AU2014287016B2 - Pyrimidine derivatives as kinase inhibitors - Google Patents
Pyrimidine derivatives as kinase inhibitors Download PDFInfo
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- AU2014287016B2 AU2014287016B2 AU2014287016A AU2014287016A AU2014287016B2 AU 2014287016 B2 AU2014287016 B2 AU 2014287016B2 AU 2014287016 A AU2014287016 A AU 2014287016A AU 2014287016 A AU2014287016 A AU 2014287016A AU 2014287016 B2 AU2014287016 B2 AU 2014287016B2
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- Prior art keywords
- alkyl
- optionally substituted
- compound
- halo
- cyclic ring
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- 0 Cc1*(*)c(*)c(*)cc1Nc1nc(*c2cc(NC(*)=C)ccc2)c(cc[n]2)c2n1 Chemical compound Cc1*(*)c(*)c(*)cc1Nc1nc(*c2cc(NC(*)=C)ccc2)c(cc[n]2)c2n1 0.000 description 17
- UJULWKNDBNEYKC-UHFFFAOYSA-N COc(cnc(Cl)n1)c1Oc1cc(NC(C=C)=O)ccc1 Chemical compound COc(cnc(Cl)n1)c1Oc1cc(NC(C=C)=O)ccc1 UJULWKNDBNEYKC-UHFFFAOYSA-N 0.000 description 3
- KKFCHAWTDZINTC-UHFFFAOYSA-N C=CC(Nc1cc(Nc(nc(Nc(cc2)ccc2N)nc2)c2F)ccc1)=C Chemical compound C=CC(Nc1cc(Nc(nc(Nc(cc2)ccc2N)nc2)c2F)ccc1)=C KKFCHAWTDZINTC-UHFFFAOYSA-N 0.000 description 1
- RRKWPXMDCPJEHS-UHFFFAOYSA-N C=CC(Nc1cccc(N)c1)=O Chemical compound C=CC(Nc1cccc(N)c1)=O RRKWPXMDCPJEHS-UHFFFAOYSA-N 0.000 description 1
- VTUWXFRADWXERD-UHFFFAOYSA-N C=CC(Nc1cccc(Oc2c(cc[nH]3)c3nc(Nc(cc3)ccc3N)n2)c1)=O Chemical compound C=CC(Nc1cccc(Oc2c(cc[nH]3)c3nc(Nc(cc3)ccc3N)n2)c1)=O VTUWXFRADWXERD-UHFFFAOYSA-N 0.000 description 1
- XBJNFNCHVVKWGQ-UHFFFAOYSA-N C=CC(Nc1cccc(Oc2c3nc[nH]c3nc(Nc(cc3)ccc3N3CCNCC3)n2)c1)=O Chemical compound C=CC(Nc1cccc(Oc2c3nc[nH]c3nc(Nc(cc3)ccc3N3CCNCC3)n2)c1)=O XBJNFNCHVVKWGQ-UHFFFAOYSA-N 0.000 description 1
- AFVUJJNEILZYJQ-UHFFFAOYSA-N CC(N(CC1)CCN1c(cc1)ccc1N)=O Chemical compound CC(N(CC1)CCN1c(cc1)ccc1N)=O AFVUJJNEILZYJQ-UHFFFAOYSA-N 0.000 description 1
- QUZMCJMGHMRZHA-UHFFFAOYSA-N CC(N(CC1)CCN1c(cc1)ccc1[N+]([O-])=O)=O Chemical compound CC(N(CC1)CCN1c(cc1)ccc1[N+]([O-])=O)=O QUZMCJMGHMRZHA-UHFFFAOYSA-N 0.000 description 1
- JNKHJAFVVPNFEZ-UHFFFAOYSA-N CC(N(CC1)c(cc2)c1cc2Nc(nc1)nc(Oc2cccc(NC(C=C)=O)c2)c1OC)=O Chemical compound CC(N(CC1)c(cc2)c1cc2Nc(nc1)nc(Oc2cccc(NC(C=C)=O)c2)c1OC)=O JNKHJAFVVPNFEZ-UHFFFAOYSA-N 0.000 description 1
- CKMSIXQLIGCKDR-UHFFFAOYSA-N CC(N1c2ccc(C)cc2CC1)=O Chemical compound CC(N1c2ccc(C)cc2CC1)=O CKMSIXQLIGCKDR-UHFFFAOYSA-N 0.000 description 1
- UTEYWTPHKXHRGQ-UHFFFAOYSA-N CCC(CCNCCF)Nc(cc1)ccc1N Chemical compound CCC(CCNCCF)Nc(cc1)ccc1N UTEYWTPHKXHRGQ-UHFFFAOYSA-N 0.000 description 1
- JJUNFFGXLQEBON-UHFFFAOYSA-N CCCN1c2cccc(N)c2CC1 Chemical compound CCCN1c2cccc(N)c2CC1 JJUNFFGXLQEBON-UHFFFAOYSA-N 0.000 description 1
- CRKPIDLTRXDDPP-UHFFFAOYSA-N COCCN(CC1)C/C1=[I]/Nc(cc1)ccc1Nc(nc1)nc(Nc2cc(NC(C=C)=O)ccc2)c1OC Chemical compound COCCN(CC1)C/C1=[I]/Nc(cc1)ccc1Nc(nc1)nc(Nc2cc(NC(C=C)=O)ccc2)c1OC CRKPIDLTRXDDPP-UHFFFAOYSA-N 0.000 description 1
- UCDJVQOUJZBCKG-UHFFFAOYSA-N COCC[n]1c2cccc([N+]([O-])=O)c2cc1 Chemical compound COCC[n]1c2cccc([N+]([O-])=O)c2cc1 UCDJVQOUJZBCKG-UHFFFAOYSA-N 0.000 description 1
- ZTHHRSBDBPCCMZ-UHFFFAOYSA-N COc(cnc(Cl)n1)c1Cl Chemical compound COc(cnc(Cl)n1)c1Cl ZTHHRSBDBPCCMZ-UHFFFAOYSA-N 0.000 description 1
- MJZDBWXOSFUNFA-UHFFFAOYSA-N COc(cnc(Nc(cc1)ccc1N1CCN(CCS(C)=O)CC1)n1)c1Oc1cccc(NC(C=C)=O)c1 Chemical compound COc(cnc(Nc(cc1)ccc1N1CCN(CCS(C)=O)CC1)n1)c1Oc1cccc(NC(C=C)=O)c1 MJZDBWXOSFUNFA-UHFFFAOYSA-N 0.000 description 1
- MCIAYGMUGOJCJO-UHFFFAOYSA-N COc(cnc(Nc(cc1)ccc1N1CCNCC1)n1)c1Oc1cc(NC(C=C)=O)ccc1 Chemical compound COc(cnc(Nc(cc1)ccc1N1CCNCC1)n1)c1Oc1cc(NC(C=C)=O)ccc1 MCIAYGMUGOJCJO-UHFFFAOYSA-N 0.000 description 1
- ZSWZIGPNOCLBSS-UHFFFAOYSA-N CS(CCCCCCCNc(cc1)ccc1N)(O)=O Chemical compound CS(CCCCCCCNc(cc1)ccc1N)(O)=O ZSWZIGPNOCLBSS-UHFFFAOYSA-N 0.000 description 1
- UDHCWIIOYHPLBC-UHFFFAOYSA-N CS(CCN(CC1)CCN1c(cc1)ccc1N)(=O)=O Chemical compound CS(CCN(CC1)CCN1c(cc1)ccc1N)(=O)=O UDHCWIIOYHPLBC-UHFFFAOYSA-N 0.000 description 1
- PKQFEYRAGWVKBG-UHFFFAOYSA-N Cc1cc(Oc(nc(Nc(cc2)ccc2N2CCNCC2)nc2)c2OC)ccc1 Chemical compound Cc1cc(Oc(nc(Nc(cc2)ccc2N2CCNCC2)nc2)c2OC)ccc1 PKQFEYRAGWVKBG-UHFFFAOYSA-N 0.000 description 1
- VWOJSRICSKDKAW-UHFFFAOYSA-N [O-][N+](c(cc1)ccc1N1CCNCC1)=O Chemical compound [O-][N+](c(cc1)ccc1N1CCNCC1)=O VWOJSRICSKDKAW-UHFFFAOYSA-N 0.000 description 1
- LAVZKLJDKGRZJG-UHFFFAOYSA-N [O-][N+](c1c(cc[nH]2)c2ccc1)=O Chemical compound [O-][N+](c1c(cc[nH]2)c2ccc1)=O LAVZKLJDKGRZJG-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
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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
- A61K31/495—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
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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- 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
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
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- A61P27/02—Ophthalmic agents
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- 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
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
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- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- 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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- 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
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
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- 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
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/48—Two nitrogen atoms
- C07D239/49—Two nitrogen atoms with an aralkyl radical, or substituted aralkyl radical, attached in position 5, e.g. trimethoprim
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
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- 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
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
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- 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
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
- C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
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- 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
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
- C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other 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
- C07D239/553—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other 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 with halogen atoms or nitro radicals directly attached to ring carbon atoms, e.g. fluorouracil
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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
- C07D401/12—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
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- 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
- C07D417/12—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 chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/18—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 one oxygen and one nitrogen atom, e.g. guanine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (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)
- Immunology (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Ophthalmology & Optometry (AREA)
- Transplantation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361845342P | 2013-07-11 | 2013-07-11 | |
| US61/845,342 | 2013-07-11 | ||
| US201461923179P | 2014-01-02 | 2014-01-02 | |
| US61/923,179 | 2014-01-02 | ||
| PCT/US2014/046442 WO2015006754A2 (en) | 2013-07-11 | 2014-07-11 | Heterocyclic compounds and uses thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2014287016A1 AU2014287016A1 (en) | 2016-02-04 |
| AU2014287016B2 true AU2014287016B2 (en) | 2018-11-01 |
Family
ID=51298956
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2014287016A Active AU2014287016B2 (en) | 2013-07-11 | 2014-07-11 | Pyrimidine derivatives as kinase inhibitors |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US10562918B2 (enExample) |
| EP (1) | EP3019496B1 (enExample) |
| JP (1) | JP6564771B2 (enExample) |
| KR (1) | KR102173433B1 (enExample) |
| CN (3) | CN112592334B (enExample) |
| AU (1) | AU2014287016B2 (enExample) |
| BR (1) | BR112016000195A8 (enExample) |
| CA (1) | CA2917364C (enExample) |
| DK (1) | DK3019496T3 (enExample) |
| ES (1) | ES2761572T3 (enExample) |
| IL (1) | IL243420A0 (enExample) |
| MX (1) | MX368491B (enExample) |
| NZ (1) | NZ715687A (enExample) |
| RU (1) | RU2677653C2 (enExample) |
| SG (1) | SG11201600062RA (enExample) |
| WO (1) | WO2015006754A2 (enExample) |
Families Citing this family (60)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012088266A2 (en) | 2010-12-22 | 2012-06-28 | Incyte Corporation | Substituted imidazopyridazines and benzimidazoles as inhibitors of fgfr3 |
| US9464089B2 (en) | 2012-01-13 | 2016-10-11 | Acea Biosciences Inc. | Heterocyclic compounds and uses thereof |
| CN110194748A (zh) | 2012-01-13 | 2019-09-03 | 艾森生物科学公司 | 杂环化合物及其作为抗癌药的用途 |
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| ES2761572T3 (es) | 2020-05-20 |
| WO2015006754A3 (en) | 2015-03-12 |
| JP2016528209A (ja) | 2016-09-15 |
| CA2917364C (en) | 2020-09-29 |
| JP6564771B2 (ja) | 2019-08-21 |
| EP3019496A2 (en) | 2016-05-18 |
| US10562918B2 (en) | 2020-02-18 |
| CN117486865A (zh) | 2024-02-02 |
| KR20160037929A (ko) | 2016-04-06 |
| RU2016104388A3 (enExample) | 2018-04-27 |
| CA2917364A1 (en) | 2015-01-15 |
| US20180251475A1 (en) | 2018-09-06 |
| KR102173433B1 (ko) | 2020-11-04 |
| MX2016000261A (es) | 2016-12-09 |
| SG11201600062RA (en) | 2016-02-26 |
| EP3019496B1 (en) | 2019-09-11 |
| AU2014287016A1 (en) | 2016-02-04 |
| CN112592334A (zh) | 2021-04-02 |
| RU2016104388A (ru) | 2017-08-16 |
| MX368491B (es) | 2019-10-04 |
| WO2015006754A2 (en) | 2015-01-15 |
| CN105916851A (zh) | 2016-08-31 |
| DK3019496T3 (da) | 2019-12-09 |
| HK1223351A1 (en) | 2017-07-28 |
| IL243420A0 (en) | 2016-02-29 |
| NZ715687A (en) | 2019-04-26 |
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