BG62491B1 - Производни на преднизолона - Google Patents
Производни на преднизолона Download PDFInfo
- Publication number
- BG62491B1 BG62491B1 BG100032A BG10003295A BG62491B1 BG 62491 B1 BG62491 B1 BG 62491B1 BG 100032 A BG100032 A BG 100032A BG 10003295 A BG10003295 A BG 10003295A BG 62491 B1 BG62491 B1 BG 62491B1
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- BG
- Bulgaria
- Prior art keywords
- mmol
- compound
- compounds
- formula
- epimer
- Prior art date
Links
- 150000003116 prednisolone derivatives Chemical class 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 42
- KVFDZFBHBWTVID-UHFFFAOYSA-N cyclohexanecarbaldehyde Chemical compound O=CC1CCCCC1 KVFDZFBHBWTVID-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims abstract description 16
- 238000011282 treatment Methods 0.000 claims abstract description 14
- 238000002360 preparation method Methods 0.000 claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 9
- 206010039085 Rhinitis allergic Diseases 0.000 claims abstract description 5
- 201000010105 allergic rhinitis Diseases 0.000 claims abstract description 5
- 208000023504 respiratory system disease Diseases 0.000 claims abstract description 3
- 239000003814 drug Substances 0.000 claims description 13
- 208000017520 skin disease Diseases 0.000 claims description 7
- 238000011321 prophylaxis Methods 0.000 claims description 6
- 206010010744 Conjunctivitis allergic Diseases 0.000 claims description 4
- 208000002205 allergic conjunctivitis Diseases 0.000 claims description 4
- 208000024998 atopic conjunctivitis Diseases 0.000 claims description 4
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 2
- 208000018569 Respiratory Tract disease Diseases 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 8
- 239000002904 solvent Substances 0.000 abstract description 7
- 206010061218 Inflammation Diseases 0.000 abstract description 3
- 230000004054 inflammatory process Effects 0.000 abstract description 3
- 210000001035 gastrointestinal tract Anatomy 0.000 abstract description 2
- 230000002265 prevention Effects 0.000 abstract 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 32
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 30
- 239000000243 solution Substances 0.000 description 21
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 14
- 239000012074 organic phase Substances 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- 238000004128 high performance liquid chromatography Methods 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 9
- 238000001816 cooling Methods 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 9
- 235000017557 sodium bicarbonate Nutrition 0.000 description 9
- 229910052938 sodium sulfate Inorganic materials 0.000 description 9
- 235000011152 sodium sulphate Nutrition 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 8
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 6
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 6
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 6
- 201000010099 disease Diseases 0.000 description 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 6
- 239000008188 pellet Substances 0.000 description 6
- 241001465754 Metazoa Species 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 230000000699 topical effect Effects 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- 239000012043 crude product Substances 0.000 description 4
- 238000002513 implantation Methods 0.000 description 4
- -1 isobutyryl residue Chemical group 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 230000001028 anti-proliverative effect Effects 0.000 description 3
- 208000006673 asthma Diseases 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 230000037313 granulation tissue formation Effects 0.000 description 3
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 3
- 235000019341 magnesium sulphate Nutrition 0.000 description 3
- 229940098779 methanesulfonic acid Drugs 0.000 description 3
- 210000002345 respiratory system Anatomy 0.000 description 3
- 230000009885 systemic effect Effects 0.000 description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 2
- 241000124008 Mammalia Species 0.000 description 2
- 241000699670 Mus sp. Species 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 208000010668 atopic eczema Diseases 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229940052308 general anesthetics halogenated hydrocarbons Drugs 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 206010002091 Anaesthesia Diseases 0.000 description 1
- 206010066091 Bronchial Hyperreactivity Diseases 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- 206010012442 Dermatitis contact Diseases 0.000 description 1
- 206010063560 Excessive granulation tissue Diseases 0.000 description 1
- 206010018691 Granuloma Diseases 0.000 description 1
- 206010020880 Hypertrophy Diseases 0.000 description 1
- PIWKPBJCKXDKJR-UHFFFAOYSA-N Isoflurane Chemical compound FC(F)OC(Cl)C(F)(F)F PIWKPBJCKXDKJR-UHFFFAOYSA-N 0.000 description 1
- 201000009053 Neurodermatitis Diseases 0.000 description 1
- HVAUUPRFYPCOCA-AREMUKBSSA-O PAF Chemical compound CCCCCCCCCCCCCCCCOC[C@@H](OC(C)=O)COP(O)(=O)OCC[N+](C)(C)C HVAUUPRFYPCOCA-AREMUKBSSA-O 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 201000004681 Psoriasis Diseases 0.000 description 1
- 206010039793 Seborrhoeic dermatitis Diseases 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 206010042496 Sunburn Diseases 0.000 description 1
- 239000000150 Sympathomimetic Substances 0.000 description 1
- WGSDZBKYQFGDHO-UHFFFAOYSA-N [fluoro(fluorooxy)boranyl] hypofluorite Chemical compound FOB(F)OF WGSDZBKYQFGDHO-UHFFFAOYSA-N 0.000 description 1
- QMHVBFCNECLXNF-UHFFFAOYSA-N acetic acid;1,4-dioxane Chemical compound CC(O)=O.C1COCCO1 QMHVBFCNECLXNF-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000001994 activation Methods 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000003470 adrenal cortex hormone Substances 0.000 description 1
- 210000004100 adrenal gland Anatomy 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 230000000172 allergic effect Effects 0.000 description 1
- 208000004631 alopecia areata Diseases 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 230000001741 anti-phlogistic effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- 238000005056 compaction Methods 0.000 description 1
- 208000010247 contact dermatitis Diseases 0.000 description 1
- RKHQGWMMUURILY-UHRZLXHJSA-N cortivazol Chemical compound C([C@H]1[C@@H]2C[C@H]([C@]([C@@]2(C)C[C@H](O)[C@@H]1[C@@]1(C)C2)(O)C(=O)COC(C)=O)C)=C(C)C1=CC1=C2C=NN1C1=CC=CC=C1 RKHQGWMMUURILY-UHRZLXHJSA-N 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000006345 epimerization reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 210000004392 genitalia Anatomy 0.000 description 1
- 239000003862 glucocorticoid Substances 0.000 description 1
- 210000001126 granulation tissue Anatomy 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000001506 immunosuppresive effect Effects 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 208000030603 inherited susceptibility to asthma Diseases 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229960002725 isoflurane Drugs 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000007803 itching Effects 0.000 description 1
- 150000002617 leukotrienes Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 238000012153 long-term therapy Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 206010025135 lupus erythematosus Diseases 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 231100000324 minimal toxicity Toxicity 0.000 description 1
- 230000000420 mucociliary effect Effects 0.000 description 1
- 210000003097 mucus Anatomy 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003883 ointment base Substances 0.000 description 1
- 229940094443 oxytocics prostaglandins Drugs 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 238000002953 preparative HPLC Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 150000003180 prostaglandins Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 description 1
- 208000008742 seborrheic dermatitis Diseases 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000012453 sprague-dawley rat model Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 229940064707 sympathomimetics Drugs 0.000 description 1
- 229940037128 systemic glucocorticoids Drugs 0.000 description 1
- 238000009121 systemic therapy Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 210000001685 thyroid gland Anatomy 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 230000003639 vasoconstrictive effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/04—Antipruritics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/0026—Oxygen-containing hetero ring cyclic ketals
- C07J71/0031—Oxygen-containing hetero ring cyclic ketals at positions 16, 17
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Ophthalmology & Optometry (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH102393 | 1993-04-02 | ||
| PCT/EP1994/001015 WO1994022899A1 (de) | 1993-04-02 | 1994-03-31 | Neue prednisolonderivate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BG100032A BG100032A (bg) | 1996-05-31 |
| BG62491B1 true BG62491B1 (bg) | 1999-12-30 |
Family
ID=4200650
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BG100032A BG62491B1 (bg) | 1993-04-02 | 1995-09-27 | Производни на преднизолона |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US5733901A (cs) |
| EP (1) | EP0701565B1 (cs) |
| JP (1) | JP3333210B2 (cs) |
| KR (1) | KR100330941B1 (cs) |
| CN (1) | CN1062869C (cs) |
| AT (1) | ATE172739T1 (cs) |
| AU (1) | AU683463B2 (cs) |
| BG (1) | BG62491B1 (cs) |
| CZ (1) | CZ287877B6 (cs) |
| DE (1) | DE59407183D1 (cs) |
| DK (1) | DK0701565T3 (cs) |
| ES (1) | ES2124884T3 (cs) |
| FI (1) | FI113543B (cs) |
| HU (1) | HU220868B1 (cs) |
| NO (1) | NO305990B1 (cs) |
| NZ (1) | NZ265054A (cs) |
| PL (1) | PL179489B1 (cs) |
| RU (1) | RU2132854C1 (cs) |
| SK (1) | SK281226B6 (cs) |
| UA (1) | UA45311C2 (cs) |
| WO (1) | WO1994022899A1 (cs) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19635498A1 (de) | 1996-09-03 | 1998-03-26 | Byk Gulden Lomberg Chem Fab | Verfahren zur Epimerenanreicherung |
| DE10055820C1 (de) * | 2000-11-10 | 2002-07-25 | Byk Gulden Lomberg Chem Fab | Verfahren zur Herstellung eines Glucocorticoids |
| IL155274A0 (en) * | 2000-11-10 | 2003-11-23 | Altana Pharma Ag | Process for the production of 16,17[(cylohexylmethylen)bis(oxy)]-dihydroxy-pregna-1,4-dien-3,20-dione |
| PL373433A1 (en) * | 2002-08-30 | 2005-08-22 | Altana Pharma Ag | The use of the combination of ciclesonide and antihistamines for the treatment of allergic rhinitis |
| DK1572217T3 (da) * | 2002-12-12 | 2008-12-15 | Nycomed Gmbh | Kombinationsmedikament af R,R-formoterol og ciclesonid |
| MY143936A (en) * | 2003-03-27 | 2011-07-29 | Nycomed Gmbh | Process for preparing crystalline ciclesonide with defined particle size |
| JP2006527237A (ja) * | 2003-06-13 | 2006-11-30 | アルタナ ファルマ アクチエンゲゼルシャフト | ホルモテロールと及びシクレソニドの組合せ物 |
| CA2538202C (en) * | 2003-09-15 | 2013-01-15 | Altana Pharma Ag | Use of ciclesonide for the treatment of inflammatory bowel diseases |
| PL1670482T5 (pl) | 2003-09-16 | 2022-10-03 | Covis Pharma Gmbh | Zastosowanie cyklezonidu w leczeniu chorób układu oddechowego |
| PE20050941A1 (es) | 2003-12-16 | 2005-11-08 | Nycomed Gmbh | Suspensiones acuosas de ciclesonida para nebulizacion |
| US20070134165A1 (en) * | 2004-04-20 | 2007-06-14 | Altana Pharma Ag | Use of Ciclesonide for the Treatment of Respiratory Disease in a Smoking Patient |
| CA2579007A1 (en) * | 2004-09-10 | 2006-03-16 | Altana Pharma Ag | Ciclesonide and syk inhibitor combination and methods of use thereof |
| CN100345864C (zh) * | 2004-10-29 | 2007-10-31 | 天津药业研究院有限公司 | 一种治疗呼吸道疾病的甾体药物的制备方法及其中间体 |
| CN101227912A (zh) * | 2005-06-14 | 2008-07-23 | 基利得科学公司 | 用于治疗肺炎和支气管收缩的作为类固醇和β-激动剂的协同前药的取代苯基磷酸酯 |
| WO2007054974A2 (en) * | 2005-09-28 | 2007-05-18 | Arch Pharmalab Limited | A green chemistry process for the preparation of pregnadiene esters |
| WO2008015696A2 (en) * | 2006-05-23 | 2008-02-07 | Cadila Healthcare Limited | Process for preparing ciclesonide |
| KR20090078329A (ko) * | 2006-09-19 | 2009-07-17 | 씨아이피엘에이 엘티디. | 시클레소니드의 제조방법 및 그의 결정형 |
| MX2010009303A (es) * | 2008-03-13 | 2010-12-02 | Farmabios Spa | Proceso para la preparacion de derivados de pregnano. |
| ITMI20080645A1 (it) * | 2008-04-11 | 2009-10-12 | Ind Chimica Srl | Procedimento per la preparazione di budesonide |
| ES2471145T3 (es) * | 2009-03-09 | 2014-06-25 | Mikasa Seiyaku Co,. Ltd. | Compuesto esteroide |
| WO2011135585A2 (en) | 2010-04-28 | 2011-11-03 | Cadila Healthcare Limited | Aqueous pharmaceutical solution of ciclesonide |
| US9109005B2 (en) * | 2012-02-23 | 2015-08-18 | Boehringer Ingelheim International Gmbh | Method for manufacturing of ciclesonide |
| CN103421075B (zh) * | 2012-05-16 | 2017-07-28 | 上海特化医药科技有限公司 | 孕烷衍生物16,17‑缩醛(酮)的制备方法 |
| HRP20210924T1 (hr) | 2016-06-02 | 2021-09-03 | Abbvie Inc. | Agonist glukokortikoidnog receptora i njegovi imunokonjugati |
| SI3658192T1 (sl) | 2017-12-01 | 2021-08-31 | Abbvie Inc. | Agonist glukokortikoidnega receptorja in njegovi imunokonjugati |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2990401A (en) * | 1958-06-18 | 1961-06-27 | American Cyanamid Co | 11-substituted 16alpha, 17alpha-substituted methylenedioxy steroids |
| GB1382614A (en) * | 1972-01-10 | 1975-02-05 | Squibb & Sons Inc | Steroid compositions |
| SE378109B (cs) | 1972-05-19 | 1975-08-18 | Bofors Ab | |
| IT1196142B (it) * | 1984-06-11 | 1988-11-10 | Sicor Spa | Procedimento per la preparazione di 16,17-acetali di derivati pregnanici e nuovi composti ottenuti |
| 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. |
-
1994
- 1994-03-31 HU HU9502819A patent/HU220868B1/hu unknown
- 1994-03-31 CZ CZ19952529A patent/CZ287877B6/cs not_active IP Right Cessation
- 1994-03-31 US US08/530,173 patent/US5733901A/en not_active Expired - Lifetime
- 1994-03-31 DK DK94913100T patent/DK0701565T3/da not_active Application Discontinuation
- 1994-03-31 AT AT94913100T patent/ATE172739T1/de active
- 1994-03-31 DE DE59407183T patent/DE59407183D1/de not_active Expired - Lifetime
- 1994-03-31 EP EP94913100A patent/EP0701565B1/de not_active Expired - Lifetime
- 1994-03-31 WO PCT/EP1994/001015 patent/WO1994022899A1/de active IP Right Grant
- 1994-03-31 PL PL94311474A patent/PL179489B1/pl unknown
- 1994-03-31 AU AU65381/94A patent/AU683463B2/en not_active Expired
- 1994-03-31 SK SK1223-95A patent/SK281226B6/sk not_active IP Right Cessation
- 1994-03-31 CN CN94191673A patent/CN1062869C/zh not_active Expired - Lifetime
- 1994-03-31 NZ NZ265054A patent/NZ265054A/xx not_active IP Right Cessation
- 1994-03-31 ES ES94913100T patent/ES2124884T3/es not_active Expired - Lifetime
- 1994-03-31 KR KR1019950704088A patent/KR100330941B1/ko not_active Expired - Lifetime
- 1994-03-31 RU RU95119827A patent/RU2132854C1/ru active
- 1994-03-31 JP JP52167794A patent/JP3333210B2/ja not_active Expired - Lifetime
- 1994-03-31 UA UA95094314A patent/UA45311C2/uk unknown
-
1995
- 1995-09-27 BG BG100032A patent/BG62491B1/bg unknown
- 1995-09-27 FI FI954579A patent/FI113543B/fi not_active IP Right Cessation
- 1995-09-29 NO NO19953861A patent/NO305990B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| FI954579A0 (fi) | 1995-09-27 |
| SK281226B6 (sk) | 2001-01-18 |
| UA45311C2 (uk) | 2002-04-15 |
| FI113543B (fi) | 2004-05-14 |
| NO953861L (no) | 1995-09-29 |
| KR100330941B1 (ko) | 2002-10-12 |
| HU220868B1 (en) | 2002-06-29 |
| ES2124884T3 (es) | 1999-02-16 |
| DE59407183D1 (de) | 1998-12-03 |
| NO953861D0 (no) | 1995-09-29 |
| AU683463B2 (en) | 1997-11-13 |
| FI954579L (fi) | 1995-09-27 |
| JP3333210B2 (ja) | 2002-10-15 |
| BG100032A (bg) | 1996-05-31 |
| HU9502819D0 (en) | 1995-11-28 |
| AU6538194A (en) | 1994-10-24 |
| RU2132854C1 (ru) | 1999-07-10 |
| CZ287877B6 (cs) | 2001-03-14 |
| ATE172739T1 (de) | 1998-11-15 |
| EP0701565B1 (de) | 1998-10-28 |
| CN1062869C (zh) | 2001-03-07 |
| WO1994022899A1 (de) | 1994-10-13 |
| PL179489B1 (pl) | 2000-09-29 |
| US5733901A (en) | 1998-03-31 |
| SK122395A3 (en) | 1996-01-10 |
| EP0701565A1 (de) | 1996-03-20 |
| DK0701565T3 (da) | 1999-07-12 |
| NZ265054A (en) | 1997-08-22 |
| CN1120339A (zh) | 1996-04-10 |
| HUT72594A (en) | 1996-05-28 |
| CZ252995A3 (en) | 1996-01-17 |
| NO305990B1 (no) | 1999-08-30 |
| PL311474A1 (en) | 1996-02-19 |
| JPH08508278A (ja) | 1996-09-03 |
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