JP2005516070A - 新規なコルチコステロイド類 - Google Patents
新規なコルチコステロイド類 Download PDFInfo
- Publication number
- JP2005516070A JP2005516070A JP2003564063A JP2003564063A JP2005516070A JP 2005516070 A JP2005516070 A JP 2005516070A JP 2003564063 A JP2003564063 A JP 2003564063A JP 2003564063 A JP2003564063 A JP 2003564063A JP 2005516070 A JP2005516070 A JP 2005516070A
- Authority
- JP
- Japan
- Prior art keywords
- nitrooxymethyl
- acetate
- compound according
- prednisolone
- benzoate
- 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.)
- Pending
Links
- 239000003246 corticosteroid Substances 0.000 title claims description 10
- 229960001334 corticosteroids Drugs 0.000 title description 6
- 125000005647 linker group Chemical group 0.000 claims abstract description 28
- 150000002148 esters Chemical class 0.000 claims abstract description 11
- 150000003839 salts Chemical class 0.000 claims abstract description 9
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims description 79
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 67
- -1 steroid compounds Chemical class 0.000 claims description 50
- 150000003431 steroids Chemical group 0.000 claims description 40
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 33
- 230000000694 effects Effects 0.000 claims description 33
- 125000001893 nitrooxy group Chemical group [O-][N+](=O)O* 0.000 claims description 30
- 229960005205 prednisolone Drugs 0.000 claims description 27
- OIGNJSKKLXVSLS-VWUMJDOOSA-N prednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OIGNJSKKLXVSLS-VWUMJDOOSA-N 0.000 claims description 24
- 239000002243 precursor Substances 0.000 claims description 19
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 claims description 16
- 239000003814 drug Substances 0.000 claims description 15
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 229960004436 budesonide Drugs 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 11
- 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 description 10
- JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 229960003957 dexamethasone Drugs 0.000 claims description 9
- 239000003862 glucocorticoid Substances 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- VOVIALXJUBGFJZ-KWVAZRHASA-N Budesonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(CCC)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O VOVIALXJUBGFJZ-KWVAZRHASA-N 0.000 claims description 8
- 229940011871 estrogen Drugs 0.000 claims description 8
- 239000000262 estrogen Substances 0.000 claims description 8
- 229920006395 saturated elastomer Polymers 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000005842 heteroatom Chemical group 0.000 claims description 7
- 206010061218 Inflammation Diseases 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 230000004054 inflammatory process Effects 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 230000003637 steroidlike Effects 0.000 claims description 6
- 229940037128 systemic glucocorticoids Drugs 0.000 claims description 6
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- 230000000241 respiratory effect Effects 0.000 claims description 5
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
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- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 4
- 229960000676 flunisolide Drugs 0.000 claims description 4
- MIXMJCQRHVAJIO-TZHJZOAOSA-N qk4dys664x Chemical compound O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O MIXMJCQRHVAJIO-TZHJZOAOSA-N 0.000 claims description 4
- 238000002560 therapeutic procedure Methods 0.000 claims description 4
- 229960005294 triamcinolone Drugs 0.000 claims description 4
- GFNANZIMVAIWHM-OBYCQNJPSA-N triamcinolone Chemical compound O=C1C=C[C@]2(C)[C@@]3(F)[C@@H](O)C[C@](C)([C@@]([C@H](O)C4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 GFNANZIMVAIWHM-OBYCQNJPSA-N 0.000 claims description 4
- FUFLCEKSBBHCMO-UHFFFAOYSA-N 11-dehydrocorticosterone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)C(=O)CO)C4C3CCC2=C1 FUFLCEKSBBHCMO-UHFFFAOYSA-N 0.000 claims description 3
- MFYSYFVPBJMHGN-ZPOLXVRWSA-N Cortisone Chemical compound O=C1CC[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 MFYSYFVPBJMHGN-ZPOLXVRWSA-N 0.000 claims description 3
- MFYSYFVPBJMHGN-UHFFFAOYSA-N Cortisone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)(O)C(=O)CO)C4C3CCC2=C1 MFYSYFVPBJMHGN-UHFFFAOYSA-N 0.000 claims description 3
- 230000002456 anti-arthritic effect Effects 0.000 claims description 3
- 230000001088 anti-asthma Effects 0.000 claims description 3
- 229940092705 beclomethasone Drugs 0.000 claims description 3
- NBMKJKDGKREAPL-DVTGEIKXSA-N beclomethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O NBMKJKDGKREAPL-DVTGEIKXSA-N 0.000 claims description 3
- 229960002537 betamethasone Drugs 0.000 claims description 3
- UREBDLICKHMUKA-DVTGEIKXSA-N betamethasone 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-DVTGEIKXSA-N 0.000 claims description 3
- 229960004544 cortisone Drugs 0.000 claims description 3
- 229960001347 fluocinolone acetonide Drugs 0.000 claims description 3
- FEBLZLNTKCEFIT-VSXGLTOVSA-N fluocinolone acetonide Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O FEBLZLNTKCEFIT-VSXGLTOVSA-N 0.000 claims description 3
- 238000001794 hormone therapy Methods 0.000 claims description 3
- 230000001506 immunosuppresive effect Effects 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 210000000653 nervous system Anatomy 0.000 claims description 3
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- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
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- 208000024891 symptom Diseases 0.000 claims description 3
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical group C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 claims description 2
- RUDATBOHQWOJDD-UHFFFAOYSA-N (3beta,5beta,7alpha)-3,7-Dihydroxycholan-24-oic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)CC2 RUDATBOHQWOJDD-UHFFFAOYSA-N 0.000 claims description 2
- BFPYWIDHMRZLRN-UHFFFAOYSA-N 17alpha-ethynyl estradiol Natural products OC1=CC=C2C3CCC(C)(C(CC4)(O)C#C)C4C3CCC2=C1 BFPYWIDHMRZLRN-UHFFFAOYSA-N 0.000 claims description 2
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 claims description 2
- 208000023275 Autoimmune disease Diseases 0.000 claims description 2
- 208000014181 Bronchial disease Diseases 0.000 claims description 2
- 206010006440 Bronchial obstruction Diseases 0.000 claims description 2
- LUKZNWIVRBCLON-GXOBDPJESA-N Ciclesonide Chemical compound C1([C@H]2O[C@@]3([C@H](O2)C[C@@H]2[C@@]3(C[C@H](O)[C@@H]3[C@@]4(C)C=CC(=O)C=C4CC[C@H]32)C)C(=O)COC(=O)C(C)C)CCCCC1 LUKZNWIVRBCLON-GXOBDPJESA-N 0.000 claims description 2
- OMFXVFTZEKFJBZ-UHFFFAOYSA-N Corticosterone Natural products O=C1CCC2(C)C3C(O)CC(C)(C(CC4)C(=O)CO)C4C3CCC2=C1 OMFXVFTZEKFJBZ-UHFFFAOYSA-N 0.000 claims description 2
- BFPYWIDHMRZLRN-SLHNCBLASA-N Ethinyl estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 BFPYWIDHMRZLRN-SLHNCBLASA-N 0.000 claims description 2
- WJOHZNCJWYWUJD-IUGZLZTKSA-N Fluocinonide Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)COC(=O)C)[C@@]2(C)C[C@@H]1O WJOHZNCJWYWUJD-IUGZLZTKSA-N 0.000 claims description 2
- MUQNGPZZQDCDFT-JNQJZLCISA-N Halcinonide Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H]3OC(C)(C)O[C@@]3(C(=O)CCl)[C@@]1(C)C[C@@H]2O MUQNGPZZQDCDFT-JNQJZLCISA-N 0.000 claims description 2
- FQISKWAFAHGMGT-SGJOWKDISA-M Methylprednisolone sodium succinate Chemical compound [Na+].C([C@@]12C)=CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@](O)(C(=O)COC(=O)CCC([O-])=O)CC[C@H]21 FQISKWAFAHGMGT-SGJOWKDISA-M 0.000 claims description 2
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims description 2
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- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 229960001900 algestone Drugs 0.000 claims description 2
- CXDWHYOBSJTRJU-SRWWVFQWSA-N algestone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@@H](O)[C@@](C(=O)C)(O)[C@@]1(C)CC2 CXDWHYOBSJTRJU-SRWWVFQWSA-N 0.000 claims description 2
- 230000002491 angiogenic effect Effects 0.000 claims description 2
- 239000000924 antiasthmatic agent Substances 0.000 claims description 2
- MDJRZSNPHZEMJH-MTMZYOSNSA-N artisone acetate Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)COC(=O)C)[C@@]1(C)CC2 MDJRZSNPHZEMJH-MTMZYOSNSA-N 0.000 claims description 2
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- RUDATBOHQWOJDD-BSWAIDMHSA-N chenodeoxycholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)CC1 RUDATBOHQWOJDD-BSWAIDMHSA-N 0.000 claims description 2
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- 229950006229 chloroprednisone Drugs 0.000 claims description 2
- NPSLCOWKFFNQKK-ZPSUVKRCSA-N chloroprednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3C[C@H](Cl)C2=C1 NPSLCOWKFFNQKK-ZPSUVKRCSA-N 0.000 claims description 2
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- XWTIDFOGTCVGQB-FHIVUSPVSA-N fluocortin butyl Chemical group C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@@H](C)[C@H](C(=O)C(=O)OCCCC)[C@@]2(C)C[C@@H]1O XWTIDFOGTCVGQB-FHIVUSPVSA-N 0.000 claims description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of only two carbon atoms, e.g. pregnane derivatives
Landscapes
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- Physical Education & Sports Medicine (AREA)
- Urology & Nephrology (AREA)
- Reproductive Health (AREA)
- Dermatology (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2002MI000148A ITMI20020148A1 (it) | 2002-01-29 | 2002-01-29 | Nuovi corticosteroidi |
| ITMI2002A000148 | 2002-01-29 | ||
| PCT/EP2003/000394 WO2003064443A2 (en) | 2002-01-29 | 2003-01-16 | New corticosteroids |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005516070A true JP2005516070A (ja) | 2005-06-02 |
| JP2005516070A6 JP2005516070A6 (ja) | 2005-08-11 |
| JP2005516070A5 JP2005516070A5 (enExample) | 2006-03-02 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003564063A Pending JP2005516070A (ja) | 2002-01-29 | 2003-01-16 | 新規なコルチコステロイド類 |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US20060052594A1 (enExample) |
| EP (1) | EP1470150A2 (enExample) |
| JP (1) | JP2005516070A (enExample) |
| AU (2) | AU2003210161B2 (enExample) |
| BR (1) | BR0307027A (enExample) |
| CA (1) | CA2473249A1 (enExample) |
| IT (1) | ITMI20020148A1 (enExample) |
| MX (1) | MXPA04007337A (enExample) |
| NO (1) | NO327364B1 (enExample) |
| NZ (1) | NZ534147A (enExample) |
| PL (1) | PL370457A1 (enExample) |
| WO (1) | WO2003064443A2 (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007513114A (ja) * | 2003-12-02 | 2007-05-24 | ニコックス エス エイ | 抗高血圧薬としてのカルベジロール及びその他のベータ遮断薬のニトロオキシ誘導体 |
| JP2009506994A (ja) * | 2005-09-02 | 2009-02-19 | ニコックス エス エイ | ステロイドのニトロオキシ誘導体 |
| JP2010517955A (ja) * | 2007-02-05 | 2010-05-27 | ニコックス エス エイ | 酸化窒素放出性ステロイド |
| JP2011529461A (ja) * | 2008-07-31 | 2011-12-08 | ニコックス エス エイ | ２１位の芳香族リンカーを介して硝酸エステルに結合したグルココルチコイド類および眼科におけるそれらの使用 |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8802726B2 (en) | 2006-02-03 | 2014-08-12 | Nicox S.A. | Use of nitrooxyderivative of drug for the treatment of muscular dystrophies |
| EP1964550A1 (en) * | 2007-03-01 | 2008-09-03 | NicOx S.A. | Glucocorticoid-nitrooxyderivative compositions |
| WO2009037584A2 (en) * | 2007-08-10 | 2009-03-26 | Topigen Pharmaceuticals Inc. | Combination of nitroderivatized steroid and bronchodilator for treating respiratory disease |
| WO2009071990A2 (en) * | 2007-08-31 | 2009-06-11 | Topigen Pharmaceuticals Inc. | No-donating cordicosteroid with improved pharmacokinetic, anti-inflammatory and vasodilatory properties |
| ES2324007A1 (es) * | 2007-10-25 | 2009-07-28 | Ferrer Internacional, S.A. | Una forma amorfa de un compuesto antiinflamatorio. |
| KR101975843B1 (ko) * | 2008-05-23 | 2019-05-09 | 더 유니버시티 오브 브리티쉬 콜롬비아 | 리포좀 나노입자에 사용하기 위한 변형된 약물 |
| CN101624414B (zh) * | 2008-07-07 | 2013-02-13 | 天津金耀集团有限公司 | 一种抑制血管新生的硝酸酯药物 |
| WO2010015528A1 (en) | 2008-08-05 | 2010-02-11 | Nicox S.A. | New no-releasing steroids for the treatment of retina and macula lutea diseases |
| CN102040643B (zh) * | 2009-10-16 | 2013-01-09 | 天津金耀集团有限公司 | 环索奈德硝酸酯衍生物 |
| US8716268B2 (en) * | 2010-06-07 | 2014-05-06 | Chao Liu | Nitrate esters of corticoid compounds useful as diuretics |
| MX394528B (es) | 2016-11-08 | 2025-03-24 | Regeneron Pharma | Esteroides y conjugados de proteinas de los mismos. |
| KR20250008984A (ko) | 2017-05-18 | 2025-01-16 | 리제너론 파마슈티칼스 인코포레이티드 | 사이클로덱스트린 단백질 약물 접합체 |
| SG11202004151YA (en) | 2017-11-07 | 2020-06-29 | Regeneron Pharma | Hydrophilic linkers for antibody drug conjugates |
| CA3086926A1 (en) | 2018-01-08 | 2019-07-11 | Regeneron Pharmaceuticals, Inc. | Steroids and antibody-conjugates thereof |
| CN108484714A (zh) * | 2018-03-13 | 2018-09-04 | 岳阳环宇药业有限公司 | 地夫可特的制备工艺 |
| SG11202010909RA (en) | 2018-05-09 | 2020-12-30 | Regeneron Pharma | Anti-msr1 antibodies and methods of use thereof |
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| DE1037451B (de) * | 1957-04-04 | 1958-08-28 | Schering Ag | Verfahren zur Herstellung der Aminoacetate von gesaettigten und ungesaettigten 21-Hydroxypregnan-verbindungen bzw. deren wasserloeslichen Saeureadditionsprodukten |
| US3183252A (en) | 1963-09-05 | 1965-05-11 | Syntex Corp | 16-nitratoalkyl-pregnanes |
| US3494941A (en) | 1967-12-04 | 1970-02-10 | American Home Prod | Nitrate esters of 17beta-(hydroxyalkoxy)steroid 3-ols,3-ones and 3-amidinohydrazones |
| HU164115B (enExample) | 1971-05-07 | 1973-12-28 | ||
| CY1359A (en) * | 1981-02-02 | 1987-08-07 | Schering Corp | Aromatic heterocyclic esters of steroids, their preparation and pharmaceutical compositions containing them |
| GR1001529B (el) * | 1990-09-07 | 1994-03-31 | Elmuquimica Farm Sl | Μέ?οδος για την λήψη νέων 21-εστέρων της 16-17-ακετάλης της πρ να-1,4-διενο-3,20-διόνης. |
| US5824669A (en) * | 1996-03-22 | 1998-10-20 | Nitromed, Inc. | Nitrosated and nitrosylated compounds and compositions and their use for treating respiratory disorders |
| US5837698A (en) * | 1996-05-02 | 1998-11-17 | G. D. Searle & Co. | Steroid nitrite and nitrate ester derivatives useful as anti-inflammatory drugs |
| IT1285770B1 (it) * | 1996-10-04 | 1998-06-18 | Nicox Sa | Composti corticoidei |
| US6248723B1 (en) * | 1997-06-10 | 2001-06-19 | National Jewish Medical And Research Center | Method for treatment of inflammatory disease |
| US6254853B1 (en) * | 1998-05-08 | 2001-07-03 | Vyrex Corporation | Water soluble pro-drugs of propofol |
| IT1311922B1 (it) * | 1999-04-13 | 2002-03-20 | Nicox Sa | Composti farmaceutici. |
| IT1320176B1 (it) * | 2000-12-22 | 2003-11-26 | Nicox Sa | Dispersioni solide di principi attivi nitrati. |
| EP1336602A1 (en) * | 2002-02-13 | 2003-08-20 | Giovanni Scaramuzzino | Nitrate prodrugs able to release nitric oxide in a controlled and selective way and their use for prevention and treatment of inflammatory, ischemic and proliferative diseases |
-
2002
- 2002-01-29 IT IT2002MI000148A patent/ITMI20020148A1/it unknown
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2003
- 2003-01-16 MX MXPA04007337A patent/MXPA04007337A/es unknown
- 2003-01-16 WO PCT/EP2003/000394 patent/WO2003064443A2/en not_active Ceased
- 2003-01-16 PL PL03370457A patent/PL370457A1/xx unknown
- 2003-01-16 BR BR0307027-1A patent/BR0307027A/pt not_active IP Right Cessation
- 2003-01-16 NZ NZ534147A patent/NZ534147A/en not_active IP Right Cessation
- 2003-01-16 CA CA002473249A patent/CA2473249A1/en not_active Abandoned
- 2003-01-16 US US10/501,335 patent/US20060052594A1/en not_active Abandoned
- 2003-01-16 EP EP03734674A patent/EP1470150A2/en not_active Ceased
- 2003-01-16 JP JP2003564063A patent/JP2005516070A/ja active Pending
- 2003-01-16 AU AU2003210161A patent/AU2003210161B2/en not_active Ceased
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2004
- 2004-08-27 NO NO20043595A patent/NO327364B1/no not_active IP Right Cessation
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2008
- 2008-12-15 AU AU2008258133A patent/AU2008258133A1/en not_active Abandoned
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2009
- 2009-05-12 US US12/464,562 patent/US20090221543A1/en not_active Abandoned
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007513114A (ja) * | 2003-12-02 | 2007-05-24 | ニコックス エス エイ | 抗高血圧薬としてのカルベジロール及びその他のベータ遮断薬のニトロオキシ誘導体 |
| JP2009506994A (ja) * | 2005-09-02 | 2009-02-19 | ニコックス エス エイ | ステロイドのニトロオキシ誘導体 |
| JP2010517955A (ja) * | 2007-02-05 | 2010-05-27 | ニコックス エス エイ | 酸化窒素放出性ステロイド |
| JP2011529461A (ja) * | 2008-07-31 | 2011-12-08 | ニコックス エス エイ | ２１位の芳香族リンカーを介して硝酸エステルに結合したグルココルチコイド類および眼科におけるそれらの使用 |
Also Published As
| Publication number | Publication date |
|---|---|
| ITMI20020148A1 (it) | 2003-07-29 |
| AU2003210161B2 (en) | 2008-12-04 |
| PL370457A1 (en) | 2005-05-30 |
| NZ534147A (en) | 2006-09-29 |
| ITMI20020148A0 (it) | 2002-01-29 |
| US20060052594A1 (en) | 2006-03-09 |
| CA2473249A1 (en) | 2003-08-07 |
| BR0307027A (pt) | 2004-11-03 |
| EP1470150A2 (en) | 2004-10-27 |
| NO20043595L (no) | 2004-10-20 |
| NO327364B1 (no) | 2009-06-15 |
| WO2003064443A2 (en) | 2003-08-07 |
| WO2003064443A3 (en) | 2004-02-26 |
| MXPA04007337A (es) | 2004-11-26 |
| AU2008258133A1 (en) | 2009-01-08 |
| US20090221543A1 (en) | 2009-09-03 |
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