AU751412B2 - Heteroaryl aminoguanidines and alkoxyguanidines and their use as protease inhibitors - Google Patents

Heteroaryl aminoguanidines and alkoxyguanidines and their use as protease inhibitors Download PDF

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Publication number
AU751412B2
AU751412B2 AU17991/99A AU1799199A AU751412B2 AU 751412 B2 AU751412 B2 AU 751412B2 AU 17991/99 A AU17991/99 A AU 17991/99A AU 1799199 A AU1799199 A AU 1799199A AU 751412 B2 AU751412 B2 AU 751412B2
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AU
Australia
Prior art keywords
alkyl
methyl
amino
compound
pyridinone
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.)
Ceased
Application number
AU17991/99A
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English (en)
Other versions
AU1799199A (en
Inventor
Tianbao Lu
Thomas P. Markotan
Colleen Siedem
Bruce E Tomczuk
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3 Dimensional Pharmaceuticals Inc
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3 Dimensional Pharmaceuticals Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by 3 Dimensional Pharmaceuticals Inc filed Critical 3 Dimensional Pharmaceuticals Inc
Publication of AU1799199A publication Critical patent/AU1799199A/en
Application granted granted Critical
Publication of AU751412B2 publication Critical patent/AU751412B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • 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
    • 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
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
AU17991/99A 1997-11-26 1998-11-25 Heteroaryl aminoguanidines and alkoxyguanidines and their use as protease inhibitors Ceased AU751412B2 (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US6647597P 1997-11-26 1997-11-26
US60/066475 1997-11-26
US6732497P 1997-12-05 1997-12-05
US60/067324 1997-12-05
US7910798P 1998-03-23 1998-03-23
US60/079107 1998-03-23
PCT/US1998/025185 WO1999026926A1 (en) 1997-11-26 1998-11-25 Heteroaryl aminoguanidines and alkoxyguanidines and their use as protease inhibitors

Publications (2)

Publication Number Publication Date
AU1799199A AU1799199A (en) 1999-06-15
AU751412B2 true AU751412B2 (en) 2002-08-15

Family

ID=27370979

Family Applications (1)

Application Number Title Priority Date Filing Date
AU17991/99A Ceased AU751412B2 (en) 1997-11-26 1998-11-25 Heteroaryl aminoguanidines and alkoxyguanidines and their use as protease inhibitors

Country Status (14)

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US (8) US6037356A (US06566379-20030520-C00100.png)
EP (1) EP1036063B1 (US06566379-20030520-C00100.png)
JP (1) JP2001524467A (US06566379-20030520-C00100.png)
AR (1) AR016702A1 (US06566379-20030520-C00100.png)
AT (1) ATE344246T1 (US06566379-20030520-C00100.png)
AU (1) AU751412B2 (US06566379-20030520-C00100.png)
BR (1) BR9815325A (US06566379-20030520-C00100.png)
CA (1) CA2311969A1 (US06566379-20030520-C00100.png)
DE (1) DE69836346T2 (US06566379-20030520-C00100.png)
EA (1) EA004180B1 (US06566379-20030520-C00100.png)
ES (1) ES2274587T3 (US06566379-20030520-C00100.png)
PL (1) PL340560A1 (US06566379-20030520-C00100.png)
TW (1) TWI222441B (US06566379-20030520-C00100.png)
WO (1) WO1999026926A1 (US06566379-20030520-C00100.png)

Families Citing this family (64)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI222441B (en) * 1997-11-26 2004-10-21 Dimensional Pharm Inc Heteroaryl aminoguanidines and alkoxyguanidines and their use as protease inhibitors
NZ508005A (en) * 1998-04-24 2003-05-30 Dimensional Pharm Inc Amino acid amidinohydrazones, alkoxyguanidines and aminoguanidines useful as serine protease inhibitors
ATE461210T1 (de) * 1998-06-11 2010-04-15 Ortho Mcneil Pharm Inc Pyrazine protease inhibitore
US6908919B2 (en) * 1999-05-19 2005-06-21 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl pyrazinones useful for selective inhibition of the coagulation cascade
US7015230B1 (en) 1999-05-19 2006-03-21 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl uracils useful for selective inhibition of the coagulation cascade
US6653316B1 (en) 1999-05-19 2003-11-25 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl pyrimidinones useful for selective inhibition of the coagulation cascade
US6906068B1 (en) 1999-05-19 2005-06-14 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl 1,2,4 - triazinones useful as anticoagulants
US6458952B1 (en) * 1999-05-19 2002-10-01 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl uracils useful for selective inhibition of the coagulation cascade
US6716838B1 (en) 1999-05-19 2004-04-06 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl uracils as anticoagulative agents
US6664255B1 (en) 1999-05-19 2003-12-16 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl pyrazinones useful for selective inhibition of the coagulation cascade
US6867217B1 (en) 1999-05-19 2005-03-15 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl pyridones useful for selective inhibition of the coagulation cascade
PL352403A1 (en) * 1999-05-19 2003-08-25 Pharmacia Corp Substituted polycyclic aryl and heteroaryl pyridones useful for selective inhibition of coagulation cascade
US6750342B1 (en) * 1999-05-19 2004-06-15 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl pyrimidinones useful for selective inhibition of the coagulation cascade
AU5046600A (en) 1999-05-27 2000-12-18 3-Dimensional Pharmaceuticals, Inc. Oxazaheterocycles as protease inhibitors
WO2001004117A1 (en) * 1999-07-09 2001-01-18 3-Dimensional Pharmaceuticals, Inc. Heteroaryl protease inhibitors and diagnostic imaging agents
JP2003509409A (ja) 1999-09-13 2003-03-11 ３−ディメンショナル ファーマシューティカルズ， インコーポレイテッド アザシクロアルカノンセリンプロテアーゼ阻害剤
EP1127884A1 (en) * 2000-02-26 2001-08-29 Aventis Pharma Deutschland GmbH Novel malonic acid derivatives, processes for their preparation, their use as inhibitor of factor XA activity and pharmaceutical compositions containing them
US6852761B2 (en) 2000-03-13 2005-02-08 Pharmacia Corporation Polycyclic aryl and heteroaryl substituted benzenes useful for selective inhibition of the coagulation cascade
ATE289299T1 (de) * 2000-04-05 2005-03-15 Pharmacia Corp Polyzyclisch aryl und heteroaryl substituierte 4- pyronen verwendbar als selektive hemmung von dem koagulationsprozess
CA2405306A1 (en) * 2000-04-05 2001-10-18 Pharmacia Corporation Polycyclic aryl and heteroaryl substituted 4-pyridones useful for selective inhibition of the coagulation cascade
AU2001253363A1 (en) * 2000-04-17 2001-10-30 Pharmacia Corporation Polycyclic aryl and heteroaryl substituted 1,4-quinones useful for selective inhibition of the coagulation cascade
AU2001217827A1 (en) * 2000-05-18 2001-11-26 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl pyridones useful for selective inhibition of the coagulation cascade
CA2415932A1 (en) * 2000-07-17 2002-01-24 3-Dimensional Pharmaceuticals, Inc. Cyclic oxyguanidine pyrazinones as protease inhibitors
CA2417914A1 (en) * 2000-08-04 2002-02-14 3-Dimensional Pharmaceuticals, Inc. Cyclic oxyguanidine protease inhibitors
US6486174B2 (en) 2000-08-07 2002-11-26 3-Dimensional Pharmaceuticals, Inc. Tetrahydroisoquinoline-3-carboxylic acid alkoxyguanidines as integrin antagonists
US20020037897A1 (en) * 2000-08-07 2002-03-28 3-Dimensional Pharmaceuticals, Inc. Tetrahydroisoquinoline-3-carboxylic acid alkoxyguanidines as integrin antagonists
UA75093C2 (en) * 2000-10-06 2006-03-15 Dimensional Pharm Inc Aminopyridinyl-,aminoguanidinyl-, and alkoxyguanidinesubstituted phenylsubstituted phenylacetamides as protease inhibitors
US7119094B1 (en) 2000-11-20 2006-10-10 Warner-Lambert Company Substituted polycyclic aryl and heteroarpyl pyrazinones useful for selective inhibition of the coagulation cascade
US7015223B1 (en) 2000-11-20 2006-03-21 Pharmacia Corporation Substituted polycyclic aryl and heteroaryl 1,2,4-triazinones useful for selective inhibition of the coagulation cascade
JP2004517074A (ja) * 2000-11-20 2004-06-10 ファルマシア・コーポレーション 凝血カスケードを選択的に阻害するのに有用な置換された多環アリールおよびヘテロアリールピリジン類
US20030236257A1 (en) * 2001-04-04 2003-12-25 South Michael S. Polycyclic aryl and heteroaryl substituted 4-pyridones useful for selective inhibition of the cogulation cascade
DE10133786A1 (de) * 2001-07-16 2003-02-06 Boehringer Ingelheim Pharma Verwendung von Thrombin-Inhibitoren zur Behandlung von Arthritis
WO2003029216A1 (en) * 2001-10-03 2003-04-10 Pharmacia Corporation 6-membered heterocyclic compounds useful for selective inhibition of the coagulation cascade
JP2005514332A (ja) * 2001-10-03 2005-05-19 ファルマシア・コーポレーション 凝固カスケードの選択阻害に有用な６員不飽和複素環式化合物
MXPA04003170A (es) 2001-10-03 2004-07-08 Pharmacia Corp Compuestos policiclicos, sustituidos, provisto de 5 miembros, utiles para la inhibicion selectiva de la cascada de coagulacion.
US20040082585A1 (en) * 2001-10-03 2004-04-29 Pharmacia Corporation Prodrugs of substituted polycyclic compounds useful for selective inhibition of the coagulation cascade
US7262211B2 (en) 2001-12-04 2007-08-28 Dendreon Corporation Aromatic heterocyclic non-covalent inhibitors of urokinase and blood vessel formation
DK1569912T3 (en) 2002-12-03 2015-06-29 Pharmacyclics Inc 2- (2-hydroxybiphenyl-3-yl) -1h-benzoimidazole-5-carboxamidine derivatives as factor VIIa inhibitors.
JP2006522809A (ja) * 2003-04-10 2006-10-05 ３−ディメンショナル ファーマシューティカルズ， インコーポレイテッド 置換フェニルアセトアミおよびプロテアーゼインヒビターとしてのその使用
US7087622B2 (en) 2004-05-07 2006-08-08 Janssen Pharmaceutica N.V. Pyridone compounds as inhibitors of bacterial type III protein secreation systems
US7553810B2 (en) * 2004-06-16 2009-06-30 Pneumrx, Inc. Lung volume reduction using glue composition
US20050281799A1 (en) 2004-06-16 2005-12-22 Glen Gong Targeting damaged lung tissue using compositions
US7678767B2 (en) 2004-06-16 2010-03-16 Pneumrx, Inc. Glue compositions for lung volume reduction
US7608579B2 (en) * 2004-06-16 2009-10-27 Pneumrx, Inc. Lung volume reduction using glue compositions
US20050281798A1 (en) * 2004-06-16 2005-12-22 Glen Gong Targeting sites of damaged lung tissue using composition
US20050281739A1 (en) * 2004-06-16 2005-12-22 Glen Gong Imaging damaged lung tissue using compositions
US20050281740A1 (en) * 2004-06-16 2005-12-22 Glen Gong Imaging damaged lung tissue
EP1781182B1 (en) 2004-07-08 2019-11-13 PneumRx, Inc. Pleural effusion treatment device
US20070255177A1 (en) * 2006-04-27 2007-11-01 Pronovost Allan D Devices and methods for collecting oral samples of enriched serous fluid
US7758001B2 (en) * 2006-09-13 2010-07-20 Premier Mounts Mount with magnetic attachment and automatic safety latching
US20100297218A1 (en) * 2006-09-20 2010-11-25 Pneumrx, Inc. Tissue adhesive compositions and methods thereof
EP2177523A1 (en) 2007-05-03 2010-04-21 Intermune, Inc. Novel macrocyclic inhibitors of hepatitis c virus replication
WO2008150470A1 (en) 2007-05-31 2008-12-11 Shionogi & Co., Ltd. Oxyimino compounds and the use thereof
US8518934B2 (en) 2008-06-11 2013-08-27 Shonogi & Co., Ltd. Oxycarbamoyl compounds and the use thereof
WO2010134345A1 (ja) * 2009-05-20 2010-11-25 積水メディカル株式会社 血液凝固時間延長剤
US8349832B2 (en) * 2009-09-02 2013-01-08 Canthera Therapeutics Compounds and compositions for treating cancer
US8318737B2 (en) 2009-09-02 2012-11-27 Canthera Therapeutics Inc. Compounds and compositions for treating cancer
AU2011349022B2 (en) 2010-12-21 2017-04-13 The Medicines Company (Leipzig) Gmbh Trypsin-like serine protease inhibitors, their preparation and use as selective inhibitors of the clotting factors IIa and Xa
CN104857005B (zh) 2010-12-31 2019-04-26 阿斯利康公司 精氨酸酶抑制剂及其使用方法
CA2835434A1 (en) 2011-05-17 2012-11-22 Velico Medical, Inc. Improved platelet storage using a sialidase inhibitor
US9788539B2 (en) 2011-05-17 2017-10-17 Velico Medical, Inc. Platelet protection solution having beta-galactosidase and sialidase inhibitors
WO2014055988A1 (en) 2012-10-05 2014-04-10 Velico Medical, Inc. Platelet additive solution having a beta-galactosidase inhibitor
WO2014120886A1 (en) 2013-01-30 2014-08-07 Velico Medical, Inc. Platelet additive solution having a self-assembling hydrogel-forming peptide
US20150365084A1 (en) * 2014-06-13 2015-12-17 Infineon Technologies Austria Ag Circuits and methods for operating a circuit

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4097472A (en) 1974-11-08 1978-06-27 Mitsubishi Chemical Industries Limited N2 -arylsulfonyl-l-argininamides and the pharmaceutically acceptable salts thereof
SU328634A1 (ru) 1971-01-05 1978-01-05 Butyrin V G Устройство дл забора проб крови у животных
SU938739A3 (ru) 1977-01-19 1982-06-23 Мицубиси Кемикал Индастриз Лимитед(Фирма) Способ получени N -арилсульфонил-L-аргининамидов или их солей
US4418052A (en) * 1980-08-12 1983-11-29 Wong Dennis W Diagnostic compositions and method for radiologic imaging of fibrinogen deposition in the body
US4980148A (en) * 1985-02-06 1990-12-25 Mallinckrodt, Inc. Methods for enhancing magnetic resonance imaging
US5011686A (en) * 1987-09-21 1991-04-30 Creative Biomolecules, Inc. Thrombus specific conjugates
ZA897515B (en) * 1988-10-07 1990-06-27 Merrell Dow Pharma Novel peptidase inhibitors
US5024829A (en) * 1988-11-21 1991-06-18 Centocor, Inc. Method of imaging coronary thrombi
US5656600A (en) * 1993-03-25 1997-08-12 Corvas International, Inc. α-ketoamide derivatives as inhibitors of thrombosis
US5658885A (en) * 1993-04-27 1997-08-19 The Dupont Merck Pharmaceutical Company Amidino and guanidino substituted boronic acid inhibitors of trypsin-like enzymes
GB9318637D0 (en) 1993-09-08 1993-10-27 Ferring Res Ltd Enzyme inhibitors
US5466811A (en) * 1994-07-18 1995-11-14 Merck & Co., Inc. Dioxolenylmethyl carbamates pro moieties for amine drugs
DE69526677T2 (de) * 1994-12-13 2002-12-05 Corvas Int Inc Aromatische heterocyclische derivate als enzyminhibitoren
US5658930A (en) * 1994-12-13 1997-08-19 Corvas International, Inc. Aromatic heterocyclic derivatives as enzyme inhibitors
US5656645A (en) * 1994-12-13 1997-08-12 Corvas International, Inc. Aromatic heterocyclic derivatives as enzyme inhibitors
WO1997001338A1 (en) * 1995-06-27 1997-01-16 Merck & Co., Inc. Pyridinone-thrombin inhibitors
CA2245811A1 (en) * 1996-02-22 1997-08-28 Merck & Co., Inc. Pyridinone thrombin inhibitors
ATE341317T1 (de) 1996-03-29 2006-10-15 Ortho Mcneil Pharm Inc Amidinohydrazone als protease-inhibitoren
TW499412B (en) 1996-11-26 2002-08-21 Dimensional Pharm Inc Aminoguanidines and alkoxyguanidines as protease inhibitors
TWI222441B (en) * 1997-11-26 2004-10-21 Dimensional Pharm Inc Heteroaryl aminoguanidines and alkoxyguanidines and their use as protease inhibitors
ATE461210T1 (de) * 1998-06-11 2010-04-15 Ortho Mcneil Pharm Inc Pyrazine protease inhibitore
AU5046600A (en) 1999-05-27 2000-12-18 3-Dimensional Pharmaceuticals, Inc. Oxazaheterocycles as protease inhibitors
WO2001004117A1 (en) 1999-07-09 2001-01-18 3-Dimensional Pharmaceuticals, Inc. Heteroaryl protease inhibitors and diagnostic imaging agents
US6236492B1 (en) * 1999-08-03 2001-05-22 Crystal Corporation Electrode with a balanced centroid, soft edges and an apodization ratio greater than one

Also Published As

Publication number Publication date
AR016702A1 (es) 2001-07-25
US6350764B2 (en) 2002-02-26
EA004180B1 (ru) 2004-02-26
US7402586B2 (en) 2008-07-22
US20040106633A1 (en) 2004-06-03
CA2311969A1 (en) 1999-06-03
BR9815325A (pt) 2001-12-26
US6566379B1 (en) 2003-05-20
DE69836346T2 (de) 2007-05-24
ATE344246T1 (de) 2006-11-15
AU1799199A (en) 1999-06-15
TWI222441B (en) 2004-10-21
WO1999026926A1 (en) 1999-06-03
US6037356A (en) 2000-03-14
US6706021B2 (en) 2004-03-16
DE69836346D1 (de) 2006-12-14
US6245763B1 (en) 2001-06-12
EP1036063A1 (en) 2000-09-20
US20030087921A1 (en) 2003-05-08
ES2274587T3 (es) 2007-05-16
US6472399B2 (en) 2002-10-29
EA200000578A1 (ru) 2001-02-26
US20030225115A1 (en) 2003-12-04
EP1036063B1 (en) 2006-11-02
US20020007070A1 (en) 2002-01-17
US20060211719A1 (en) 2006-09-21
JP2001524467A (ja) 2001-12-04
PL340560A1 (en) 2001-02-12
US20020086872A1 (en) 2002-07-04
US7029654B2 (en) 2006-04-18

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