JP2014520897A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2014520897A5 JP2014520897A5 JP2014521837A JP2014521837A JP2014520897A5 JP 2014520897 A5 JP2014520897 A5 JP 2014520897A5 JP 2014521837 A JP2014521837 A JP 2014521837A JP 2014521837 A JP2014521837 A JP 2014521837A JP 2014520897 A5 JP2014520897 A5 JP 2014520897A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutical composition
- composition according
- compound
- infection
- malaria
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- -1 pyronalidine Chemical compound 0.000 claims description 75
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 9
- 201000004792 malaria Diseases 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 5
- 239000012453 solvate Substances 0.000 claims 4
- 206010069351 acute lung injury Diseases 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 208000015181 infectious disease Diseases 0.000 claims 3
- 206010063094 Cerebral malaria Diseases 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 claims 2
- 239000003430 antimalarial agent Substances 0.000 claims 2
- 230000000306 recurrent effect Effects 0.000 claims 2
- XEEQGYMUWCZPDN-DOMZBBRYSA-N (-)-(11S,2'R)-erythro-mefloquine Chemical compound C([C@@H]1[C@@H](O)C=2C3=CC=CC(=C3N=C(C=2)C(F)(F)F)C(F)(F)F)CCCN1 XEEQGYMUWCZPDN-DOMZBBRYSA-N 0.000 claims 1
- CUHSUPOXQHQJPB-UHFFFAOYSA-N 3-amino-6-chloro-5-(2-chlorophenyl)-1-methylquinolin-2-one Chemical compound C=12C=C(N)C(=O)N(C)C2=CC=C(Cl)C=1C1=CC=CC=C1Cl CUHSUPOXQHQJPB-UHFFFAOYSA-N 0.000 claims 1
- 206010001052 Acute respiratory distress syndrome Diseases 0.000 claims 1
- 235000001258 Cinchona calisaya Nutrition 0.000 claims 1
- 229920002558 Curdlan Polymers 0.000 claims 1
- 239000001879 Curdlan Substances 0.000 claims 1
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 claims 1
- FOHHNHSLJDZUGQ-VWLOTQADSA-N Halofantrine Chemical compound FC(F)(F)C1=CC=C2C([C@@H](O)CCN(CCCC)CCCC)=CC3=C(Cl)C=C(Cl)C=C3C2=C1 FOHHNHSLJDZUGQ-VWLOTQADSA-N 0.000 claims 1
- 108060003951 Immunoglobulin Proteins 0.000 claims 1
- 206010035500 Plasmodium falciparum infection Diseases 0.000 claims 1
- 206010035503 Plasmodium vivax infection Diseases 0.000 claims 1
- 208000013616 Respiratory Distress Syndrome Diseases 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 239000004098 Tetracycline Substances 0.000 claims 1
- 201000000028 adult respiratory distress syndrome Diseases 0.000 claims 1
- 229940121363 anti-inflammatory agent Drugs 0.000 claims 1
- 239000002260 anti-inflammatory agent Substances 0.000 claims 1
- 229960004191 artemisinin Drugs 0.000 claims 1
- BLUAFEHZUWYNDE-NNWCWBAJSA-N artemisinin Chemical compound C([C@](OO1)(C)O2)C[C@H]3[C@H](C)CC[C@@H]4[C@@]31[C@@H]2OC(=O)[C@@H]4C BLUAFEHZUWYNDE-NNWCWBAJSA-N 0.000 claims 1
- 229930101531 artemisinin Natural products 0.000 claims 1
- 229960004991 artesunate Drugs 0.000 claims 1
- FIHJKUPKCHIPAT-AHIGJZGOSA-N artesunate Chemical compound C([C@](OO1)(C)O2)C[C@H]3[C@H](C)CC[C@@H]4[C@@]31[C@@H]2O[C@@H](OC(=O)CCC(O)=O)[C@@H]4C FIHJKUPKCHIPAT-AHIGJZGOSA-N 0.000 claims 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims 1
- 125000000837 carbohydrate group Chemical group 0.000 claims 1
- OEUUFNIKLCFNLN-LLVKDONJSA-N chembl432481 Chemical compound OC(=O)[C@@]1(C)CSC(C=2C(=CC(O)=CC=2)O)=N1 OEUUFNIKLCFNLN-LLVKDONJSA-N 0.000 claims 1
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 claims 1
- KDLRVYVGXIQJDK-AWPVFWJPSA-N clindamycin Chemical compound CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@H](C)Cl)[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](SC)O1 KDLRVYVGXIQJDK-AWPVFWJPSA-N 0.000 claims 1
- 229960002227 clindamycin Drugs 0.000 claims 1
- 229940078035 curdlan Drugs 0.000 claims 1
- 235000019316 curdlan Nutrition 0.000 claims 1
- 229960000860 dapsone Drugs 0.000 claims 1
- UREBDLICKHMUKA-CXSFZGCWSA-N dexamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-CXSFZGCWSA-N 0.000 claims 1
- 229960003957 dexamethasone Drugs 0.000 claims 1
- 229960005215 dichloroacetic acid Drugs 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 229960003242 halofantrine Drugs 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 102000018358 immunoglobulin Human genes 0.000 claims 1
- 238000001990 intravenous administration Methods 0.000 claims 1
- 229940043355 kinase inhibitor Drugs 0.000 claims 1
- 229960001962 mefloquine Drugs 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- UCRHFBCYFMIWHC-UHFFFAOYSA-N piperaquine Chemical compound ClC1=CC=C2C(N3CCN(CC3)CCCN3CCN(CC3)C=3C4=CC=C(C=C4N=CC=3)Cl)=CC=NC2=C1 UCRHFBCYFMIWHC-UHFFFAOYSA-N 0.000 claims 1
- 229950006717 piperaquine Drugs 0.000 claims 1
- 230000035935 pregnancy Effects 0.000 claims 1
- 239000003909 protein kinase inhibitor Substances 0.000 claims 1
- WKSAUQYGYAYLPV-UHFFFAOYSA-N pyrimethamine Chemical compound CCC1=NC(N)=NC(N)=C1C1=CC=C(Cl)C=C1 WKSAUQYGYAYLPV-UHFFFAOYSA-N 0.000 claims 1
- 229960000611 pyrimethamine Drugs 0.000 claims 1
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 claims 1
- 229960000948 quinine Drugs 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 229940124530 sulfonamide Drugs 0.000 claims 1
- 150000003456 sulfonamides Chemical class 0.000 claims 1
- 229960002180 tetracycline Drugs 0.000 claims 1
- 229930101283 tetracycline Natural products 0.000 claims 1
- 235000019364 tetracycline Nutrition 0.000 claims 1
- 150000003522 tetracyclines Chemical class 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 229940046728 tumor necrosis factor alpha inhibitor Drugs 0.000 claims 1
- 239000002451 tumor necrosis factor inhibitor Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 description 2
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 2
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 description 2
- RDLCJCFMPOQOOK-UHFFFAOYSA-N (2,6-dichloro-4-methylphenyl) ethaneperoxoate Chemical compound CC(=O)OOC1=C(Cl)C=C(C)C=C1Cl RDLCJCFMPOQOOK-UHFFFAOYSA-N 0.000 description 1
- SODPIMGUZLOIPE-UHFFFAOYSA-N (4-chlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C=C1 SODPIMGUZLOIPE-UHFFFAOYSA-N 0.000 description 1
- ZGDWQQIXRCQCLZ-UHFFFAOYSA-N (4-ethoxynaphthalen-1-yl) hydrogen carbonate Chemical compound C1=CC=C2C(OCC)=CC=C(OC(O)=O)C2=C1 ZGDWQQIXRCQCLZ-UHFFFAOYSA-N 0.000 description 1
- HEVMDQBCAHEHDY-UHFFFAOYSA-N (Dimethoxymethyl)benzene Chemical compound COC(OC)C1=CC=CC=C1 HEVMDQBCAHEHDY-UHFFFAOYSA-N 0.000 description 1
- 125000003088 (fluoren-9-ylmethoxy)carbonyl group Chemical group 0.000 description 1
- JCLQIFDHIICRHU-UHFFFAOYSA-N (methyldisulfanyl) hydrogen carbonate Chemical compound CSSOC(O)=O JCLQIFDHIICRHU-UHFFFAOYSA-N 0.000 description 1
- 150000000185 1,3-diols Chemical class 0.000 description 1
- MNCMBBIFTVWHIP-UHFFFAOYSA-N 1-anthracen-9-yl-2,2,2-trifluoroethanone Chemical group C1=CC=C2C(C(=O)C(F)(F)F)=C(C=CC=C3)C3=CC2=C1 MNCMBBIFTVWHIP-UHFFFAOYSA-N 0.000 description 1
- LJCZNYWLQZZIOS-UHFFFAOYSA-N 2,2,2-trichlorethoxycarbonyl chloride Chemical compound ClC(=O)OCC(Cl)(Cl)Cl LJCZNYWLQZZIOS-UHFFFAOYSA-N 0.000 description 1
- 125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 description 1
- FFFIRKXTFQCCKJ-UHFFFAOYSA-M 2,4,6-trimethylbenzoate Chemical compound CC1=CC(C)=C(C([O-])=O)C(C)=C1 FFFIRKXTFQCCKJ-UHFFFAOYSA-M 0.000 description 1
- 125000001917 2,4-dinitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1*)[N+]([O-])=O)[N+]([O-])=O 0.000 description 1
- 125000003821 2-(trimethylsilyl)ethoxymethyl group Chemical group [H]C([H])([H])[Si](C([H])([H])[H])(C([H])([H])[H])C([H])([H])C(OC([H])([H])[*])([H])[H] 0.000 description 1
- LAXBNTIAOJWAOP-UHFFFAOYSA-N 2-chlorobiphenyl Chemical group ClC1=CC=CC=C1C1=CC=CC=C1 LAXBNTIAOJWAOP-UHFFFAOYSA-N 0.000 description 1
- SHHKMWMIKILKQW-UHFFFAOYSA-N 2-formylbenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1C=O SHHKMWMIKILKQW-UHFFFAOYSA-N 0.000 description 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- CJNZAXGUTKBIHP-UHFFFAOYSA-M 2-iodobenzoate Chemical compound [O-]C(=O)C1=CC=CC=C1I CJNZAXGUTKBIHP-UHFFFAOYSA-M 0.000 description 1
- 125000002774 3,4-dimethoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H])C([H])([H])* 0.000 description 1
- WAGMYTXJRVPMGW-UHFFFAOYSA-N 4-azidobutanoic acid Chemical compound OC(=O)CCCN=[N+]=[N-] WAGMYTXJRVPMGW-UHFFFAOYSA-N 0.000 description 1
- NNJMFJSKMRYHSR-UHFFFAOYSA-M 4-phenylbenzoate Chemical compound C1=CC(C(=O)[O-])=CC=C1C1=CC=CC=C1 NNJMFJSKMRYHSR-UHFFFAOYSA-M 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 102100031260 Acyl-coenzyme A thioesterase THEM4 Human genes 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 description 1
- DCERHCFNWRGHLK-UHFFFAOYSA-N C[Si](C)C Chemical compound C[Si](C)C DCERHCFNWRGHLK-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 101000638510 Homo sapiens Acyl-coenzyme A thioesterase THEM4 Proteins 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 125000006177 alkyl benzyl group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 description 1
- 229940089960 chloroacetate Drugs 0.000 description 1
- MXOAEAUPQDYUQM-UHFFFAOYSA-N chlorphenesin Chemical group OCC(O)COC1=CC=C(Cl)C=C1 MXOAEAUPQDYUQM-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- FNIATMYXUPOJRW-UHFFFAOYSA-N cyclohexylidene Chemical group [C]1CCCCC1 FNIATMYXUPOJRW-UHFFFAOYSA-N 0.000 description 1
- PWAPCRSSMCLZHG-UHFFFAOYSA-N cyclopentylidene Chemical group [C]1CCCC1 PWAPCRSSMCLZHG-UHFFFAOYSA-N 0.000 description 1
- 229940120124 dichloroacetate Drugs 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000005879 dioxolanyl group Chemical group 0.000 description 1
- 150000004252 dithioacetals Chemical class 0.000 description 1
- FGIVSGPRGVABAB-UHFFFAOYSA-N fluoren-9-ylmethyl hydrogen carbonate Chemical compound C1=CC=C2C(COC(=O)O)C3=CC=CC=C3C2=C1 FGIVSGPRGVABAB-UHFFFAOYSA-N 0.000 description 1
- 229960001867 guaiacol Drugs 0.000 description 1
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 1
- 125000001786 isothiazolyl group Chemical group 0.000 description 1
- RMIODHQZRUFFFF-UHFFFAOYSA-M methoxyacetate Chemical compound COCC([O-])=O RMIODHQZRUFFFF-UHFFFAOYSA-M 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000006505 p-cyanobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C#N)C([H])([H])* 0.000 description 1
- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical compound OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 description 1
- NIXKBAZVOQAHGC-UHFFFAOYSA-N phenylmethanesulfonic acid Chemical class OS(=O)(=O)CC1=CC=CC=C1 NIXKBAZVOQAHGC-UHFFFAOYSA-N 0.000 description 1
- LHGVFZTZFXWLCP-UHFFFAOYSA-N pyrocatechol monomethyl ether Natural products COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 1
- 125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 229940066528 trichloroacetate Drugs 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000001834 xanthenyl group Chemical group C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161510136P | 2011-07-21 | 2011-07-21 | |
| US61/510,136 | 2011-07-21 | ||
| PCT/US2012/047661 WO2013013179A1 (en) | 2011-07-21 | 2012-07-20 | Ruthenium carbon monoxide releasing molecules and uses thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014520897A JP2014520897A (ja) | 2014-08-25 |
| JP2014520897A5 true JP2014520897A5 (https=) | 2017-03-23 |
| JP6134710B2 JP6134710B2 (ja) | 2017-05-24 |
Family
ID=47558509
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014521837A Expired - Fee Related JP6134710B2 (ja) | 2011-07-21 | 2012-07-20 | 一酸化ルテニウム放出分子およびその使用 |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US9062089B2 (https=) |
| EP (1) | EP2734235B1 (https=) |
| JP (1) | JP6134710B2 (https=) |
| ES (1) | ES2628634T3 (https=) |
| WO (1) | WO2013013179A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2699242B1 (en) | 2011-04-19 | 2017-11-01 | Alfama, Inc. | Carbon monoxide releasing molecules and uses thereof |
| JP6134710B2 (ja) * | 2011-07-21 | 2017-05-24 | アルファーマ インコーポレイテッドＡｌｆａｍａ，Ｉｎｃ． | 一酸化ルテニウム放出分子およびその使用 |
| US9944669B2 (en) | 2014-03-21 | 2018-04-17 | Universite Paris Est Creteil Val De Marne | Fumarate-CO-releasing molecule hybrids, their use in the treatment of inflammatory or cardiovascular diseases and their process of preparation |
| AU2016364624B2 (en) * | 2015-11-30 | 2022-11-17 | Otago Innovation Limited | Carbon monoxide releasing norbornenone compounds |
| CN105906667B (zh) * | 2016-04-26 | 2018-06-29 | 中国科学院长春应用化学研究所 | 一种具有抗癌活性的化学物质及其制备方法与应用 |
| US11253495B2 (en) * | 2018-11-21 | 2022-02-22 | Yanming Wang | Pharmaceutical composition for treating excessive lactate production and acidemia |
| CN110437285B (zh) * | 2019-07-16 | 2022-06-10 | 中国中医科学院中药研究所 | 青蒿素钌金属配合物及其制备方法和医药用途 |
| GB202004514D0 (en) | 2020-03-27 | 2020-05-13 | Inst De Medicina Molecular Joaeo Lobo Antunes | Treatment of Immunosuppressive Cancer |
| EP4275682A1 (en) * | 2022-05-12 | 2023-11-15 | Institut National De La Sante Et De La Recherche Medicale - Inserm | Carbon monoxide-releasing molecule (corm) or composition thereof for use in the treatment or the prevention of an intestinal dysbiosis in a subject |
| LU506390B1 (en) * | 2024-02-09 | 2025-08-11 | L2R Sas | Oil-in-water jellified emulsion for use in anti-malarial treatment |
Family Cites Families (140)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2870180A (en) | 1955-10-13 | 1959-01-20 | Ethyl Corp | Process for the preparation of hydrocarbon manganese carbonyl compounds |
| US3065250A (en) | 1960-05-13 | 1962-11-20 | Hercules Powder Co Ltd | Nitrile-metal carbonyl complexes |
| US3278570A (en) | 1961-04-11 | 1966-10-11 | Ethyl Corp | Molybdenum pentacarbonyl compounds and process for preparing same |
| US3452079A (en) | 1964-06-15 | 1969-06-24 | Merck & Co Inc | Acetic acid type compounds |
| GB1118728A (en) | 1966-04-28 | 1968-07-03 | James Kaye | Improvements in or relating to the shaping of thermoplastic sheeting |
| CH536294A (de) | 1968-09-13 | 1973-04-30 | Schering Ag | Verfahren zur Herstellung von racemischen und optisch aktiven 4,6-Dichlor-4,6-östradienen |
| US3829504A (en) | 1970-06-04 | 1974-08-13 | Int Flavors & Fragrances Inc | Novel di-lower alkyl and lower alkylene acetals of 2-and 3-phenyl-pentenals |
| US3694232A (en) | 1970-06-04 | 1972-09-26 | Int Flavors & Fragrances Inc | Flavoring methods and compositions containing 3-phenyl pentenals |
| US3980583A (en) | 1974-02-19 | 1976-09-14 | Mobil Oil Corporation | Complexed metals bonded to inorganic oxides |
| US4096250A (en) * | 1977-02-25 | 1978-06-20 | Smithkline Corporation | Tri-substituted phosphinegold(I) 1-thio-β-D-glucopyranosides |
| NL7802482A (nl) | 1977-03-17 | 1978-09-19 | Klosa Josef | Preparaat voor de profylaxis en therapie van acne vulgaris en werkwijze voor de profylaxis en therapie van acne vulgaris met behulp van pyridinaldehyden. |
| US4312989A (en) | 1979-08-21 | 1982-01-26 | The United States Of America As Represented By The Secretary Of The Army | Pharmacologically active amine boranes |
| ATE12774T1 (de) | 1979-12-21 | 1985-05-15 | Univ Duke | Amin-carboxyborane mit pharmakologischer wirkung. |
| US4322411A (en) | 1980-04-25 | 1982-03-30 | Burroughs Wellcome Co. | Anti-inflammatory nucleosides |
| US4613621A (en) | 1981-09-18 | 1986-09-23 | Hoerrmann Wilhelm | Fatty aldehydes and acids in the treatment of neurological and inflammatory diseases |
| DE3139358C2 (de) | 1981-10-02 | 1984-06-07 | Dragoco Gerberding & Co Gmbh, 3450 Holzminden | Verwendung von 1,1-Di(C↓1↓-C↓6↓-alkyl)-2-phenyl-ethan-Derivaten als Riechstoffe |
| US4535167A (en) | 1981-12-14 | 1985-08-13 | Merck & Co. Inc. | Chiral, N-protected, N-substituted α-amino acids |
| US4649151A (en) | 1982-09-27 | 1987-03-10 | Health Research, Inc. | Drugs comprising porphyrins |
| JPS59190999A (ja) * | 1983-04-14 | 1984-10-29 | リチヤ−ド・エフ・ストツケル | セレン含有白金化合物 |
| GB8407557D0 (en) | 1984-03-23 | 1984-05-02 | Hayward J A | Polymeric lipsomes |
| US4647555A (en) | 1984-10-25 | 1987-03-03 | The United States Of America As Represented By The Secretary Of The Army | Esters of boron analogues of amino acids |
| US4657902A (en) | 1985-03-25 | 1987-04-14 | The Rockefeller University | Therapeutic use of tin mesoporphyrin |
| US4709083A (en) | 1986-05-19 | 1987-11-24 | The United States Of America As Represented By The Secretary Of The Army | Method of making boron analogues |
| US4699903A (en) | 1986-06-20 | 1987-10-13 | The Rockefeller University | Therapeutic use of tin diiododeuteroporphyrin |
| US4668670A (en) | 1986-06-20 | 1987-05-26 | The Rockefeller University | Tin diiododeuteroporphyrin and therapeutic use thereof |
| US4792452A (en) | 1987-07-28 | 1988-12-20 | E. R. Squibb & Sons, Inc. | Controlled release formulation |
| JPH0670025B2 (ja) | 1987-08-07 | 1994-09-07 | 鐘紡株式会社 | ベンゾチアゾ−ル誘導体および該化合物を有効成分とする抗リウマチ剤 |
| US5350767A (en) | 1987-11-19 | 1994-09-27 | Aktiebolaget Draco | Derivatives of cysteine |
| US4938949A (en) | 1988-09-12 | 1990-07-03 | University Of New York | Treatment of damaged bone marrow and dosage units therefor |
| EP0436010A1 (en) | 1989-07-25 | 1991-07-10 | Eastman Kodak Company | Skin composition to repair the efffects of photoaging |
| US5086060A (en) | 1989-07-25 | 1992-02-04 | Eastman Kodak Company | Compound and method for treating skin for acne or psoriasis |
| US5010073A (en) | 1989-10-05 | 1991-04-23 | The Rockefeller University | Use of liposomes as carriers for metalloporphyrins |
| US5362732A (en) | 1989-12-20 | 1994-11-08 | University Of North Carolina At Chapel Hill | Boronated compounds |
| HU211084B (en) | 1990-04-20 | 1995-10-30 | Brezo | Process for producing oral pharmaceutical composition of bone strengthening activity |
| DE4014762A1 (de) | 1990-05-05 | 1991-11-07 | Martin Prof Dr Wenzel | Verbindungen zur strahlentherapie oder diagnostik durch absorption von moessbauer-strahlung |
| WO1992003402A1 (fr) | 1990-08-24 | 1992-03-05 | Firmenich Sa | Compose cetonique polycyclique et son utilisation a titre d'ingredient parfumant |
| US5102670A (en) | 1990-09-14 | 1992-04-07 | Abraham Nader G | Method for treating eye disorders by reducing 12(r)-hydroxyeicosatetraenoic acid and 12(r)-dihydroxyeicosatrienoic acid levels |
| US5254706A (en) | 1991-05-10 | 1993-10-19 | Boron Biologicals, Inc. | Process of making phosphite-borane compounds |
| WO1993005795A1 (en) | 1991-09-13 | 1993-04-01 | Boron Biologicals, Inc. | Method of combatting osteoporosis and other disease states in mammalian subjects, utilizing organic boron compounds |
| GB2271351A (en) | 1992-10-08 | 1994-04-13 | Merck Patent Gmbh | Carbocyclyl-phenyl-pyrazines and liquid crystalline media |
| GB9221327D0 (en) | 1992-10-10 | 1992-11-25 | Harden Richard C | Letter receptacle |
| IT1256450B (it) | 1992-11-26 | 1995-12-05 | Soldato Piero Del | Esteri nitrici con attivita' farmacologica e procedimento per la loro preparazione |
| AU6523194A (en) | 1993-03-26 | 1994-10-24 | Biorelease Technologies, Inc. | Compositions including heme-containing proteins and methods relating thereto |
| FR2707085B1 (fr) | 1993-06-30 | 1995-08-18 | Adir | Nouveaux dérivés d'alpha amino acides, leur procédé de préparation et les compositions pharmaceutiques qui les contiennent. |
| US6284752B1 (en) | 1993-08-25 | 2001-09-04 | Anormed Inc. | Pharmaceutical compositions comprising metal complexes |
| US6417182B1 (en) | 1993-08-25 | 2002-07-09 | Anormed Inc. | Pharmaceutical compositions comprising metal complexes |
| GB9317686D0 (en) | 1993-08-25 | 1993-10-13 | Johnson Matthey Plc | Pharmaceutical compositions |
| EP0722434B1 (en) | 1993-10-06 | 1998-07-29 | Nicox S.A. | Nitric esters having anti-inflammatory and/or analgesic activity and process for their preparation |
| US5811463A (en) | 1993-10-06 | 1998-09-22 | University Of British Columbia | Compositions and method for relaxing smooth muscles |
| US5631284A (en) | 1993-10-06 | 1997-05-20 | University Of British Columbia | Compositions and methods for relaxing smooth muscles |
| US6051576A (en) | 1994-01-28 | 2000-04-18 | University Of Kentucky Research Foundation | Means to achieve sustained release of synergistic drugs by conjugation |
| US5891689A (en) | 1994-04-12 | 1999-04-06 | Innovir Laboratories, Inc. | Heme-bearing microparticles for targeted delivery of drugs |
| WO1995030641A1 (en) | 1994-05-10 | 1995-11-16 | Nicox S.A. | Nitro compounds and their compositions having anti-inflammatory, analgesic and anti-thrombotic acitivities |
| DE4421433C1 (de) | 1994-06-18 | 1995-06-08 | Lohmann Therapie Syst Lts | Transdermales therapeutisches System mit Wirkstoffen, die Kohlenmonoxid-Quellen darstellen, Verfahren zu seiner Herstellung und seine Verwendung |
| US5447939A (en) | 1994-07-25 | 1995-09-05 | Glasky; Alvin J. | Carbon monoxide dependent guanylyl cyclase modifiers and methods of use |
| WO1996003125A1 (en) | 1994-07-25 | 1996-02-08 | Glasky Alvin J | Carbon monoxide dependent guanylyl cyclase modifiers |
| US5801184A (en) | 1994-07-25 | 1998-09-01 | Glasky; Alvin J. | Carbon monoxide dependent guanylyl cyclase modifiers and methods of use |
| US6338963B1 (en) | 1994-07-25 | 2002-01-15 | Neotherapeutics, Inc. | Use of carbon monoxide dependent guanylyl cyclase modifiers to stimulate neuritogenesis |
| AU732881C (en) | 1994-09-16 | 2002-11-07 | Children's Medical Center Corporation | Triaryl and diaryl compounds, their analogues and uses thereof |
| US6066333A (en) | 1994-09-22 | 2000-05-23 | William Harvey Research Limited | Pharmaceutical control of inflammation |
| CA2132690A1 (en) | 1994-09-22 | 1996-03-23 | Dean Willis | Control and modulation of inflammatory response in humans in need of such control and modulation |
| US5664563A (en) | 1994-12-09 | 1997-09-09 | Cardiopulmonary Corporation | Pneumatic system |
| US5670664A (en) | 1995-09-08 | 1997-09-23 | University Of Maryland Biotechnology Institute | Photosensitive organic compounds that release carbon monoxide upon illumination |
| DE19540475A1 (de) | 1995-10-20 | 1997-04-24 | Schering Ag | Chirale Methylphenyloxazolidinone |
| US5767157A (en) | 1996-01-16 | 1998-06-16 | Van Moerkerken; Arthur | Arthritic pain prevention method and compositions |
| IT1276071B1 (it) | 1995-10-31 | 1997-10-24 | Nicox Ltd | Compositi ad attivita' anti-infiammatoria |
| US20020193363A1 (en) | 1996-02-26 | 2002-12-19 | Bridger Gary J. | Use of nitric oxide scavengers to modulate inflammation and matrix metalloproteinase activity |
| US5888982A (en) | 1996-04-01 | 1999-03-30 | President And Fellows Of Harvard College | Regulation of vascular smooth muscle cell heme oxygenase-1 |
| ES2267141T3 (es) | 1996-04-05 | 2007-03-01 | The General Hospital Corporation | Tratamiento de una hemoglobinopatia. |
| US5756492A (en) | 1996-09-09 | 1998-05-26 | Sangstat Medical Corporation | Graft survival prolongation with porphyrins |
| US8128963B2 (en) | 1996-09-27 | 2012-03-06 | The Trustees Of Columbia University In The City Of New York | Methods for treating ischemic disorders using carbon monoxide |
| ATE358492T1 (de) | 1996-09-27 | 2007-04-15 | Univ Columbia | Behandlung einer ischämischen störung und zur verbesserung des infarktergebnis |
| IT1295694B1 (it) | 1996-11-14 | 1999-05-27 | Nicox Sa | Nitrossi derivati per la preparazione di medicamenti ad attivita antitrombinica |
| PL335378A1 (en) | 1997-02-26 | 2000-04-25 | Glaxo Group Ltd | Derivatives of inverse hydroxamates as metaloprotease inhibitors |
| EP0879606A1 (en) | 1997-04-25 | 1998-11-25 | Paul Scherrer Institut | Method for the preparation of facial metal tricarbonyl compounds and their use in the labelling of biologically active substrates |
| US6344178B1 (en) | 1997-04-25 | 2002-02-05 | Mallinckrodt Inc. | Method for the preparation of facial metal tricarbonyl compounds and their use in the labelling of biologically active substrates |
| IT1292377B1 (it) | 1997-06-19 | 1999-02-08 | Nicox Sa | Composizioni farmaceutiche a base di prostaglandine |
| IT1292426B1 (it) | 1997-06-27 | 1999-02-08 | Nicox Sa | Sali nitrati di ace-inibitori |
| IT1301759B1 (it) | 1998-06-19 | 2000-07-07 | Nicox Sa | Sali nitrati di farmaci antiipertensivi |
| US6203991B1 (en) | 1998-08-21 | 2001-03-20 | The Regents Of The University Of Michigan | Inhibition of smooth muscle cell migration by heme oxygenase I |
| US6511971B1 (en) | 1998-10-13 | 2003-01-28 | Brown University Research Foundation | Substituted perhalogenated phthalocyanines |
| ID29488A (id) | 1998-10-23 | 2001-08-30 | Procter & Gamble | Keharuman serasi dan kepustakaan keharuman aldehid dan keton |
| AR024523A1 (es) | 1998-12-17 | 2002-10-16 | Sangstat Medical Corp | Metodo para aumentar la sobrevida de un injerto por modulacion de la actividad de hemo oxigenasa |
| US6025394A (en) | 1999-01-29 | 2000-02-15 | Cell Pathways, Inc. | Method for treating patients with acne by administering substituted sulfonyl indenyl acetic acids, amides and alcohols |
| US6673908B1 (en) | 1999-02-22 | 2004-01-06 | Nuvelo, Inc. | Tumor necrosis factor receptor 2 |
| AU3268500A (en) | 1999-03-19 | 2000-10-09 | Anormed Inc. | Pharmaceutical compositions comprising metal complexes |
| EP1168912B1 (en) | 1999-03-23 | 2007-05-09 | Hibernation Therapeutics Limited | Organ arrest, protection and preservation |
| US7678390B2 (en) | 1999-04-01 | 2010-03-16 | Yale University | Carbon monoxide as a biomarker and therapeutic agent |
| IT1311924B1 (it) | 1999-04-13 | 2002-03-20 | Nicox Sa | Composti farmaceutici. |
| US6251927B1 (en) | 1999-04-20 | 2001-06-26 | Medinox, Inc. | Methods for treatment of sickle cell anemia |
| IT1314184B1 (it) | 1999-08-12 | 2002-12-06 | Nicox Sa | Composizioni farmaceutiche per la terapia di condizioni di stressossidativo |
| GB9920566D0 (en) | 1999-08-31 | 1999-11-03 | Univ London | Screen for axon viability |
| WO2001025243A1 (en) | 1999-10-05 | 2001-04-12 | Mallinckrodt Inc. | Carbon monoxide source for preparation of transition-metal-carbonyl-complexes |
| US6484747B2 (en) | 2000-04-05 | 2002-11-26 | Jerry S. Bridgers | Medical gas utility stand |
| US6518269B1 (en) | 2000-07-28 | 2003-02-11 | University Of Arizona Foundation | Cancer treatment |
| US6645938B2 (en) | 2000-10-10 | 2003-11-11 | Zymogenetics, Inc. | Protection against ischemia and reperfusion injury |
| US20040122091A1 (en) | 2000-10-11 | 2004-06-24 | Esperion Therapeutics, Inc. | Sulfoxide and bis-sulfoxide compounds and compositions for cholesterol management and related uses |
| FR2816212A1 (fr) | 2000-11-03 | 2002-05-10 | Air Liquide Sante Int | Utilisation de monoxyde de carbone (co) dans le traitement des inflammations du systeme cardiovasculaire |
| US20030068387A1 (en) | 2001-03-30 | 2003-04-10 | Roland Buelow | Carbon monoxide generating compounds for treatment of vascular, inflammatory and immune disorders |
| JP2004533427A (ja) | 2001-04-07 | 2004-11-04 | ウニヴェルジテートスクリニクム シャリーテ | 高度増殖細胞によって引き起こされる疾病の治療のための物質 |
| ITMI20010985A1 (it) | 2001-05-15 | 2002-11-15 | Nicox Sa | Farmaci per il morbo di alzheimer |
| GB0111872D0 (en) | 2001-05-15 | 2001-07-04 | Northwick Park Inst For Medica | Therapeutic agents and methods |
| MXPA03012031A (es) | 2001-06-21 | 2005-07-01 | Univ Yale | El monoxido de carbono mejoraresultados en transplantes de tejido y organo y suprime apoptosis. |
| US8246969B2 (en) | 2001-11-16 | 2012-08-21 | Skinmedica, Inc. | Compositions containing aromatic aldehydes and their use in treatments |
| US20030157154A1 (en) | 2002-01-04 | 2003-08-21 | Bryan Fuller | Compositions containing hydroxy aromatic aldehydes and their use in treatments |
| US20080026984A1 (en) | 2002-02-04 | 2008-01-31 | Alfama - Investigacao E Desenvolvimento De Productos Farmaceuticos Lda | Methods for treating inflammatory disease by administering aldehydes and derivatives thereof |
| NZ534912A (en) | 2002-02-04 | 2007-08-31 | Alfama Investigacao E Desenvol | supramolecule aggregate comprising CO containing organometallic or transition metal complex and anti-inflammatory agent or biphosphonate phosphonate derivative |
| US7968605B2 (en) | 2002-02-04 | 2011-06-28 | ALFAMA—Investigação e Desenvolvimento de Produtos Farmacêuticos, Lda. | Methods for treating inflammatory disease by administering aldehydes and derivatives thereof |
| CN100431039C (zh) | 2002-02-06 | 2008-11-05 | Nxp股份有限公司 | 用于读取存储单元的读取电路 |
| BRPI0307673A2 (pt) | 2002-02-13 | 2016-11-08 | Beth Israel Hospital | métodos de tratar doença vascular. |
| EP1487815A1 (en) | 2002-03-28 | 2004-12-22 | Firmenich Sa | Compounds for the controlled release of active aldehydes |
| US20040143025A1 (en) | 2002-04-01 | 2004-07-22 | Roland Buelow | Carbon monoxide generating compunds for treatment of vascular, inflammatory and immune disorders |
| EP1499328B1 (en) | 2002-04-15 | 2015-09-16 | University of Pittsburgh - Of the Commonwealth System of Higher Education | Methods of treating necrotizing enterocolitis |
| RS91004A (sr) | 2002-04-15 | 2007-02-05 | University Of Pittsburgh Of The Commonwealth System Of Higher Education, | Postupci za lečenje ileusa |
| ITMI20020960A1 (it) | 2002-05-07 | 2003-11-07 | Univ Degli Studi Milano | Aldeidi lineari poliinsature e loro derivati ad attivita' antiradicalica e antitumorale |
| JP2005532314A (ja) | 2002-05-09 | 2005-10-27 | イエール ユニバーシティ | 生物マーカーおよび治療剤としての一酸化炭素 |
| JP4549847B2 (ja) | 2002-05-17 | 2010-09-22 | イエール ユニバーシティ | 肝炎の治療方法 |
| UA87438C2 (ru) | 2002-06-05 | 2009-07-27 | Йельский Университет | Способы лечения или профилактики рака, способ проведения хирургической операции по удалению рака и применения монооксида углерода |
| CN1674942A (zh) | 2002-06-21 | 2005-09-28 | 联邦高等教育系统匹兹堡大学 | 氧化氮、血红素加氧酶－1和血红素降解产物的药学用途 |
| ATE412684T1 (de) | 2002-09-09 | 2008-11-15 | Nektar Therapeutics Al Corp | Verfahren zur herstellung von wasserlöslichen polymerderivaten mit terminalen carboxylgruppen |
| JP4323271B2 (ja) | 2002-09-27 | 2009-09-02 | 花王株式会社 | バレロラクトン化合物及び香料組成物 |
| PL377733A1 (pl) | 2002-11-07 | 2006-02-06 | University Of Pittsburgh Of The Commonwealth System Of Higher Education | Leczenie wstrząsu krwotocznego |
| GB2395431A (en) | 2002-11-20 | 2004-05-26 | Northwick Park Inst For Medica | Combination of a metal carbonyl compound and a guanylate cyclase stimulant or stabilizer for the therapeutic delivery of carbon monoxide |
| GB2395432B (en) | 2002-11-20 | 2005-09-14 | Northwick Park Inst For Medica | Therapeutic delivery of carbon monoxide to extracorporeal and isolated organs |
| US20070207217A1 (en) | 2003-02-03 | 2007-09-06 | Alfama - Investigacao E Desenvolvimento De Productos Farmaceuticos Lda | Method for treating a mammal by administration of a compound having the ability to release CO |
| US7670631B2 (en) | 2003-03-12 | 2010-03-02 | ALFAMA—Investigação e Desenvolvimento de Produtos Farmacêuticos, Lda. | Method for the prevention of malaria infection of humans by hepatocyte growth factor antagonists |
| US7709534B2 (en) | 2003-04-28 | 2010-05-04 | University Of The West Indies | Method of treating strongyloides infections and medicaments therefor |
| AU2004262976A1 (en) | 2003-08-04 | 2005-02-17 | Hemocorm Limited | Use of boranocarbonates for the therapeutic delivery of carbon monoxide |
| EP1730187A1 (en) | 2004-03-18 | 2006-12-13 | The University Court Of The University Of Glasgow | Immunosuppressive cytokine |
| JP2008504402A (ja) | 2004-06-24 | 2008-02-14 | フレクシトラル・インコーポレーテッド | 新規なアルデヒド性ムスク及びその誘導体 |
| US8148356B2 (en) | 2005-08-24 | 2012-04-03 | Cumberland Pharmaceuticals, Inc. | Acetylcysteine composition and uses therefor |
| US20070207993A1 (en) | 2005-12-20 | 2007-09-06 | Alfama - Investigacao E Desenvolvimetno De Productos Farmaceuticos Lda | Molybdenum carbonyl complexes for treating rheumatoid arthritis and other inflammatory diseases |
| GB0601394D0 (en) | 2006-01-24 | 2006-03-01 | Hemocorm Ltd | Therapeutic delivery of carbon monoxide |
| GB0613362D0 (en) | 2006-07-05 | 2006-08-16 | Hemocorm Ltd | Therapeutic delivery of carbon monoxide |
| EP2099439A2 (en) | 2006-12-06 | 2009-09-16 | Alfama - Investigação E Desenvolvimento De Produto | Methods for treating inflammatory disease by administering aldehydes and derivatives thereof |
| US20100196516A1 (en) | 2007-04-24 | 2010-08-05 | ALFAMA-Investigacao e Desenvolvimento de produtos Farmaceuticos, Lda | Treatment of infections by carbon monoxide |
| EP2182961B1 (en) | 2007-07-24 | 2012-05-02 | Alfama - Investigaçao e Desenvolvimento de Productos Farmaceuticos LDA. | Prevention of gastric ulcery by carbon monoxide |
| US9512156B2 (en) * | 2010-03-08 | 2016-12-06 | University Of Zurich | Carbon monoxide releasing rhenium compounds for medical use |
| EP2699242B1 (en) | 2011-04-19 | 2017-11-01 | Alfama, Inc. | Carbon monoxide releasing molecules and uses thereof |
| JP6134710B2 (ja) | 2011-07-21 | 2017-05-24 | アルファーマ インコーポレイテッドＡｌｆａｍａ，Ｉｎｃ． | 一酸化ルテニウム放出分子およびその使用 |
-
2012
- 2012-07-20 JP JP2014521837A patent/JP6134710B2/ja not_active Expired - Fee Related
- 2012-07-20 ES ES12815454.9T patent/ES2628634T3/es active Active
- 2012-07-20 WO PCT/US2012/047661 patent/WO2013013179A1/en not_active Ceased
- 2012-07-20 EP EP12815454.9A patent/EP2734235B1/en not_active Not-in-force
- 2012-07-21 US US14/234,024 patent/US9062089B2/en not_active Expired - Fee Related
-
2015
- 2015-05-13 US US14/711,113 patent/US9611286B2/en not_active Expired - Fee Related
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2014520897A5 (https=) | ||
| JP2018502098A5 (https=) | ||
| JP2020169174A5 (https=) | ||
| AU2023282187B2 (en) | Compositions and methods for treating cancer | |
| US20150057251A1 (en) | Compounds and uses thereof for the modulation of hemoglobin | |
| US20250223311A1 (en) | Minimal saponin analogues, synthesis and use thereof | |
| EP2970184B1 (en) | Compounds and uses thereof for the modulation of hemoglobin | |
| US20160024127A1 (en) | Compounds and uses thereof for the modulation of hemoglobin | |
| JP6427567B2 (ja) | ２’−デオキシ−２’，２’−ジフルオロテトラヒドロウリジンへの合成経路 | |
| JP2021152043A5 (https=) | ||
| AU2016349693B2 (en) | Triterpene saponin analogues | |
| JP2022191284A (ja) | トリテルペンサポニン類似物 | |
| US20100048957A1 (en) | Method to prepare pure curcumin | |
| RU2466993C2 (ru) | Дигидрохиноновые и дигидронафтиридиновые ингибиторы киназы jnk | |
| JP2022169763A (ja) | トリテルペンサポニン合成、中間体及びアジュバントの組み合わせ | |
| RU2014125230A (ru) | Пиридонамиды и их аналоги, демонстрирующие противораковую и антипролиферативную активность | |
| JP2017525714A (ja) | 新規のグリカンコンジュゲート及びその使用 | |
| JP2007501793A5 (https=) | ||
| JP2009536191A5 (https=) | ||
| WO2017214337A1 (en) | Drug delivery polymers and uses thereof | |
| JP2016514699A5 (https=) | ||
| JP2023521038A (ja) | ウイルス侵入阻害剤およびｒｎａポリメラーゼ阻害剤 | |
| US20120202832A1 (en) | Kinase inhibitors, prodrug forms thereof and their use in therapy | |
| JP2022528915A5 (https=) | ||
| RU2004136991A (ru) | Цианогуанидиновые пролекарства |