HRP20000412A2 - Novel acylguanidine derivatives as inhibitors of bone resorption and as vitronectin receptor antagonists - Google Patents
Novel acylguanidine derivatives as inhibitors of bone resorption and as vitronectin receptor antagonists Download PDFInfo
- Publication number
- HRP20000412A2 HRP20000412A2 HR20000412A HRP20000412A HRP20000412A2 HR P20000412 A2 HRP20000412 A2 HR P20000412A2 HR 20000412 A HR20000412 A HR 20000412A HR P20000412 A HRP20000412 A HR P20000412A HR P20000412 A2 HRP20000412 A2 HR P20000412A2
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- Prior art keywords
- alkyl
- radical
- formula
- prodrugs
- unsubstituted
- Prior art date
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- 230000024279 bone resorption Effects 0.000 title claims description 18
- 208000006386 Bone Resorption Diseases 0.000 title claims description 17
- 102100022337 Integrin alpha-V Human genes 0.000 title claims description 13
- 108010048673 Vitronectin Receptors Proteins 0.000 title claims description 13
- 239000003112 inhibitor Substances 0.000 title claims description 11
- 239000002464 receptor antagonist Substances 0.000 title claims description 4
- 229940044551 receptor antagonist Drugs 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 146
- 150000003254 radicals Chemical class 0.000 claims description 89
- -1 heteroaryl radical Chemical class 0.000 claims description 83
- 150000003839 salts Chemical class 0.000 claims description 66
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- 229940002612 prodrug Drugs 0.000 claims description 61
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 60
- 229910052739 hydrogen Inorganic materials 0.000 claims description 51
- 239000001257 hydrogen Substances 0.000 claims description 49
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 46
- 229920006395 saturated elastomer Polymers 0.000 claims description 32
- 238000000034 method Methods 0.000 claims description 30
- 239000000203 mixture Substances 0.000 claims description 30
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 28
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 28
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 26
- 125000002837 carbocyclic group Chemical group 0.000 claims description 25
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 23
- 229910052736 halogen Inorganic materials 0.000 claims description 19
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- 238000011321 prophylaxis Methods 0.000 claims description 19
- 125000000623 heterocyclic group Chemical group 0.000 claims description 18
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 15
- 125000006708 (C5-C14) heteroaryl group Chemical group 0.000 claims description 15
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 15
- 238000002560 therapeutic procedure Methods 0.000 claims description 15
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 claims description 14
- 238000009833 condensation Methods 0.000 claims description 14
- 230000005494 condensation Effects 0.000 claims description 14
- 125000004043 oxo group Chemical group O=* 0.000 claims description 14
- 229910052760 oxygen Inorganic materials 0.000 claims description 14
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 14
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims description 13
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 13
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 12
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 11
- 208000001132 Osteoporosis Diseases 0.000 claims description 11
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 11
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 11
- 206010028980 Neoplasm Diseases 0.000 claims description 10
- 125000000524 functional group Chemical group 0.000 claims description 10
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- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 8
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
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- MHCYIOJZTKJCCC-FQEVSTJZSA-N (2s)-3-[4-[4-(4,5-dihydro-1h-imidazol-2-ylamino)-4-oxobutoxy]phenyl]-2-(phenylmethoxycarbonylamino)propanoic acid Chemical group C([C@@H](C(=O)O)NC(=O)OCC=1C=CC=CC=1)C(C=C1)=CC=C1OCCCC(=O)NC1=NCCN1 MHCYIOJZTKJCCC-FQEVSTJZSA-N 0.000 claims description 3
- GWIKTGZMCPFFRW-NRFANRHFSA-N (2s)-3-[4-[4-oxo-4-(1,4,5,6-tetrahydropyrimidin-2-ylamino)butoxy]phenyl]-2-(phenylmethoxycarbonylamino)propanoic acid Chemical group C([C@@H](C(=O)O)NC(=O)OCC=1C=CC=CC=1)C(C=C1)=CC=C1OCCCC(=O)NC1=NCCCN1 GWIKTGZMCPFFRW-NRFANRHFSA-N 0.000 claims description 3
- QUEYKBRMKHRYJV-IBGZPJMESA-N (2s)-3-[[4-[2-oxo-2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl]amino]-2-(phenylmethoxycarbonylamino)propanoic acid Chemical group C([C@@H](C(=O)O)NC(=O)OCC=1C=CC=CC=1)NC(=O)C(C=C1)=CC=C1OCC(=O)NC1=NCCCN1 QUEYKBRMKHRYJV-IBGZPJMESA-N 0.000 claims description 3
- IEKKMENFKSPMHF-FQEVSTJZSA-N (2s)-3-[[4-[3-oxo-3-(1,4,5,6-tetrahydropyrimidin-2-ylamino)propyl]benzoyl]amino]-2-(phenylmethoxycarbonylamino)propanoic acid Chemical group C([C@@H](C(=O)O)NC(=O)OCC=1C=CC=CC=1)NC(=O)C(C=C1)=CC=C1CCC(=O)NC1=NCCCN1 IEKKMENFKSPMHF-FQEVSTJZSA-N 0.000 claims description 3
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/20—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylguanidines
-
- 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
- A61K31/13—Amines
- A61K31/155—Amidines (), e.g. guanidine (H2N—C(=NH)—NH2), isourea (N=C(OH)—NH2), isothiourea (—N=C(SH)—NH2)
-
- 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
- A61K31/4168—1,3-Diazoles having a nitrogen attached in position 2, e.g. clonidine
-
- 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
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/44—Nitrogen atoms not forming part of a nitro radical
- C07D233/48—Nitrogen atoms not forming part of a nitro radical with acyclic hydrocarbon or substituted acyclic hydrocarbon radicals, attached to said nitrogen atoms
-
- 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
- C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
- C07D239/12—Nitrogen atoms not forming part of a nitro radical
- C07D239/16—Nitrogen atoms not forming part of a nitro radical acylated on said nitrogen atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Physical Education & Sports Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Rheumatology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Pain & Pain Management (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP97122520A EP0933367A1 (en) | 1997-12-19 | 1997-12-19 | Novel acylguanidine derivates as inhibitors of bone resorption and as vitronectin receptor antagonists |
| PCT/EP1998/008051 WO1999032457A1 (en) | 1997-12-19 | 1998-12-10 | Novel acylguanidine derivatives as inhibitors of bone resorption and as vitronectin receptor antagonists |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20000412A2 true HRP20000412A2 (en) | 2000-10-31 |
Family
ID=8227841
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20000412A HRP20000412A2 (en) | 1997-12-19 | 2000-06-19 | Novel acylguanidine derivatives as inhibitors of bone resorption and as vitronectin receptor antagonists |
Country Status (34)
| Country | Link |
|---|---|
| US (1) | US6492356B1 (ko) |
| EP (2) | EP0933367A1 (ko) |
| JP (1) | JP2001526271A (ko) |
| KR (1) | KR20010033281A (ko) |
| CN (1) | CN1205191C (ko) |
| AP (1) | AP2000001842A0 (ko) |
| AR (1) | AR016437A1 (ko) |
| AT (1) | ATE228112T1 (ko) |
| AU (1) | AU753109B2 (ko) |
| BG (1) | BG64754B1 (ko) |
| BR (1) | BR9814308A (ko) |
| CA (1) | CA2312712A1 (ko) |
| CU (1) | CU23032A3 (ko) |
| DE (1) | DE69809594T2 (ko) |
| DK (1) | DK1042301T3 (ko) |
| EA (1) | EA002921B1 (ko) |
| ES (1) | ES2186251T3 (ko) |
| HK (1) | HK1034974A1 (ko) |
| HR (1) | HRP20000412A2 (ko) |
| HU (1) | HUP0104912A3 (ko) |
| ID (1) | ID26248A (ko) |
| IL (1) | IL136858A0 (ko) |
| MY (1) | MY122269A (ko) |
| NO (1) | NO317420B1 (ko) |
| NZ (1) | NZ504954A (ko) |
| PL (1) | PL341216A1 (ko) |
| PT (1) | PT1042301E (ko) |
| SI (1) | SI1042301T1 (ko) |
| SK (1) | SK9032000A3 (ko) |
| TR (1) | TR200001964T2 (ko) |
| TW (1) | TW446705B (ko) |
| WO (1) | WO1999032457A1 (ko) |
| YU (1) | YU39000A (ko) |
| ZA (1) | ZA9811571B (ko) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6313119B1 (en) | 1998-01-23 | 2001-11-06 | Adventis Pharma Deutschland Gmbh | Sulfonamide derivatives as inhibitors of bone resorption and as inhibitors of cell adhesion |
| GB9805655D0 (en) | 1998-03-16 | 1998-05-13 | Celltech Therapeutics Ltd | Chemical compounds |
| US6521626B1 (en) | 1998-03-24 | 2003-02-18 | Celltech R&D Limited | Thiocarboxamide derivatives |
| GB9814414D0 (en) | 1998-07-03 | 1998-09-02 | Celltech Therapeutics Ltd | Chemical compounds |
| WO2000006169A1 (en) * | 1998-07-29 | 2000-02-10 | Merck & Co., Inc. | Integrin receptor antagonists |
| GB9821061D0 (en) | 1998-09-28 | 1998-11-18 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9826174D0 (en) | 1998-11-30 | 1999-01-20 | Celltech Therapeutics Ltd | Chemical compounds |
| EP1028114A1 (en) | 1999-02-13 | 2000-08-16 | Aventis Pharma Deutschland GmbH | Novel guanidine derivatives as inhibitors of cell adhesion |
| US6518283B1 (en) | 1999-05-28 | 2003-02-11 | Celltech R&D Limited | Squaric acid derivatives |
| EP1065207A1 (en) * | 1999-07-02 | 2001-01-03 | Aventis Pharma Deutschland GmbH | Naphthyridine derivatives, processes for their preparation, their use, and pharmaceutical compositions comprising them |
| EP1070707A1 (en) * | 1999-07-21 | 2001-01-24 | Aventis Pharma Deutschland GmbH | 1,4,5,6-tetrahydropyrimidine derivative as a vitronectin inhibitor |
| US6534513B1 (en) | 1999-09-29 | 2003-03-18 | Celltech R&D Limited | Phenylalkanoic acid derivatives |
| US6849639B2 (en) | 1999-12-14 | 2005-02-01 | Amgen Inc. | Integrin inhibitors and their methods of use |
| US6455539B2 (en) | 1999-12-23 | 2002-09-24 | Celltech R&D Limited | Squaric acid derivates |
| ATE375330T1 (de) | 2000-04-17 | 2007-10-15 | Ucb Pharma Sa | Enamin-derivate als zell-adhäsionsmoleküle |
| FR2808798A1 (fr) * | 2000-05-09 | 2001-11-16 | Hoechst Marion Roussel Inc | Nouveaux derives antagonistes du recepteur de la vitronectine |
| US6545013B2 (en) | 2000-05-30 | 2003-04-08 | Celltech R&D Limited | 2,7-naphthyridine derivatives |
| US6403608B1 (en) | 2000-05-30 | 2002-06-11 | Celltech R&D, Ltd. | 3-Substituted isoquinolin-1-yl derivatives |
| WO2002004426A1 (en) | 2000-07-07 | 2002-01-17 | Celltech R & D Limited | Squaric acid derivatives containing a bicyclic heteroaromatic ring as integrin antagonists |
| EP1176145A1 (en) * | 2000-07-28 | 2002-01-30 | Aventis Pharma Deutschland GmbH | Novel guanidino derivatives as inhibitors of cell adhesion |
| EP1305291A1 (en) | 2000-08-02 | 2003-05-02 | Celltech R&D Limited | 3-substituted isoquinolin-1-yl derivatives |
| EP1197488A1 (en) * | 2000-10-10 | 2002-04-17 | Aventis Pharma Deutschland GmbH | (2S)-2-(Adamantan-1-ylmethoxycarbonylamino)-3-(4-(2-(1,4,5,6-tetrahydropyrimidin-2-ylcarbamoyl)ethyl)benzoylamino)propionic acid isopropyl ester, its preparation and its use |
| FR2847254B1 (fr) * | 2002-11-19 | 2005-01-28 | Aventis Pharma Sa | Nouveaux derives antagonistes du recepteur de la vitronectine, leur procede de preparation, leur application comme medicaments et les compositions pharmaceutiques les refermant |
| FR2870541B1 (fr) | 2004-05-18 | 2006-07-14 | Proskelia Sas | Derives de pyrimidines antigonistes du recepteur de la vitronectine |
| UA87854C2 (en) | 2004-06-07 | 2009-08-25 | Мерк Энд Ко., Инк. | N-(2-benzyl)-2-phenylbutanamides as androgen receptor modulators |
| FR2873585B1 (fr) * | 2004-07-27 | 2006-11-17 | Aventis Pharma Sa | Nouvelles formulations galeniques de principes actifs |
| US20060039949A1 (en) * | 2004-08-20 | 2006-02-23 | Nycz Jeffrey H | Acetabular cup with controlled release of an osteoinductive formulation |
| US20060057184A1 (en) * | 2004-09-16 | 2006-03-16 | Nycz Jeffrey H | Process to treat avascular necrosis (AVN) with osteoinductive materials |
| US9119901B2 (en) * | 2005-04-28 | 2015-09-01 | Warsaw Orthopedic, Inc. | Surface treatments for promoting selective tissue attachment to medical impants |
| US8414907B2 (en) | 2005-04-28 | 2013-04-09 | Warsaw Orthopedic, Inc. | Coatings on medical implants to guide soft tissue healing |
| US20070077267A1 (en) * | 2005-10-03 | 2007-04-05 | Sdgi Holdings, Inc. | Bioactive composite implants |
| US20070280986A1 (en) * | 2006-06-01 | 2007-12-06 | Carlos Gil | Intra-operative coating of implants |
| US8133553B2 (en) | 2007-06-18 | 2012-03-13 | Zimmer, Inc. | Process for forming a ceramic layer |
| US8309521B2 (en) | 2007-06-19 | 2012-11-13 | Zimmer, Inc. | Spacer with a coating thereon for use with an implant device |
| US8608049B2 (en) | 2007-10-10 | 2013-12-17 | Zimmer, Inc. | Method for bonding a tantalum structure to a cobalt-alloy substrate |
| WO2009096945A1 (en) * | 2008-01-29 | 2009-08-06 | Zimmer, Inc. | Implant device for use in an implant system |
| EP3148587B1 (en) | 2014-05-30 | 2021-02-24 | Pfizer Inc | Carbonitrile derivatives as selective androgen receptor modulators |
| US11020160B2 (en) | 2016-03-21 | 2021-06-01 | Warsaw Orthopedic, Inc. | Surgical injection system and method |
| US10709814B2 (en) | 2016-04-22 | 2020-07-14 | Warsaw Orthopedic, Inc. | Osteoimplant comprising an insoluble fibrous polymer |
| WO2023275715A1 (en) | 2021-06-30 | 2023-01-05 | Pfizer Inc. | Metabolites of selective androgen receptor modulators |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5204350A (en) * | 1991-08-09 | 1993-04-20 | Merck & Co., Inc. | Method of inhibiting osteoclast-mediated bone resorption by administration of n-heterocyclicalkyl-substituted phenyl derivatives |
| US5217994A (en) * | 1991-08-09 | 1993-06-08 | Merck & Co., Inc. | Method of inhibiting osteoclast-mediated bone resorption by administration of aminoalkyl-substituted phenyl derivatives |
| US5786373A (en) * | 1992-10-14 | 1998-07-28 | Merck & Co., Inc. | Fibrinogen receptor antagonists |
| WO1994012181A1 (en) * | 1992-12-01 | 1994-06-09 | Merck & Co., Inc. | Fibrinogen receptor antagonists |
| JP3895792B2 (ja) * | 1995-12-08 | 2007-03-22 | プロスケリア・エス・ア・エス | 骨形成促進剤 |
-
1997
- 1997-12-19 EP EP97122520A patent/EP0933367A1/en not_active Withdrawn
-
1998
- 1998-08-27 TW TW087110508A patent/TW446705B/zh not_active IP Right Cessation
- 1998-12-10 IL IL13685898A patent/IL136858A0/xx not_active IP Right Cessation
- 1998-12-10 KR KR1020007006722A patent/KR20010033281A/ko not_active Application Discontinuation
- 1998-12-10 EP EP98966287A patent/EP1042301B1/en not_active Expired - Lifetime
- 1998-12-10 CA CA002312712A patent/CA2312712A1/en not_active Abandoned
- 1998-12-10 WO PCT/EP1998/008051 patent/WO1999032457A1/en not_active Application Discontinuation
- 1998-12-10 EA EA200000682A patent/EA002921B1/ru not_active IP Right Cessation
- 1998-12-10 JP JP2000525394A patent/JP2001526271A/ja not_active Abandoned
- 1998-12-10 PT PT98966287T patent/PT1042301E/pt unknown
- 1998-12-10 HU HU0104912A patent/HUP0104912A3/hu unknown
- 1998-12-10 AP APAP/P/2000/001842A patent/AP2000001842A0/en unknown
- 1998-12-10 SK SK903-2000A patent/SK9032000A3/sk unknown
- 1998-12-10 PL PL98341216A patent/PL341216A1/xx not_active Application Discontinuation
- 1998-12-10 CN CNB988136112A patent/CN1205191C/zh not_active Expired - Fee Related
- 1998-12-10 US US09/581,915 patent/US6492356B1/en not_active Expired - Fee Related
- 1998-12-10 DK DK98966287T patent/DK1042301T3/da active
- 1998-12-10 CU CU20000149A patent/CU23032A3/es unknown
- 1998-12-10 YU YU39000A patent/YU39000A/sh unknown
- 1998-12-10 ID IDW20001175A patent/ID26248A/id unknown
- 1998-12-10 SI SI9830345T patent/SI1042301T1/xx unknown
- 1998-12-10 NZ NZ504954A patent/NZ504954A/en unknown
- 1998-12-10 DE DE69809594T patent/DE69809594T2/de not_active Expired - Fee Related
- 1998-12-10 TR TR2000/01964T patent/TR200001964T2/xx unknown
- 1998-12-10 ES ES98966287T patent/ES2186251T3/es not_active Expired - Lifetime
- 1998-12-10 AU AU22700/99A patent/AU753109B2/en not_active Ceased
- 1998-12-10 BR BR9814308-5A patent/BR9814308A/pt not_active Application Discontinuation
- 1998-12-10 AT AT98966287T patent/ATE228112T1/de not_active IP Right Cessation
- 1998-12-17 AR ARP980106446A patent/AR016437A1/es unknown
- 1998-12-17 ZA ZA9811571A patent/ZA9811571B/xx unknown
- 1998-12-18 MY MYPI98005741A patent/MY122269A/en unknown
-
2000
- 2000-06-16 NO NO20003118A patent/NO317420B1/no unknown
- 2000-06-19 BG BG104544A patent/BG64754B1/bg unknown
- 2000-06-19 HR HR20000412A patent/HRP20000412A2/hr not_active Application Discontinuation
-
2001
- 2001-08-16 HK HK01105767A patent/HK1034974A1/xx not_active IP Right Cessation
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