JP2012529443A5 - - Google Patents
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- JP2012529443A5 JP2012529443A5 JP2012514336A JP2012514336A JP2012529443A5 JP 2012529443 A5 JP2012529443 A5 JP 2012529443A5 JP 2012514336 A JP2012514336 A JP 2012514336A JP 2012514336 A JP2012514336 A JP 2012514336A JP 2012529443 A5 JP2012529443 A5 JP 2012529443A5
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- Prior art keywords
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- group
- pharmaceutical composition
- Prior art date
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- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 20
- 125000001072 heteroaryl group Chemical group 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 18
- 229910052760 oxygen Inorganic materials 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 15
- 125000003282 alkyl amino group Chemical group 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 125000000304 alkynyl group Chemical group 0.000 claims description 9
- -1 2-oxo-1-imidazolidinyl Chemical group 0.000 claims description 8
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 8
- 125000004414 alkyl thio group Chemical group 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 7
- 150000001350 alkyl halides Chemical class 0.000 claims description 7
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 claims description 4
- WXTMDXOMEHJXQO-UHFFFAOYSA-N 2,5-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC(O)=CC=C1O WXTMDXOMEHJXQO-UHFFFAOYSA-N 0.000 claims description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 4
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- TWBYWOBDOCUKOW-UHFFFAOYSA-N isonicotinic acid Chemical compound OC(=O)C1=CC=NC=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-N 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 235000002906 tartaric acid Nutrition 0.000 claims description 3
- 239000011975 tartaric acid Substances 0.000 claims description 3
- NAOLWIGVYRIGTP-UHFFFAOYSA-N 1,3,5-trihydroxyanthracene-9,10-dione Chemical compound C1=CC(O)=C2C(=O)C3=CC(O)=CC(O)=C3C(=O)C2=C1 NAOLWIGVYRIGTP-UHFFFAOYSA-N 0.000 claims description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 2
- 239000005711 Benzoic acid Substances 0.000 claims description 2
- GHOKWGTUZJEAQD-UHFFFAOYSA-N Chick antidermatitis factor Natural products OCC(C)(C)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N 0.000 claims description 2
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims description 2
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 claims description 2
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 235000010323 ascorbic acid Nutrition 0.000 claims description 2
- 239000011668 ascorbic acid Substances 0.000 claims description 2
- 229960005070 ascorbic acid Drugs 0.000 claims description 2
- 235000010233 benzoic acid Nutrition 0.000 claims description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
- VFNGKCDDZUSWLR-UHFFFAOYSA-N disulfuric acid Chemical compound OS(=O)(=O)OS(O)(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-N 0.000 claims description 2
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 claims description 2
- 235000019253 formic acid Nutrition 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 229960005219 gentisic acid Drugs 0.000 claims description 2
- 239000000174 gluconic acid Substances 0.000 claims description 2
- 235000012208 gluconic acid Nutrition 0.000 claims description 2
- 229940097043 glucuronic acid Drugs 0.000 claims description 2
- 235000013922 glutamic acid Nutrition 0.000 claims description 2
- 239000004220 glutamic acid Substances 0.000 claims description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 2
- 239000004310 lactic acid Substances 0.000 claims description 2
- 235000014655 lactic acid Nutrition 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- 229940098779 methanesulfonic acid Drugs 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- WLJNZVDCPSBLRP-UHFFFAOYSA-N pamoic acid Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=C(C=3O)C(=O)O)=C(O)C(C(O)=O)=CC2=C1 WLJNZVDCPSBLRP-UHFFFAOYSA-N 0.000 claims description 2
- 235000019161 pantothenic acid Nutrition 0.000 claims description 2
- 239000011713 pantothenic acid Substances 0.000 claims description 2
- 229940055726 pantothenic acid Drugs 0.000 claims description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229960004889 salicylic acid Drugs 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 14
- 208000015181 infectious disease Diseases 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 3
- 241000894006 Bacteria Species 0.000 claims 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- 206010057190 Respiratory tract infections Diseases 0.000 claims 3
- 206010040047 Sepsis Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 241000193738 Bacillus anthracis Species 0.000 claims 2
- 241000233866 Fungi Species 0.000 claims 2
- 208000007764 Legionnaires' Disease Diseases 0.000 claims 2
- 201000009906 Meningitis Diseases 0.000 claims 2
- 206010035148 Plague Diseases 0.000 claims 2
- 206010035664 Pneumonia Diseases 0.000 claims 2
- 206010039438 Salmonella Infections Diseases 0.000 claims 2
- 241000700605 Viruses Species 0.000 claims 2
- 241000607479 Yersinia pestis Species 0.000 claims 2
- 230000004888 barrier function Effects 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000001848 dysentery Diseases 0.000 claims 2
- 201000001371 inclusion conjunctivitis Diseases 0.000 claims 2
- 244000005700 microbiome Species 0.000 claims 2
- 206010039447 salmonellosis Diseases 0.000 claims 2
- 210000002784 stomach Anatomy 0.000 claims 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims 2
- 208000030507 AIDS Diseases 0.000 claims 1
- 208000000230 African Trypanosomiasis Diseases 0.000 claims 1
- 206010053555 Arthritis bacterial Diseases 0.000 claims 1
- 201000002909 Aspergillosis Diseases 0.000 claims 1
- 208000036641 Aspergillus infections Diseases 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- 206010006500 Brucellosis Diseases 0.000 claims 1
- 241000222122 Candida albicans Species 0.000 claims 1
- 206010007134 Candida infections Diseases 0.000 claims 1
- 206010008631 Cholera Diseases 0.000 claims 1
- 206010009657 Clostridium difficile colitis Diseases 0.000 claims 1
- 108010065152 Coagulase Proteins 0.000 claims 1
- 241000223205 Coccidioides immitis Species 0.000 claims 1
- 208000035473 Communicable disease Diseases 0.000 claims 1
- 206010011409 Cross infection Diseases 0.000 claims 1
- 201000007336 Cryptococcosis Diseases 0.000 claims 1
- 241000221204 Cryptococcus neoformans Species 0.000 claims 1
- 206010014666 Endocarditis bacterial Diseases 0.000 claims 1
- 208000004145 Endometritis Diseases 0.000 claims 1
- 208000004232 Enteritis Diseases 0.000 claims 1
- 206010014896 Enterocolitis haemorrhagic Diseases 0.000 claims 1
- 201000000297 Erysipelas Diseases 0.000 claims 1
- 206010016952 Food poisoning Diseases 0.000 claims 1
- 208000019331 Foodborne disease Diseases 0.000 claims 1
- 201000000628 Gas Gangrene Diseases 0.000 claims 1
- 208000005577 Gastroenteritis Diseases 0.000 claims 1
- 206010018612 Gonorrhoea Diseases 0.000 claims 1
- 208000032759 Hemolytic-Uremic Syndrome Diseases 0.000 claims 1
- 201000002563 Histoplasmosis Diseases 0.000 claims 1
- 206010021531 Impetigo Diseases 0.000 claims 1
- 241000589248 Legionella Species 0.000 claims 1
- 206010024229 Leprosy Diseases 0.000 claims 1
- 206010024238 Leptospirosis Diseases 0.000 claims 1
- 206010024641 Listeriosis Diseases 0.000 claims 1
- 208000016604 Lyme disease Diseases 0.000 claims 1
- 208000001572 Mycoplasma Pneumonia Diseases 0.000 claims 1
- 201000008235 Mycoplasma pneumoniae pneumonia Diseases 0.000 claims 1
- 206010028885 Necrotising fasciitis Diseases 0.000 claims 1
- 208000005119 Necrotizing Pneumonia Diseases 0.000 claims 1
- 206010029803 Nosocomial infection Diseases 0.000 claims 1
- 241001420836 Ophthalmitis Species 0.000 claims 1
- 208000001388 Opportunistic Infections Diseases 0.000 claims 1
- 206010033078 Otitis media Diseases 0.000 claims 1
- 206010033767 Paracoccidioides infections Diseases 0.000 claims 1
- 201000000301 Paracoccidioidomycosis Diseases 0.000 claims 1
- 208000008469 Peptic Ulcer Diseases 0.000 claims 1
- 201000005702 Pertussis Diseases 0.000 claims 1
- 206010034839 Pharyngitis streptococcal Diseases 0.000 claims 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 1
- 206010035667 Pneumonia anthrax Diseases 0.000 claims 1
- 208000005374 Poisoning Diseases 0.000 claims 1
- 206010054161 Pontiac fever Diseases 0.000 claims 1
- 208000003251 Pruritus Diseases 0.000 claims 1
- 208000003100 Pseudomembranous Enterocolitis Diseases 0.000 claims 1
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- 241000287531 Psittacidae Species 0.000 claims 1
- 206010037660 Pyrexia Diseases 0.000 claims 1
- 206010039207 Rocky Mountain Spotted Fever Diseases 0.000 claims 1
- 206010039587 Scarlet Fever Diseases 0.000 claims 1
- 206010041736 Sporotrichosis Diseases 0.000 claims 1
- 241000295644 Staphylococcaceae Species 0.000 claims 1
- 208000002474 Tinea Diseases 0.000 claims 1
- 201000005485 Toxoplasmosis Diseases 0.000 claims 1
- 241000893966 Trichophyton verrucosum Species 0.000 claims 1
- 208000037386 Typhoid Diseases 0.000 claims 1
- 206010046306 Upper respiratory tract infection Diseases 0.000 claims 1
- 208000027418 Wounds and injury Diseases 0.000 claims 1
- 208000003152 Yellow Fever Diseases 0.000 claims 1
- 206010061418 Zygomycosis Diseases 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 208000012876 acute enteritis Diseases 0.000 claims 1
- 125000003158 alcohol group Chemical group 0.000 claims 1
- IAJILQKETJEXLJ-QTBDOELSSA-N aldehydo-D-glucuronic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-QTBDOELSSA-N 0.000 claims 1
- 208000020936 anaerobic cellulitis Diseases 0.000 claims 1
- 210000000436 anus Anatomy 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 230000001580 bacterial effect Effects 0.000 claims 1
- 208000009361 bacterial endocarditis Diseases 0.000 claims 1
- 210000004204 blood vessel Anatomy 0.000 claims 1
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- 230000006378 damage Effects 0.000 claims 1
- 206010013023 diphtheria Diseases 0.000 claims 1
- 210000001198 duodenum Anatomy 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 210000001508 eye Anatomy 0.000 claims 1
- 229960002598 fumaric acid Drugs 0.000 claims 1
- 210000000232 gallbladder Anatomy 0.000 claims 1
- 206010017931 gastrointestinal anthrax Diseases 0.000 claims 1
- 230000000762 glandular Effects 0.000 claims 1
- 229950006191 gluconic acid Drugs 0.000 claims 1
- 208000001786 gonorrhea Diseases 0.000 claims 1
- 210000002216 heart Anatomy 0.000 claims 1
- 208000029080 human African trypanosomiasis Diseases 0.000 claims 1
- 239000007943 implant Substances 0.000 claims 1
- 201000007119 infective endocarditis Diseases 0.000 claims 1
- 206010022000 influenza Diseases 0.000 claims 1
- 208000009449 inhalation anthrax Diseases 0.000 claims 1
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- 208000014674 injury Diseases 0.000 claims 1
- 210000000936 intestine Anatomy 0.000 claims 1
- 210000003734 kidney Anatomy 0.000 claims 1
- 210000004185 liver Anatomy 0.000 claims 1
- 210000004072 lung Anatomy 0.000 claims 1
- 201000004792 malaria Diseases 0.000 claims 1
- 229940098895 maleic acid Drugs 0.000 claims 1
- 208000037941 meningococcal disease Diseases 0.000 claims 1
- 210000000214 mouth Anatomy 0.000 claims 1
- 201000007524 mucormycosis Diseases 0.000 claims 1
- 201000007970 necrotizing fasciitis Diseases 0.000 claims 1
- 210000001331 nose Anatomy 0.000 claims 1
- 210000000056 organ Anatomy 0.000 claims 1
- 210000000496 pancreas Anatomy 0.000 claims 1
- 208000010403 panophthalmitis Diseases 0.000 claims 1
- 208000011906 peptic ulcer disease Diseases 0.000 claims 1
- 239000012466 permeate Substances 0.000 claims 1
- 231100000572 poisoning Toxicity 0.000 claims 1
- 230000000607 poisoning effect Effects 0.000 claims 1
- 230000002685 pulmonary effect Effects 0.000 claims 1
- 210000002345 respiratory system Anatomy 0.000 claims 1
- 201000003068 rheumatic fever Diseases 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 201000009890 sinusitis Diseases 0.000 claims 1
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- 201000002612 sleeping sickness Diseases 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 208000006379 syphilis Diseases 0.000 claims 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims 1
- 210000002105 tongue Anatomy 0.000 claims 1
- 206010044325 trachoma Diseases 0.000 claims 1
- 201000008827 tuberculosis Diseases 0.000 claims 1
- 201000008297 typhoid fever Diseases 0.000 claims 1
- 208000000143 urethritis Diseases 0.000 claims 1
- 208000019206 urinary tract infection Diseases 0.000 claims 1
- 210000003462 vein Anatomy 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 4
- 101150065749 Churc1 gene Proteins 0.000 description 4
- 102100038239 Protein Churchill Human genes 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 101100516568 Caenorhabditis elegans nhr-7 gene Proteins 0.000 description 2
- 101100167062 Caenorhabditis elegans chch-3 gene Proteins 0.000 description 1
- AEMOLEFTQBMNLQ-AQKNRBDQSA-N D-glucopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-AQKNRBDQSA-N 0.000 description 1
- CJXGDWDDLMZNBC-UHFFFAOYSA-N P(O)(O)=O.P(O)(O)O Chemical compound P(O)(O)=O.P(O)(O)O CJXGDWDDLMZNBC-UHFFFAOYSA-N 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 125000005415 substituted alkoxy group Chemical group 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/482,373 US20100040548A1 (en) | 2006-12-10 | 2009-06-10 | High penetration prodrug compositions of antimicrobials and antimicrobial-related compounds |
| CN200910141944 | 2009-06-10 | ||
| CN200910141944.X | 2009-06-10 | ||
| US12/482,373 | 2009-06-10 | ||
| PCT/CN2010/073743 WO2010142241A1 (en) | 2009-06-10 | 2010-06-10 | High penetration compositions or prodrugs of antimicrobials and antimicrobial-related compounds |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015112700A Division JP6256924B2 (ja) | 2009-06-10 | 2015-06-02 | 抗菌薬および抗菌薬関連化合物の高透過性組成物またはプロドラッグ |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012529443A JP2012529443A (ja) | 2012-11-22 |
| JP2012529443A5 true JP2012529443A5 (https=) | 2016-03-17 |
| JP5916129B2 JP5916129B2 (ja) | 2016-05-11 |
Family
ID=43308429
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012514336A Active JP5916129B2 (ja) | 2009-06-10 | 2010-06-10 | 抗菌薬および抗菌薬関連化合物の高透過性組成物またはプロドラッグ |
| JP2015112700A Active JP6256924B2 (ja) | 2009-06-10 | 2015-06-02 | 抗菌薬および抗菌薬関連化合物の高透過性組成物またはプロドラッグ |
| JP2017228121A Active JP6707512B2 (ja) | 2009-06-10 | 2017-11-28 | 抗菌薬および抗菌薬関連化合物の高透過性組成物またはプロドラッグ |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015112700A Active JP6256924B2 (ja) | 2009-06-10 | 2015-06-02 | 抗菌薬および抗菌薬関連化合物の高透過性組成物またはプロドラッグ |
| JP2017228121A Active JP6707512B2 (ja) | 2009-06-10 | 2017-11-28 | 抗菌薬および抗菌薬関連化合物の高透過性組成物またはプロドラッグ |
Country Status (10)
| Country | Link |
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| EP (1) | EP2440523A4 (https=) |
| JP (3) | JP5916129B2 (https=) |
| KR (2) | KR102102972B1 (https=) |
| CN (1) | CN105566213B (https=) |
| AU (2) | AU2010257905B2 (https=) |
| BR (1) | BRPI1012905A8 (https=) |
| CA (1) | CA2764376C (https=) |
| MX (2) | MX366035B (https=) |
| RU (2) | RU2016115906A (https=) |
| WO (1) | WO2010142241A1 (https=) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013036783A2 (en) | 2011-09-09 | 2013-03-14 | Cubist Pharmaceuticals, Inc. | Methods for treating intrapulmonary infections |
| CN116898848A (zh) * | 2012-01-18 | 2023-10-20 | 苏州泰飞尔医药有限公司 | 治疗肺部疾病的高穿透力前药组合物和医药组合物 |
| US8809314B1 (en) | 2012-09-07 | 2014-08-19 | Cubist Pharmacueticals, Inc. | Cephalosporin compound |
| US8476425B1 (en) | 2012-09-27 | 2013-07-02 | Cubist Pharmaceuticals, Inc. | Tazobactam arginine compositions |
| CN110279698B (zh) | 2013-03-15 | 2022-10-28 | 默沙东有限责任公司 | 头孢特咯瓒抗生素组合物 |
| CA3212170A1 (en) | 2013-03-15 | 2014-09-18 | Techfields Pharma Co., Ltd. | Novel high penetration drugs and their compositions thereof for treatment of parkinson diseases |
| US9872906B2 (en) | 2013-03-15 | 2018-01-23 | Merck Sharp & Dohme Corp. | Ceftolozane antibiotic compositions |
| US9320740B2 (en) | 2013-03-15 | 2016-04-26 | Merck Sharp & Dohme Corp. | Ceftolozane-tazobactam pharmaceutical compositions |
| EP3043797B1 (en) | 2013-09-09 | 2020-04-08 | Merck Sharp & Dohme Corp. | Treating infections with ceftolozane/tazobactam in subjects having impaired renal function |
| US20150094293A1 (en) | 2013-09-27 | 2015-04-02 | Calixa Therapeutics, Inc. | Solid forms of ceftolozane |
| CN108396007B (zh) * | 2018-03-15 | 2021-07-23 | 东北农业大学 | 体外构建奶牛血乳屏障三维模型的方法 |
| KR20250004621A (ko) * | 2022-01-17 | 2025-01-08 | 테크필즈 인크. | 고침투성 전구약물에 의한 바이러스, 박테리아, 원생동물 및/또는 진균 감염의 징후, 증상 및/또는 합병증 치료 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2694031A (en) * | 1949-07-07 | 1954-11-09 | Leo Pharm Prod Ltd | Hydroiodides of amino esters of penicillin and oil composition thereof |
| BE790440A (https=) * | 1971-10-23 | 1973-04-24 | Bayer Ag | |
| IT1048274B (it) * | 1974-03-02 | 1980-11-20 | Farmaceutici Italia | Esteri di penicilline e di cefauosporine |
| GB1569421A (en) * | 1976-06-11 | 1980-06-18 | Beecham Group Ltd | Penicillin compositions |
| GB1578730A (en) * | 1976-06-24 | 1980-11-05 | Beecham Group Ltd | Esters of penicillin antibiotics |
| JPS5377083A (en) * | 1976-12-16 | 1978-07-08 | Asahi Chem Ind Co Ltd | Penicillins and their derivatives |
| US4215120A (en) * | 1977-07-14 | 1980-07-29 | Beecham Group Limited | Penicillin esters and their preparation |
| JPS5446800A (en) * | 1977-09-22 | 1979-04-12 | Sangyo Kagaku Kenkyu Kyokai | Antibacterial compound |
| JPS5646885A (en) * | 1979-09-27 | 1981-04-28 | Meiji Seika Kaisha Ltd | Novel cephamycin ester and its preparation |
| US4428935A (en) * | 1982-05-24 | 1984-01-31 | Pfizer Inc. | Penicillanic acid dioxide prodrug |
| DE4423915A1 (de) * | 1994-07-07 | 1996-01-11 | Carl Heinrich Dr Weischer | Derivate des Salazosulfapyridins, deren Herstellung und Verwendung als Arzneimittel |
| ES2188940T3 (es) * | 1996-05-10 | 2003-07-01 | Upjohn Co | Administracion topica de premafloxacina para el tratamiento de enfermedades bacterianas sistemicas. |
| US5929086A (en) * | 1996-05-10 | 1999-07-27 | Pharmacia & Upjohn Company | Topical administration of antimicrobial agents for the treatment of systemic bacterial diseases |
| EP1792882A1 (en) * | 2005-12-02 | 2007-06-06 | SOLVAY (Société Anonyme) | Process for the manufacture of lightweight construction materials containing clay. |
| CN101547898B (zh) * | 2006-12-10 | 2014-09-24 | 于崇曦 | β-内酰胺类抗生素的透皮给药系统 |
| WO2010028458A1 (en) * | 2008-09-12 | 2010-03-18 | Parnell Laboratories (Aust) Pty Ltd | Prodrugs of isoxazolyl penicillins and uses thereof |
| WO2010065936A1 (en) * | 2008-12-04 | 2010-06-10 | Chongxi Yu | High penetration compositions and their applications |
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2010
- 2010-06-10 KR KR1020177035075A patent/KR102102972B1/ko not_active Expired - Fee Related
- 2010-06-10 JP JP2012514336A patent/JP5916129B2/ja active Active
- 2010-06-10 KR KR1020127000567A patent/KR20120034721A/ko not_active Ceased
- 2010-06-10 RU RU2016115906A patent/RU2016115906A/ru not_active Application Discontinuation
- 2010-06-10 WO PCT/CN2010/073743 patent/WO2010142241A1/en not_active Ceased
- 2010-06-10 MX MX2015003152A patent/MX366035B/es unknown
- 2010-06-10 BR BRPI1012905A patent/BRPI1012905A8/pt not_active Application Discontinuation
- 2010-06-10 RU RU2011152319/15A patent/RU2586287C2/ru not_active IP Right Cessation
- 2010-06-10 CA CA2764376A patent/CA2764376C/en active Active
- 2010-06-10 MX MX2011013314A patent/MX338552B/es active IP Right Grant
- 2010-06-10 CN CN201610005542.7A patent/CN105566213B/zh active Active
- 2010-06-10 EP EP10785754.2A patent/EP2440523A4/en not_active Withdrawn
- 2010-06-10 AU AU2010257905A patent/AU2010257905B2/en not_active Ceased
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2015
- 2015-06-02 JP JP2015112700A patent/JP6256924B2/ja active Active
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