KR101195801B1 - Xa 인자 억제제 - Google Patents
Xa 인자 억제제 Download PDFInfo
- Publication number
- KR101195801B1 KR101195801B1 KR1020077001313A KR20077001313A KR101195801B1 KR 101195801 B1 KR101195801 B1 KR 101195801B1 KR 1020077001313 A KR1020077001313 A KR 1020077001313A KR 20077001313 A KR20077001313 A KR 20077001313A KR 101195801 B1 KR101195801 B1 KR 101195801B1
- Authority
- KR
- South Korea
- Prior art keywords
- methyl
- chloro
- phenyl
- thiophene
- ylmethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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- RQXHIZKTLKJKGH-WEVVVXLNSA-N CC(C)(C)OC(NC/C=N/O)=O Chemical compound CC(C)(C)OC(NC/C=N/O)=O RQXHIZKTLKJKGH-WEVVVXLNSA-N 0.000 description 1
- 0 CC(C)(C)OC(NCC(Cl)=N*)=O Chemical compound CC(C)(C)OC(NCC(Cl)=N*)=O 0.000 description 1
- JDTFQDXLKTUZPY-UHFFFAOYSA-N CC(C)Oc(cc(cc1)C(N2CCCC2)=N)c1C1=NOC(CNC(c([s]2)ccc2Cl)=O)C1 Chemical compound CC(C)Oc(cc(cc1)C(N2CCCC2)=N)c1C1=NOC(CNC(c([s]2)ccc2Cl)=O)C1 JDTFQDXLKTUZPY-UHFFFAOYSA-N 0.000 description 1
- CHZFEHMVVXBLOV-UHFFFAOYSA-N CC(C)Oc(cc(cc1)C(N2CCCCC2)=N)c1-c1n[o]c(CNC(c([s]2)ccc2Cl)=O)c1 Chemical compound CC(C)Oc(cc(cc1)C(N2CCCCC2)=N)c1-c1n[o]c(CNC(c([s]2)ccc2Cl)=O)c1 CHZFEHMVVXBLOV-UHFFFAOYSA-N 0.000 description 1
- NYCVXHJDVACWFR-UHFFFAOYSA-N CC(CNC(c([s]1)ccc1Cl)=O)(C1)ON=C1c(cc1)ccc1C(N1CCCC1)=N Chemical compound CC(CNC(c([s]1)ccc1Cl)=O)(C1)ON=C1c(cc1)ccc1C(N1CCCC1)=N NYCVXHJDVACWFR-UHFFFAOYSA-N 0.000 description 1
- DNUOUGWTTQSDHI-UHFFFAOYSA-N CCCN(C)C(c(cc1)ccc1-c1nc(CNC(c([s]2)ccc2Cl)=O)c[o]1)=N Chemical compound CCCN(C)C(c(cc1)ccc1-c1nc(CNC(c([s]2)ccc2Cl)=O)c[o]1)=N DNUOUGWTTQSDHI-UHFFFAOYSA-N 0.000 description 1
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- BDKOMITUGIKYPC-UHFFFAOYSA-N CN(C)C(c(cc1)ccc1-c1cc(CNC(c([s]2)ccc2Cl)=O)n[o]1)=N Chemical compound CN(C)C(c(cc1)ccc1-c1cc(CNC(c([s]2)ccc2Cl)=O)n[o]1)=N BDKOMITUGIKYPC-UHFFFAOYSA-N 0.000 description 1
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- IAOZMHAUCOEXDM-UHFFFAOYSA-N CN1C(c(cc2)ccc2-c2n[o]c(CNC(c([s]3)ccc3Cl)=O)c2)=NCC1 Chemical compound CN1C(c(cc2)ccc2-c2n[o]c(CNC(c([s]3)ccc3Cl)=O)c2)=NCC1 IAOZMHAUCOEXDM-UHFFFAOYSA-N 0.000 description 1
- DKJSKOOIRDRMOE-UHFFFAOYSA-N CNC(c(cc1)ccc1-c1n[o]c(CNC(c([s]2)ccc2Cl)=O)c1)=N Chemical compound CNC(c(cc1)ccc1-c1n[o]c(CNC(c([s]2)ccc2Cl)=O)c1)=N DKJSKOOIRDRMOE-UHFFFAOYSA-N 0.000 description 1
- FMXHPSFSEFKIRS-UHFFFAOYSA-N COC(C=C1)=CN(c(cc2)ccc2-[n]2nnc(CNC(c([s]3)ccc3Cl)=O)c2)C1=O Chemical compound COC(C=C1)=CN(c(cc2)ccc2-[n]2nnc(CNC(c([s]3)ccc3Cl)=O)c2)C1=O FMXHPSFSEFKIRS-UHFFFAOYSA-N 0.000 description 1
- UKNHRXLITHUFHZ-UHFFFAOYSA-N COc(cc(cc1)C(N2CCCCC2)=N)c1C1=NOC(CNC(c([s]2)ccc2Cl)=O)C1 Chemical compound COc(cc(cc1)C(N2CCCCC2)=N)c1C1=NOC(CNC(c([s]2)ccc2Cl)=O)C1 UKNHRXLITHUFHZ-UHFFFAOYSA-N 0.000 description 1
- FQFJGBNPVKERDX-UHFFFAOYSA-N COc(cc1)ccc1-c1n[o]c(CNC(c([s]2)ccc2Cl)=O)c1 Chemical compound COc(cc1)ccc1-c1n[o]c(CNC(c([s]2)ccc2Cl)=O)c1 FQFJGBNPVKERDX-UHFFFAOYSA-N 0.000 description 1
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- WWNSLIBJQBBKKG-UHFFFAOYSA-N C[Si](C)(C)C#Cc(cc1)ccc1C#N Chemical compound C[Si](C)(C)C#Cc(cc1)ccc1C#N WWNSLIBJQBBKKG-UHFFFAOYSA-N 0.000 description 1
- WEWWPMCLAPORCP-UHFFFAOYSA-N N#Cc(cc1)ccc1-c1cc(CNC(c([s]2)ccc2Cl)=O)n[o]1 Chemical compound N#Cc(cc1)ccc1-c1cc(CNC(c([s]2)ccc2Cl)=O)n[o]1 WEWWPMCLAPORCP-UHFFFAOYSA-N 0.000 description 1
- XTGMYFCSBMFJES-UHFFFAOYSA-N N#Cc(cc1)ccc1-c1n[o]c(CNC(c([s]2)ccc2Cl)=O)c1 Chemical compound N#Cc(cc1)ccc1-c1n[o]c(CNC(c([s]2)ccc2Cl)=O)c1 XTGMYFCSBMFJES-UHFFFAOYSA-N 0.000 description 1
- HQSCPPCMBMFJJN-UHFFFAOYSA-N N#Cc(cc1)ccc1Br Chemical compound N#Cc(cc1)ccc1Br HQSCPPCMBMFJJN-UHFFFAOYSA-N 0.000 description 1
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- KUILQWKOFIKLCV-UHFFFAOYSA-N N=C(c(cc1)ccc1-[n]1ncc(CNC(c([s]2)ccc2Cl)=O)c1)N1CCCCC1 Chemical compound N=C(c(cc1)ccc1-[n]1ncc(CNC(c([s]2)ccc2Cl)=O)c1)N1CCCCC1 KUILQWKOFIKLCV-UHFFFAOYSA-N 0.000 description 1
- LSXQMUIPNQBZBH-UHFFFAOYSA-N N=C(c(cc1)ccc1-c(cc1CNC(c([s]2)ccc2Cl)=O)ccc1F)N1CCCC1 Chemical compound N=C(c(cc1)ccc1-c(cc1CNC(c([s]2)ccc2Cl)=O)ccc1F)N1CCCC1 LSXQMUIPNQBZBH-UHFFFAOYSA-N 0.000 description 1
- VGLFJWWCTJLMFU-UHFFFAOYSA-N N=C(c(cc1)ccc1-c1nc(CNC(c([s]2)ccc2Cl)=O)c[s]1)N1CCCCC1 Chemical compound N=C(c(cc1)ccc1-c1nc(CNC(c([s]2)ccc2Cl)=O)c[s]1)N1CCCCC1 VGLFJWWCTJLMFU-UHFFFAOYSA-N 0.000 description 1
- DBHIGSYAMNGCKF-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCC(C1)ON=C1c(cc1)ccc1-c1c(CN2CCCC2)cccc1 Chemical compound O=C(c([s]1)ccc1Cl)NCC(C1)ON=C1c(cc1)ccc1-c1c(CN2CCCC2)cccc1 DBHIGSYAMNGCKF-UHFFFAOYSA-N 0.000 description 1
- XENOLTSBEQCDKA-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCC(C1)ON=C1c(cc1)ccc1-c1ccccn1 Chemical compound O=C(c([s]1)ccc1Cl)NCC(C1)ON=C1c(cc1)ccc1-c1ccccn1 XENOLTSBEQCDKA-UHFFFAOYSA-N 0.000 description 1
- AHKOVIODQWRMNL-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCC(C1)ON=C1c(cc1)ccc1N(CCC1)C1=O Chemical compound O=C(c([s]1)ccc1Cl)NCC(C1)ON=C1c(cc1)ccc1N(CCC1)C1=O AHKOVIODQWRMNL-UHFFFAOYSA-N 0.000 description 1
- MVMUTMJDNCKEJS-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCC(C1)ON=C1c(cc1)ccc1NCc1ccccc1 Chemical compound O=C(c([s]1)ccc1Cl)NCC(C1)ON=C1c(cc1)ccc1NCc1ccccc1 MVMUTMJDNCKEJS-UHFFFAOYSA-N 0.000 description 1
- JOZXTINVEXXAKI-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc1c[n](-c(cc2)cnc2N(CCOC2)C2=O)nn1 Chemical compound O=C(c([s]1)ccc1Cl)NCc1c[n](-c(cc2)cnc2N(CCOC2)C2=O)nn1 JOZXTINVEXXAKI-UHFFFAOYSA-N 0.000 description 1
- HXDONZJNGWIPIF-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc1c[n](-c(ccc(N(CCOC2)C2=O)c2)c2F)nn1 Chemical compound O=C(c([s]1)ccc1Cl)NCc1c[n](-c(ccc(N(CCOC2)C2=O)c2)c2F)nn1 HXDONZJNGWIPIF-UHFFFAOYSA-N 0.000 description 1
- NTNXLKRKKOUPFM-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc1cc(-c(cc2)ccc2-c2ccccc2CN2CCCC2)n[o]1 Chemical compound O=C(c([s]1)ccc1Cl)NCc1cc(-c(cc2)ccc2-c2ccccc2CN2CCCC2)n[o]1 NTNXLKRKKOUPFM-UHFFFAOYSA-N 0.000 description 1
- SCODFBIAJZEVOR-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc1cc(-c(cc2)ccc2C(N2CCCC2)=O)n[o]1 Chemical compound O=C(c([s]1)ccc1Cl)NCc1cc(-c(cc2)ccc2C(N2CCCC2)=O)n[o]1 SCODFBIAJZEVOR-UHFFFAOYSA-N 0.000 description 1
- FANUXLPAKXCRQE-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc1cc(-c(cc2)ccc2N2CCOCC2)n[o]1 Chemical compound O=C(c([s]1)ccc1Cl)NCc1cc(-c(cc2)ccc2N2CCOCC2)n[o]1 FANUXLPAKXCRQE-UHFFFAOYSA-N 0.000 description 1
- DUBAOQAJEZZRLL-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc1cc(-c(cc2)ccc2Nc2ccccn2)n[o]1 Chemical compound O=C(c([s]1)ccc1Cl)NCc1cc(-c(cc2)ccc2Nc2ccccn2)n[o]1 DUBAOQAJEZZRLL-UHFFFAOYSA-N 0.000 description 1
- XTASFLIHGWPLJF-UHFFFAOYSA-N O=C(c([s]1)ccc1Cl)NCc1cc(-c2cc(-c3c(CN4CCCC4)cccc3)ccc2)n[o]1 Chemical compound O=C(c([s]1)ccc1Cl)NCc1cc(-c2cc(-c3c(CN4CCCC4)cccc3)ccc2)n[o]1 XTASFLIHGWPLJF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07D409/12—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 chain containing hetero atoms as chain links
-
- 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
- C07D413/12—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 chain containing hetero atoms as chain links
-
- 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
-
- 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
- C07D417/14—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 three or more hetero rings
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58089904P | 2004-06-18 | 2004-06-18 | |
| US60/580,899 | 2004-06-18 | ||
| PCT/US2005/021817 WO2006002099A2 (en) | 2004-06-18 | 2005-06-20 | Factor xa inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20070027714A KR20070027714A (ko) | 2007-03-09 |
| KR101195801B1 true KR101195801B1 (ko) | 2012-11-05 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020077001313A Expired - Fee Related KR101195801B1 (ko) | 2004-06-18 | 2005-06-20 | Xa 인자 억제제 |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US7521470B2 (https=) |
| EP (1) | EP1893572B1 (https=) |
| JP (1) | JP5020073B2 (https=) |
| KR (1) | KR101195801B1 (https=) |
| CN (1) | CN1968922A (https=) |
| AU (1) | AU2005257999B2 (https=) |
| BR (1) | BRPI0512273A (https=) |
| CA (1) | CA2565437A1 (https=) |
| IL (1) | IL178807A0 (https=) |
| MX (1) | MXPA06013960A (https=) |
| NZ (1) | NZ552187A (https=) |
| WO (1) | WO2006002099A2 (https=) |
| ZA (1) | ZA200610138B (https=) |
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-
2005
- 2005-06-20 KR KR1020077001313A patent/KR101195801B1/ko not_active Expired - Fee Related
- 2005-06-20 EP EP05762149.2A patent/EP1893572B1/en not_active Expired - Lifetime
- 2005-06-20 MX MXPA06013960A patent/MXPA06013960A/es active IP Right Grant
- 2005-06-20 BR BRPI0512273-2A patent/BRPI0512273A/pt not_active Application Discontinuation
- 2005-06-20 JP JP2007516824A patent/JP5020073B2/ja not_active Expired - Fee Related
- 2005-06-20 CA CA002565437A patent/CA2565437A1/en not_active Abandoned
- 2005-06-20 US US11/158,274 patent/US7521470B2/en not_active Expired - Fee Related
- 2005-06-20 AU AU2005257999A patent/AU2005257999B2/en not_active Ceased
- 2005-06-20 WO PCT/US2005/021817 patent/WO2006002099A2/en not_active Ceased
- 2005-06-20 CN CNA2005800190908A patent/CN1968922A/zh active Pending
- 2005-06-20 NZ NZ552187A patent/NZ552187A/en not_active IP Right Cessation
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2011
- 2011-08-19 US US13/213,927 patent/US8377974B2/en not_active Expired - Fee Related
Patent Citations (1)
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| JP2000178243A (ja) * | 1998-12-14 | 2000-06-27 | Teijin Ltd | ビフェニルアミジン誘導体 |
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| ZA200610138B (en) | 2007-12-27 |
| AU2005257999B2 (en) | 2011-12-08 |
| NZ552187A (en) | 2010-08-27 |
| KR20070027714A (ko) | 2007-03-09 |
| US20060100193A1 (en) | 2006-05-11 |
| IL178807A0 (en) | 2007-03-08 |
| AU2005257999A1 (en) | 2006-01-05 |
| JP5020073B2 (ja) | 2012-09-05 |
| WO2006002099A3 (en) | 2006-05-04 |
| CN1968922A (zh) | 2007-05-23 |
| US7521470B2 (en) | 2009-04-21 |
| BRPI0512273A (pt) | 2008-02-19 |
| CA2565437A1 (en) | 2006-01-05 |
| EP1893572A2 (en) | 2008-03-05 |
| EP1893572B1 (en) | 2016-12-14 |
| MXPA06013960A (es) | 2007-03-15 |
| WO2006002099A2 (en) | 2006-01-05 |
| JP2008503497A (ja) | 2008-02-07 |
| US20120178733A1 (en) | 2012-07-12 |
| US8377974B2 (en) | 2013-02-19 |
| US8153670B2 (en) | 2012-04-10 |
| US20090298806A1 (en) | 2009-12-03 |
| EP1893572A4 (en) | 2010-09-08 |
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