CA2884705C - N-aryl substituted isoxazolidine glucocorticosteroid derivatives - Google Patents
N-aryl substituted isoxazolidine glucocorticosteroid derivatives Download PDFInfo
- Publication number
- CA2884705C CA2884705C CA2884705A CA2884705A CA2884705C CA 2884705 C CA2884705 C CA 2884705C CA 2884705 A CA2884705 A CA 2884705A CA 2884705 A CA2884705 A CA 2884705A CA 2884705 C CA2884705 C CA 2884705C
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- Prior art keywords
- oxo
- aza
- oxa
- chloro
- hydroxy
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- 150000002546 isoxazolidines Chemical class 0.000 title abstract description 7
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- -1 -0R6 Chemical group 0.000 claims description 43
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 239000003112 inhibitor Substances 0.000 claims description 24
- 238000011282 treatment Methods 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 18
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 15
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- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
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- NLVFBUXFDBBNBW-PBSUHMDJSA-N tobramycin Chemical compound N[C@@H]1C[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N NLVFBUXFDBBNBW-PBSUHMDJSA-N 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 238000013518 transcription Methods 0.000 description 1
- 230000035897 transcription Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- 125000005040 tridecenyl group Chemical group C(=CCCCCCCCCCCC)* 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- FTVLMFQEYACZNP-UHFFFAOYSA-N trimethylsilyl trifluoromethanesulfonate Chemical compound C[Si](C)(C)OS(=O)(=O)C(F)(F)F FTVLMFQEYACZNP-UHFFFAOYSA-N 0.000 description 1
- 229960001491 trospium Drugs 0.000 description 1
- OYYDSUSKLWTMMQ-JKHIJQBDSA-N trospium Chemical compound [N+]12([C@@H]3CC[C@H]2C[C@H](C3)OC(=O)C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CCCC1 OYYDSUSKLWTMMQ-JKHIJQBDSA-N 0.000 description 1
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229940032528 zemaira Drugs 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
- C07J71/0036—Nitrogen-containing hetero ring
- C07J71/0057—Nitrogen and oxygen
- C07J71/0068—Nitrogen and oxygen at position 16(17)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/58—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M11/00—Sprayers or atomisers specially adapted for therapeutic purposes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M15/00—Inhalators
- A61M15/0028—Inhalators using prepacked dosages, one for each application, e.g. capsules to be perforated or broken-up
-
- 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
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Pulmonology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Hematology (AREA)
- Anesthesiology (AREA)
- Biomedical Technology (AREA)
- Heart & Thoracic Surgery (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Immunology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Otolaryngology (AREA)
- Plural Heterocyclic 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 |
|---|---|---|---|
| EP12184286 | 2012-09-13 | ||
| EP12184286.8 | 2012-09-13 | ||
| PCT/EP2013/067509 WO2014040837A1 (en) | 2012-09-13 | 2013-08-23 | Isoxazolidine derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2884705A1 CA2884705A1 (en) | 2014-03-20 |
| CA2884705C true CA2884705C (en) | 2021-04-13 |
Family
ID=47044778
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2884705A Active CA2884705C (en) | 2012-09-13 | 2013-08-23 | N-aryl substituted isoxazolidine glucocorticosteroid derivatives |
Country Status (28)
| Country | Link |
|---|---|
| US (2) | US9155747B2 (enExample) |
| EP (1) | EP2895495B1 (enExample) |
| JP (2) | JP2015533801A (enExample) |
| KR (1) | KR101719524B1 (enExample) |
| CN (2) | CN108440637A (enExample) |
| AR (1) | AR092547A1 (enExample) |
| AU (1) | AU2013314539B2 (enExample) |
| BR (1) | BR112015005500B1 (enExample) |
| CA (1) | CA2884705C (enExample) |
| CL (1) | CL2015000610A1 (enExample) |
| EA (1) | EA027034B1 (enExample) |
| ES (1) | ES2672140T3 (enExample) |
| GE (1) | GEP201706708B (enExample) |
| HK (1) | HK1209756A1 (enExample) |
| IL (1) | IL237686A (enExample) |
| MA (1) | MA37927B2 (enExample) |
| MX (1) | MX364865B (enExample) |
| MY (1) | MY182523A (enExample) |
| NZ (1) | NZ705902A (enExample) |
| PE (1) | PE20150675A1 (enExample) |
| PH (1) | PH12015500534B1 (enExample) |
| PL (1) | PL2895495T3 (enExample) |
| SA (1) | SA515360134B1 (enExample) |
| SG (1) | SG11201501902RA (enExample) |
| TN (1) | TN2015000093A1 (enExample) |
| UA (1) | UA116545C2 (enExample) |
| WO (1) | WO2014040837A1 (enExample) |
| ZA (1) | ZA201501691B (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20140890A1 (es) | 2011-03-15 | 2014-08-05 | Chiesi Farma Spa | Derivados de isoxazolidina |
| CA3127373A1 (en) | 2017-10-05 | 2019-04-11 | Fulcrum Therapeutics, Inc. | P38 kinase inhibitors reduce dux4 and downstream gene expression for the treatment of fshd |
| US10342786B2 (en) | 2017-10-05 | 2019-07-09 | Fulcrum Therapeutics, Inc. | P38 kinase inhibitors reduce DUX4 and downstream gene expression for the treatment of FSHD |
| CN115785188B (zh) * | 2022-12-20 | 2024-06-07 | 湖南科益新生物医药有限公司 | 一种布地奈德的制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL31997A (en) * | 1968-05-03 | 1974-03-14 | Lepetit Spa | Process for the preparation of pregnano(17alpha,16alpha-d)oxazolines and 16alpha,21-dihydroxy-17alpha-aminopregnanes |
| SE378110B (enExample) * | 1972-05-19 | 1975-08-18 | Bofors Ab | |
| JPS617293A (ja) * | 1984-06-20 | 1986-01-13 | Mitsubishi Chem Ind Ltd | 新規なコルチコイド誘導体およびその製法 |
| US5888995A (en) * | 1991-02-04 | 1999-03-30 | Astra Aktiebolag | Steroid esters |
| AU2003217535A1 (en) * | 2002-02-20 | 2003-09-09 | Sepracor Inc. | Carbonate and carbamate modified forms of glucocorticoids |
| WO2005028495A1 (en) * | 2003-09-24 | 2005-03-31 | Glaxo Group Limited | Anti-inflammatory glucocorticoids |
| NO331891B1 (no) * | 2007-03-20 | 2012-04-30 | Clavis Pharma Asa | Kjemiske forbindelser, et farmasoytisk preparat inneholdende slike forbindelser, samt anvendelse derav for behandling av kreft, inflammasjon og KOLS |
| BRPI0907789A2 (pt) * | 2008-02-27 | 2019-01-22 | Astrazeneca Ab | derivaldos 16-alfa e 17-alfa de glicocorticosteroides e seus usos |
| ME01331B (me) | 2009-09-11 | 2013-12-20 | Chiesi Farm Spa | Derivati izoksazolidina |
| TW201139369A (en) | 2010-02-05 | 2011-11-16 | Chiesi Farma Spa | Pyrrolidine derivatives |
| PE20140890A1 (es) | 2011-03-15 | 2014-08-05 | Chiesi Farma Spa | Derivados de isoxazolidina |
| BR112013022890A2 (pt) | 2011-03-15 | 2016-09-13 | Chiesi Farma Spa | composto, composição farmacêutica, combinação e uso de um composto |
| WO2013017374A1 (en) * | 2011-08-01 | 2013-02-07 | Chiesi Farmaceutici S.P.A. | Anti -inflammatory steroids condensed in position 16,17 with pyrrolidine ring |
-
2013
- 2013-08-12 US US13/964,298 patent/US9155747B2/en active Active
- 2013-08-23 WO PCT/EP2013/067509 patent/WO2014040837A1/en not_active Ceased
- 2013-08-23 CN CN201810340325.2A patent/CN108440637A/zh active Pending
- 2013-08-23 PE PE2015000298A patent/PE20150675A1/es active IP Right Grant
- 2013-08-23 MX MX2015002898A patent/MX364865B/es active IP Right Grant
- 2013-08-23 EP EP13759991.6A patent/EP2895495B1/en active Active
- 2013-08-23 CA CA2884705A patent/CA2884705C/en active Active
- 2013-08-23 UA UAA201502195A patent/UA116545C2/uk unknown
- 2013-08-23 MA MA37927A patent/MA37927B2/fr unknown
- 2013-08-23 SG SG11201501902RA patent/SG11201501902RA/en unknown
- 2013-08-23 HK HK15110398.0A patent/HK1209756A1/xx unknown
- 2013-08-23 JP JP2015531511A patent/JP2015533801A/ja active Pending
- 2013-08-23 GE GEAP201313761A patent/GEP201706708B/en unknown
- 2013-08-23 EA EA201590390A patent/EA027034B1/ru not_active IP Right Cessation
- 2013-08-23 KR KR1020157006252A patent/KR101719524B1/ko not_active Expired - Fee Related
- 2013-08-23 ES ES13759991.6T patent/ES2672140T3/es active Active
- 2013-08-23 MY MYPI2015000619A patent/MY182523A/en unknown
- 2013-08-23 CN CN201380047423.2A patent/CN104619714A/zh active Pending
- 2013-08-23 PL PL13759991T patent/PL2895495T3/pl unknown
- 2013-08-23 BR BR112015005500-1A patent/BR112015005500B1/pt not_active IP Right Cessation
- 2013-08-23 NZ NZ705902A patent/NZ705902A/en not_active IP Right Cessation
- 2013-08-23 AU AU2013314539A patent/AU2013314539B2/en not_active Ceased
- 2013-09-12 AR ARP130103270A patent/AR092547A1/es not_active Application Discontinuation
-
2015
- 2015-03-12 ZA ZA2015/01691A patent/ZA201501691B/en unknown
- 2015-03-12 CL CL2015000610A patent/CL2015000610A1/es unknown
- 2015-03-12 PH PH12015500534A patent/PH12015500534B1/en unknown
- 2015-03-12 IL IL237686A patent/IL237686A/en active IP Right Grant
- 2015-03-12 SA SA515360134A patent/SA515360134B1/ar unknown
- 2015-03-12 TN TNP2015000093A patent/TN2015000093A1/fr unknown
- 2015-09-03 US US14/844,156 patent/US9469669B2/en not_active Expired - Fee Related
-
2018
- 2018-06-07 JP JP2018109262A patent/JP6736607B2/ja not_active Expired - Fee Related
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20180817 |