IE37657B1 - Derivatives of 6alpha-methyl-prednisolone processes for their preparation and compositions incorporating them - Google Patents
Derivatives of 6alpha-methyl-prednisolone processes for their preparation and compositions incorporating themInfo
- Publication number
- IE37657B1 IE37657B1 IE811/73A IE81173A IE37657B1 IE 37657 B1 IE37657 B1 IE 37657B1 IE 811/73 A IE811/73 A IE 811/73A IE 81173 A IE81173 A IE 81173A IE 37657 B1 IE37657 B1 IE 37657B1
- Authority
- IE
- Ireland
- Prior art keywords
- sulphobenzoate
- 6alpha
- prednisolone
- derivatives
- methyl
- Prior art date
Links
- VHRSUDSXCMQTMA-PJHHCJLFSA-N 6alpha-methylprednisolone Chemical class 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)CO)CC[C@H]21 VHRSUDSXCMQTMA-PJHHCJLFSA-N 0.000 title abstract 3
- 239000000203 mixture Substances 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 abstract 1
- QMWGSOMVXSRXQX-UHFFFAOYSA-N 3-sulfobenzoic acid Chemical compound OC(=O)C1=CC=CC(S(O)(=O)=O)=C1 QMWGSOMVXSRXQX-UHFFFAOYSA-N 0.000 abstract 1
- 239000012359 Methanesulfonyl chloride Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 239000003470 adrenal cortex hormone Substances 0.000 abstract 1
- -1 alkali metal salts Chemical class 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 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 abstract 1
- 239000003456 ion exchange resin Substances 0.000 abstract 1
- 229920003303 ion-exchange polymer Polymers 0.000 abstract 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000000699 topical effect Effects 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2009—Inorganic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
-
- 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
- A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
- A61K31/573—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Steroid Compounds (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
1375357 Corticoid 21-sulphobenzoate ROUSSEL UCLAF 21 May 1973 [19 May 1972] 24013/73 Heading C2U The invention comprises 6α-methylprednisolone 21-(m-sulphobenzoate) and its alkali metal salts. The salts are prepared from the corresponding 21-methanesulphonate by reaction with a di-(alkali metal) m-sulphobenzoate in the presence of an N-alkyl-amide (e.g. DMF), and may be converted to the free acid by passing over an acidic ion-exchange resin. The free acid may thereafter be resalified. 6α-Methylprednisolone 21-methanesulphonate is prepared from the free 21-ol by reaction with mesyl chloride. Antiinflammatory compositions for oral, parenteral, topical and rectal administration comprise a compound of the invention and a carrier.
[GB1375357A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7218035A FR2193576B1 (en) | 1972-05-19 | 1972-05-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE37657L IE37657L (en) | 1973-11-19 |
| IE37657B1 true IE37657B1 (en) | 1977-09-14 |
Family
ID=9098837
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE811/73A IE37657B1 (en) | 1972-05-19 | 1973-05-21 | Derivatives of 6alpha-methyl-prednisolone processes for their preparation and compositions incorporating them |
Country Status (25)
| Country | Link |
|---|---|
| JP (1) | JPS5212777B2 (en) |
| AT (1) | AT325221B (en) |
| AU (1) | AU473292B2 (en) |
| BE (1) | BE799615A (en) |
| CA (1) | CA977746A (en) |
| CH (1) | CH572068A5 (en) |
| CS (1) | CS165956B2 (en) |
| DD (1) | DD104787A5 (en) |
| DK (1) | DK133683B (en) |
| EG (1) | EG11080A (en) |
| ES (1) | ES414870A1 (en) |
| FI (1) | FI52588C (en) |
| FR (1) | FR2193576B1 (en) |
| GB (1) | GB1375357A (en) |
| HU (1) | HU165993B (en) |
| IE (1) | IE37657B1 (en) |
| IL (1) | IL42250A (en) |
| NL (1) | NL7306962A (en) |
| NO (1) | NO138148C (en) |
| PH (1) | PH12351A (en) |
| PL (1) | PL85506B1 (en) |
| SE (1) | SE399711B (en) |
| SU (1) | SU493961A3 (en) |
| YU (1) | YU35037B (en) |
| ZA (1) | ZA733340B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5112816A (en) * | 1975-04-03 | 1976-01-31 | Wakao Kanao | TAIRUBARIPUREKYASUTOKONKURIITONO SEIZOHOHO |
| JPS51122118A (en) * | 1975-04-15 | 1976-10-26 | Wakao Kanao | Production of tiled precast concrete |
| US4588718A (en) * | 1984-03-28 | 1986-05-13 | The Upjohn Company | Carboxy containing ester prodrugs of corticosteroids |
| US4948533A (en) * | 1984-03-28 | 1990-08-14 | The Upjohn Company | 11a-hydroxy steroid diester |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3089881A (en) * | 1957-10-29 | 1963-05-14 | Schering Corp | Sulfocarboxylic acid esters of hydroxylated steroids |
-
1972
- 1972-05-19 FR FR7218035A patent/FR2193576B1/fr not_active Expired
-
1973
- 1973-05-04 CH CH638173A patent/CH572068A5/xx not_active IP Right Cessation
- 1973-05-10 PH PH7314601A patent/PH12351A/en unknown
- 1973-05-11 IL IL42250A patent/IL42250A/en unknown
- 1973-05-15 YU YU1278/73A patent/YU35037B/en unknown
- 1973-05-15 CS CS3446A patent/CS165956B2/cs unknown
- 1973-05-15 FI FI731564A patent/FI52588C/en active
- 1973-05-16 BE BE131184A patent/BE799615A/en unknown
- 1973-05-17 PL PL1973162627A patent/PL85506B1/pl unknown
- 1973-05-17 ZA ZA733340A patent/ZA733340B/en unknown
- 1973-05-17 HU HURO730A patent/HU165993B/hu unknown
- 1973-05-17 SE SE7306996A patent/SE399711B/en unknown
- 1973-05-18 SU SU1916475A patent/SU493961A3/en active
- 1973-05-18 NL NL7306962A patent/NL7306962A/xx unknown
- 1973-05-18 CA CA171,864A patent/CA977746A/en not_active Expired
- 1973-05-18 ES ES414870A patent/ES414870A1/en not_active Expired
- 1973-05-18 JP JP48054774A patent/JPS5212777B2/ja not_active Expired
- 1973-05-18 DD DD170919A patent/DD104787A5/xx unknown
- 1973-05-18 AU AU55900/73A patent/AU473292B2/en not_active Expired
- 1973-05-18 NO NO2058/73A patent/NO138148C/en unknown
- 1973-05-19 EG EG186/73A patent/EG11080A/en active
- 1973-05-21 IE IE811/73A patent/IE37657B1/en unknown
- 1973-05-21 AT AT441473A patent/AT325221B/en not_active IP Right Cessation
- 1973-05-21 GB GB2401373A patent/GB1375357A/en not_active Expired
- 1973-05-21 DK DK277473AA patent/DK133683B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5212777B2 (en) | 1977-04-09 |
| YU127873A (en) | 1979-12-31 |
| FR2193576A1 (en) | 1974-02-22 |
| IE37657L (en) | 1973-11-19 |
| DD104787A5 (en) | 1974-03-20 |
| NL7306962A (en) | 1973-11-21 |
| EG11080A (en) | 1977-04-30 |
| JPS4948653A (en) | 1974-05-11 |
| BE799615A (en) | 1973-11-16 |
| CA977746A (en) | 1975-11-11 |
| ZA733340B (en) | 1974-11-27 |
| AT325221B (en) | 1975-10-10 |
| DK133683C (en) | 1976-11-15 |
| SE399711B (en) | 1978-02-27 |
| GB1375357A (en) | 1974-11-27 |
| DE2325358B2 (en) | 1976-01-29 |
| DK133683B (en) | 1976-06-28 |
| ES414870A1 (en) | 1976-05-01 |
| IL42250A (en) | 1977-06-30 |
| CS165956B2 (en) | 1975-12-22 |
| FR2193576B1 (en) | 1975-08-08 |
| AU473292B2 (en) | 1976-06-17 |
| NO138148B (en) | 1978-04-03 |
| FI52588C (en) | 1977-10-10 |
| IL42250A0 (en) | 1973-07-30 |
| DE2325358A1 (en) | 1973-11-29 |
| FI52588B (en) | 1977-06-30 |
| PL85506B1 (en) | 1976-04-30 |
| SU493961A3 (en) | 1975-11-28 |
| YU35037B (en) | 1980-06-30 |
| CH572068A5 (en) | 1976-01-30 |
| PH12351A (en) | 1979-01-29 |
| HU165993B (en) | 1974-12-28 |
| AU5590073A (en) | 1974-11-21 |
| NO138148C (en) | 1978-07-12 |
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