ME00381B - Tri-peptidi kao inhibitori hepatitisa c - Google Patents
Tri-peptidi kao inhibitori hepatitisa cInfo
- Publication number
- ME00381B ME00381B MEP-2008-585A MEP58508A ME00381B ME 00381 B ME00381 B ME 00381B ME P58508 A MEP58508 A ME P58508A ME 00381 B ME00381 B ME 00381B
- Authority
- ME
- Montenegro
- Prior art keywords
- alkyl
- group
- substituted
- amino
- optionally substituted
- Prior art date
Links
- 239000003112 inhibitor Substances 0.000 title claims 2
- 208000006454 hepatitis Diseases 0.000 title 1
- 231100000283 hepatitis Toxicity 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract 182
- 125000003368 amide group Chemical group 0.000 claims abstract 92
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 88
- 150000001875 compounds Chemical class 0.000 claims abstract 79
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 57
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 55
- 150000001408 amides Chemical class 0.000 claims abstract 54
- 125000003118 aryl group Chemical group 0.000 claims abstract 54
- 150000002148 esters Chemical class 0.000 claims abstract 53
- 150000003839 salts Chemical class 0.000 claims abstract 53
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 50
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 47
- 125000002252 acyl group Chemical group 0.000 claims abstract 31
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims abstract 30
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims abstract 24
- 229910052736 halogen Inorganic materials 0.000 claims abstract 21
- 125000005843 halogen group Chemical group 0.000 claims abstract 19
- 150000002367 halogens Chemical group 0.000 claims abstract 15
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims abstract 14
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims abstract 11
- 125000004001 thioalkyl group Chemical group 0.000 claims abstract 10
- 125000001188 haloalkyl group Chemical group 0.000 claims abstract 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 8
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 8
- 125000004966 cyanoalkyl group Chemical group 0.000 claims abstract 7
- 229910052799 carbon Inorganic materials 0.000 claims abstract 6
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims abstract 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims abstract 3
- AEOCXXJPGCBFJA-UHFFFAOYSA-N ethionamide Chemical compound CCC1=CC(C(N)=S)=CC=N1 AEOCXXJPGCBFJA-UHFFFAOYSA-N 0.000 claims abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 3
- 230000003287 optical effect Effects 0.000 claims abstract 3
- 229920006395 saturated elastomer Polymers 0.000 claims abstract 3
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims abstract 2
- 125000003277 amino group Chemical group 0.000 claims 44
- 125000003545 alkoxy group Chemical group 0.000 claims 41
- -1 hydroxy, carboxyl Chemical group 0.000 claims 33
- 125000000753 cycloalkyl group Chemical group 0.000 claims 25
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 22
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 9
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 6
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 5
- 102220470957 Amiloride-sensitive sodium channel subunit delta_R21A_mutation Human genes 0.000 claims 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 239000003795 chemical substances by application Substances 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 238000002360 preparation method Methods 0.000 claims 4
- 125000001391 thioamide group Chemical group 0.000 claims 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 4
- 229920002554 vinyl polymer Polymers 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 125000006239 protecting group Chemical group 0.000 claims 3
- 125000006083 1-bromoethyl group Chemical group 0.000 claims 2
- 125000005999 2-bromoethyl group Chemical group 0.000 claims 2
- 125000005979 2-naphthyloxy group Chemical group 0.000 claims 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 2
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical group [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 208000010710 hepatitis C virus infection Diseases 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 229940079322 interferon Drugs 0.000 claims 2
- 239000000543 intermediate Substances 0.000 claims 2
- 108090000765 processed proteins & peptides Proteins 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000004963 sulfonylalkyl group Chemical group 0.000 claims 2
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- PAJPWUMXBYXFCZ-UHFFFAOYSA-N 1-aminocyclopropanecarboxylic acid Chemical group OC(=O)C1(N)CC1 PAJPWUMXBYXFCZ-UHFFFAOYSA-N 0.000 claims 1
- TXHAHOVNFDVCCC-UHFFFAOYSA-N 2-(tert-butylazaniumyl)acetate Chemical compound CC(C)(C)NCC(O)=O TXHAHOVNFDVCCC-UHFFFAOYSA-N 0.000 claims 1
- 239000004471 Glycine Substances 0.000 claims 1
- 241000711549 Hepacivirus C Species 0.000 claims 1
- 208000005176 Hepatitis C Diseases 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 102000014150 Interferons Human genes 0.000 claims 1
- 108010050904 Interferons Proteins 0.000 claims 1
- 102000005741 Metalloproteases Human genes 0.000 claims 1
- 108010006035 Metalloproteases Proteins 0.000 claims 1
- 108060004795 Methyltransferase Proteins 0.000 claims 1
- 102220479492 NAD(+) hydrolase SARM1_R22A_mutation Human genes 0.000 claims 1
- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical compound N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000002015 acyclic group Chemical group 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000005907 alkyl ester group Chemical group 0.000 claims 1
- DKNWSYNQZKUICI-UHFFFAOYSA-N amantadine Chemical compound C1C(C2)CC3CC2CC1(N)C3 DKNWSYNQZKUICI-UHFFFAOYSA-N 0.000 claims 1
- 229960003805 amantadine Drugs 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 239000012752 auxiliary agent Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000002704 decyl group Chemical group [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])* 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Chemical group 0.000 claims 1
- 150000003148 prolines Chemical class 0.000 claims 1
- 230000010076 replication Effects 0.000 claims 1
- 229960000329 ribavirin Drugs 0.000 claims 1
- HZCAHMRRMINHDJ-DBRKOABJSA-N ribavirin Natural products O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1N=CN=C1 HZCAHMRRMINHDJ-DBRKOABJSA-N 0.000 claims 1
- 229910052717 sulfur Chemical group 0.000 claims 1
- 239000011593 sulfur Chemical group 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 150000003573 thiols Chemical class 0.000 claims 1
- 125000004665 trialkylsilyl group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
-
- 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
- C07K5/08—Tripeptides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- A61K38/19—Cytokines; Lymphokines; Interferons
- A61K38/21—Interferons [IFN]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
-
- 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
- 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
- C07D207/16—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
- 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
-
- 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
- C07D403/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- 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
- 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
-
- 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
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
-
- 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
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0808—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
-
- 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
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/081—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing O or S as heteroatoms, e.g. Cys, Ser
-
- 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
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0812—Tripeptides with the first amino acid being neutral and aromatic or cycloaliphatic
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
- C12P41/005—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of carboxylic acid groups in the enantiomers or the inverse reaction
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Zoology (AREA)
- Biophysics (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Virology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biotechnology (AREA)
- Epidemiology (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Gastroenterology & Hepatology (AREA)
- Immunology (AREA)
- Analytical Chemistry (AREA)
- Pulmonology (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Racemati, dijastereoizomeri i optički izomeri jedinjenja formule (I) u kojoj B jeste H, grupa C6 ili C10 aril, C7-16 aralkil; Het ili (niži alkil)-Het, svaka od njih eventualno supstituisana sa c1-6 alkilom; C1-6 alkoksi; C1-6 alkanoil; hidroksi; hidroksialkil; halogena; halogenoalkil; nitro; cijana;, cijanoalkil; amino eventualno supstituisana sa C1-6 alkilom; amido; ili (niži alkil) amid; ili, B jeste acil derivat formule R4-C(O)-; karboksil formule R4-0-C(O)-; amid formule R4-N(R5)-C(O)-; tioamid formule R4-N (R5)-C(S)-; ili sulfonil formule R4-SO2; R5 je H ili C1-6 alkil; aY jeste H ili C1-6 alkil; R3 jeste C1-8 alkil, C3-7 cikloalkil, ili C4-10 alkilcikloalkil, sve eventualno supstituisane sa grupom hidroksi, C1-6 alkoksi, C1-6 tioalkil, amida, (niži alkil) amid, C6 ili C10 aril, ili C7-16 aralkil; R2 jeste CH2 –R20, NH –R20, O –R20 ili S –R20, gde R20 jeste zasićena ili nezasićena C3-7 cikloalkil ili C4-10 (alkilcikloalkil) grupa, sve eventualno mono-, di- ili tri-supstituisane sa R21, ili, R20 jeste C6 ili C10 aril ili C17-14 aralkil grupa, eventualno supstituisane, ili, R20 jeste Het ili (niži alkil)-Het, obe eventualno supstituisane, Het ili (niži alkil)-Het; karboksil; karboksi(niži alkil); C6 ili C10 aril, C7-14 aralkil ili Het, a pomenute aril, aralkil ili Het su eventualno supstituisani; a R 1 je H; C1-6 alkil, C3-7 cikloalkil, C2-6 alkenil, ili C2-6 alkinil, sve eventualno supstituisane sa halogenom; ili njegova farmaceutski prihvatljiva 20 so ili estar.
Claims (79)
1.Jedinjenje formule (I), njegovi racemati, dijastereoizomeri i optički izomeri formule u kojoj B je H, grupa C6 ili C10 aril, C7.1B aralkil; Het ili (niži alkil)-Het, svaka od njih eventualno supstituisana sa C^g alkilom; C^.g alkoksi; Cj.g alkanoil; hidroksi; hidroksialkil; halogeno; halogenoalkil; nitro; cijano; cijanoalkil; amino grupa eventualno supstituisana sa C].6 alkilom; amido; ili (niži alkil)amid; ili, B je karboksil formule R4-0-C(0)-; amid formule R4-N(Rs)-C(0)-; tioamid formule R4-N(R5)-C(S)-; ili sulfonil formule Rj-SC^gde R4 je grupa, (i) C^o alkil eventualno supstituisana sa grupom karboksil, C^g alkanoil, hidroksi, C]_6 alkoksi, amino eventualno mono- ili di-supstituisanom sa Ci_6 alkilom, amido ili (niži alkil)amid; (ii)C3.7 cikloalkil, C3.7 cikloalkoksi, ili C440 alkilcikloalkil, sve eventualno supstituisane sa grupom hidroksi, karboksil, (C^g alkoksi)karbonil, amino eventualno mono- ili di-supstituisanom sa Q.g alkilom, amido, ili (niži alkil)amid; (iii)amino eventualno mono- ili di-supstituisana sa Cj.g alkilom; amido; ili (niži alkil)amid; (iv)Cg ili Cjo aril ili C7.16 aralkil, sve eventualno supstituisane sa grupom C^g alkil, hidroksi, amido, (niži alkil)amid, ili amino eventualno mono- ili di-supstituisanom sa Cj.g alkilom; ili (v)Het ili (niži alkil)-Het, obe eventualno supstituisane sa grupom C^g alkil, hidroksi, amido, (niži alkil) amid, ili amino eventualno mono- ili di-supstituisanom sa Cj.g alkilom; R5 je H ili Cj.6 alkil; ili B je acil derivat formule I?4-C(0)-; gde R4 je grupa, (i) C^o alkil eventualno supstituisana sa grupom karboksil, Cj.g alkanoil, hidroksi, C^g alkoksi, ili amino eventualno mono- ili di-supstituisanom sa Ci_g alkilom; (ii)C3.7 cikloalkil, C3.7 cikloalkoksi, ili C^o alkilcikloalkil, sve eventualno supstituisane sa grupom hidroksi, karboksil, alkoksi) karbonil, ili amino eventualno mono- ili di-supstituisanom sa Cj.g alkilom; (iii)amino eventualno mono- ili di-supstituisana sa Ci_g alkilom; (iv)C6 ili C10 aril ili C7.16 aralkil, sve eventualno supstituisane sa grupom Ci„6 alkil, hidroksi, ili amino eventualno mono- ili di- supstituisanom sa Ci_6 alkilom; ili (v)Het ili (niži alkil)-Het, obe eventualno supstituisane sa grupom alkil, hidroksi, ili amino eventualno mono- ili di-supstituisanom sa Ci_6 alkilom; uz uslov, da kada B jeste amid ili tioamid, R4 nije cikloalkoksi grupa; a Y je H ili Cj.g alkil grupa; R3 je C^g alkil, C3.7 cikloalkil, ili C440 alkilcikloalkil, sve eventualno supstituisane sa grupom hidroksi, Cj.g alkoksi, Cj.g tioalkil, amido, (niži alkil) amido, Cg ili C10 aril, ili C7.16 aralkil; R2 je CH2 -R2o» NH -R20,0 -R20 ili S -R20, gde R20 jeste zasićena ili nezasićena C3.7 cikloalkil ili C4_10 (alkilcikloalkil) grupa, od kojih su sve eventualno mono- , di- ili tri-supstituisane sa R21, ili, R2o je C6 ili C10 aril ili C7.14 aralkil grupa, sve eventualno mono-, di- ili tri- supstituisane sa R2i, ili, R2o je Het ili (niži alkil)-Het, obe eventualno mono-, di- ili tri- supstituisane sa R2i, gde je svaka R24 nezavisno, grupa C4.g alkil; C4.6 alkoksi; niži tioalkil; sulfonil; N02; OH; SH; halogeno; halogenoalkil; amino eventualno mono- ili di-supstituisana sa grupom Cj.g alkil, C6 ili Cio aril, C7.14 aralkil, Het ili (niži alkil)-Het; amido eventualno mono-supstituisana sa grupom Cj.g alkil, C6 ili C10 aril, C7.]4 aralkil, Het ili (niži alkil)-Het; karboksil; karboksi(niži alkil); C6 ili C4o aril, C7.i4 aralkil ili Het, a pomenute aril, aralkil ili Het grupe su eventualno supstituisane sa R22; gde R22 je grupa C^g alkil; C3.7 cikloalkil; C^g alkoksi; amino eventualno mono- ili di-supstituisana sa C4.g alkilom; sulfonil; (niži alkil) sulfonil; N02; OH; SH; halogeno; halogenoalkil; karboksil; amid; (niži alkil) amid; ili Het eventualno supstituisan sa Ci_6 alkilom, R1 je H; grupa Cj.6 alkil, C3.7 cikloalkil, alkenil, ili C2.g alkinil, sve eventualno supstituisane sa halogenom; gde (niži) alkil, ili sam ili u kombinaciji sa drugim substituentom, označava ađklični, pravi ili razgranati lanac alkil supstituenata koji sadrže od 1 do 6 atoma ugljenika; amino aralkil, ili sam ili u kombinaciji sa drugim radikalom, označava amino grupu supstituisanu sa C746 aralkil grupom; (niži alkil)amid, ili sam ili u kombinaciji sa drugim radikalom, označava mono supstituisani amid sa Cj.g alkilom; karboksi (niži) alkil, ili sam ili u kombinaciji sa drugim radikalom, označava karboksilnu grupu (COOH) povezanu sa (nižom) alkil grupom kao što je gore definisano; Het je monovalentni radikal izveden uklanjanjem vodonika iz peto-, šesto- ili sedmočlanog zasićenog ili ne zasićenog (uključujući aromatičnog) heterocikla koji sadrži od jednog do četiri heteroatoma odabrana od azota, kiseonika ili sumpora, ili heterocikla kao što je gore definisano spojenog na jedan iE više drugih cikE; i (niži alkil)-Het je heterociklični radikal kao stoje gore definisano za Het vezan preko ravne iE razgranate alkil grupe, gde alkil kao što je gore definisano sadrži od 1 do 6 atoma ugljenika; iE njegova farmaceutski prihvatljiva so iE estar.
2.Jedinjenje formule I, prema zahtevu 1, iE njegova farmaceutski prihvatljiva so iE estar, gde Bje grupa C6 ili Cj0 aril, C7„16 aralkil, sve eventualno supstituisane sa grupom Ci_6 alkil, Cj.g alkoksi, C]_6 alkanoil, hiđroksi, hidroksialkil, halogeno, halogenoalkil, nitro, cijano, cijanoalkil, amido, (niži alkil) amido, iE amino, eventualno supstituisana sa C^g alkilom; iE B je grupa Het iE(niži alkil)-Het, sve eventualno supstituisane sa grupom Cw alkil, Cw alkoksi, Cw alkanoil, hiđroksi, hidroksialkil, halogeno, halogenoaEđl, nitro, cijano, cijanoaUdl, amido, (niži alkil) amido, iE amino grupa eventualno supstituisana sa C^g alkilom.
3.Jedinjenje formule I, prema zahtevu 1, iE njegova farmaceutski prihvatljiva so iE estar, gde B je R4-SO2, gde R4 jeste alkil; amido; (niži alkil) amid; C6 iE Cjo aril, C744 aralkil iE Het, sve eventualno supstituisane sa alkilom.
4.Jedinjenje formule I, prema zahtevu 1, iE njegova farmaceutski prihvatljiva so iE estar, gde B je acil derivat formule R4*C(0)-, gde je R4 grupa (i)C^o alkil eventualno supstituisana sa grupom karboksil, hiđroksi ili C]_6 alkoksi, ili amino grupom eventualno mono- ili di-supstituisanom sa Cj.g alkilom; (ii)C3.7 cikloalkil, ili C440 alkilcikloalkil, obe eventualno supstituisane sa grupom hiđroksi, karboksil, (Ci.g alkoksi)karbonil, ili amino grupom eventualno mono- ili di-supstituisanom sa Cj.g alkilom; (iv)C6 ili Cio aril ili C7_16 aralkil, sve eventualno supstituisane sa grupom Ci_6 alkil, hiđroksi, ili amino grupom eventualno supstituisanom sa C^g alkilom; (v)Het ili (niži alkil)-Het, obe eventualno supstituisane sa grupom Ci_6 alkil, hiđroksi, ili amino grupa eventualno supstituisana sa C^g alkilom.
5.Jedinjenje formule I, prema zahtevu 1, ili njegova farmaceutski prihvatljiva so ili estar, gde Bje karboksil formule I?4-0-C(0)-, gde je R4 grupa (i)Ci_i0 alkil eventualno supstituisana sa grupom karboksil, Ci.g alkanoil, hiđroksi, C].6 alkoksi, amino eventualno mono- ili di- supstituisanom sa grupom C^g alkil, amido ili (niži alkil) amid; (ii)C3.7 cikloalkil, C^o alkilcikloalkil, sve eventualno supstituisane sa grupom karboksil, (Cj.g alkoksi) karbonil, amino eventualno mono- ili di- supstituisanom sa grupom C^g alkil, amido ili (niži alkil)amid; (iv)C6 ili Cio aril ili C7_16 aralkil, eventualno supstituisane sa grupom Ci_g alkil, hiđroksi, amido, (niži alkil) amido, ili amino grupom eventualno mono- ili di-supsti-tuisanom sa C^g alkilom; ili (v)Het ili (niži alkil)-Het, obe eventualno supstituisane sa grupom Ci_6 alkil, hiđroksi, amino eventualno mono- ili di-supstituisanom sa grupom Cj.g alkil, amido ili (niži alkil) amido.
6.Jedinjenje formule I, prema zahtevu 1, ili njegova farmaceutski prihvatljiva so ili estar, gde B je amid formule R4-N(Rs)-C(0)-, gde je R* grupa (0 C1-10 alkil eventualno supstituisana sa grupom karboksil, Ci.g alkanoil, hiđroksi, Cj.g alkoksi, amido, (niži alkil) amido, ili amino grupom eventualno mono- ili di-supstituisanom sa C^g alkilom; (ii)C3.7 cikloalkil ili C^o alkilcikloalkil, sve eventualno supstituisane sa grupom karboksil, (C^g alkoksi)karbonil, amido, (niži alkil) amido, ili amino grupom even-tualno mono- ili di-supstituisanom sa C^g alkilom; (iii)amino eventualno mono- ili di-supstituisana sa Ci_3 alkilom; (iv)Cg ili Cjo aril ili C7.16 aralkil, sve eventualno supstituisane sa grupom C^g alkil, hiđroksi, amido, (niži alkil) amid, ili amino grupom eventualno supstituisanom sa C^g alkilom; ili (v) Het ili (niži alkil)-Het, obe eventualno supstituisane sa grupom Ci_6 alkil, hidroksi, amino eventualno supstituisanom sa grupom Cj.g alkil, amido ili (niži alkil) amid; a Rsje H ili metil grupa.
7.Jedinjenje formule I, prema zahtevu 1, ili njegova farmaceutski prihvatljiva so ili estar, gde B je tioamid formule Rj-NH-CfS)-, gde je R4 grupa (i)C140 alkil eventualno supstituisan sa grupom karboksil, Cj.g alkanoil ili Cj.g alkoksi; (ii)C3.7 cikloalkil ili C^io alkilcikloalkil, sve supstituisane sa grupom karboksil, (Ci_g alkoksi)karbonil, amino ili amido.
8.Jedinjenje formule I, prema zahtevu 2, ili njegova farmaceutski prihvatljiva so ili estar, gde B je grupa Cg ili Cjo aril eventualno supstituisana sa grupom Cj.g alkil, Ci_6 alkoksi, Ci_g alkanoil, hidroksi, hidroksialkil, halogeno, halogenoalkil, nitro, cijano, cijanoalkil, amido, (niži alkil) amid, ili amino grupom eventualno mono- ili di-supstituisanom sa Ci_g alkilom.
9.Jedinjenje formule I, prema zahtevu 2, ili njegova farmaceutski prihvatljiva so ili estar, gde B je Het grupa, eventualno supstituisana sa grupom Cj.g alkil, Cj. 6 alkoksi, C^g alkanoil, hidroksi, halogeno, amido, (niži alkil) amid, ili amino grupom eventualno mono- ili di- supstituisanom sa Ci_6 alkilom.
10.Jedinjenje formule I, prema zahtevu 4, ili njegova farmaceutski prihvatljiva so ili estar, gde B je acil derivat formule R4-C(0)- gde je R4 grupa (i)C140 alkil eventualno supstituisana sa grupom karboksil, hidroksi ili Cj.g alkoksi; ili (ii)C3.7 cikloalkil ili C^o alkilcikloalkil, obe eventualno supstituisane sa grupom hidroksil, karboksil, (C^g alkoksi)karbonil, ili (iv)Cg ili Cio aril Hi C7.16 aralkil, sve eventualno supstituisane sa grupom Ci_6 alkil, hidroksi, ili (v)Het, eventualno supstituisana sa grupom C^g alkil, hidroksi, amido ili amino.
11.Jedinjenje formule I, prema zahtevu 5, ili njegova farmaceutski prihvatljiva so ili estar, gde B je karboksil formule Ri-O-CfO)-, gde je Rj grupa (0 C1-10 alkil eventualno supstituisan sa grupom karboksil, Ci_6 alkanoil, hidroksi, Ci_6 alkoksi ili amido, (niži alkil)amid, amino grupom eventualno mono- ili di-supstituisanom sa Cj.g alkilom; (ii) C3.7 cikloalkil, C440 alkilcikloalkil, sve eventualno supstituisane sa grupom karboksil, (Cj.g alkoksi)karbonil, amido, (niži alkil)amid, amino grupom eventualno mono- ili di-supstituisanom sa C^g alkilom, ili (iv) C6 ili Cio aril Hi C7.16 aralkil, sve eventualno supstituisane sa grupom Ci_6 alkil, hidroksi, amino grupom eventualno supstituisanom sa C^e alkilom; ili (v) Het ili (niži alkil)-Het, obe eventualno supstituisane sa grupom Cj.g alkil, hidroksi, amido, ili amino grupom eventualno mono-supstituisanom sa Cj.g alkilom.
12.Jedinjenje formule I, prema zahtevu 6, ili njegova farmaceutski prihvatljiva so ili estar, gde B je amid formule R4-N(R5)-C(0)-, gde je R4 grupa (i)C|.10 alkil eventualno supstituisana sa grupom karboksil, C^g alkanoil, hidroksi, Cx.g alkoksi, amido, (niži alkil)amid, amino grupom eventualno mono- ili di-supstituisanom sa Cs_6 alkilom; (ii)C3.7 cikloalkil ili C4.10 alkilcikloalkil, sve eventualno supstituisane sa grupom karboksil, (C^g alkoksi)karbonil, amido, (niži alkil)amid, amino grupom eventualno mono- ili di-supstituisanom sa Cj.g alkilom; (iii)amino grupa eventualno mono- ili di-supstituisana sa Ci_3 alkilom, ili (iv)Cg ili C10 aril ili C7.16 aralkil, sve eventualno supstituisane sa grupom Ci_g alkil, hidroksi, amino ili amido eventualno supstituisanom sa Cj.g alkilom; ili (v)Het eventualno supstituisan sa grupom Ci.6 alkil, hidroksi, amino ili amido, a R5 je H.
13.Jedinjenje formule I, prema zahtevu 7, ili njegova farmaceutski prihvatljiva so ili estar, gde B je tioamid formule Rj-NH-CtS)-; gde je R4 grupa (i) CM0 alkil; ili (ii) C3.7 cikloalkil.
14.Jedinjenje formule I, prema zahtevu 12, ili njegova farmaceutski prihvatljiva so ili estar, gde B je amid formule R4-NH-C (0)-, gde je R4 grupa (0 C1-10 alkil eventualno supstituisana sa grupom karboksil, Cj.g alkanoil, hidroksi, alkoksi, amido, (niži alkil) amid, amino grupom eventualno mono- ili di-supstituisanom sa Cj.g alkilom; (ii) Cg.7 cikloalkil ili C440 alkilcikloalkil, sve eventualno supstituisane sa grupom karboksil, (Cj.g alkoksi)karbonil, amido, (niži alkil)amid, amino grupom eventualno mono- ili di- supstituisanom sa C^g alkilom; (iv) Cg ili C10 aril ili C7.16 aralkil eventualno supstituisana sa grupom Ci_g alkil, hidroksi, amino ili amido.
15.Jedinjenje formule I, prema zahtevu 1, ili njegova farmaceutski prihvatljiva so ili estar, gde Bje
16.Jedinjenje formule I, prema zahtevu 1, ili njegova farmaceutski prihvatljiva so ili estar, gde Y je H ili metil.
17.Jedinjenje formule I, prema zahtevu 16, ili njegova farmaceutski prihvatljiva so ili estar, gde Y je H.
18.Jedinjenje formule I, prema zahtevu 1, ili njegova farmaceutski prihvatljiva so ili estar, gde R3 je grupa Cj.g alkil, C3.7 cikloalkil, ili C440 alkilcikloalkil, sve eventualno supstituisane sa grupom hidroksi, C4_g alkoksi, C4.g tioalkil, acetamido, Cg ili C4o aril ili C7.ig aralkil.
19.Jedinjenje formule 1, prema zahtevu 18, ili njegova farmaceutski prihvatljiva so ili estar, gde R3 je bočni lanac fe/r-butil-glicina (Tbg), Ile, Val, Chg ili:
20.Jedinjenje formule I, prema zahtevu 19, ili njegova farmaceutski prihvatljiva so ili estar, gde R3 je bočni lanac Tbg, Chg ili Val.
21.Jedinjenje formule I, prema zahtevu 1, ili njegova farmaceutski prihvatljiva so ili estar, gde R2 je S-R20 ili O-R20, gde R2o jeste C6 ili Cjo aril, C7.16 aralkil, Het ili -CH2-Het, sve grupe eventualno mono-, di- ili tri-supstituisane sa R2i, gde R2i je grupa C4_6 alkil; C^g alkoksi; niži tioalkil; amino eventualno mono- ili di-supstituisane sa grupom Ci_6 alkil, amido eventualno mono- supstituisan sa grupom Cj.g alkil, C6 ili C10 aril, C7_14 aralkil, Het ili (niži alkil)-Het grupom; N02; OH; halogeno; trifluorometil; karboksil; C6 ili C4o aril, C7_i4 aralkil, ili Het, a pomenute aril, aralkil ili Het eventualno su supstituisane sa R22, gde R22 je grupa C|.fi alkil; Cg_7 cikloalkil; C^g alkoksi; amino eventualno mono- ili di-supstituisane sa C^g alkilom; (niži alkil) amid; sulfonilalkil; N02; OH; halogeno; trifluorometil; karboksil ili Het.
22.Jedinjenje formule I, prema zahtevu 21, ili njegova farmaceutski prihvatljiva so ili estar, gde R24 jeste grupa Cj.g alkil; Cj.g alkoksi; amino; di-(niži alkil)amino; (niži alkil)amid; C6 ili C10 aril, ili Het, a pomenute aril ili Het eventualno su supstituisane sa R22, gde R22 jeste grupa C^g alkil; C3_7 cikloalkil; C^g alkoksi; amino; mono- ili di(niži alkil)amino; amido; (niži alkil)amid; halogeno; trifluoromelil ili Het.
23.Jedinjenje formule I, prema zahtevu 22, ili njegova farmaceutski prihvatljiva so ili estar, gde R22 jeste grupa C^g alkil; Ci_g alkoksi; halogeno; amino eventualno mono- ili di- supstituisana sa nižim alkilom; amido; (niži alkil)amid; ili Het.
24.Jedinjenje formule I, prema zahtevu 1, ili njegova farmaceutski prihvatljiva so ili estar, gde R22 jeste grupa metil; etil; izopropil, terc-butil; metoksi; hloro; amino eventualno mono- ili di-supstituisana sa nižim alkilom; amido, (niži alkil) amid; ili (niži alkil) 2-tiazol.
25.Jedinjenje formule I, prema zahtevu 21, ili njegova farmaceutski prihvatljiva so ili estar, gde R2 je odabran iz grupe koju čine:
26.Jedinjenje formule I, prema zahtevu 21, ili njegova farmaceutski prihvatljiva so ili estar, gde R2 je grupa 1-naftilmetoksi; 2-naftilmetoksi; benziloksi, 1- naftiloksi; 2-naftiloksi; ili hinolinoksi, nesupstituisana, mono- ili di- supstituisana sa R21 kao što je definisano u zahtevu 21.
27.Jedinjenje formule I, prema zahtevu 26, ili njegova farmaceutski prihvatljiva so ili estar, gde R2 je grupa 1-naftilmetoksi; ili hinolinoksi, nesupstituisana, mono- ili di-supstituisana sa R21 kao što je definisano u zahtevu 21.
28.Jedinjenje formule I, prema zahtevu 27, ili njegova farmaceutski prihvatljiva so ili estar, gde R2 je odabran iz grupe koja se sastoji od:
29.Jedinjenje formule I, prema zahtevu 26, ili njegova farmaceutski prihvatljiva so ili estar, gde R2 je: gde je R21A grupa Ci_6 alkil; Ci.g alkoksi; niži tioalkil; halogeno; amino eventualno mono-supstituisana sa C].g alkilom; ili Cg ili Cjo aril, C745 aralkil, ili Het, a pomenuti aril, aralkil ili Het eventualno su supstituisani sa R22, gde je R22 grupa alkil, C^g alkoksi, amido, (niži alkil)amid, amino eventualno mono- ili di-supstituisana sa C^g alkilom, ili Het; a R21B je grupa C^g alkil, Cj.g alkoksi, amino, difC^g alkil)amino, (niži alkil) amid, NO2, OH, halogeno, trifluorometil ili karboksil.
30.Jedinjenje formule I, prema zahtevu 29, ili njegova farmaceutski prihvatljiva so ili estar, gde je R21A grupa Cg ili C10 aril ili Het, sve eventualno supstituisane sa R22 kao što je definisano u zahtevu 29.
31.Jedinjenje formule I, prema zahtevu 30, ili njegova farmaceutski prihvatljiva so ili estar, gde je R21A odabran iz grupe koju čine:
32.Jedinjenje formule I, prema zahtevu 29, ili njegova farmaceutski prihvatljiva so ili estar, gde R2 je: gde R22A je C^g alkil; C^g alkoksi; ili halogeno; a R2ib je Cj.g alkil, C^g alkoksi, amino, di(niži alkil) amino, (niži alkil)amid, N02, OH, halogeno, trifluorometil, ili karboksil grupa.
33.Jedinjenje formule I, prema zahtevu 29, ili njegova farmaceutski prihvatljiva so ili estar, gde R2 je: gde je R22B grupa C^g alkil, amino grupa eventualno mono-supstituisana sa grupom C^g alkil, amido, ili (niži alkil) amidom; a R21B je grupa Cj.g alkil, C^g alkoksi, amino, di(niži alkil)amino, (niži alkil)amid, NO2, OH, halogeno, trifluorometil ili karboksil.
34.Jedinjenje formule I, prema zahtevu 32 ili 33, ili njegova farmaceutski prihvatljiva so ili estar, gde R21B je grupa Ci_6 alkoksi, ili di (niži alkil) amino.
35.Jedinjenje formule I, prema zahtevu 32 ili 33, ili njegova farmaceutski prihvatljiva so ili estar, gde R21B je metoksi.
36.Jedinjenje formule I, prema zahtevu 1, ili njegova farmaceutski prihvatljiva so ili estar, gde P1 je ciklobutil ili ciklopropil prsten, oba eventualno supstituisana sa Ri, gde Ri je H, Cw alkil, C3.5 cikloalkil, ili C2.4 alkenil, sve eventualno supstituisane sa halogenom.
37.Jedinjenje formule I, prema zahtevu 36, ili njegova farmaceutski prihvatljiva so ili estar, gde P1 je ciklopropil a Rj je etil, vinil, ciklopropil, 1 ili 2-bromoetil ili 1 ili 2-bromovinil.
38.Jedinjenje formule I, prema zahtevu 37, ili njegova farmaceutski prihvatljiva so ili estar, gde Ri je vinil.
39.Jedinjenje formule I, prema zahtevu 37, ili njegova farmaceutski prihvatljiva so ili estar, gde je Rj na ugljeniku 2 orijentisan syn u odnosu na karbonil u položaju 1, prikazano pomoću radikala:
40.Jedinjenje formule I, prema zahtevu 37, ili njegova farmaceutski prihvatljiva so ili estar, gde je Ri u položaju 2 orijentisan anti u odnosu na karbonil u položaju 1, prikazano pomoću radikala:
41.Jedinjenje formule I, prema zahtevu 37, ili njegova farmaceutski prihvatljiva so ili estar, gde ugljenik 1 ima R konfiguraciju:
42.Optički izomer jedinjenja formule I, prema zahtevu 41, ili njegova farmaceutski prihvatljiva so ili estar, gde pomenuti Ri supstituent i karbonil jesu u syn orijentaciji sa sledećom apsolutnom konfiguracijom:
43.Jedinjenje formule I, prema zahtevu 42, ili njegova farmaceutski prihvatljiva so ili estar, gde Ri je etil, stoga asimetrični atomi ugljenika u položajima 1 i 2 imaju R,R konfiguraciju.
44.Jedinjenje formule I, prema zahtevu 42, ili njegova farmaceutski prihvatljiva so ili estar, gde Rj je vinil, stoga asimetrični atomi ugljenika u položajima 1 i 2 imaju R,S konfiguraciju.
45.Jedinjenje formule I, prema zahtevu 1, ili njegova farmaceutski prihvatljiva so ili estar, gde B je grupa Cq ili Cjo aril ili Cy.16 aralkil, sve eventualno supstituisane sa grupom Cj.6 alkil, C^6 alkoksi, Cj_6 alkanoil, hidroksi, hiđroksialkil, halogeno, halogenoalkil, nitro, cijano, cijanoalkil, amido, (niži alkil) amido, ili amino grupom eventualno supstituisanom sa Ci_6 alkilom; ili Het ili (niži alkil)-Het, sve eventualno supstisuisane sa grupom Cj.g alkil, Cj_6 alkoksi, Cj.6 alkanoil, hidroksi, hiđroksialkil, halogeno, halogenoalkil, nitro, cijano, cijanoalkil, amido, (niži alkil) amido, ili amino eventualno supstituisanom sa Ci.g alkilom; ili B je R4-SO2 gde je R4 prvenstveno grupa amido; (niži alkil)amid; C6 ili Cjo aril, C744 aralkil ili Het, sve eventualno supstituisane sa Ci_g alkilom, ili B je acil derivat formule R4 -C(O)- gde R4 jeste grupa (i)alkil eventualno supstituisana sa grupom karboksil, hidroksi ili C^.g alkoksi, ili amino grupom eventualno mono- ili di-supstituisanom sa C1.6 alkilom; (ii)C3.7 cikloalkil ili C440 alkilcikloalkil, obe eventualno supstituisane sa grupom hidroksi, karboksil, (C^g alkoksi) kabonil, ili amino grupom eventualno mono- ili di-supstituisanom sa C^g alkilom; (iv)Cg ili Cio aril ili C7_ig aralkil, sve eventualno supstituisane sa grupom Ci_g alkil, hidroksi, ili amino grupom eventualno supstituisanom sa C^g alkilom; (v)Het ili (niži alkil)-Het, obe eventualno supstituisane sa grupom Ci.g alkil, hidroksi, amino grupom eventualno supstituisanom sa grupom Ci_6 alkil, ili amino grupa eventualno supstituisana sa C^g alkilom, ili B je karboksil formule R4 -O-C(O)-, gde R4 jeste grupa (i)Cno alkil eventualno supstituisana sa grupom karboksil, Ci.6 alkanoil, hidroksi, C^g alkoksi, amino grupom eventualno mono- ili di-supstituisanom sa grupom Ci_6 alkil, amido ili (niži alkil) amid; (ii)C3.7 cikloalkil, C440 alkilcikloalkil, sve eventualno supstituisane sa grupom karboksil, (Cj.g alkoksi) karbonil, amino grupom eventualno mono- ili di-supstituisanom sa grupom C^g alkil, amido ili (niži alkil) amid; (iv)Cg ili Cio aril ili C740 aralkil, eventualno supstituisane sa grupom Ci„6 alkil, hidroksi, amido, (niži alkil)amido, ili amino grupom eventualno mono- ili di-supstituisanom sa C^g alkilom; ili (v)Het ili (niži alkil)-Het, obe eventualno supstituisane sa grupom Ci.g alkil, hidroksi, amino grupom eventualno mono- ili di-supstituisanom sa grupom C^g alkil, amido ili (niži alkil) amido, ili B je amid formule R4-N(Rg)-C(0)-, gde R4 je grupa (i)Cj.io alkil eventualno supstituisana sa grupom karboksil, Ci.g alkanoil, hidroksi, Ci_6 alkoksi, amido, (niži alkil)amido, ili amino grupom eventualno mono- ili di-supstituisanom sa C^g alkilom; (ii)C3.7 cikloalkil ili C440 alkilcikloalkil, sve eventualno supstituisane sa grupom karboksil, (C^g alkoksi) karbonil, amido, (niži alkil) amido, ili amino grupom eventualno mono- ili di-supstituisanom sa C^g alkilom; (iii)amino eventualno mono- ili di-supstituisana sa C^ alkilom; (iv)C6 ili C10 aril ili C7.16 aralkil, sve eventualno supstituisane sa grupom Ci_6 alkil, hidroksi, amido, (niži alkil)amid, ili amino grupom eventualno supstituisanom sa Ci_g alkilom; ili (v)Het ili (niži alkil)-Het, obe eventualno supstituisane sa grupom C^g alkil, hidroksi, amino grupom eventualno supstituisanom sa grupom Cj.g alkil, amido ili (niži alkil)amid; a R5 je H ili metil grupa, ili B je tioamid formule R4-NH-C(S)-, gde R4 je grupa (i)C'i40 alkil eventualno supstituisana sa grupom karboksil, Cj_6 alkanoil ili C1.6 alkoksi; (ii)C3.7 cikloalkil ili C440 alkilcikloalkil, sve supstituisane sa grupom karboksil, (Cj.g alkoksi)karbonil, amino ili amido; Y jeste H ili metil grupa; R3 je grupa C4.g alkil, C3.7 cikloalkil, ili C^o alkilcikloalkil, sve eventualno supstituisane sa grupom hidroksi, C].g alkoksi, C^g tioalkil, acetamido, Cg ili C10 aril ili C7.16 aralkil; R2 je S-R2o ili O-R20, gde R20 jeste prvenstveno C6 ili C10 aril, C^g aralkil, Het ili -CH2-Het, sve grupe eventualno mono-, di- ili tri-supstituisane sa R21, gde R21 je grupa Ci_6 alkil; C^g alkoksi; niži tioalkil; amino ili amido eventualno mono- ili di-supstituisane sa grupom Cj.g alkil, C6 ili C10 aril, C7.16 aralkil, Het ili (niži alkil)-Het; NO2; OH; halogeno; trifluorometil; karboksil; C6 ili Cio aril, C7.ig aralkil, ili Het, a pomenute aril, aralkil ili Het eventualno su supstituisane sa R22, gde R22 je grupa C^g alkil; C3.7 cikloalkil; C^g alkoksi; amino; mono- ili di-(niži alkil)amino; (niži alkil)amid; sulfonilalkil; NO2; OH; halogeno; trifluorometil; karboksil ili Het; ili R2 je odabran iz grupe koja se sastoji od: ili R2 je 1-naftilmetoksi; 2-naftilmetoksi; benziloksi, 1-naftiloksi; 2-naftiloksi; ili hinolinoksi, nesupstituisana, mono- ili di-supstituisana sa R21 kao što je gore definisano; a P1 segment je ciklobutil ili ciklopropil prsten, oba eventualno supstituisana sa Ri, gde Ri je grupa C^ alkil, C3.5 cikloalkil ili C2.4 alkenil eventualno supstituisana sa halogenom, a pomenuti Rx na ugljeniku 2 orijentisan je syn u odnosu na karbonil u položaju 1, što je prikazano pomoću radikala: ili njegova farmaceutski prihvatljiva so ili estar.
46. Jedinjenje formule I, prema zahtevu 45, ili njegova farmaceutski prihvatljiva so ili estar, gde je B grupa Cg ili C1() aril, eventualno supstituisane sa grupom Ci_6 alkil, Ci.6 alkoksi, C^g alkanoil, hidroksi, hidroksialkil, halogeno, halogenoalkil, nitro, cijano, cijanoalkil, amido, (niži alkil)amid, ili amino grupom eventualno mono- ili di-supstituisanom sa Ci_g alkilom; ili B je Het eventualno supstituisan sa grupom C].g alkil, Ci_g alkoksi, Cj.g alkanoil, hidroksi, halogeno, amido, (niži alkil) amid, ili amino grupom eventualno mono- ili di-supstituisanom sa C^g alkilom; ili B je R4-SO2 gde R4 je C6 ili C10 aril, C744 aralkil ili Het svi eventualno supstituisani sa C^g alkilom; amido; (niži alkil) amid; B je acil derivat formule R4 -C (0)- gde je R4 grupa (i)C],10 alkil eventualno supstituisana sa grupom karboksil, hidroksi ili C]_6 alkoksi; ili (ii)C3.7 cikloalkil ili C440 alkilcikloalkil, obe eventualno supstituisane sa grupom hidroksi, karboksil, (Cj.g alkoksi)kabonil; ili (iv)C6 ili Cio aril ili C7.16 aralkil, sve eventualno supstituisane sa grupom Ci.6 alkil, hidroksi; ili (v)Het eventualno supstituisan sa grupom Cj.g alkil, hidroksi ili amino; ili B je karboksil formule R4 -O-C(O)-, gde je R4 grupa (i)Cj.jo alkil eventualno supstituisan sa grupom karboksil, Cj.g alkanoil, hidroksi, C^g alkoksi, ili amido, (niži alkil)amid, amino eventualno mono- ili di-supstituisanom sa C^g alkilom; (ii)C3.7 cikloalkil, C440 alkilcikloalkil, sve eventualno supstituisane sa grupom karboksil, (C^g alkoksi)karbonil, amido, (niži alkil) amid, amino eventualno mono- ili di-supstituisanom sa Cj.g alkilom; ili (iv) Cg ili Cio aril ili C745 aralkil, sve eventualno supstituisane sa grupom Ci_6 alkil, hidroksi, amino eventualno supstituisanom sa Ci.g alkilom; ili (v) Het ili (niži alkil)-Het, obe eventualno supstituisane sa grupom Ci.q alkil, hidroksi, amido, ili amino eventualno mono-supstituisanom sa Ci_6 alkilom; ili B je amid formule R4-N (R5)-C(0)-, gde je R4 grupa 0) C1-10 alkil eventualno supstituisana sa grupom karboksil, Ci_g alkanoil, hidroksi, C^g alkoksi, amido, (niži alkil) amid, amino eventualno mono- ili di-supstituisanom sa C^g alkilom; (ii) C3.7 cikloalkil ili C440 alkilcikloalkil, sve eventualno supstituisane sa grupom karboksil, (Ci_6 alkoksi) karbonil, amido, (niži alkil)amid, amino eventualno mono- ili di-supstituisanom sa Cj.g alkilom; a R5 je H ili metil; ili R4 je (iii) amino eventualno mono- ili di-supstituisana sa C^ alkilom; ili (iv)C6 ili Cio anl ili C7.16 aralkil, sve eventualno supstituisane sa grupom C^g alkil, hidroksi, amino ili amido eventualno supstituisanom sa C^g alkilom; ili (v)Het eventualno supstituisan sa grupom C^g alkil, hidroksi, amino ili amido; ili Bje tioamid formule R4-NH-C(S)-, gde je R4 grupa (i) CM0 alkil; ili (ii) C3.7 cikloalkil; ili YjeH; R3 je bočni lanac u terc-butilglicinu (Tbg), Ile, Val, Chg, ili: R2 je 1-naftilmetoksi; ili hinolinoksi, nesupstituisan, mono- ili di-supstituisan sa R21, kao što je definisano gore, ili R2 je: gde R2iAje grupa C^g alkil; C]_6 alkoksi; C6, C10 aril ili Het; niži tioalkil; halogeno; amino eventualno mono-supstituisana sa C^g alkilom; ili Cg, Cio aril» C7.ig aralkil ili Het, eventualno supstituisan sa R22 gde R22 je Ci_6 alkil, C^g alkoksi, amido, (niži alkil) amid, amino eventualno mono- ili di- supstituisana sa C^g alkilom, ili Het; P1 je ciklopropil prsten u kome ugljenik 1 ima R konfiguraciju, a R1 je etil, vinil, ciklopropil, 1 ili 2-bromoetil ili 1 ili 2-bromovinil.
47.Jedinjenje formule I, prema zahtevu 46, ili njegova farmaceutski prihvatljiva so ili estar, gde B je amid formule R4 -NH-C(O)- gde je R* grupa (i)C1-10 alkil eventualno supstituisana sa grupom karboksil, Ci_6 alkanoil, hidroksi, C}.g alkoksi, amido, (niži alkil) amid, amino eventualno mono- ili di-supstituisanom sa C^.g alkilom; (ii)C3.7 cikloalkil ili C440 alkilcikloalkil, sve eventualno supstituisane sa grupom karboksil, (Ci_g alkoksi)karbonil, amido, (niži alkil) amid, amino eventualno mono- ili di-supstituisanom sa Ci_6 alkilom; (iv) Cg ili C10 aril ili C7.16 aralkil, eventualno supstituisane sa grupom Cj.g alkil, hidroksi, amino ili amido; R3 je bočni lanac u Tbg, Chg ili Val; R2ie: gde R22A Je grupa Ci.6 alkil (kao stoje metil); Cj.g alkoksi (kao što je metoksi); ili halogeno (kao što je hloro); R22B je grupa Cj_6 alkil, amino grupa eventualno mono-supstituisana sa grupom C^g alkil, amido ili (niži alkil) amid; a R2ib je C^g alkil, Cj.g alkoksi, amino, di (niži alkil) amino, (niži alkil) amid, N02, OH, halogeno, trifluorometil, ili karboksil; a P1 je:
48.Jedinjenje prema zahtevu 45, prikazano formulom u kojoj B, R3, R.2, imaju značenje kao što je niže definisano:
49.Jedinjenje # 111, prema zahtevu 48.
50.Jedinjenje prema zahtevu 45, prikazano formulom:
51.u kojoj B, R3, R2, Ri imaju značenje kao što je niže definisano: Jedinjenje # 203 prema zahtevu 50.
52.u kojoj B, R3, R2 i Ri imaju značenje kao što je niže definisano: Jedinjenje prema zahtevu 45, prikazano formulom:
53.Jedinjenje prema zahtevu 52, odabrano iz grupe koju sačinjavaju jedinjenja #: 307,314, 317,319,321,324, 325, 326,327,329,331, 332,333 i 334.
54.Jedinjenje prema zahtevu 1, prikazano formulom:
55.Jedinjenje prema zahtevu 54, odabrano iz grupe koju sačinjavaju jedinjenja #: 403,405 i 406.
56.Jedijenje prema zahtevu 45, prikazano formulom:
57.Jedinjenje prema zahtevu 56, odabrano iz grupe koju sačinjavaju jedinjenja #: 501,509 i 510.
58.Jedinjenje prema zahtevu 46, prikazano formulom:
59.Jedinjenje prema zahtevu 58, odabrano iz grupe koju sačinjavaju jedinjenja #: 601, 602, 603, 604, 605, 606, 607, 610, 611, 612, 615, 616, 617, 620, 621, 622, 625,626, 627,628,629 i 630.
60.Jedinjenje prema zahtevu 46, prikazano formulom: u kojoj R3 i R21A imaju značenje kao što je đefinisano dole:
61.Jedinjenje prema zahtevu 60, izabrano iz grupe koju sačinjavaju jedinjenja #: 701,702, 703,704,705, 706, 707, 708,709 i 711 do 737.
62.Jedinjenje prema zahtevu 45, prikazano formulom: u kojoj B, R3 i R22 imaju značenje kao što je definisano dole:
63.Jedinjenje prema zahtevu 62, izabrano iz grupe koju sačinjavaju jedinjenja #: 801 do 825,827 do 858 i 860 do 873.
64.Jedinjenje prema zahtevu 45, prikazano formulom: u kojoj B ima značenje kao što je definisano dole:
65.Jedinjenje prema zahtevu 45, prikazano formulom: u kojoj B, X, R3, z i R21B imaju značenje kao što je definisano dole:
66.Farmaceutska kompozicija koja sadrži anti-hepatitis C virusno efikasnu količinu jedinjenja formule I, prema zahtevu 1, ili njegovu terapeutski prihvatljivu so ili estar, u smeši sa farmaceutski prihvatljivim nosećim medijumom ili pomoćnim sredstvom.
67.Jedinjenje formule I prema jednom od zahteva 1 do 65, kao medikament.
68.Primena jedinjenje formule I prema zahtevu 1, ili njegove terapeutski prihvatljive soli ili estra ili farmaceutske kompozicije prema zahtevu 66 za pripremanje medikamenta za lečenje virusne infekcije hepatitisa C kod sisara.
69.Primena jedinjenje formule I prema zahtevu 1, ili njegove terapeutski prihvatljive soli ili estra za pripremu farmaceutske kompozicije za inhibiranje replikacije virusa hepatitisa C.
70.Primena kombinacije jedinjenja formule I prema zahtevu 1, ili njegove terapeutski prihvatljive soli ili estra sa drugim anti-HCV sredstvom za pripemanje medikamenta za lečenje virusne infekcije hepatitisa C kod sisara.
71.Primena prema zahtevu 70, gde navedeno drugo anti-HCV sredstvo je interferon.
72.Primena prema zahtevu 70 ili 71, gde je navedeno drugo anti-HCV sredstvo odabrano iz grupe koju čine: a- ili (3-interferon, ribavirin i amantadin.
73.Primena prema zahtevu 70, gde navedeno drugo anti-HCV sredstvo sadrži inhibitor drugih ciljeva u životnom ciklusu HCV-a, odabranom između: helikaze, polimeraze, metaloproteaze ili IRES.
74.Postupak za pripremanje jedinjenja prema zahtevu 1, gde P1 jeste ostatak supstituisane aminociklopropil-karboksilne kiseline, što sadži stupanj: kuplovanja peptida odabranog iz grupe koju čine: APG-P3-P2; ili APG-P2; sa intermedijerom Pl, formule: u kojoj Ri jeste grupa C]_6 alkil, cikloalkil ili C2.$ alkenil, sve eventualno supstituisane sa halogenom, CPG je zaštitna grupa karboksila, APG je zaštitna grupa amino radikala, a P3 i P2 imaju značenje kao što je gore definisano.
75.Primena P1 intermedijera formule: u kojoj Rx jeste grupa C^g alkil, cikloalkil ili C2_6 alkenil, sve eventualno supstituisane sa halogenom a CPG je zaštitna grupa karboksila za pripremanje jedinjenja formule I kao što je gore definisano.
76.Amino kiselina analognog jedinjenja formule:
77.Postupak prema zahtevu 74, gde pomenuta zaštitna grupa karboksila (CPG) jeste izabrana iz grupe koju čine: alkil estri, aralkil estri, a estri koji se razlazu tretmanom pomoću blage baze ili blagog redukcionog sredstva
78.Postupak prema zahtevu 74, gde pomenuta zaštitna grupa amino rađikala (APG) jeste izabrana iz grupe koju čine: acil grupe, aromatične karbamatne grupe, alifatične karbamatne grupe, ciklične alkilkarbamatne grupe, alkil grupe, trialkilsilil, i grupe koje sadrže tiol.
79.Primena prolinskog analoga formule: gde R21A je grupa Cls alkil; alkoksi; niži tioalkil; halogeno; amino eventualno mono-supstituisana sa Ci_g alkilom; C6, C10 aril, C7-16 aralkil ili Het, pomenuti aril, aralkil ili Het eventualno supstituisan sa R22, gde R22 je Ci_6 alkil, alkoksi, amido, (niži alkil) amid, amino eventualno mono- ili di-supstituisana sa grupom Ci.6 alkil ili Het; a r2ib Je grupa alkil, alkoksi, amino, di(niži alkil)amino, (niži alkil) amid, NO2, OH, halogeno, trifluorometil ili karboksil; za sintezu peptidnog analoga formule I prema zahtevu 29.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9593198P | 1998-08-10 | 1998-08-10 | |
| US13238699P | 1999-05-04 | 1999-05-04 | |
| PCT/CA1999/000736 WO2000009543A2 (en) | 1998-08-10 | 1999-08-09 | Hepatitis c inhibitor tri-peptides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MEP58508A MEP58508A (en) | 2011-05-10 |
| ME00381B true ME00381B (me) | 2011-10-10 |
Family
ID=26790767
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MEP-2008-585A ME00381B (me) | 1998-08-10 | 1999-08-09 | Tri-peptidi kao inhibitori hepatitisa c |
Country Status (43)
Families Citing this family (423)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CZ298749B6 (cs) | 1996-10-18 | 2008-01-16 | Vertex Pharmaceuticals Incorporated | Inhibitory serinových proteáz a farmaceutické prostředky s jejich obsahem |
| US6767991B1 (en) | 1997-08-11 | 2004-07-27 | Boehringer Ingelheim (Canada) Ltd. | Hepatitis C inhibitor peptides |
| US6323180B1 (en) * | 1998-08-10 | 2001-11-27 | Boehringer Ingelheim (Canada) Ltd | Hepatitis C inhibitor tri-peptides |
| US6608027B1 (en) | 1999-04-06 | 2003-08-19 | Boehringer Ingelheim (Canada) Ltd | Macrocyclic peptides active against the hepatitis C virus |
| UA74546C2 (en) * | 1999-04-06 | 2006-01-16 | Boehringer Ingelheim Ca Ltd | Macrocyclic peptides having activity relative to hepatitis c virus, a pharmaceutical composition and use of the pharmaceutical composition |
| SK18862001A3 (sk) * | 1999-06-25 | 2002-11-06 | Basf Aktiengesellschaft | Gény Corynebacterium glutamicum kódujúce proteíny metabolických dráh |
| JP4748911B2 (ja) | 2000-04-05 | 2011-08-17 | シェーリング コーポレイション | Ｎ−環状ｐ２部分を含むｃ型肝炎ウイルスの大環状ｎｓ３‐セリンプロテアーゼ阻害剤 |
| CN1432022A (zh) | 2000-04-19 | 2003-07-23 | 先灵公司 | 含有烷基和芳基丙氨酸p2部分的丙型肝炎病毒的大环ns3－丝氨酸蛋白酶抑制剂 |
| JP2003532726A (ja) * | 2000-05-05 | 2003-11-05 | スミスクライン・ビーチャム・コーポレイション | 新規抗感染症薬 |
| PE20011350A1 (es) | 2000-05-19 | 2002-01-15 | Vertex Pharma | PROFARMACO DE UN INHIBIDOR DE ENZIMA CONVERTIDORA DE INTERLEUCINA-1ß (ICE) |
| AR029851A1 (es) | 2000-07-21 | 2003-07-16 | Dendreon Corp | Nuevos peptidos como inhibidores de ns3-serina proteasa del virus de hepatitis c |
| CZ303213B6 (cs) | 2000-07-21 | 2012-05-23 | Schering Corporation | Peptidové inhibitory serinové proteázy NS3 a farmaceutický prostredek |
| RU2003105221A (ru) | 2000-07-21 | 2004-09-20 | Шеринг Корпорейшн (US) | Новые пептиды, как ингибиторы ns3-серинпротеазы вируса гепатита с |
| AR034127A1 (es) | 2000-07-21 | 2004-02-04 | Schering Corp | Imidazolidinonas como inhibidores de ns3-serina proteasa del virus de hepatitis c, composicion farmaceutica, un metodo para su preparacion, y el uso de las mismas para la manufactura de un medicamento |
| SV2003000617A (es) | 2000-08-31 | 2003-01-13 | Lilly Co Eli | Inhibidores de la proteasa peptidomimetica ref. x-14912m |
| US6846806B2 (en) | 2000-10-23 | 2005-01-25 | Bristol-Myers Squibb Company | Peptide inhibitors of Hepatitis C virus NS3 protein |
| CA2429359A1 (en) * | 2000-11-20 | 2002-08-08 | Bristol-Myers Squibb Company | Hepatitis c tripeptide inhibitors |
| CN1301994C (zh) | 2000-12-12 | 2007-02-28 | 先灵公司 | 作为c型肝炎病毒ns3－丝氨酸蛋白酶抑制剂的二芳基肽 |
| DZ3487A1 (fr) | 2001-01-22 | 2002-07-25 | Merck Sharp & Dohme | Derives de nucleoside comme inhibiteurs de l'arn polymerase virale d'arn-dependant |
| JP4455056B2 (ja) | 2001-07-11 | 2010-04-21 | バーテックス ファーマシューティカルズ インコーポレイテッド | 架橋二環式セリンプロテアーゼ阻害剤 |
| US7108092B2 (en) | 2001-09-14 | 2006-09-19 | Honda Giken Kogyo Kabushiki Kaisha | Front grill impact-absorbing structure for a vehicle |
| EP1441720B8 (en) | 2001-10-24 | 2012-03-28 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine protease, particularly hepatitis c virus ns3-ns4a protease, incorporating a fused ring system |
| US20050009873A1 (en) * | 2001-11-02 | 2005-01-13 | Gianpaolo Bravi | Acyl dihydro pyrrole derivatives as hcv inhibitors |
| US6867185B2 (en) * | 2001-12-20 | 2005-03-15 | Bristol-Myers Squibb Company | Inhibitors of hepatitis C virus |
| NZ533861A (en) | 2002-01-23 | 2006-03-31 | Schering Corp | Proline compounds as NS3-serine protease inhibitors for use in treatment of hepatitis C virus infection |
| US7119072B2 (en) * | 2002-01-30 | 2006-10-10 | Boehringer Ingelheim (Canada) Ltd. | Macrocyclic peptides active against the hepatitis C virus |
| US7091184B2 (en) * | 2002-02-01 | 2006-08-15 | Boehringer Ingelheim International Gmbh | Hepatitis C inhibitor tri-peptides |
| CA2370396A1 (en) * | 2002-02-01 | 2003-08-01 | Boehringer Ingelheim (Canada) Ltd. | Hepatitis c inhibitor tri-peptides |
| CA2369970A1 (en) * | 2002-02-01 | 2003-08-01 | Boehringer Ingelheim (Canada) Ltd. | Hepatitis c inhibitor tri-peptides |
| US6642204B2 (en) * | 2002-02-01 | 2003-11-04 | Boehringer Ingelheim International Gmbh | Hepatitis C inhibitor tri-peptides |
| NZ575692A (en) | 2002-04-11 | 2009-10-30 | Vertex Pharma | Inhibitors of Serine Proteases, Particularly Hepatitis C Virus NS3-NS4 Protease |
| PL213029B1 (pl) * | 2002-05-20 | 2012-12-31 | Bristol Myers Squibb Co | Podstawiona pochodna cykloalkilowa, zawierajaca ja kompozycja oraz ich zastosowanie |
| DE60334205D1 (en) * | 2002-05-20 | 2010-10-28 | Bristol Myers Squibb Co | Heterocyclische sulfonamid-hepatitis-c-virus-hemmer |
| EP1506172B1 (en) * | 2002-05-20 | 2011-03-30 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
| MY140680A (en) | 2002-05-20 | 2010-01-15 | Bristol Myers Squibb Co | Hepatitis c virus inhibitors |
| KR100457857B1 (ko) * | 2002-05-23 | 2004-11-18 | (주) 비엔씨바이오팜 | 2-[2-(3-인돌릴)에틸아미노]피리딘 유도체, 그 제조방법및 이를 포함하는 항바이러스용 약학적 조성물 |
| TW200500375A (en) | 2002-06-28 | 2005-01-01 | Idenix Cayman Ltd | Modified 2' and 3'-nucleoside prodrugs for treating flaviviridae |
| US20040033959A1 (en) * | 2002-07-19 | 2004-02-19 | Boehringer Ingelheim Pharmaceuticals, Inc. | Pharmaceutical compositions for hepatitis C viral protease inhibitors |
| AU2003264038A1 (en) * | 2002-08-12 | 2004-02-25 | Bristol-Myers Squibb Company | Combination pharmaceutical agents as inhibitors of hcv replication |
| EP1408031A1 (en) * | 2002-10-09 | 2004-04-14 | 3 D Gene Pharma | Pyrolidine derivatives useful in treatment of hepatitis C virus infection |
| PL376454A1 (en) | 2002-10-24 | 2005-12-27 | Glaxo Group Limited | 1-acyl-pyrrolidine derivatives for the treatment of viral infections |
| US20050075279A1 (en) * | 2002-10-25 | 2005-04-07 | Boehringer Ingelheim International Gmbh | Macrocyclic peptides active against the hepatitis C virus |
| US7601709B2 (en) | 2003-02-07 | 2009-10-13 | Enanta Pharmaceuticals, Inc. | Macrocyclic hepatitis C serine protease inhibitors |
| EP1601685A1 (en) * | 2003-03-05 | 2005-12-07 | Boehringer Ingelheim International GmbH | Hepatitis c inhibiting compounds |
| JP4682140B2 (ja) * | 2003-03-05 | 2011-05-11 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Ｃ型肝炎インヒビターペプチド類縁体 |
| KR100960802B1 (ko) * | 2003-03-08 | 2010-06-01 | 주식회사유한양행 | 씨형 간염바이러스 감염 치료용 엔에스3 프로테아제 억제제 |
| US7148347B2 (en) * | 2003-04-10 | 2006-12-12 | Boehringer Ingelheim International Gmbh | Process for preparing macrocyclic compounds |
| EP1629000B1 (en) * | 2003-04-16 | 2009-02-18 | Bristol-Myers Squibb Company | Macrocyclic isoquinoline peptide inhibitors of hepatitis c virus |
| AU2004231987C1 (en) * | 2003-04-18 | 2010-09-30 | Enanta Pharmaceuticals, Inc. | Quinoxalinyl macrocyclic hepatitis C serine protease inhibitors |
| US7176208B2 (en) | 2003-04-18 | 2007-02-13 | Enanta Pharmaceuticals, Inc. | Quinoxalinyl macrocyclic hepatitis C serine protease inhibitors |
| US6846836B2 (en) | 2003-04-18 | 2005-01-25 | Bristol-Myers Squibb Company | N-substituted phenylurea inhibitors of mitochondrial F1F0 ATP hydrolase |
| CA2522577C (en) * | 2003-05-21 | 2011-04-26 | Boehringer Ingelheim International Gmbh | Hepatitis c inhibitor compounds |
| CN100503628C (zh) | 2003-05-30 | 2009-06-24 | 法莫赛特股份有限公司 | 修饰的氟化核苷类似物 |
| US7273851B2 (en) | 2003-06-05 | 2007-09-25 | Enanta Pharmaceuticals, Inc. | Tri-peptide hepatitis C serine protease inhibitors |
| WO2004113365A2 (en) * | 2003-06-05 | 2004-12-29 | Enanta Pharmaceuticals, Inc. | Hepatitis c serine protease tri-peptide inhibitors |
| US7125845B2 (en) * | 2003-07-03 | 2006-10-24 | Enanta Pharmaceuticals, Inc. | Aza-peptide macrocyclic hepatitis C serine protease inhibitors |
| CN1852915A (zh) * | 2003-07-25 | 2006-10-25 | 艾登尼科斯（开曼）有限公司 | 治疗包括丙型肝炎的黄病毒科病毒所致疾病的嘌呤核苷类似物 |
| CA2536570A1 (en) | 2003-08-26 | 2005-03-10 | Schering Corporation | Novel peptidomimetic ns3-serine protease inhibitors of hepatitis c virus |
| US8377952B2 (en) | 2003-08-28 | 2013-02-19 | Abbott Laboratories | Solid pharmaceutical dosage formulation |
| US8025899B2 (en) | 2003-08-28 | 2011-09-27 | Abbott Laboratories | Solid pharmaceutical dosage form |
| TW201127828A (en) | 2003-09-05 | 2011-08-16 | Vertex Pharma | Inhibitors of serine proteases, particularly HCV NS3-NS4A protease |
| UY28525A1 (es) * | 2003-09-22 | 2005-04-29 | Boehringer Ingelheim Int | Péptidos macrociclicos activos contra en virus de la hepatitis c |
| BRPI0414814A (pt) | 2003-09-26 | 2006-11-14 | Schering Corp | inibidores macrocìclicos de protease de serina ns3 de vìrus de hepatite c |
| AU2004282148A1 (en) | 2003-10-10 | 2005-04-28 | Vertex Pharmaceuticals Incoporated | Inhibitors of serine proteases, particularly HCV NS3-NS4A protease |
| HRP20130098T1 (hr) | 2003-10-14 | 2013-02-28 | F. Hoffmann - La Roche Ag | MAKROCIKLIÄŚKE KARBOKSILNE KISELINE I ACILSULFONAMIDNI SPOJEVI KAO INHIBITORI REPLIKACIJE HCV-a |
| US7491794B2 (en) * | 2003-10-14 | 2009-02-17 | Intermune, Inc. | Macrocyclic compounds as inhibitors of viral replication |
| WO2005042570A1 (en) | 2003-10-27 | 2005-05-12 | Vertex Pharmaceuticals Incorporated | Hcv ns3-ns4a protease resistance mutants |
| EP1944042A1 (en) | 2003-10-27 | 2008-07-16 | Vertex Pharmceuticals Incorporated | Combinations for HCV treatment |
| WO2005043118A2 (en) | 2003-10-27 | 2005-05-12 | Vertex Pharmaceuticals Incorporated | Drug discovery method |
| US20050119318A1 (en) * | 2003-10-31 | 2005-06-02 | Hudyma Thomas W. | Inhibitors of HCV replication |
| US7132504B2 (en) | 2003-11-12 | 2006-11-07 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US7135462B2 (en) | 2003-11-20 | 2006-11-14 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US7309708B2 (en) | 2003-11-20 | 2007-12-18 | Birstol-Myers Squibb Company | Hepatitis C virus inhibitors |
| CN1902216A (zh) * | 2003-11-20 | 2007-01-24 | 先灵公司 | 丙肝病毒ns3蛋白酶的去肽化抑制剂 |
| ES2320776T3 (es) * | 2003-12-08 | 2009-05-28 | Boehringer Ingelheim International Gmbh | Eliminacion de subproductos de rutenio por tratamiento con fluidos supercriticos. |
| DE602004026629D1 (de) | 2003-12-15 | 2010-05-27 | Japan Tobacco Inc | Cyclopropanderivate und ihre pharmazeutische verwendung |
| GB0500020D0 (en) | 2005-01-04 | 2005-02-09 | Novartis Ag | Organic compounds |
| CA2549851C (en) * | 2004-01-21 | 2012-09-11 | Boehringer Ingelheim International Gmbh | Macrocyclic peptides active against the hepatitis c virus |
| SE0400199D0 (sv) * | 2004-01-30 | 2004-01-30 | Medivir Ab | HCV Protease inhbitors |
| BRPI0506948B1 (pt) * | 2004-01-30 | 2018-09-18 | Medivir Ab | inibidores de serina protease ns-3 de hcv |
| EP1711515A2 (en) | 2004-02-04 | 2006-10-18 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases, particularly hcv ns3-ns4a protease |
| US20050182252A1 (en) | 2004-02-13 | 2005-08-18 | Reddy K. R. | Novel 2'-C-methyl nucleoside derivatives |
| TWI368507B (en) | 2004-02-20 | 2012-07-21 | Boehringer Ingelheim Int | Viral polymerase inhibitors |
| ATE428714T1 (de) | 2004-02-24 | 2009-05-15 | Japan Tobacco Inc | Kondensierte heterotetracyclische verbindungen und deren verwendung als hcv-polymerase-inhibitor |
| US20070049593A1 (en) | 2004-02-24 | 2007-03-01 | Japan Tobacco Inc. | Tetracyclic fused heterocyclic compound and use thereof as HCV polymerase inhibitor |
| EP1737881B1 (en) | 2004-02-27 | 2009-06-24 | Schering Corporation | Novel compounds as inhibitors of hepatitis c virus ns3 serine protease |
| US7635694B2 (en) | 2004-02-27 | 2009-12-22 | Schering Corporation | Cyclobutenedione-containing compounds as inhibitors of hepatitis C virus NS3 serine protease |
| US7816326B2 (en) | 2004-02-27 | 2010-10-19 | Schering Corporation | Sulfur compounds as inhibitors of hepatitis C virus NS3 serine protease |
| EP1730165A1 (en) | 2004-02-27 | 2006-12-13 | Schering Corporation | Inhibitors of hepatitis c virus ns3 protease |
| ES2328589T3 (es) | 2004-02-27 | 2009-11-16 | Schering Corporation | Compuestos de la prolina 3,4(ciclopentil) fusionados como inhibidores de la proteasa serina ns3 del virus de la hepatitis c. |
| CN1946691A (zh) | 2004-02-27 | 2007-04-11 | 先灵公司 | 作为丙型肝炎病毒ns3丝氨酸蛋白酶抑制剂的化合物 |
| BRPI0508085A (pt) * | 2004-02-27 | 2007-07-17 | Schering Corp | compostos de enxofre como inibidores da ns3 serina protease do vìrus da hepatite c |
| JP2007525521A (ja) * | 2004-02-27 | 2007-09-06 | シェーリング コーポレイション | Ｃ型肝炎ウイルスｎｓ３セリンプロテアーゼのインヒビターとしてのシクロブテンジオン基含有化合物 |
| CN102225936B (zh) * | 2004-03-12 | 2013-09-11 | 弗特克斯药品有限公司 | 制备化合物的方法 |
| WO2005090383A2 (en) | 2004-03-15 | 2005-09-29 | Boehringer Ingelheim International, Gmbh | Process for preparing macrocyclic dipeptides which are suitable for the treatment of hepatitis c viral infections |
| BRPI0509467A (pt) * | 2004-03-30 | 2007-09-11 | Intermune Inc | compostos macrocìclicos como inibidores de replicação viral |
| WO2005107742A1 (en) | 2004-05-05 | 2005-11-17 | Yale University | Novel antiviral helioxanthin analogs |
| DE602005015452D1 (de) | 2004-05-20 | 2009-08-27 | Schering Corp | Substituierte proline als hemmer der ns3-serinprotease des hepatits-c-virus |
| CA2568008C (en) * | 2004-05-25 | 2014-01-28 | Boehringer Ingelheim International Gmbh | Process for preparing acyclic hcv protease inhibitors |
| US7534767B2 (en) | 2004-06-15 | 2009-05-19 | Merck & Co., Inc. | C-purine nucleoside analogs as inhibitors of RNA-dependent RNA viral polymerase |
| JP5080973B2 (ja) | 2004-06-24 | 2012-11-21 | メルク・シャープ・エンド・ドーム・コーポレイション | Ｒｎａ依存性ｒｎａウイルスの感染を処置するためのヌクレオシドアリールホスホルアミダート |
| EP1763531A4 (en) * | 2004-06-28 | 2009-07-01 | Boehringer Ingelheim Int | ANALOGUE OF HEPATITIS-C INHIBITING PEPTIDES |
| PT1778702E (pt) | 2004-07-16 | 2011-10-18 | Gilead Sciences Inc | Compostos antivirais |
| ES2366478T3 (es) * | 2004-07-20 | 2011-10-20 | Boehringer Ingelheim International Gmbh | Análogos peptídicos inhibidores de la hepatitis c. |
| UY29016A1 (es) * | 2004-07-20 | 2006-02-24 | Boehringer Ingelheim Int | Analogos de dipeptidos inhibidores de la hepatitis c |
| CN101023094B (zh) * | 2004-07-21 | 2011-05-18 | 法莫赛特股份有限公司 | 烷基取代的2-脱氧-2-氟代-d-呋喃核糖基嘧啶和嘌呤及其衍生物的制备 |
| US7597884B2 (en) | 2004-08-09 | 2009-10-06 | Alios Biopharma, Inc. | Hyperglycosylated polypeptide variants and methods of use |
| EP1789074A4 (en) * | 2004-08-09 | 2009-08-12 | Alios Biopharma Inc | PROTEASE-RESISTANT HYPERGLYCOSYL SYNTHETIC POLYPEPTIDE VARIANTS, ORAL FORMULATIONS AND METHODS OF USING THE SAME |
| EP1797111B1 (en) | 2004-08-27 | 2011-06-22 | Schering Corporation | Acylsulfonamide compounds as inhibitors of hepatitis c virus ns3 serine protease |
| BRPI0515279A (pt) * | 2004-09-14 | 2008-07-15 | Pharmasset Inc | preparação de ribofuranosil pirimidinas e purinas 2'fluoro-2'-alquil- substituìdas ou outras opcionalmente substituìdas e seus derivados |
| WO2006030892A1 (ja) * | 2004-09-17 | 2006-03-23 | Nippon Shinyaku Co., Ltd. | 複素環化合物の製造方法 |
| RU2007116265A (ru) | 2004-10-01 | 2008-11-10 | Вертекс Фармасьютикалз Инкорпорейтед (Us) | Ингибирование протеазы ns3-ns4a вируса hcv |
| US7659263B2 (en) | 2004-11-12 | 2010-02-09 | Japan Tobacco Inc. | Thienopyrrole compound and use thereof as HCV polymerase inhibitor |
| US7323447B2 (en) * | 2005-02-08 | 2008-01-29 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| ES2439732T3 (es) | 2005-03-08 | 2014-01-24 | Boehringer Ingelheim International Gmbh | Procedimiento para preparar compuestos macrocíclicos |
| AU2006242475B2 (en) * | 2005-05-02 | 2011-07-07 | Merck Sharp & Dohme Corp. | HCV NS3 protease inhibitors |
| US7592336B2 (en) * | 2005-05-10 | 2009-09-22 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US7569600B2 (en) | 2005-05-13 | 2009-08-04 | Virochem Pharma Inc. | Compounds and methods for the treatment of prevention of Flavivirus infections |
| US20060276404A1 (en) * | 2005-06-02 | 2006-12-07 | Anima Ghosal | Medicaments and methods combining a HCV protease inhibitor and an AKR competitor |
| EP1891089B1 (en) | 2005-06-02 | 2014-11-05 | Merck Sharp & Dohme Corp. | HCV protease inhibitors in combination with food |
| ES2572980T3 (es) * | 2005-06-02 | 2016-06-03 | Merck Sharp & Dohme Corp. | Combinación de inhibidores de la proteasa del VHC con un tensioactivo |
| US20070237818A1 (en) * | 2005-06-02 | 2007-10-11 | Malcolm Bruce A | Controlled-release formulation of HCV protease inhibitor and methods using the same |
| RU2427372C2 (ru) | 2005-06-17 | 2011-08-27 | Новартис Аг | Применение санглиферина для лечения вируса гепатита с |
| US7608592B2 (en) | 2005-06-30 | 2009-10-27 | Virobay, Inc. | HCV inhibitors |
| CN101242816B (zh) * | 2005-06-30 | 2012-10-31 | 维罗贝股份有限公司 | Hcv抑制剂 |
| US7601686B2 (en) | 2005-07-11 | 2009-10-13 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| TWI387603B (zh) * | 2005-07-20 | 2013-03-01 | Merck Sharp & Dohme | Ｈｃｖ ｎｓ３蛋白酶抑制劑 |
| US20080200497A1 (en) * | 2005-07-20 | 2008-08-21 | Bailey Murray D | Hepatitis C Inhibitor Peptide Analogs |
| KR101294467B1 (ko) | 2005-07-25 | 2013-09-09 | 인터뮨, 인크. | Ｃ형 간염 바이러스 복제의 신규 거대고리형 억제제 |
| PE20070343A1 (es) | 2005-07-29 | 2007-05-12 | Medivir Ab | Inhibidores macrociclicos del virus de la hepatitis c |
| EP1919898B1 (en) | 2005-07-29 | 2011-01-26 | Tibotec Pharmaceuticals | Macrocyclic inhibitors of hepatitis c virus |
| WO2007014925A1 (en) | 2005-07-29 | 2007-02-08 | Tibotec Pharmaceuticals Ltd. | Macrocylic inhibitors of hepatitis c virus |
| RU2436787C2 (ru) | 2005-07-29 | 2011-12-20 | Тиботек Фармасьютикалз Лтд. | Макроциклические ингибиторы вируса гепатита с |
| TWI383980B (zh) | 2005-07-29 | 2013-02-01 | Tibotec Pharm Ltd | Ｃ型肝炎病毒之大環抑制劑 |
| TWI393723B (zh) | 2005-07-29 | 2013-04-21 | Tibotec Pharm Ltd | Ｃ型肝炎病毒之大環抑制劑（九） |
| AU2006274862B2 (en) | 2005-07-29 | 2012-03-22 | Medivir Ab | Macrocyclic inhibitors of hepatitis C virus |
| PE20070210A1 (es) | 2005-07-29 | 2007-04-16 | Tibotec Pharm Ltd | Compuestos macrociclicos como inhibidores del virus de hepatitis c |
| PE20070211A1 (es) | 2005-07-29 | 2007-05-12 | Medivir Ab | Compuestos macrociclicos como inhibidores del virus de hepatitis c |
| EP1913016B1 (en) * | 2005-08-01 | 2013-01-16 | Merck Sharp & Dohme Corp. | Macrocyclic peptides as hcv ns3 protease inhibitors |
| CN101277950B (zh) * | 2005-08-02 | 2013-03-27 | 弗特克斯药品有限公司 | 丝氨酸蛋白酶抑制剂 |
| US7632821B2 (en) | 2005-08-09 | 2009-12-15 | Merck & Co., Inc. | Ribonucleoside cyclic acetal derivatives for the treatment of RNA-dependent RNA viral infection |
| CA2618682C (en) | 2005-08-12 | 2011-06-21 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| US8399615B2 (en) | 2005-08-19 | 2013-03-19 | Vertex Pharmaceuticals Incorporated | Processes and intermediates |
| SG2014013338A (en) | 2005-08-19 | 2014-06-27 | Vertex Pharma | Processes and intermediates |
| US7964624B1 (en) | 2005-08-26 | 2011-06-21 | Vertex Pharmaceuticals Incorporated | Inhibitors of serine proteases |
| AR055395A1 (es) | 2005-08-26 | 2007-08-22 | Vertex Pharma | Compuestos inhibidores de la actividad de la serina proteasa ns3-ns4a del virus de la hepatitis c |
| US7951773B2 (en) | 2005-09-09 | 2011-05-31 | Boehringer Ingelheim International Gmbh | Ring-closing metathesis process for the preparation of macrocyclic peptides |
| BRPI0617274A2 (pt) | 2005-10-11 | 2011-07-19 | Intermune Inc | compostos e métodos para a inibição de replicação viral de hepatite c |
| US7772183B2 (en) | 2005-10-12 | 2010-08-10 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US7741281B2 (en) | 2005-11-03 | 2010-06-22 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| EP1951748B1 (en) | 2005-11-11 | 2013-07-24 | Vertex Pharmaceuticals, Inc. | Hepatitis c virus variants |
| US7705138B2 (en) | 2005-11-11 | 2010-04-27 | Vertex Pharmaceuticals Incorporated | Hepatitis C virus variants |
| EP2345652A1 (en) | 2005-12-21 | 2011-07-20 | Abbott Laboratories | Antiviral compounds |
| ES2395386T3 (es) | 2005-12-21 | 2013-02-12 | Abbott Laboratories | Compuestos antivirales |
| RU2467007C2 (ru) | 2005-12-21 | 2012-11-20 | Эбботт Лэборетриз | Производные [1,8]нафтиридина, полезные в качестве ингибиторов репликации вируса hcv |
| RU2441869C2 (ru) * | 2005-12-21 | 2012-02-10 | Эбботт Лэборетриз | Противовирусные соединения |
| US7816348B2 (en) | 2006-02-03 | 2010-10-19 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| CA2643688A1 (en) | 2006-02-27 | 2007-08-30 | Vertex Pharmaceuticals Incorporated | Co-crystals and pharmaceutical compositions comprising the same |
| CA2645072A1 (en) | 2006-03-08 | 2007-09-13 | Achillion Pharmaceuticals, Inc. | Substituted aminothiazole derivatives with anti-hcv activity |
| US20070225297A1 (en) | 2006-03-16 | 2007-09-27 | Perni Robert B | Deuterated hepatitis C protease inhibitors |
| UA100666C2 (uk) | 2006-04-11 | 2013-01-25 | Новартіс Аг | Інгібітори нсv/віл та їх застосування |
| GB0609492D0 (en) * | 2006-05-15 | 2006-06-21 | Angeletti P Ist Richerche Bio | Therapeutic agents |
| JP2009538327A (ja) | 2006-05-23 | 2009-11-05 | アイアールエム・リミテッド・ライアビリティ・カンパニー | チャネル活性化プロテアーゼ阻害剤である化合物および組成物 |
| US9526769B2 (en) | 2006-06-06 | 2016-12-27 | Enanta Pharmaceuticals, Inc. | Macrocylic oximyl hepatitis C protease inhibitors |
| US7728148B2 (en) * | 2006-06-06 | 2010-06-01 | Enanta Pharmaceuticals, Inc. | Acyclic oximyl hepatitis C protease inhibitors |
| US8268776B2 (en) | 2006-06-06 | 2012-09-18 | Enanta Pharmaceuticals, Inc. | Macrocylic oximyl hepatitis C protease inhibitors |
| US20080187516A1 (en) * | 2006-06-06 | 2008-08-07 | Ying Sun | Acyclic oximyl hepatitis c protease inhibitors |
| GB0612423D0 (en) * | 2006-06-23 | 2006-08-02 | Angeletti P Ist Richerche Bio | Therapeutic agents |
| UY30437A1 (es) * | 2006-06-26 | 2008-01-31 | Enanta Pharm Inc | Quinoxalinil macroceclicos inhibidores de serina proteasa del virus de la hepatitis c |
| RU2008152171A (ru) | 2006-07-05 | 2010-08-10 | Интермьюн, Инк. (Us) | Новые ингибиторы вирусной репликации гепатита с |
| US7935670B2 (en) | 2006-07-11 | 2011-05-03 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US20090035267A1 (en) * | 2007-07-31 | 2009-02-05 | Moore Joel D | Acyclic, pyridazinone-derived hepatitis c serine protease inhibitors |
| US7635683B2 (en) * | 2006-08-04 | 2009-12-22 | Enanta Pharmaceuticals, Inc. | Quinoxalinyl tripeptide hepatitis C virus inhibitors |
| US7718612B2 (en) * | 2007-08-02 | 2010-05-18 | Enanta Pharmaceuticals, Inc. | Pyridazinonyl macrocyclic hepatitis C serine protease inhibitors |
| US7687459B2 (en) * | 2006-08-11 | 2010-03-30 | Enanta Pharmaceuticals, Inc. | Arylalkoxyl hepatitis C virus protease inhibitors |
| US7582605B2 (en) * | 2006-08-11 | 2009-09-01 | Enanta Pharmaceuticals, Inc. | Phosphorus-containing hepatitis C serine protease inhibitors |
| WO2008022006A2 (en) * | 2006-08-11 | 2008-02-21 | Enanta Pharmaceuticals, Inc. | Arylalkoxyl hepatitis c virus protease inhibitors |
| US20080038225A1 (en) * | 2006-08-11 | 2008-02-14 | Ying Sun | Triazolyl acyclic hepatitis c serine protease inhibitors |
| US7605126B2 (en) | 2006-08-11 | 2009-10-20 | Enanta Pharmaceuticals, Inc. | Acylaminoheteroaryl hepatitis C virus protease inhibitors |
| US20090098085A1 (en) * | 2006-08-11 | 2009-04-16 | Ying Sun | Tetrazolyl acyclic hepatitis c serine protease inhibitors |
| EP1886685A1 (en) | 2006-08-11 | 2008-02-13 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods, uses and compositions for modulating replication of hcv through the farnesoid x receptor (fxr) activation or inhibition |
| EP2054388A4 (en) | 2006-08-17 | 2009-10-28 | Boehringer Ingelheim Int | VIRAL POLYMERASE INHIBITORS |
| CA2666814A1 (en) * | 2006-08-21 | 2008-05-29 | United Therapeutics Corporation | Combination therapy for treatment of viral infections |
| CN101583372A (zh) * | 2006-10-24 | 2009-11-18 | 默克公司 | Hcv ns3蛋白酶抑制剂 |
| WO2008051475A2 (en) * | 2006-10-24 | 2008-05-02 | Merck & Co., Inc. | Hcv ns3 protease inhibitors |
| AU2007309546A1 (en) * | 2006-10-24 | 2008-05-02 | Istituto Di Ricerche Di Biologia Molecolare P. Angeletti S.P.A. | HCV NS3 protease inhibitors |
| MY164469A (en) * | 2006-10-27 | 2017-12-15 | Msd Italia Srl | Hcv ns3 protease inhibitors |
| US8377874B2 (en) * | 2006-10-27 | 2013-02-19 | Merck Sharp & Dohme Corp. | HCV NS3 protease inhibitors |
| US8343477B2 (en) | 2006-11-01 | 2013-01-01 | Bristol-Myers Squibb Company | Inhibitors of hepatitis C virus |
| US20080108632A1 (en) * | 2006-11-02 | 2008-05-08 | Taigen Biotechnology Co., Ltd. | Hcv protease inhibitors |
| US7772180B2 (en) * | 2006-11-09 | 2010-08-10 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| CN102675279A (zh) | 2006-11-15 | 2012-09-19 | Viro化学制药公司 | 用于治疗或预防黄病毒属感染的噻吩类似物 |
| US7888464B2 (en) | 2006-11-16 | 2011-02-15 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US7763584B2 (en) | 2006-11-16 | 2010-07-27 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8003604B2 (en) | 2006-11-16 | 2011-08-23 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| ES2470568T3 (es) | 2006-11-17 | 2014-06-24 | Janssen R&D Ireland | Inhibidores macroc�clicos del virus de la hepatitis C |
| WO2008073282A2 (en) | 2006-12-07 | 2008-06-19 | Schering Corporation | Ph sensitive matrix formulation |
| EP2121707B1 (en) * | 2006-12-20 | 2012-12-05 | Istituto di Ricerche di Biologia Molecolare P. Angeletti S.R.L. | Antiviral indoles |
| CA2672737A1 (en) * | 2006-12-20 | 2008-11-06 | Abbott Laboratories | Anti-viral compounds |
| GB0625349D0 (en) * | 2006-12-20 | 2007-01-31 | Angeletti P Ist Richerche Bio | Therapeutic compounds |
| GB0625345D0 (en) * | 2006-12-20 | 2007-01-31 | Angeletti P Ist Richerche Bio | Therapeutic compounds |
| WO2008074035A1 (en) * | 2006-12-27 | 2008-06-19 | Abbott Laboratories | Hcv protease inhibitors and uses thereof |
| WO2008095058A1 (en) * | 2007-02-01 | 2008-08-07 | Taigen Biotechnology Co. Ltd. | Hcv protease inhibitors |
| EP2134717A2 (en) | 2007-02-27 | 2009-12-23 | Vertex Pharmceuticals Incorporated | Inhibitors of serine proteases |
| MX2009009182A (es) | 2007-02-27 | 2009-09-04 | Vertex Pharma | Co-cristales y composiciones farmaceuticas que los comprenden. |
| HRP20110713T1 (hr) * | 2007-02-28 | 2011-11-30 | Conatus Pharmaceuticals | Postupci liječenja kroničnog virusnog hepatitisa c uz upotrebu ro 113-0830 |
| WO2008106167A1 (en) * | 2007-02-28 | 2008-09-04 | Conatus Pharmaceuticals, Inc. | Combination therapy comprising matrix metalloproteinase inhibitors and caspase inhibitors for the treatment of liver diseases |
| WO2009008913A2 (en) * | 2007-03-23 | 2009-01-15 | Schering Corporation | P1-nonepimerizable ketoamide inhibitors of hcv ns3 protease |
| US7964580B2 (en) | 2007-03-30 | 2011-06-21 | Pharmasset, Inc. | Nucleoside phosphoramidate prodrugs |
| US7910587B2 (en) * | 2007-04-26 | 2011-03-22 | Enanta Pharmaceuticals, Inc. | Quinoxalinyl dipeptide hepatitis C virus inhibitors |
| WO2008134398A1 (en) * | 2007-04-26 | 2008-11-06 | Enanta Pharmaceuticals, Inc. | Oximyl dipeptide hepatitis c protease inhibitors |
| US8377872B2 (en) | 2007-04-26 | 2013-02-19 | Enanta Pharmaceuticals, Inc. | Cyclic P3 tripeptide hepatitis C serine protease inhibitors |
| US20080317712A1 (en) * | 2007-04-26 | 2008-12-25 | Deqiang Niu | Arylpiperidinyl and arylpyrrolidinyl tripeptide hepatitis c serine protease inhibitors |
| US20080267917A1 (en) * | 2007-04-26 | 2008-10-30 | Deqiang Niu | N-functionalized amides as hepatitis c serine protease inhibitors |
| SG174809A1 (en) * | 2007-05-03 | 2011-10-28 | Intermune Inc | Macrocyclic compounds useful as inhibitors of hepatitis c virus |
| EP2494991A1 (en) | 2007-05-04 | 2012-09-05 | Vertex Pharmaceuticals Incorporated | Combination therapy for the treatment of HCV infection |
| AU2008249745B2 (en) * | 2007-05-09 | 2012-01-12 | Pfizer Inc. | Substituted heterocyclic derivatives and compositions and their pharmaceutical use as antibacterials |
| AU2008251425A1 (en) | 2007-05-10 | 2008-11-20 | Array Biopharma, Inc. | Novel peptide inhibitors of hepatitis C virus replication |
| GB0709791D0 (en) * | 2007-05-22 | 2007-06-27 | Angeletti P Ist Richerche Bio | Antiviral agents |
| TWI395746B (zh) | 2007-06-29 | 2013-05-11 | Gilead Sciences Inc | 抗病毒性化合物 |
| CA2692145C (en) * | 2007-06-29 | 2015-03-03 | Gilead Sciences, Inc. | Antiviral compounds |
| JP2010533699A (ja) * | 2007-07-17 | 2010-10-28 | イステイチユート・デイ・リチエルケ・デイ・ビオロジア・モレコラーレ・ピ・アンジエレツテイ・エツセ・ピー・アー | Ｃ型肝炎感染症の治療のための大環状インドール誘導体 |
| WO2009010804A1 (en) * | 2007-07-19 | 2009-01-22 | Istituto Di Ricerche Di Biologia Molecolare P. Angeletti S.P.A. | Macrocyclic compounds as antiviral agents |
| WO2009018657A1 (en) | 2007-08-03 | 2009-02-12 | Boehringer Ingelheim International Gmbh | Viral polymerase inhibitors |
| NZ583699A (en) | 2007-08-30 | 2012-04-27 | Vertex Pharma | Co-crystals of vx-950 (telaprevir) other components and pharmaceutical compositions comprising the same |
| GB0718575D0 (en) | 2007-09-24 | 2007-10-31 | Angeletti P Ist Richerche Bio | Nucleoside derivatives as inhibitors of viral polymerases |
| US8419332B2 (en) * | 2007-10-19 | 2013-04-16 | Atlas Bolt & Screw Company Llc | Non-dimpling fastener |
| WO2009055335A2 (en) * | 2007-10-25 | 2009-04-30 | Taigen Biotechnology Co., Ltd. | Hcv protease inhibitors |
| US8383583B2 (en) | 2007-10-26 | 2013-02-26 | Enanta Pharmaceuticals, Inc. | Macrocyclic, pyridazinone-containing hepatitis C serine protease inhibitors |
| JP2011503201A (ja) | 2007-11-14 | 2011-01-27 | エナンタ ファーマシューティカルズ インコーポレイテッド | 大環状テトラゾリルｃ型肝炎セリンプロテアーゼ阻害剤 |
| US8030307B2 (en) * | 2007-11-29 | 2011-10-04 | Enanta Pharmaceuticals, Inc. | Bicyclic, C5-substituted proline derivatives as inhibitors of the hepatitis C virus NS3 protease |
| US8263549B2 (en) * | 2007-11-29 | 2012-09-11 | Enanta Pharmaceuticals, Inc. | C5-substituted, proline-derived, macrocyclic hepatitis C serine protease inhibitors |
| CN101977621A (zh) * | 2007-12-05 | 2011-02-16 | 益安药业 | 氟化三肽hcv丝氨酸蛋白酶抑制剂 |
| WO2009076166A2 (en) * | 2007-12-05 | 2009-06-18 | Enanta Pharmaceuticals, Inc. | Oximyl hcv serine protease inhibitors |
| US8193346B2 (en) | 2007-12-06 | 2012-06-05 | Enanta Pharmaceuticals, Inc. | Process for making macrocyclic oximyl hepatitis C protease inhibitors |
| US8273709B2 (en) | 2007-12-14 | 2012-09-25 | Enanta Pharmaceuticals, Inc. | Triazole-containing macrocyclic HCV serine protease inhibitors |
| CN103483251A (zh) | 2007-12-19 | 2014-01-01 | 贝林格尔.英格海姆国际有限公司 | 病毒聚合酶抑制剂 |
| US8202996B2 (en) | 2007-12-21 | 2012-06-19 | Bristol-Myers Squibb Company | Crystalline forms of N-(tert-butoxycarbonyl)-3-methyl-L-valyl-(4R)-4-((7-chloro-4-methoxy-1-isoquinolinyl)oxy)-N- ((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)-L-prolinamide |
| MX2010008108A (es) * | 2008-01-24 | 2010-09-22 | Enanta Pharm Inc | Inhibidores de proteasa de serina de tripéptido de virus de hepatitis c (hcv) que contienen heteroarilo. |
| JP2011510927A (ja) * | 2008-01-24 | 2011-04-07 | エナンタ ファーマシューティカルズ インコーポレイテッド | Ｈｃｖセリンプロテアーゼ阻害剤としての二フッ素化トリペプチド |
| AR070413A1 (es) | 2008-02-04 | 2010-04-07 | Idenix Pharmaceuticals Inc | Inhibidores macrociclicos de proteasa de serina |
| EA201001262A1 (ru) | 2008-02-07 | 2011-04-29 | Вайробей, Инк. | Ингибиторы катепсина в |
| WO2009108507A1 (en) | 2008-02-25 | 2009-09-03 | Merck & Co., Inc. | Therapeutic compounds |
| CA2719008A1 (en) * | 2008-03-20 | 2009-09-24 | Enanta Pharmaceuticals, Inc. | Fluorinated macrocyclic compounds as hepatitis c virus inhibitors |
| TW200946541A (en) * | 2008-03-27 | 2009-11-16 | Idenix Pharmaceuticals Inc | Solid forms of an anti-HIV phosphoindole compound |
| MX2010011306A (es) | 2008-04-15 | 2010-11-09 | Intermune Inc | Nuevos inhibidores macrociclicos de la replicacion del virus de la hepatitis c. |
| US8163921B2 (en) * | 2008-04-16 | 2012-04-24 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| CA2720850A1 (en) * | 2008-04-28 | 2009-11-05 | Merck Sharp & Dohme Corp. | Hcv ns3 protease inhibitors |
| WO2009134987A1 (en) * | 2008-04-30 | 2009-11-05 | Enanta Pharmaceuticals, Inc. | Difluoromethyl-containing macrocyclic compounds as hepatitis c virus inhibitors |
| US20090285774A1 (en) * | 2008-05-15 | 2009-11-19 | Bristol-Myers Squibb Company | Hepatitis C Virus Inhibitors |
| CN101580535B (zh) * | 2008-05-16 | 2012-10-03 | 太景生物科技股份有限公司 | 丙型肝炎病毒蛋白酶抑制剂 |
| EP2300491B1 (en) | 2008-05-29 | 2016-01-06 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
| US7964560B2 (en) | 2008-05-29 | 2011-06-21 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8173621B2 (en) | 2008-06-11 | 2012-05-08 | Gilead Pharmasset Llc | Nucleoside cyclicphosphates |
| WO2010014134A1 (en) | 2008-07-02 | 2010-02-04 | Idenix Pharamaceuticals, Inc. | Compounds and pharmaceutical compositions for the treatment of viral infections |
| SI2540350T1 (sl) | 2008-07-22 | 2015-01-30 | Merck Sharp & Dohme Corp. | Kombinacije makrocikliäśnih kinoksalinske spojine, ki je hcv ns3 proteazni inhibitor z drugimi hcv uäśinkovinami |
| WO2010010017A1 (en) | 2008-07-23 | 2010-01-28 | F. Hoffmann-La Roche Ag | Heterocyclic antiviral compounds |
| US8207341B2 (en) | 2008-09-04 | 2012-06-26 | Bristol-Myers Squibb Company | Process or synthesizing substituted isoquinolines |
| UY32099A (es) | 2008-09-11 | 2010-04-30 | Enanta Pharm Inc | Inhibidores macrocíclicos de serina proteasas de hepatitis c |
| DK2331538T3 (da) | 2008-09-16 | 2014-06-02 | Boehringer Ingelheim Int | Krystallinske former af en 2-thiazolyl-4-quinolinyl-oxy-derivat, en potent HCV-inhibitor |
| BRPI0918653A2 (pt) * | 2008-09-17 | 2015-12-01 | Boehringer Ingelheim Int | combinação de inibidor de ns3 protese de hcv com interferon e ribavirina. |
| EP2334662A1 (en) | 2008-09-26 | 2011-06-22 | F. Hoffmann-La Roche AG | Pyrine or pyrazine derivatives for treating hcv |
| US8044087B2 (en) | 2008-09-29 | 2011-10-25 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8563505B2 (en) | 2008-09-29 | 2013-10-22 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| EP3025727A1 (en) | 2008-10-02 | 2016-06-01 | The J. David Gladstone Institutes | Methods of treating liver disease |
| CN102216321A (zh) * | 2008-10-15 | 2011-10-12 | 因特蒙公司 | 治疗性抗病毒肽 |
| BRPI0919973A2 (pt) | 2008-10-30 | 2015-12-08 | Hoffmann La Roche | derivados de arilpiridona antivirais heterocíclicos |
| KR20110087297A (ko) * | 2008-11-21 | 2011-08-02 | 베링거 인겔하임 인터내셔날 게엠베하 | 경구 투여용의 강력한 ｈｃｖ 억제제의 약제학적 조성물 |
| BRPI0922364A2 (pt) | 2008-12-03 | 2017-08-29 | Presidio Pharmaceuticals Inc | Composto, composição farmacêutica e uso de um composto |
| KR101784830B1 (ko) | 2008-12-03 | 2017-10-16 | 프레시디오 파마슈티칼스, 인코포레이티드 | Ｈｃｖ ｎｓ5ａ의 억제제 |
| US20100272674A1 (en) * | 2008-12-04 | 2010-10-28 | Bristol-Myers Squibb Company | Hepatitis C Virus Inhibitors |
| US8283310B2 (en) | 2008-12-15 | 2012-10-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| UY32325A (es) * | 2008-12-19 | 2010-07-30 | Gilead Sciences Inc | Inhibidores de ns3 proteasa del vhc |
| JP2012513434A (ja) | 2008-12-22 | 2012-06-14 | エフ．ホフマン−ラ ロシュ アーゲー | 複素環式抗ウイルス化合物 |
| AU2009330333A1 (en) | 2008-12-22 | 2011-07-07 | Gilead Sciences, Inc. | Antiviral compounds |
| CA2748057C (en) | 2008-12-23 | 2018-07-03 | Pharmasset, Inc. | Nucleoside phosphoramidates |
| EP2376515A1 (en) | 2008-12-23 | 2011-10-19 | Pharmasset, Inc. | Synthesis of purine nucleosides |
| US8551973B2 (en) | 2008-12-23 | 2013-10-08 | Gilead Pharmasset Llc | Nucleoside analogs |
| AU2010203656A1 (en) | 2009-01-07 | 2011-07-21 | Scynexis, Inc. | Cyclosporine derivative for use in the treatment of HCV and HIV infection |
| WO2010082050A1 (en) | 2009-01-16 | 2010-07-22 | Istituto Di Ricerche Di Biologia Molecolare P. Angeletti S.P.A. | Macrocyclic and 7-aminoalkyl-substituted benzoxazocines for treatment of hepatitis c infections |
| GB0900914D0 (en) | 2009-01-20 | 2009-03-04 | Angeletti P Ist Richerche Bio | Antiviral agents |
| US8102720B2 (en) * | 2009-02-02 | 2012-01-24 | Qualcomm Incorporated | System and method of pulse generation |
| AR075584A1 (es) | 2009-02-27 | 2011-04-20 | Intermune Inc | COMPOSICIONES TERAPEUTICAS QUE COMPRENDEN beta-D-2'-DESOXI-2'-FLUORO-2'-C-METILCITIDINA Y UN DERIVADO DE ACIDO ISOINDOL CARBOXILICO Y SUS USOS. COMPUESTO. |
| WO2010101967A2 (en) | 2009-03-04 | 2010-09-10 | Idenix Pharmaceuticals, Inc. | Phosphothiophene and phosphothiazole hcv polymerase inhibitors |
| EP2403844A1 (en) | 2009-03-06 | 2012-01-11 | F. Hoffmann-La Roche AG | Heterocyclic antiviral compounds |
| US8975247B2 (en) | 2009-03-18 | 2015-03-10 | The Board Of Trustees Of The Leland Stanford Junion University | Methods and compositions of treating a flaviviridae family viral infection |
| PE20120773A1 (es) | 2009-03-27 | 2012-07-19 | Presidio Pharmaceuticals Inc | Anillos triciclicos fusionados sustituidos como inhibidores del virus de hepatitis c |
| WO2010118009A1 (en) * | 2009-04-06 | 2010-10-14 | Ptc Therapeutics, Inc. | Hcv inhibitor and therapeutic agent combinations |
| WO2010118078A1 (en) | 2009-04-08 | 2010-10-14 | Idenix Pharmaceuticals, Inc. | Macrocyclic serine protease inhibitors |
| US20110182850A1 (en) | 2009-04-10 | 2011-07-28 | Trixi Brandl | Organic compounds and their uses |
| US8512690B2 (en) | 2009-04-10 | 2013-08-20 | Novartis Ag | Derivatised proline containing peptide compounds as protease inhibitors |
| EP2421831A1 (en) | 2009-04-25 | 2012-02-29 | F. Hoffmann-La Roche AG | Heterocyclic antiviral compounds |
| MX2011012155A (es) | 2009-05-13 | 2012-02-28 | Enanta Pharm Inc | Compuestos macrociclicos como inhibidores del virus de hepatitis c. |
| US8618076B2 (en) | 2009-05-20 | 2013-12-31 | Gilead Pharmasset Llc | Nucleoside phosphoramidates |
| TWI598358B (zh) | 2009-05-20 | 2017-09-11 | 基利法瑪席特有限責任公司 | 核苷磷醯胺 |
| AR077004A1 (es) * | 2009-06-09 | 2011-07-27 | Hoffmann La Roche | Compuestos heterociclicos antivirales |
| SG176976A1 (en) | 2009-06-24 | 2012-02-28 | Hoffmann La Roche | Heterocyclic antiviral compound |
| US8232246B2 (en) * | 2009-06-30 | 2012-07-31 | Abbott Laboratories | Anti-viral compounds |
| WO2011003063A2 (en) * | 2009-07-02 | 2011-01-06 | Dr. Reddy's Laboratories Ltd. | Enzymes and methods for resolving amino vinyl cyclopropane carboxylic acid derivatives |
| CN102470103B (zh) | 2009-07-07 | 2016-09-07 | 贝林格尔.英格海姆国际有限公司 | 用作丙型肝炎病毒蛋白酶抑制剂的药物组合物 |
| EP2459582B1 (en) | 2009-07-30 | 2015-05-27 | Merck Sharp & Dohme Corp. | Hepatitis c virus ns3 protease inhibitors |
| TW201117812A (en) | 2009-08-05 | 2011-06-01 | Idenix Pharmaceuticals Inc | Macrocyclic serine protease inhibitors |
| CN102471239A (zh) * | 2009-08-10 | 2012-05-23 | 住友化学株式会社 | 光学活性的1-氨基-2-乙烯基环丙甲酸酯的制造方法 |
| US8324417B2 (en) | 2009-08-19 | 2012-12-04 | Virobay, Inc. | Process for the preparation of (S)-2-amino-5-cyclopropyl-4,4-difluoropentanoic acid and alkyl esters and acid salts thereof |
| HRP20161025T1 (hr) * | 2009-09-15 | 2016-11-04 | Taigen Biotechnology Co., Ltd. | Inhibitori proteaze hcv-a |
| CN105001302A (zh) * | 2009-09-28 | 2015-10-28 | 英特穆恩公司 | C型肝炎病毒复制的环肽抑制剂 |
| WO2011049908A2 (en) * | 2009-10-19 | 2011-04-28 | Enanta Pharmaceuticals, Inc. | Bismacrokyclic compounds as hepatitis c virus inhibitors |
| PH12012500827A1 (en) | 2009-10-30 | 2013-01-07 | Boehringer Ingelheim Int | Dosage regimens for hcv combination therapy comprising bi201335, interferon alpha and ribavirin |
| WO2011063076A1 (en) | 2009-11-19 | 2011-05-26 | Itherx Pharmaceuticals, Inc. | Methods of treating hepatitis c virus with oxoacetamide compounds |
| MX2012006026A (es) | 2009-11-25 | 2012-08-15 | Vertex Pharma | Derivados de acido 5-alquinil-tiofen-2-carboxilico y usos para tratamiento o prevencion de infecciones por flavivirus. |
| AR079528A1 (es) | 2009-12-18 | 2012-02-01 | Idenix Pharmaceuticals Inc | Inhibidores de arileno o heteroarileno 5,5-fusionado del virus de la hepatitis c |
| JP2013515746A (ja) | 2009-12-24 | 2013-05-09 | ヴァーテックス ファーマシューティカルズ、 インコーポレイテッド | フラビウイルス感染症の治療又は予防のための類似体 |
| US20110178107A1 (en) * | 2010-01-20 | 2011-07-21 | Taigen Biotechnology Co., Ltd. | Hcv protease inhibitors |
| PL2528922T3 (pl) | 2010-01-27 | 2018-01-31 | Ab Pharma Ltd | Związki poliheterocykliczne jako inhibitory hcv |
| US8530497B2 (en) | 2010-03-11 | 2013-09-10 | Boehringer Ingelheim International Gmbh | Crystalline salts of a potent HCV inhibitor |
| CN102869657A (zh) | 2010-03-24 | 2013-01-09 | 沃泰克斯药物股份有限公司 | 用于治疗或预防黄病毒感染的类似物 |
| TW201200522A (en) | 2010-03-24 | 2012-01-01 | Vertex Pharma | Analogues for the treatment or prevention of flavivirus infections |
| EP2550268A1 (en) | 2010-03-24 | 2013-01-30 | Vertex Pharmaceuticals Incorporated | Analogues for the treatment or prevention of flavivirus infections |
| TW201139438A (en) | 2010-03-24 | 2011-11-16 | Vertex Pharma | Analogues for the treatment or prevention of flavivirus infections |
| PL3290428T3 (pl) | 2010-03-31 | 2022-02-07 | Gilead Pharmasset Llc | Tabletka zawierająca krystaliczny (S)-2-(((S)-(((2R,3R,4R,5R)-5-(2,4-diokso-3,4-dihydropirymidyn-1(2H)-ylo)-4-fluoro-3-hydroksy-4-metylotetrahydrofuran-2-ylo)metoksy)(fenoksy)fosforylo)amino)propanian izopropylu |
| CL2011000718A1 (es) | 2010-03-31 | 2012-04-09 | Gilead Pharmasset Llc | Proceso para la preparacion de compuestos fosforados enantiomericos. |
| US8680071B2 (en) | 2010-04-01 | 2014-03-25 | Idenix Pharmaceuticals, Inc. | Compounds and pharmaceutical compositions for the treatment of viral infections |
| EP2575866A4 (en) | 2010-05-24 | 2013-10-16 | Presidio Pharmaceuticals Inc | HCV NS5A INHIBITORS |
| WO2011156545A1 (en) | 2010-06-09 | 2011-12-15 | Vertex Pharmaceuticals Incorporated | Viral dynamic model for hcv combination therapy |
| WO2011159826A2 (en) | 2010-06-15 | 2011-12-22 | Vertex Pharmaceuticals Incorporated | Hcv ns5b protease mutants |
| UY33473A (es) | 2010-06-28 | 2012-01-31 | Vertex Pharma | Compuestos y métodos para el tratamiento o la prevencion de infecciones por flavivirus |
| EP2585448A1 (en) | 2010-06-28 | 2013-05-01 | Vertex Pharmaceuticals Incorporated | Compounds and methods for the treatment or prevention of flavivirus infections |
| WO2012006070A1 (en) | 2010-06-28 | 2012-01-12 | Vertex Pharmaceuticals Incorporated | Compounds and methods for the treatment or prevention of flavivirus infections |
| AU2011292040A1 (en) | 2010-08-17 | 2013-03-07 | Vertex Pharmaceuticals Incorporated | Compounds and methods for the treatment or prevention of Flaviviridae viral infections |
| BR112013006693B1 (pt) | 2010-09-21 | 2022-07-12 | Enanta Pharmaceuticals, Inc | Compostos inibidores da serino protease hcv derivada de prolina macrocíclica |
| CA2813093A1 (en) * | 2010-09-30 | 2012-04-05 | Boehringer Ingelheim International Gmbh | Combination therapy for treating hcv infection |
| AU2011311880B2 (en) | 2010-10-08 | 2014-07-24 | Novartis Ag | Vitamin E formulations of sulfamide NS3 inhibitors |
| PT3042910T (pt) | 2010-11-30 | 2019-04-16 | Gilead Pharmasset Llc | 2'-espiro-nucleósidos para utilização na terapia da hepatite c |
| EP2651885A1 (en) * | 2010-12-16 | 2013-10-23 | Abbvie Inc. | Anti-viral compounds |
| CA2822556A1 (en) | 2010-12-30 | 2012-07-05 | Enanta Pharmaceuticals, Inc | Macrocyclic hepatitis c serine protease inhibitors |
| US8951964B2 (en) | 2010-12-30 | 2015-02-10 | Abbvie Inc. | Phenanthridine macrocyclic hepatitis C serine protease inhibitors |
| WO2012109398A1 (en) | 2011-02-10 | 2012-08-16 | Idenix Pharmaceuticals, Inc. | Macrocyclic serine protease inhibitors, pharmaceutical compositions thereof, and their use for treating hcv infections |
| WO2012107589A1 (en) | 2011-02-11 | 2012-08-16 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods and pharmaceutical compositions for the treatment and prevention of hcv infections |
| WO2012123298A1 (en) | 2011-03-11 | 2012-09-20 | F. Hoffmann-La Roche Ag | Antiviral compounds |
| US20120252721A1 (en) | 2011-03-31 | 2012-10-04 | Idenix Pharmaceuticals, Inc. | Methods for treating drug-resistant hepatitis c virus infection with a 5,5-fused arylene or heteroarylene hepatitis c virus inhibitor |
| EP2691409B1 (en) | 2011-03-31 | 2018-02-21 | Idenix Pharmaceuticals LLC. | Compounds and pharmaceutical compositions for the treatment of viral infections |
| US8957203B2 (en) | 2011-05-05 | 2015-02-17 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US10201584B1 (en) | 2011-05-17 | 2019-02-12 | Abbvie Inc. | Compositions and methods for treating HCV |
| US8691757B2 (en) | 2011-06-15 | 2014-04-08 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| AU2012269643A1 (en) | 2011-06-16 | 2014-02-06 | AB Pharma Ltd. | Macrocyclic heterocyclic compound for inhibiting hepatitis C virus and preparation and use thereof |
| EP2725012A1 (en) | 2011-06-21 | 2014-04-30 | Mitsubishi Gas Chemical Company, Inc. | 1-amino-2-vinyl cyclopropane carboxylic acid amide, salt of same, and method for producing same |
| US20120328565A1 (en) | 2011-06-24 | 2012-12-27 | Brinkman John A | Antiviral compounds |
| CN102807607B (zh) * | 2011-07-22 | 2013-10-23 | 爱博新药研发(上海)有限公司 | 抑制丙肝病毒的稠环杂环类化合物、其中间体及其应用 |
| AU2012286853A1 (en) | 2011-07-26 | 2013-05-02 | Vertex Pharmaceuticals Incorporated | Thiophene compounds |
| WO2013016499A1 (en) | 2011-07-26 | 2013-01-31 | Vertex Pharmaceuticals Incorporated | Methods for preparation of thiophene compounds |
| DE202012012998U1 (de) | 2011-08-31 | 2014-06-13 | Daniel Elias | Bioaktive, regenerative Mischung zur Herstellung eines Ergänzungsnahrungsmittels |
| AR088441A1 (es) | 2011-09-12 | 2014-06-11 | Idenix Pharmaceuticals Inc | Compuestos de carboniloximetilfosforamidato sustituido y composiciones farmaceuticas para el tratamiento de infecciones virales |
| JP2014526474A (ja) | 2011-09-12 | 2014-10-06 | アイディニックス ファーマシューティカルズ インコーポレイテッド | ウイルス感染の治療のための化合物および薬学的組成物 |
| WO2013053657A1 (en) | 2011-10-10 | 2013-04-18 | F. Hoffmann-La Roche Ag | Antiviral compounds |
| EP2768838A1 (en) | 2011-10-14 | 2014-08-27 | IDENIX Pharmaceuticals, Inc. | Substituted 3',5'-cyclic phosphates of purine nucleotide compounds and pharmaceutical compositions for the treatment of viral infections |
| EP2583680A3 (en) | 2011-10-21 | 2013-06-12 | Abbvie Inc. | Mono (PSI-7977) or combination treatment of DAAs for use in treating HCV |
| US8492386B2 (en) | 2011-10-21 | 2013-07-23 | Abbvie Inc. | Methods for treating HCV |
| US8466159B2 (en) | 2011-10-21 | 2013-06-18 | Abbvie Inc. | Methods for treating HCV |
| SE1450130A1 (sv) | 2011-10-21 | 2014-05-07 | Abbvie Inc | Förfaranden för att behandla hcv innefattande minst två direktverkande antivirala agenser, ribavirin men inte interferon |
| US9328138B2 (en) | 2011-11-15 | 2016-05-03 | Msd Italia S.R.L. | HCV NS3 protease inhibitors |
| US8889159B2 (en) | 2011-11-29 | 2014-11-18 | Gilead Pharmasset Llc | Compositions and methods for treating hepatitis C virus |
| CN104185420B (zh) | 2011-11-30 | 2017-06-09 | 埃默里大学 | 用于治疗或预防逆转录病毒和其它病毒感染的抗病毒jak抑制剂 |
| MY171759A (en) | 2011-12-06 | 2019-10-28 | Univ Leland Stanford Junior | Methods and compositions for treating viral diseases |
| US9133170B2 (en) | 2011-12-16 | 2015-09-15 | Hoffmann-La Roche Inc. | Inhibitors of HCV NS5A |
| SG11201403086YA (en) | 2011-12-20 | 2014-07-30 | Hoffmann La Roche | 4'-azido, 3'-fluoro substituted nucleoside derivatives as inhibitors of hcv rna replication |
| EA024297B1 (ru) | 2011-12-20 | 2016-09-30 | Рибосайенс Ллк | 2',4'-дифтор-2'-метилзамещенные нуклеозидные производные в качестве ингибиторов репликации рнк вируса гепатита с |
| EP2802313A1 (en) | 2012-01-12 | 2014-11-19 | Boehringer Ingelheim International GmbH | Stabilized pharmaceutical formulations of a potent hcv inhibitor |
| US20140356325A1 (en) | 2012-01-12 | 2014-12-04 | Ligand Pharmaceuticals Incorporated | Novel 2'-c-methyl nucleoside derivative compounds |
| US20130217644A1 (en) | 2012-02-13 | 2013-08-22 | Idenix Pharmaceuticals, Inc. | Pharmaceutical Compositions of 2'-C-Methyl-Guanosine, 5'-[2[(3-Hydroxy-2,2-Dimethyl-1-Oxopropyl)Thio]Ethyl N-(Phenylmethyl)Phosphoramidate] |
| BR112014015582A8 (pt) | 2012-02-24 | 2017-07-04 | Hoffmann La Roche | compostos antivirais |
| WO2013137869A1 (en) | 2012-03-14 | 2013-09-19 | Boehringer Ingelheim International Gmbh | Combination therapy for treating hcv infection in an hcv-hiv coinfected patient population |
| HK1203356A1 (en) | 2012-03-22 | 2015-10-30 | 艾丽奥斯生物制药有限公司 | Pharmaceutical combinations comprising a thionucleotide analog |
| WO2013147750A1 (en) | 2012-03-27 | 2013-10-03 | Boehringer Ingelheim International Gmbh | Oral combination therapy for treating hcv infection in specific patient sub-population |
| WO2013147749A1 (en) | 2012-03-27 | 2013-10-03 | Boehringer Ingelheim International Gmbh | Oral combination therapy for treating hcv infection in specific patient subgenotype populations |
| WO2013143581A1 (en) | 2012-03-28 | 2013-10-03 | Boehringer Ingelheim International Gmbh | Combination therapy for treating hcv infection in specific patient subgenotype sub-population |
| WO2013177195A1 (en) | 2012-05-22 | 2013-11-28 | Idenix Pharmaceuticals, Inc. | 3',5'-cyclic phosphate prodrugs for hcv infection |
| US9109001B2 (en) | 2012-05-22 | 2015-08-18 | Idenix Pharmaceuticals, Inc. | 3′,5′-cyclic phosphoramidate prodrugs for HCV infection |
| GEP20176800B (en) | 2012-05-22 | 2018-01-10 | Idenix Pharmaceuticals Llk | D-amino acid compounds for liver disease |
| US20140010783A1 (en) | 2012-07-06 | 2014-01-09 | Hoffmann-La Roche Inc. | Antiviral compounds |
| CN111848711A (zh) | 2012-10-08 | 2020-10-30 | 埃迪尼克斯医药有限责任公司 | 用于hcv感染的2′-氯核苷类似物 |
| WO2014063019A1 (en) | 2012-10-19 | 2014-04-24 | Idenix Pharmaceuticals, Inc. | Dinucleotide compounds for hcv infection |
| BR112015007879A2 (pt) | 2012-10-19 | 2017-07-04 | Bristol Myers Squibb Co | inibidores do vírus da hepatite c |
| US10723754B2 (en) | 2012-10-22 | 2020-07-28 | Idenix Pharmaceuticals Llc | 2′,4′-bridged nucleosides for HCV infection |
| EP2914613B1 (en) | 2012-11-02 | 2017-11-22 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
| US9334279B2 (en) | 2012-11-02 | 2016-05-10 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US9643999B2 (en) | 2012-11-02 | 2017-05-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US9409943B2 (en) | 2012-11-05 | 2016-08-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| CN103804208B (zh) * | 2012-11-14 | 2016-06-08 | 重庆博腾制药科技股份有限公司 | 一种丙肝药物中间体的制备方法 |
| US20140140951A1 (en) | 2012-11-14 | 2014-05-22 | Idenix Pharmaceuticals, Inc. | D-Alanine Ester of Rp-Nucleoside Analog |
| EP2938624A1 (en) | 2012-11-14 | 2015-11-04 | IDENIX Pharmaceuticals, Inc. | D-alanine ester of sp-nucleoside analog |
| US9211300B2 (en) | 2012-12-19 | 2015-12-15 | Idenix Pharmaceuticals Llc | 4′-fluoro nucleosides for the treatment of HCV |
| MX2015009176A (es) | 2013-01-23 | 2015-11-09 | Hoffmann La Roche | Derivados de triazola antivirales. |
| WO2014121418A1 (en) | 2013-02-07 | 2014-08-14 | Merck Sharp & Dohme Corp. | Tetracyclic heterocycle compounds and methods of use thereof for the treatment of hepatitis c |
| WO2014121417A1 (en) | 2013-02-07 | 2014-08-14 | Merck Sharp & Dohme Corp. | Tetracyclic heterocycle compounds and methods of use thereof for the treatment of hepatitis c |
| WO2014134251A1 (en) | 2013-02-28 | 2014-09-04 | Vertex Pharmaceuticals Incorporated | Pharmaceutical compositions |
| EP2970358B1 (en) | 2013-03-04 | 2021-06-30 | Idenix Pharmaceuticals LLC | 3'-deoxy nucleosides for the treatment of hcv |
| US9339541B2 (en) | 2013-03-04 | 2016-05-17 | Merck Sharp & Dohme Corp. | Thiophosphate nucleosides for the treatment of HCV |
| WO2014135422A1 (en) | 2013-03-05 | 2014-09-12 | F. Hoffmann-La Roche Ag | Antiviral compounds |
| EP2964664B1 (en) | 2013-03-07 | 2017-01-11 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
| WO2014138374A1 (en) | 2013-03-08 | 2014-09-12 | Boehringer Ingelheim International Gmbh | Oral combination therapy for treating hcv infection in specific patient sub-population |
| EP2970195B1 (en) | 2013-03-14 | 2017-08-02 | Achillion Pharmaceuticals, Inc. | Processes for producing sovaprevir |
| US9187515B2 (en) | 2013-04-01 | 2015-11-17 | Idenix Pharmaceuticals Llc | 2′,4′-fluoro nucleosides for the treatment of HCV |
| US20180200280A1 (en) | 2013-05-16 | 2018-07-19 | Riboscience Llc | 4'-Fluoro-2'-Methyl Substituted Nucleoside Derivatives as Inhibitors of HCV RNA Replication |
| EA201592185A1 (ru) | 2013-05-16 | 2016-05-31 | Рибосайенс Ллк | 4'-азидо, 3'-дезокси-3'-фторзамещенные нуклеозидные производные |
| MY186547A (en) | 2013-05-16 | 2021-07-26 | Riboscience Llc | 4?-fluoro-2?-methyl substituted nucleoside derivatives |
| WO2014197578A1 (en) | 2013-06-05 | 2014-12-11 | Idenix Pharmaceuticals, Inc. | 1',4'-thio nucleosides for the treatment of hcv |
| EP3027636B1 (en) | 2013-08-01 | 2022-01-05 | Idenix Pharmaceuticals LLC | D-amino acid phosphoramidate pronucleotides of halogeno pyrimidine compounds for liver disease |
| EP3650014B1 (en) | 2013-08-27 | 2021-10-06 | Gilead Pharmasset LLC | Combination formulation of two antiviral compounds |
| WO2015042375A1 (en) | 2013-09-20 | 2015-03-26 | Idenix Pharmaceuticals, Inc. | Hepatitis c virus inhibitors |
| WO2015061683A1 (en) | 2013-10-25 | 2015-04-30 | Idenix Pharmaceuticals, Inc. | D-amino acid phosphoramidate and d-alanine thiophosphoramidate pronucleotides of nucleoside compounds useful for the treatment of hcv |
| EP3063165A1 (en) | 2013-11-01 | 2016-09-07 | Idenix Pharmaceuticals LLC | D-alanine phosphoramidate pronucleotides of 2'-methyl 2'-fluoro guanosine nucleoside compounds for the treatment of hcv |
| WO2015081297A1 (en) | 2013-11-27 | 2015-06-04 | Idenix Pharmaceuticals, Inc. | 2'-dichloro and 2'-fluoro-2'-chloro nucleoside analogues for hcv infection |
| US9717797B2 (en) | 2013-12-05 | 2017-08-01 | International Business Machines Corporation | Polycarbonates bearing aromatic N-heterocycles for drug delivery |
| US10683321B2 (en) | 2013-12-18 | 2020-06-16 | Idenix Pharmaceuticals Llc | 4′-or nucleosides for the treatment of HCV |
| WO2015103490A1 (en) | 2014-01-03 | 2015-07-09 | Abbvie, Inc. | Solid antiviral dosage forms |
| EP2899207A1 (en) | 2014-01-28 | 2015-07-29 | Amikana.Biologics | New method for testing HCV protease inhibition |
| US20170135990A1 (en) | 2014-03-05 | 2017-05-18 | Idenix Pharmaceuticals Llc | Pharmaceutical compositions comprising a 5,5-fused heteroarylene flaviviridae inhibitor and their use for treating or preventing flaviviridae infection |
| US20170066779A1 (en) | 2014-03-05 | 2017-03-09 | Idenix Pharmaceuticals Llc | Solid forms of a flaviviridae virus inhibitor compound and salts thereof |
| EP3113763A1 (en) | 2014-03-05 | 2017-01-11 | Idenix Pharmaceuticals LLC | Solid prodrug forms of 2'-chloro-2'-methyl uridine for hcv |
| WO2015161137A1 (en) | 2014-04-16 | 2015-10-22 | Idenix Pharmaceuticals, Inc. | 3'-substituted methyl or alkynyl nucleosides for the treatment of hcv |
| EA201892448A1 (ru) | 2016-04-28 | 2019-06-28 | Эмори Юниверсити | Алкинсодержащие нуклеотидные и нуклеозидные терапевтические композиции и связанные с ними способы применения |
| WO2019060740A1 (en) | 2017-09-21 | 2019-03-28 | Riboscience Llc | 4'-FLUORO-2'-METHYL SUBSTITUTED NUCLEOSIDE DERIVATIVES AS INHIBITORS OF HCV RNA REPLICATION |
| JP7584418B2 (ja) | 2018-12-04 | 2024-11-15 | ブリストル－マイヤーズ スクイブ カンパニー | 多重反応同位体分子種反応モニタリングによる、サンプル内検量線を用いた分析方法 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0475255A3 (en) * | 1990-09-12 | 1993-04-14 | F. Hoffmann-La Roche Ag | Process for the preparation of optically pure (s)-alpha-((tert-butylsulfonyl)methyl)hydro cinnamic acid |
| JPH05155827A (ja) * | 1991-12-09 | 1993-06-22 | Banyu Pharmaceut Co Ltd | ｃｉｓ−２−アミノシクロプロパンカルボン酸誘導体の製造法 |
| IT1272179B (it) | 1994-02-23 | 1997-06-16 | Angeletti P Ist Richerche Bio | Metodologia per riprodurre in vitro l'attivita' proteolitica della proteasi ns3 del virus hcv. |
| CN1141591A (zh) * | 1994-02-23 | 1997-01-29 | 布·安格莱荻公司分子生物学研究所 | 体外再生丙型肝炎病毒(hcv)ns3蛋白酶的解蛋白活性的方法 |
| GB9517022D0 (en) | 1995-08-19 | 1995-10-25 | Glaxo Group Ltd | Medicaments |
| IT1277914B1 (it) * | 1995-08-22 | 1997-11-12 | Angeletti P Ist Richerche Bio | Procedimento per produrre - in forma pura e in quantita' elevate - polipeptidi con l'attivita' proteolitica della proteasi ns3 di hcv, e |
| CA2165996C (en) * | 1995-12-22 | 2002-01-29 | Murray Douglas Bailey | Stereoselective preparation of 2-substituted succinic derivatives |
| DE19600034C2 (de) | 1996-01-02 | 2003-12-24 | Degussa | 1,1,2-Trisubstituierte Cyclopropanverbindungen, Verfahren zu deren Herstellung und Dihydroxyethyl-substituierte 1-Amino-cyclopropan-1-carbonsäure |
| US5633388A (en) | 1996-03-29 | 1997-05-27 | Viropharma Incorporated | Compounds, compositions and methods for treatment of hepatitis C |
| CZ298749B6 (cs) | 1996-10-18 | 2008-01-16 | Vertex Pharmaceuticals Incorporated | Inhibitory serinových proteáz a farmaceutické prostředky s jejich obsahem |
| JP2002512625A (ja) | 1997-05-29 | 2002-04-23 | メルク エンド カンパニー インコーポレーテッド | 細胞接着阻害薬としての複素環アミド化合物 |
| US6767991B1 (en) | 1997-08-11 | 2004-07-27 | Boehringer Ingelheim (Canada) Ltd. | Hepatitis C inhibitor peptides |
| DK1003775T3 (da) | 1997-08-11 | 2005-05-30 | Boehringer Ingelheim Ca Ltd | Hepatitis C-inhibitorpeptider |
| SE9704543D0 (sv) * | 1997-12-05 | 1997-12-05 | Astra Ab | New compounds |
| US6455571B1 (en) * | 1998-04-23 | 2002-09-24 | Abbott Laboratories | Inhibitors of neuraminidases |
| DE19835120C1 (de) * | 1998-08-04 | 1999-10-21 | Westfalia Separator Ag | Verfahren und Vorrichtung zum Einstellen des Flüssigkeitsgehalts des aus einer selbstentleerenden Schleudertrommel eines Separators ausgetragenen Feststoffes |
| US6323180B1 (en) * | 1998-08-10 | 2001-11-27 | Boehringer Ingelheim (Canada) Ltd | Hepatitis C inhibitor tri-peptides |
| US6277830B1 (en) * | 1998-10-16 | 2001-08-21 | Schering Corporation | 5′-amino acid esters of ribavirin and the use of same to treat hepatitis C with interferon |
| US6608027B1 (en) | 1999-04-06 | 2003-08-19 | Boehringer Ingelheim (Canada) Ltd | Macrocyclic peptides active against the hepatitis C virus |
| US6642204B2 (en) * | 2002-02-01 | 2003-11-04 | Boehringer Ingelheim International Gmbh | Hepatitis C inhibitor tri-peptides |
| US7091184B2 (en) * | 2002-02-01 | 2006-08-15 | Boehringer Ingelheim International Gmbh | Hepatitis C inhibitor tri-peptides |
| JP4682140B2 (ja) * | 2003-03-05 | 2011-05-11 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Ｃ型肝炎インヒビターペプチド類縁体 |
| EP1601685A1 (en) * | 2003-03-05 | 2005-12-07 | Boehringer Ingelheim International GmbH | Hepatitis c inhibiting compounds |
-
1999
- 1999-08-05 US US09/368,866 patent/US6323180B1/en not_active Expired - Lifetime
- 1999-08-09 DE DE69940817T patent/DE69940817D1/de not_active Expired - Lifetime
- 1999-08-09 SK SK50026-2009A patent/SK288068B6/sk not_active IP Right Cessation
- 1999-08-09 DK DK08169026.5T patent/DK2028186T3/da active
- 1999-08-09 CZ CZ20090004A patent/CZ302766B6/cs not_active IP Right Cessation
- 1999-08-09 TW TW088113586A patent/TWI250165B/zh not_active IP Right Cessation
- 1999-08-09 TR TR2002/00129T patent/TR200200129T2/xx unknown
- 1999-08-09 RS YU20090459A patent/RS53562B1/sr unknown
- 1999-08-09 CA CA2445938A patent/CA2445938C/en not_active Expired - Lifetime
- 1999-08-09 CN CN2007101407405A patent/CN101143892B/zh not_active Expired - Lifetime
- 1999-08-09 IL IL14101299A patent/IL141012A0/xx unknown
- 1999-08-09 CA CA2338946A patent/CA2338946C/en not_active Expired - Lifetime
- 1999-08-09 PL PL346626A patent/PL204850B1/pl unknown
- 1999-08-09 AT AT99938084T patent/ATE430158T1/de active
- 1999-08-09 KR KR1020017001786A patent/KR100631439B1/ko not_active Expired - Lifetime
- 1999-08-09 SI SI9931033T patent/SI1105413T1/sl unknown
- 1999-08-09 JP JP2000564993A patent/JP4485685B2/ja not_active Expired - Lifetime
- 1999-08-09 AU AU52731/99A patent/AU769738B2/en not_active Expired
- 1999-08-09 ME MEP-2008-585A patent/ME00381B/me unknown
- 1999-08-09 BR BRPI9917805-2B1A patent/BR9917805B1/pt active IP Right Grant
- 1999-08-09 IN IN127MUN2001 patent/IN211493B/en unknown
- 1999-08-09 RS YUP-94/01A patent/RS50798B/sr unknown
- 1999-08-09 EP EP99938084A patent/EP1105413B1/en not_active Expired - Lifetime
- 1999-08-09 SI SI9931071T patent/SI2028186T1/sl unknown
- 1999-08-09 HU HU1300080A patent/HU230701B1/hu unknown
- 1999-08-09 HU HU0105144A patent/HU229262B1/hu unknown
- 1999-08-09 KR KR1020067010736A patent/KR100672229B1/ko not_active Expired - Lifetime
- 1999-08-09 MY MYPI99003397A patent/MY127538A/en unknown
- 1999-08-09 HK HK02101407.3A patent/HK1040085B/zh not_active IP Right Cessation
- 1999-08-09 EP EP08169026A patent/EP2028186B1/en not_active Expired - Lifetime
- 1999-08-09 SK SK206-2001A patent/SK286994B6/sk not_active IP Right Cessation
- 1999-08-09 DK DK99938084T patent/DK1105413T3/da active
- 1999-08-09 CZ CZ20010516A patent/CZ301268B6/cs not_active IP Right Cessation
- 1999-08-09 PT PT99938084T patent/PT1105413E/pt unknown
- 1999-08-09 EA EA200100228A patent/EA003906B1/ru not_active IP Right Cessation
- 1999-08-09 RS RSP-2009/0459A patent/RS20090459A/sr unknown
- 1999-08-09 EE EEP200100081A patent/EE05517B1/xx unknown
- 1999-08-09 NZ NZ510396A patent/NZ510396A/xx not_active IP Right Cessation
- 1999-08-09 PT PT81690265T patent/PT2028186E/pt unknown
- 1999-08-09 TR TR2001/00432T patent/TR200100432T2/xx unknown
- 1999-08-09 HR HR20010102A patent/HRP20010102B1/xx not_active IP Right Cessation
- 1999-08-09 ES ES99938084T patent/ES2326707T3/es not_active Expired - Lifetime
- 1999-08-09 ES ES08169026T patent/ES2405930T3/es not_active Expired - Lifetime
- 1999-08-09 BR BRPI9913646A patent/BRPI9913646B8/pt not_active IP Right Cessation
- 1999-08-09 ID IDW20010316A patent/ID27839A/id unknown
- 1999-08-09 WO PCT/CA1999/000736 patent/WO2000009543A2/en not_active Ceased
- 1999-08-09 CN CNB998105503A patent/CN100339389C/zh not_active Expired - Lifetime
- 1999-08-09 PE PE1999000800A patent/PE20000949A1/es not_active IP Right Cessation
- 1999-08-09 PH PH11999002002A patent/PH11999002002B1/en unknown
- 1999-08-10 CO CO99050714A patent/CO5261542A1/es active IP Right Grant
- 1999-08-10 AR ARP990103977A patent/AR020880A1/es active IP Right Grant
- 1999-09-08 UA UA2001031603A patent/UA75026C2/uk unknown
- 1999-09-28 SA SA99200617A patent/SA99200617B1/ar unknown
-
2000
- 2000-09-12 US US09/660,030 patent/US6268207B1/en not_active Expired - Lifetime
- 2000-09-29 US US09/675,398 patent/US6329379B1/en not_active Ceased
- 2000-11-01 US US09/703,751 patent/US6329417B1/en not_active Ceased
-
2001
- 2001-01-22 IL IL141012A patent/IL141012A/en not_active IP Right Cessation
- 2001-02-05 ZA ZA200100971A patent/ZA200100971B/en unknown
- 2001-02-07 MX MXPA01001423 patent/MX261584B/es active IP Right Grant
- 2001-02-07 MX MXPA06004222 patent/MX257413B/es unknown
- 2001-02-07 IN IN127MU2001 patent/IN2001MU00127A/en unknown
- 2001-02-08 BG BG105232A patent/BG65738B1/bg unknown
- 2001-02-09 NO NO20010683A patent/NO328952B1/no not_active IP Right Cessation
- 2001-04-06 US US09/827,976 patent/US6420380B2/en not_active Expired - Lifetime
- 2001-05-04 US US09/849,057 patent/US6410531B1/en not_active Expired - Lifetime
-
2002
- 2002-03-05 US US10/091,293 patent/US6534523B1/en not_active Ceased
-
2005
- 2005-09-30 US US11/241,899 patent/USRE40525E1/en not_active Expired - Lifetime
-
2007
- 2007-05-11 IN IN706MU2007 patent/IN2007MU00706A/en unknown
-
2008
- 2008-03-05 US US12/042,627 patent/USRE41894E1/en not_active Expired - Lifetime
- 2008-05-12 US US12/118,926 patent/USRE41356E1/en not_active Expired - Lifetime
- 2008-05-13 US US12/119,609 patent/USRE42164E1/en not_active Expired - Lifetime
- 2008-12-05 AR ARP080105301A patent/AR069583A2/es active IP Right Grant
-
2009
- 2009-01-15 IL IL196545A patent/IL196545A/en not_active IP Right Cessation
- 2009-07-23 CY CY20091100795T patent/CY1109291T1/el unknown
- 2009-11-18 JP JP2009262835A patent/JP5021711B2/ja not_active Expired - Lifetime
- 2009-11-27 AR ARP090104583A patent/AR073428A2/es not_active Application Discontinuation
-
2010
- 2010-01-05 NO NO20100004A patent/NO336663B1/no not_active IP Right Cessation
-
2013
- 2013-04-18 CY CY20131100317T patent/CY1113935T1/el unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ME00381B (me) | Tri-peptidi kao inhibitori hepatitisa c | |
| RU2428428C9 (ru) | Серусодержащие соединения, действующие как ингибиторы сериновой протеазы ns3 вируса гепатита с | |
| KR101412309B1 (ko) | 유기 화합물 및 그의 용도 | |
| JP5167244B2 (ja) | Ｈｃｖ／ｈｉｖ阻害剤およびそれらの使用 | |
| HRP20110732T1 (hr) | Antivirusni spojevi | |
| JP2002522554A5 (me) | ||
| JP2006501181A5 (me) | ||
| EA200100229A1 (ru) | Пептидные ингибиторы вируса гепатита с | |
| AR042368A1 (es) | Un compuesto derivado de purina, su uso, un procedimiento para prepararlo y una composicion farmaceutica que lo comprende | |
| BR0110023A (pt) | Derivados de nucleosìdeo 3'-ou-2' substituìdos para tratamento de infecções por vìrus da hepatite | |
| KR890000494A (ko) | 메틸아미노 질소상에서 치환된 스타우로스포린 유도체 | |
| EP0198898A1 (en) | DIPEPTIDE COMPOUNDS HAVING PHARMACEUTICAL ACTIVITY AND COMPOSITIONS CONTAINING SAME. | |
| ECSP055815A (es) | Composición para el tratamiento de la infección por virus flaviviridae | |
| RU2008152171A (ru) | Новые ингибиторы вирусной репликации гепатита с | |
| CA2315050A1 (en) | Aminophenoxyacetic acid derivatives and pharmaceutical composition containing thereof | |
| BRPI0008753B8 (pt) | composto de amida, processo para preparar um composto de amida, composição farmacêutica e uso de um composto de amida | |
| BR0306811A (pt) | Composto, éster farmacologicamente aceitável do mesmo, composição farmacêutica e métodos para prevenção ou tratamento de doenças autoimunes, da artrite reumatóide e da rejeição causada pelo transplante de vários órgãos em um mamìfero | |
| PT842923E (pt) | Derivados do pirrolo e composicoes medicinais | |
| EA199800013A1 (ru) | Способы минимизации остеопороза | |
| BR0309283A (pt) | Preparação lìquida compreendendo derivado de camptotecina e composição farmacêutica produzìvel por liofilização da preparação | |
| BR0115454A (pt) | Composto de 1-metilcarbapenem ou um sal ou derivado de éster deste farmaceuticamente aceitável, composição farmacêutica, e, uso de um composto ou de um sal ou derivado de éster deste farmaceuticamente aceitável | |
| ES2135695T3 (es) | Derivados de aminoacidos y su uso como inhibidores de la fosfolipasa a2. | |
| KR20090049600A (ko) | 마크로시클릭 ｈｃｖ 억제제 및 그의 용도 | |
| AR032598A1 (es) | Oxazinquinolonas, una composicion farmaceutica y el uso de las mismas para preparar un medicamento utiles en el tratamiento de infecciones virales | |
| BR9807506A (pt) | Derivados de amida e composições medicinais dos mesmos |