NZ521560A - Peptide deformylase inhibitors - Google Patents
Peptide deformylase inhibitorsInfo
- Publication number
- NZ521560A NZ521560A NZ521560A NZ52156001A NZ521560A NZ 521560 A NZ521560 A NZ 521560A NZ 521560 A NZ521560 A NZ 521560A NZ 52156001 A NZ52156001 A NZ 52156001A NZ 521560 A NZ521560 A NZ 521560A
- Authority
- NZ
- New Zealand
- Prior art keywords
- hydroxy
- formyl
- ethylamine
- group
- optionally substituted
- Prior art date
Links
- 239000000081 peptide deformylase inhibitor Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 37
- -1 hydroxy, amino Chemical group 0.000 claims abstract description 28
- 125000003118 aryl group Chemical group 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000005334 azaindolyl group Chemical group N1N=C(C2=CC=CC=C12)* 0.000 claims abstract description 6
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 4
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 4
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
- 125000001475 halogen functional group Chemical group 0.000 claims abstract description 4
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims abstract description 4
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims abstract description 4
- 125000001786 isothiazolyl group Chemical group 0.000 claims abstract description 4
- 125000000842 isoxazolyl group Chemical group 0.000 claims abstract description 4
- 125000002971 oxazolyl group Chemical group 0.000 claims abstract description 4
- 125000003373 pyrazinyl group Chemical group 0.000 claims abstract description 4
- 125000001424 substituent group Chemical group 0.000 claims abstract description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims abstract description 4
- 125000003107 substituted aryl group Chemical group 0.000 claims abstract description 4
- 125000000335 thiazolyl group Chemical group 0.000 claims abstract description 4
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims description 32
- 239000007787 solid Substances 0.000 claims description 14
- 239000012230 colorless oil Substances 0.000 claims description 12
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- PRAQHMQIHLWOTC-UHFFFAOYSA-N n-hydroxy-n-[2-(3-hydroxyphenoxy)ethyl]formamide Chemical compound O=CN(O)CCOC1=CC=CC(O)=C1 PRAQHMQIHLWOTC-UHFFFAOYSA-N 0.000 claims description 4
- 208000035143 Bacterial infection Diseases 0.000 claims description 3
- 206010057190 Respiratory tract infections Diseases 0.000 claims description 3
- 208000022362 bacterial infectious disease Diseases 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- QMMXVSWFTWAHHR-UHFFFAOYSA-N n-[2-(2,3-dichlorophenoxy)ethyl]-n-hydroxyformamide Chemical compound O=CN(O)CCOC1=CC=CC(Cl)=C1Cl QMMXVSWFTWAHHR-UHFFFAOYSA-N 0.000 claims description 3
- STDNJYNAFFNJSP-UHFFFAOYSA-N n-[2-(2-chlorophenoxy)ethyl]-n-hydroxyformamide Chemical compound O=CN(O)CCOC1=CC=CC=C1Cl STDNJYNAFFNJSP-UHFFFAOYSA-N 0.000 claims description 3
- YTZZQFYDELXOBH-UHFFFAOYSA-N n-[2-(3,5-dichlorophenoxy)ethyl]-n-hydroxyformamide Chemical compound O=CN(O)CCOC1=CC(Cl)=CC(Cl)=C1 YTZZQFYDELXOBH-UHFFFAOYSA-N 0.000 claims description 3
- RRVPFFRQJWCUHT-UHFFFAOYSA-N n-[2-(3-bromophenoxy)ethyl]-n-hydroxyformamide Chemical compound O=CN(O)CCOC1=CC=CC(Br)=C1 RRVPFFRQJWCUHT-UHFFFAOYSA-N 0.000 claims description 3
- PKIJUBJUZCGQFK-UHFFFAOYSA-N n-hydroxy-n-(4-phenylbutyl)formamide Chemical compound O=CN(O)CCCCC1=CC=CC=C1 PKIJUBJUZCGQFK-UHFFFAOYSA-N 0.000 claims description 3
- IDKPZZLOFIYQIE-UHFFFAOYSA-N n-hydroxy-n-[2-(2,4,5-trifluorophenoxy)ethyl]formamide Chemical compound O=CN(O)CCOC1=CC(F)=C(F)C=C1F IDKPZZLOFIYQIE-UHFFFAOYSA-N 0.000 claims description 3
- BIKJLAIDOCVLOG-UHFFFAOYSA-N n-hydroxy-n-[2-(2-phenylmethoxyphenoxy)ethyl]formamide Chemical compound O=CN(O)CCOC1=CC=CC=C1OCC1=CC=CC=C1 BIKJLAIDOCVLOG-UHFFFAOYSA-N 0.000 claims description 3
- PCENRYQAUFQBJN-UHFFFAOYSA-N n-hydroxy-n-[3-(3-methylpyridin-2-yl)propyl]formamide Chemical compound CC1=CC=CN=C1CCCN(O)C=O PCENRYQAUFQBJN-UHFFFAOYSA-N 0.000 claims description 3
- 208000020029 respiratory tract infectious disease Diseases 0.000 claims description 3
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
- 125000001041 indolyl group Chemical group 0.000 claims description 2
- 208000015181 infectious disease Diseases 0.000 claims description 2
- MKKIGJABYUVRRV-UHFFFAOYSA-N n-[2-(3-chloro-4-fluorophenoxy)ethyl]-n-hydroxyformamide Chemical compound O=CN(O)CCOC1=CC=C(F)C(Cl)=C1 MKKIGJABYUVRRV-UHFFFAOYSA-N 0.000 claims description 2
- VSDQSNOWVKGAOS-UHFFFAOYSA-N n-[2-(3-chloro-4-methylphenoxy)ethyl]-n-hydroxyformamide Chemical compound CC1=CC=C(OCCN(O)C=O)C=C1Cl VSDQSNOWVKGAOS-UHFFFAOYSA-N 0.000 claims description 2
- CAWOEYFABGWIIU-UHFFFAOYSA-N n-[2-(4-acetylphenoxy)ethyl]-n-hydroxyformamide Chemical compound CC(=O)C1=CC=C(OCCN(O)C=O)C=C1 CAWOEYFABGWIIU-UHFFFAOYSA-N 0.000 claims description 2
- FWMFAPOFUVHBBR-UHFFFAOYSA-N n-[2-(4-chloro-3-methylphenoxy)ethyl]-n-hydroxyformamide Chemical compound CC1=CC(OCCN(O)C=O)=CC=C1Cl FWMFAPOFUVHBBR-UHFFFAOYSA-N 0.000 claims description 2
- QWLLUBIHCAZXRY-UHFFFAOYSA-N n-hydroxy-n-(2-phenoxyethyl)formamide Chemical compound O=CN(O)CCOC1=CC=CC=C1 QWLLUBIHCAZXRY-UHFFFAOYSA-N 0.000 claims description 2
- ZKSWGBQVZSYTRA-UHFFFAOYSA-N n-hydroxy-n-(2-quinolin-7-yloxyethyl)formamide Chemical compound C1=CC=NC2=CC(OCCN(O)C=O)=CC=C21 ZKSWGBQVZSYTRA-UHFFFAOYSA-N 0.000 claims description 2
- QPOHGXYNCHVSMF-UHFFFAOYSA-N n-hydroxy-n-(3-phenylpropyl)formamide Chemical compound O=CN(O)CCCC1=CC=CC=C1 QPOHGXYNCHVSMF-UHFFFAOYSA-N 0.000 claims description 2
- XVTICJBXUDISEU-UHFFFAOYSA-N n-hydroxy-n-[2-[2-(trifluoromethyl)phenoxy]ethyl]formamide Chemical compound O=CN(O)CCOC1=CC=CC=C1C(F)(F)F XVTICJBXUDISEU-UHFFFAOYSA-N 0.000 claims description 2
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- VZYOJQGXIVZHJA-UHFFFAOYSA-N n-hydroxy-n-(2-isoquinolin-5-yloxyethyl)formamide Chemical compound N1=CC=C2C(OCCN(O)C=O)=CC=CC2=C1 VZYOJQGXIVZHJA-UHFFFAOYSA-N 0.000 claims 3
- OLPYCUUQHBSPJW-UHFFFAOYSA-N 3-phenyl-1h-pyrrolo[3,2-c]pyridine Chemical group C=1NC2=CC=NC=C2C=1C1=CC=CC=C1 OLPYCUUQHBSPJW-UHFFFAOYSA-N 0.000 claims 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 claims 1
- 125000004208 3-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(*)=C1[H] 0.000 claims 1
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- 229940017219 methyl propionate Drugs 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 108010026809 Peptide deformylase Proteins 0.000 abstract description 6
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- 239000003112 inhibitor Substances 0.000 abstract description 4
- 239000008194 pharmaceutical composition Substances 0.000 abstract description 3
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- 239000000243 solution Substances 0.000 description 19
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 18
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- 239000000203 mixture Substances 0.000 description 13
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
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- 235000014304 histidine Nutrition 0.000 description 1
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- 108010057757 methionyl-tRNA formyltransferase Proteins 0.000 description 1
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- 238000012986 modification Methods 0.000 description 1
- GBQUMNVOJHPUSX-UHFFFAOYSA-N n-hydroxy-n-[2-(3-phenylmethoxyphenoxy)ethyl]formamide Chemical compound O=CN(O)CCOC1=CC=CC(OCC=2C=CC=CC=2)=C1 GBQUMNVOJHPUSX-UHFFFAOYSA-N 0.000 description 1
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- 239000002687 nonaqueous vehicle Substances 0.000 description 1
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- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
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- 239000004006 olive oil Substances 0.000 description 1
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- 239000000312 peanut oil Substances 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
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- 239000011505 plaster Substances 0.000 description 1
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- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
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- VVWRJUBEIPHGQF-MDZDMXLPSA-N propan-2-yl (ne)-n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)\N=N\C(=O)OC(C)C VVWRJUBEIPHGQF-MDZDMXLPSA-N 0.000 description 1
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
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- 239000008117 stearic acid Substances 0.000 description 1
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- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000759 toxicological effect Toxicity 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
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- 230000001960 triggered effect Effects 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/42—Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
-
- 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
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C239/00—Compounds containing nitrogen-to-halogen bonds; Hydroxylamino compounds or ethers or esters thereof
- C07C239/08—Hydroxylamino compounds or their ethers or esters
- C07C239/14—Hydroxylamino compounds or their ethers or esters having nitrogen atoms of hydroxylamino groups further bound to carbon atoms of hydrocarbon radicals substituted by doubly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20194300P | 2000-05-05 | 2000-05-05 | |
| US23808400P | 2000-10-04 | 2000-10-04 | |
| PCT/US2001/014593 WO2001085170A1 (en) | 2000-05-05 | 2001-05-04 | Peptide deformylase inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ521560A true NZ521560A (en) | 2004-05-28 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ521560A NZ521560A (en) | 2000-05-05 | 2001-05-04 | Peptide deformylase inhibitors |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US6806369B2 (enExample) |
| EP (1) | EP1283711B1 (enExample) |
| JP (1) | JP2003532677A (enExample) |
| KR (1) | KR20020093127A (enExample) |
| CN (1) | CN1427721A (enExample) |
| AR (1) | AR029916A1 (enExample) |
| AT (1) | ATE389403T1 (enExample) |
| AU (1) | AU2001261218A1 (enExample) |
| BR (1) | BR0110206A (enExample) |
| CA (1) | CA2408236A1 (enExample) |
| CZ (1) | CZ20023618A3 (enExample) |
| DE (1) | DE60133273T2 (enExample) |
| ES (1) | ES2300330T3 (enExample) |
| HU (1) | HUP0302505A2 (enExample) |
| IL (1) | IL152638A0 (enExample) |
| MX (1) | MXPA02010843A (enExample) |
| NO (1) | NO20025281L (enExample) |
| NZ (1) | NZ521560A (enExample) |
| PL (1) | PL359865A1 (enExample) |
| WO (1) | WO2001085170A1 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1383736B1 (en) * | 2001-04-05 | 2009-06-17 | Smithkline Beecham Corporation | Peptide deformylase inhibitors |
| US6852882B2 (en) * | 2001-06-05 | 2005-02-08 | Smithkline Beecham Corporation | Peptide deformylase inhibitors |
| WO2004052919A2 (en) * | 2002-12-11 | 2004-06-24 | Smithkline Beecham Corporation | Peptide deformylase inhibitors |
| EP1683521A1 (en) * | 2005-01-21 | 2006-07-26 | Centre National De La Recherche Scientifique (Cnrs) | Peptide deformylase inhibitors, their use, and pharmaceutical compositions containing the same |
| DE102005019181A1 (de) | 2005-04-25 | 2006-10-26 | Novartis Ag | Peptid-Deformylase (PDF) Inhibitoren 1 |
| CN101166740B (zh) * | 2005-04-25 | 2010-12-29 | 诺瓦提斯公司 | 用作肽脱甲酰基酶(pdf)抑制剂的咪唑并[1,2-a]吡啶衍生物 |
| WO2006131303A2 (en) * | 2005-06-07 | 2006-12-14 | Novartis Ag | Peptide deformylase (pdf) inhibitors 4 |
| WO2007040289A1 (en) * | 2005-10-05 | 2007-04-12 | Promeditech Inc. | Deformylase inhibitor, process for the preparation thereof, and composition comprising the same |
| KR100753796B1 (ko) * | 2006-07-28 | 2007-08-31 | 주식회사 프로메디텍 | 데포르밀라제 저해제, 이의 제조방법, 및 이를 포함하는조성물 |
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| US3282986A (en) | 1960-10-06 | 1966-11-01 | Merck & Co Inc | N-acylated hydroxamic acids and derivatives thereof |
| EP0196184B1 (en) | 1985-03-16 | 1992-09-16 | The Wellcome Foundation Limited | Aryl derivatives |
| GB8531838D0 (en) * | 1985-12-30 | 1986-02-05 | Wellcome Found | Aryl derivatives |
| PL154186B1 (en) * | 1987-07-15 | 1991-07-31 | Wellcome Found | Method for manufacturing arylic derivatives of the hydroxamic acid |
| DK1001930T3 (da) | 1997-07-31 | 2003-03-24 | Abbott Lab | N-hydroxyformamidderivater som inhibitorer af matrix-metalloproteinaser |
| US6235786B1 (en) * | 1997-08-06 | 2001-05-22 | Abbott Laboratories | Reverse hydroxamate inhibitors of matrix metalloproteinases |
| US6294573B1 (en) * | 1997-08-06 | 2001-09-25 | Abbott Laboratories | Reverse hydroxamate inhibitors of matrix metalloproteinases |
| EP1052984B1 (en) * | 1998-02-07 | 2004-05-12 | Vernalis (Oxford) Ltd | Antibacterial agents |
| AR028075A1 (es) * | 2000-05-05 | 2003-04-23 | Smithkline Beecham Corp | Inhibidores de la peptido-desformilasa |
| US20040034024A1 (en) | 2001-05-04 | 2004-02-19 | Aubart Kelly M | Peptide deformylase inhibitors |
-
2001
- 2001-05-03 AR ARP010102092A patent/AR029916A1/es not_active Application Discontinuation
- 2001-05-04 EP EP01935094A patent/EP1283711B1/en not_active Expired - Lifetime
- 2001-05-04 CZ CZ20023618A patent/CZ20023618A3/cs unknown
- 2001-05-04 BR BR0110206-0A patent/BR0110206A/pt not_active Application Discontinuation
- 2001-05-04 MX MXPA02010843A patent/MXPA02010843A/es unknown
- 2001-05-04 PL PL35986501A patent/PL359865A1/xx unknown
- 2001-05-04 DE DE60133273T patent/DE60133273T2/de not_active Expired - Lifetime
- 2001-05-04 CN CN01808997A patent/CN1427721A/zh active Pending
- 2001-05-04 HU HU0302505A patent/HUP0302505A2/hu unknown
- 2001-05-04 WO PCT/US2001/014593 patent/WO2001085170A1/en not_active Ceased
- 2001-05-04 US US10/275,522 patent/US6806369B2/en not_active Expired - Fee Related
- 2001-05-04 CA CA002408236A patent/CA2408236A1/en not_active Abandoned
- 2001-05-04 JP JP2001581824A patent/JP2003532677A/ja active Pending
- 2001-05-04 NZ NZ521560A patent/NZ521560A/en unknown
- 2001-05-04 AU AU2001261218A patent/AU2001261218A1/en not_active Abandoned
- 2001-05-04 ES ES01935094T patent/ES2300330T3/es not_active Expired - Lifetime
- 2001-05-04 KR KR1020027014802A patent/KR20020093127A/ko not_active Withdrawn
- 2001-05-04 IL IL15263801A patent/IL152638A0/xx unknown
- 2001-05-04 AT AT01935094T patent/ATE389403T1/de not_active IP Right Cessation
-
2002
- 2002-11-04 NO NO20025281A patent/NO20025281L/no not_active Application Discontinuation
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2004
- 2004-04-05 US US10/818,074 patent/US7115605B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| BR0110206A (pt) | 2003-01-28 |
| ES2300330T3 (es) | 2008-06-16 |
| WO2001085170A1 (en) | 2001-11-15 |
| AR029916A1 (es) | 2003-07-23 |
| US20040192719A1 (en) | 2004-09-30 |
| NO20025281D0 (no) | 2002-11-04 |
| ATE389403T1 (de) | 2008-04-15 |
| CZ20023618A3 (cs) | 2003-09-17 |
| EP1283711B1 (en) | 2008-03-19 |
| CN1427721A (zh) | 2003-07-02 |
| DE60133273T2 (de) | 2009-03-05 |
| WO2001085170A9 (en) | 2006-01-26 |
| DE60133273D1 (de) | 2008-04-30 |
| AU2001261218A1 (en) | 2001-11-20 |
| US20040053932A1 (en) | 2004-03-18 |
| HUP0302505A2 (hu) | 2003-12-29 |
| KR20020093127A (ko) | 2002-12-12 |
| US6806369B2 (en) | 2004-10-19 |
| PL359865A1 (en) | 2004-09-06 |
| IL152638A0 (en) | 2003-06-24 |
| CA2408236A1 (en) | 2001-11-15 |
| EP1283711A4 (en) | 2003-05-21 |
| MXPA02010843A (es) | 2003-03-27 |
| US7115605B2 (en) | 2006-10-03 |
| JP2003532677A (ja) | 2003-11-05 |
| EP1283711A1 (en) | 2003-02-19 |
| NO20025281L (no) | 2003-01-03 |
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| Date | Code | Title | Description |
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| PSEA | Patent sealed |