=C(Br)C=C1 LJKRZKZAORNWDQ-UHFFFAOYSA-N 0.000 description 1
- BCNZYOJHNLTNEZ-UHFFFAOYSA-N tert-butyldimethylsilyl chloride Chemical compound CC(C)(C)[Si](C)(C)Cl BCNZYOJHNLTNEZ-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- ISXOBTBCNRIIQO-UHFFFAOYSA-N tetrahydrothiophene 1-oxide Chemical compound O=S1CCCC1 ISXOBTBCNRIIQO-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- UDEJEOLNSNYQSX-UHFFFAOYSA-J tetrasodium;2,4,6,8-tetraoxido-1,3,5,7,2$l^{5},4$l^{5},6$l^{5},8$l^{5}-tetraoxatetraphosphocane 2,4,6,8-tetraoxide Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P1(=O)OP([O-])(=O)OP([O-])(=O)OP([O-])(=O)O1 UDEJEOLNSNYQSX-UHFFFAOYSA-J 0.000 description 1
- 150000003536 tetrazoles Chemical class 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- GFFXZLZWLOBBLO-ASKVSEFXSA-N tezacitabine Chemical compound O=C1N=C(N)C=CN1[C@H]1C(=C/F)/[C@H](O)[C@@H](CO)O1 GFFXZLZWLOBBLO-ASKVSEFXSA-N 0.000 description 1
- 229950006410 tezacitabine Drugs 0.000 description 1
- 230000004797 therapeutic response Effects 0.000 description 1
- 125000000101 thioether group Chemical group 0.000 description 1
- 150000003568 thioethers Chemical group 0.000 description 1
- 150000003573 thiols Chemical class 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
- 201000002510 thyroid cancer Diseases 0.000 description 1
- 238000003354 tissue distribution assay Methods 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- UCFGDBYHRUNTLO-QHCPKHFHSA-N topotecan Chemical compound C1=C(O)C(CN(C)C)=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 UCFGDBYHRUNTLO-QHCPKHFHSA-N 0.000 description 1
- 229960000303 topotecan Drugs 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 description 1
- 238000011269 treatment regimen Methods 0.000 description 1
- 125000004665 trialkylsilyl group Chemical group 0.000 description 1
- 125000005106 triarylsilyl group Chemical group 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 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
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 208000029387 trophoblastic neoplasm Diseases 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 239000005483 tyrosine kinase inhibitor Substances 0.000 description 1
- 229940121358 tyrosine kinase inhibitor Drugs 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 230000006444 vascular growth Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 230000028973 vesicle-mediated transport Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/5025—Pyridazines; Hydrogenated pyridazines ortho- or peri-condensed with heterocyclic ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/08—Drugs for disorders of the urinary system of the prostate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/10—Drugs for disorders of the urinary system of the bladder
-
- 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
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
- C07D239/36—One oxygen atom as doubly bound oxygen atom or as unsubstituted hydroxy radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Urology & Nephrology (AREA)
- Oncology (AREA)
- Epidemiology (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US56023504P | 2004-04-06 | 2004-04-06 | |
| US60/560,235 | 2004-04-06 | ||
| PCT/US2005/011642 WO2005100357A1 (en) | 2004-04-06 | 2005-04-06 | Mitotic kinesin inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007532554A JP2007532554A (ja) | 2007-11-15 |
| JP2007532554A5 JP2007532554A5 (https=) | 2008-04-24 |
| JP4895220B2 true JP4895220B2 (ja) | 2012-03-14 |
Family
ID=34964986
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007507466A Expired - Fee Related JP4895220B2 (ja) | 2004-04-06 | 2005-04-06 | キネシン有糸分裂インヒビター |
Country Status (15)
| Country | Link |
|---|---|
| US (3) | US20080249112A1 (https=) |
| EP (1) | EP1732926B1 (https=) |
| JP (1) | JP4895220B2 (https=) |
| KR (1) | KR20060135035A (https=) |
| CN (1) | CN1984912A (https=) |
| AT (1) | ATE419249T1 (https=) |
| AU (1) | AU2005233576A1 (https=) |
| BR (1) | BRPI0509653A (https=) |
| CA (1) | CA2561904A1 (https=) |
| DE (1) | DE602005012069D1 (https=) |
| ES (1) | ES2318478T3 (https=) |
| PL (1) | PL1732926T3 (https=) |
| PT (1) | PT1732926E (https=) |
| RU (1) | RU2006138864A (https=) |
| WO (1) | WO2005100357A1 (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ542227A (en) * | 2003-03-07 | 2008-12-24 | Astrazeneca Ab | Novel fused heterocycles and uses thereof |
| AR050920A1 (es) * | 2003-03-07 | 2006-12-06 | Astrazeneca Ab | Enantiomeros de heterociclos fusionados seleccionados y usos de los mismos |
| RU2006138864A (ru) * | 2004-04-06 | 2008-05-20 | Чирон Корпорейшн (Us) | Ингибиторы митотического кинезина |
| BRPI0510929A (pt) * | 2004-06-18 | 2007-07-17 | Chiron Corp | derivados de n-(1-(1-benzil-4-fenil-1h-imidazol-2-il)-2,2-dimetilpropil) benzamida e compostos relacionados como inibidores de proteìna de eixo de kinesin (ksp) para o tratamento de cáncer |
| WO2006008523A1 (en) * | 2004-07-22 | 2006-01-26 | Astrazeneca Ab | Fused pyrimidones usefuel in the treatment and the prevention of cancer |
| EP1781674A1 (en) | 2004-08-18 | 2007-05-09 | AstraZeneca AB | Enantiomers of selected fused pyrimidones and uses in the treatment and prevention of cancer |
| US20060041128A1 (en) * | 2004-08-18 | 2006-02-23 | Astrazeneca Ab | Selected fused heterocyclics and uses thereof |
| EP2091926B1 (en) * | 2006-11-13 | 2015-10-21 | Novartis AG | Substituted pyrazole and triazole compounds as ksp inhibitors |
| WO2008086122A2 (en) * | 2007-01-05 | 2008-07-17 | Novartis Ag | Imidazole derivatives as kinesin spindle protein inhibitors (eg-5) |
| WO2010042391A2 (en) * | 2008-10-06 | 2010-04-15 | Merck Sharp & Dohme Corp. | Hiv integrase inhibitors |
| WO2016020791A1 (en) | 2014-08-05 | 2016-02-11 | Novartis Ag | Ckit antibody drug conjugates |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2006515886A (ja) * | 2003-01-17 | 2006-06-08 | サイトキネティクス・インコーポレーテッド | 化合物、組成物、および方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2157285B (en) | 1984-04-11 | 1987-10-28 | Erba Farmitalia | 1h, 7h-pyrazolo1, 5-a pyrimidine-7-one derivatives and process for their preparation |
| US20050107404A1 (en) | 2001-12-06 | 2005-05-19 | Fraley Mark E. | Mitotic kinesin inhibitors |
| RU2004135554A (ru) * | 2002-05-09 | 2006-01-20 | Цитокинетикс, Инк. (Us) | Пиримидиноны, композиции на их основе и способы их использования |
| EP1513820A4 (en) | 2002-05-23 | 2006-09-13 | Cytokinetics Inc | COMPOUNDS, COMPOSITIONS AND METHODS |
| EP1537089A4 (en) | 2002-07-23 | 2008-04-16 | Cytokinetics Inc | CONNECTIONS, COMPOSITIONS AND PROCEDURES |
| US7345046B2 (en) * | 2003-05-30 | 2008-03-18 | Chiron Corporation | Heteroaryl-fused pyrimidinyl compounds as anticancer agents |
| CN1809563A (zh) * | 2003-06-20 | 2006-07-26 | 希龙公司 | 吡啶并[1,2－a]嘧啶－4－酮化合物用作抗癌药 |
| RU2006138864A (ru) * | 2004-04-06 | 2008-05-20 | Чирон Корпорейшн (Us) | Ингибиторы митотического кинезина |
-
2005
- 2005-04-06 RU RU2006138864/04A patent/RU2006138864A/ru not_active Application Discontinuation
- 2005-04-06 CA CA002561904A patent/CA2561904A1/en not_active Abandoned
- 2005-04-06 KR KR1020067021822A patent/KR20060135035A/ko not_active Withdrawn
- 2005-04-06 CN CNA2005800174322A patent/CN1984912A/zh active Pending
- 2005-04-06 PL PL05732607T patent/PL1732926T3/pl unknown
- 2005-04-06 AT AT05732607T patent/ATE419249T1/de active
- 2005-04-06 DE DE602005012069T patent/DE602005012069D1/de not_active Expired - Lifetime
- 2005-04-06 US US11/547,834 patent/US20080249112A1/en not_active Abandoned
- 2005-04-06 BR BRPI0509653-7A patent/BRPI0509653A/pt not_active IP Right Cessation
- 2005-04-06 US US11/100,923 patent/US7504405B2/en not_active Expired - Fee Related
- 2005-04-06 AU AU2005233576A patent/AU2005233576A1/en not_active Abandoned
- 2005-04-06 PT PT05732607T patent/PT1732926E/pt unknown
- 2005-04-06 ES ES05732607T patent/ES2318478T3/es not_active Expired - Lifetime
- 2005-04-06 WO PCT/US2005/011642 patent/WO2005100357A1/en not_active Ceased
- 2005-04-06 EP EP05732607A patent/EP1732926B1/en not_active Expired - Lifetime
- 2005-04-06 JP JP2007507466A patent/JP4895220B2/ja not_active Expired - Fee Related
-
2009
- 2009-03-04 US US12/398,118 patent/US20090171082A1/en not_active Abandoned
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006515886A (ja) * | 2003-01-17 | 2006-06-08 | サイトキネティクス・インコーポレーテッド | 化合物、組成物、および方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2007532554A (ja) | 2007-11-15 |
| US20090171082A1 (en) | 2009-07-02 |
| US7504405B2 (en) | 2009-03-17 |
| EP1732926B1 (en) | 2008-12-31 |
| CA2561904A1 (en) | 2005-10-27 |
| US20050228002A1 (en) | 2005-10-13 |
| CN1984912A (zh) | 2007-06-20 |
| WO2005100357A1 (en) | 2005-10-27 |
| EP1732926A1 (en) | 2006-12-20 |
| US20080249112A1 (en) | 2008-10-09 |
| DE602005012069D1 (de) | 2009-02-12 |
| PL1732926T3 (pl) | 2009-06-30 |
| AU2005233576A1 (en) | 2005-10-27 |
| KR20060135035A (ko) | 2006-12-28 |
| BRPI0509653A (pt) | 2007-10-09 |
| RU2006138864A (ru) | 2008-05-20 |
| PT1732926E (pt) | 2009-04-03 |
| ES2318478T3 (es) | 2009-05-01 |
| ATE419249T1 (de) | 2009-01-15 |
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