FR2421180A1 - 17-butyrate 21-propionate d'hydrocortisone et son utilisation notamment comme agent anti-inflammatoire - Google Patents
17-butyrate 21-propionate d'hydrocortisone et son utilisation notamment comme agent anti-inflammatoireInfo
- Publication number
- FR2421180A1 FR2421180A1 FR7907832A FR7907832A FR2421180A1 FR 2421180 A1 FR2421180 A1 FR 2421180A1 FR 7907832 A FR7907832 A FR 7907832A FR 7907832 A FR7907832 A FR 7907832A FR 2421180 A1 FR2421180 A1 FR 2421180A1
- Authority
- FR
- France
- Prior art keywords
- hydrocortisone
- butyrate
- propionate
- inflammatory agent
- compound
- 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
- FOGXJPFPZOHSQS-UHFFFAOYSA-N Hydrocortisone 17-butyrate 21-propionate Natural products C1CC2=CC(=O)CCC2(C)C2C1C1CCC(C(=O)COC(=O)CC)(OC(=O)CCC)C1(C)CC2O FOGXJPFPZOHSQS-UHFFFAOYSA-N 0.000 title abstract 2
- FOGXJPFPZOHSQS-AYVLZSQQSA-N Hydrocortisone butyrate propionate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)CC)(OC(=O)CCC)[C@@]1(C)C[C@@H]2O FOGXJPFPZOHSQS-AYVLZSQQSA-N 0.000 title abstract 2
- 229940121363 anti-inflammatory agent Drugs 0.000 title 1
- 239000002260 anti-inflammatory agent Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000001885 cortisol derivatives Chemical class 0.000 abstract 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 2
- -1 that is to say Chemical compound 0.000 abstract 2
- YAWCRADWZDOCFW-ZEQQQVMLSA-N OCCC(=O)OCC([C@H]1CC[C@H]2[C@@H]3CCC4=CC(CC[C@]4(C)[C@H]3CC[C@]12C)=O)=O Chemical compound OCCC(=O)OCC([C@H]1CC[C@H]2[C@@H]3CCC4=CC(CC[C@]4(C)[C@H]3CC[C@]12C)=O)=O YAWCRADWZDOCFW-ZEQQQVMLSA-N 0.000 abstract 1
- 238000010521 absorption reaction Methods 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- BMCQMVFGOVHVNG-TUFAYURCSA-N cortisol 17-butyrate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)CO)(OC(=O)CCC)[C@@]1(C)C[C@@H]2O BMCQMVFGOVHVNG-TUFAYURCSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 229960001524 hydrocortisone butyrate Drugs 0.000 abstract 1
- 235000019260 propionic acid Nutrition 0.000 abstract 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J21/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
-
- 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
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
- C07J5/0046—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa
- C07J5/0053—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa not substituted in position 16
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Diabetes (AREA)
- Endocrinology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
Abstract
Dérivé d'hydrocortisone et son utilisation. Ce dérivé d'hydrocortisone est la 17 alpha -butyryloxy-11 beta -hydroxy-21-propionyloxy-4-prégnène-3,20-dione, c'est-à-dire le 17-butyrate 21-propionate d'hydrocortisone; ce composé est préparé en acylant le 17-butyrate d'hydrocortisone avec de l'anhydride d'acide propionique ou un halogénure d'acide propionique. La présente invention est particulièrement utile pour fournir un composé à excellent effet anti-inflammatoire, à excellente absorption percutanée et à moindres effets secondaires.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP53036251A JPS6040439B2 (ja) | 1978-03-29 | 1978-03-29 | ヒドロコルチゾン誘導体 |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2421180A1 true FR2421180A1 (fr) | 1979-10-26 |
FR2421180B1 FR2421180B1 (fr) | 1982-10-22 |
Family
ID=12464544
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7907832A Granted FR2421180A1 (fr) | 1978-03-29 | 1979-03-28 | 17-butyrate 21-propionate d'hydrocortisone et son utilisation notamment comme agent anti-inflammatoire |
Country Status (11)
Country | Link |
---|---|
US (1) | US4290962A (fr) |
JP (1) | JPS6040439B2 (fr) |
AR (1) | AR221717A1 (fr) |
CH (1) | CH638227A5 (fr) |
DE (1) | DE2910899C2 (fr) |
FR (1) | FR2421180A1 (fr) |
GB (1) | GB2020291B (fr) |
IT (1) | IT1116531B (fr) |
KE (1) | KE3481A (fr) |
MY (1) | MY8500791A (fr) |
SG (1) | SG55584G (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2428649A1 (fr) * | 1978-06-15 | 1980-01-11 | Beiersdorf Ag | Diesters en 17,21 de l'hydrocortisone et medicaments qui en contiennent |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ATE12237T1 (de) * | 1980-12-23 | 1985-04-15 | Schering Ag | Neue 6-alpha-methylhydrocortison-derivate, ihre herstellung und verwendung. |
DE3133081A1 (de) * | 1981-08-18 | 1983-03-10 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Neue 6(alpha)-methylprednisolon-derivate, ihre herstellung und verwendung |
AT389447B (de) * | 1983-01-27 | 1989-12-11 | Taisho Pharmaceutical Co Ltd | Verfahren zur herstellung einer topischen steroidsalbe |
JPS59137408A (ja) * | 1983-01-27 | 1984-08-07 | Taisho Pharmaceut Co Ltd | 軟膏 |
JPS59139315A (ja) * | 1983-01-31 | 1984-08-10 | Taisho Pharmaceut Co Ltd | クリ−ム剤 |
US9572840B2 (en) | 2003-06-27 | 2017-02-21 | DePuy Synthes Products, Inc. | Regeneration and repair of neural tissue using postpartum-derived cells |
US8790637B2 (en) | 2003-06-27 | 2014-07-29 | DePuy Synthes Products, LLC | Repair and regeneration of ocular tissue using postpartum-derived cells |
US9592258B2 (en) | 2003-06-27 | 2017-03-14 | DePuy Synthes Products, Inc. | Treatment of neurological injury by administration of human umbilical cord tissue-derived cells |
AU2004252568B2 (en) | 2003-06-27 | 2011-06-30 | Ethicon, Incorporated | Regeneration and repair of neural tissue using postpartum-derived cells |
US20060223177A1 (en) | 2003-06-27 | 2006-10-05 | Ethicon Inc. | Postpartum cells derived from umbilical cord tissue, and methods of making and using the same |
WO2005021515A2 (fr) * | 2003-08-29 | 2005-03-10 | Ranbaxy Laboratories Limited | Inhibiteurs de la phosphodiesterase de type iv |
WO2005051931A2 (fr) * | 2003-11-26 | 2005-06-09 | Ranbaxy Laboratories Limited | Inhibiteurs de la phosphodiestérase |
EP1934219A1 (fr) | 2005-09-16 | 2008-06-25 | Ranbaxy Laboratories Limited | Pyrazolo[3,4-b]pyridines substituees en tant qu'inhibiteurs de la phosphodiesterase |
CA2626612A1 (fr) | 2005-10-19 | 2007-04-26 | Ranbaxy Laboratories Limited | Compositions pharmaceutiques d'antagonistes du recepteur muscarinique |
JP2009512677A (ja) * | 2005-10-19 | 2009-03-26 | ランバクシー ラボラトリーズ リミテッド | ホスホジエステラーゼタイプiv阻害剤の組成物 |
AU2006325710B2 (en) | 2005-12-16 | 2012-05-17 | Ethicon, Inc. | Compositions and methods for inhibiting adverse immune response in histocompatibility-mismatched transplantation |
US9125906B2 (en) | 2005-12-28 | 2015-09-08 | DePuy Synthes Products, Inc. | Treatment of peripheral vascular disease using umbilical cord tissue-derived cells |
BRPI0717058A2 (pt) * | 2006-09-22 | 2013-10-15 | Ranbaxy Lab Ltd | Composto, composição farmacêutica, método para tratar, prevenir, inibir ou suprimir uma condição inflamatória ou doença ou doenças do sistema nervoso central e método para a preparação de um composto |
US20100029728A1 (en) * | 2006-09-22 | 2010-02-04 | Ranbaxy Laboratories Limited | Phosphodiesterase inhibitors |
WO2008060541A2 (fr) | 2006-11-13 | 2008-05-22 | Ethicon, Incorporated | Expansion in vitro de cellules post-natales au moyen de microporteurs |
EP1958947A1 (fr) | 2007-02-15 | 2008-08-20 | Ranbaxy Laboratories Limited | Inhibiteurs de la phosphodiestérase de type 4 |
EP2124943A1 (fr) * | 2007-03-14 | 2009-12-02 | Ranbaxy Laboratories Limited | Dérivés de pyrazolo[3,4-b]pyridine comme inhibiteurs de phosphodiestérases |
ES2382715T3 (es) * | 2007-03-14 | 2012-06-12 | Ranbaxy Laboratories Limited | Derivados de pirazol[3,4-B]piridina como inhibidores de fosfodiesterasa |
EP2111861A1 (fr) | 2008-04-21 | 2009-10-28 | Ranbaxy Laboratories Limited | Compositions d'inhibiteurs de type IV de la phosphodiestérase |
US10179900B2 (en) | 2008-12-19 | 2019-01-15 | DePuy Synthes Products, Inc. | Conditioned media and methods of making a conditioned media |
JP5518893B2 (ja) * | 2008-12-19 | 2014-06-11 | アドバンスト・テクノロジーズ・アンド・リジェネレイティブ・メディスン・エルエルシー | 肺ならびに肺の疾患および障害の治療 |
CN104356188A (zh) * | 2014-10-23 | 2015-02-18 | 华中药业股份有限公司 | 一种丁酸氢化可的松的制备方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2144405A1 (de) * | 1971-09-04 | 1973-03-08 | Merck Patent Gmbh | Verfahren zur herstellung von estern der pregnanreihe |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1195748B (de) * | 1961-06-24 | 1965-07-01 | Vismara Francesco Spa | Verfahren zur Herstellung von 1'-substituierten 17alpha, 21-(1'-Alkoxy)-methylendioxysterioden |
GB1043347A (en) * | 1963-05-10 | 1966-09-21 | Glaxo Lab Ltd | 17,21-orthoesters of steroids |
GB1047518A (en) * | 1963-06-11 | 1966-11-02 | Glaxo Lab Ltd | 17ª-monoesters of 11,17,21-trihydroxy steroid compounds |
US3422193A (en) * | 1966-08-11 | 1969-01-14 | Schering Corp | 17-mono esters of corticoids |
DE2826257C3 (de) * | 1978-06-15 | 1980-12-04 | Beiersdorf Ag, 2000 Hamburg | Hydrocortison-17,21-diester und Verfahren zu deren Herstellung, diese enthaltende Arzneimittel sowie Hydrocortison -17-propionat als Zwischenprodukt |
-
1978
- 1978-03-29 JP JP53036251A patent/JPS6040439B2/ja not_active Expired
-
1979
- 1979-03-08 GB GB7908189A patent/GB2020291B/en not_active Expired
- 1979-03-14 AR AR275802A patent/AR221717A1/es active
- 1979-03-20 DE DE2910899A patent/DE2910899C2/de not_active Expired
- 1979-03-26 US US06/024,111 patent/US4290962A/en not_active Expired - Lifetime
- 1979-03-27 IT IT48501/79A patent/IT1116531B/it active
- 1979-03-28 CH CH286179A patent/CH638227A5/fr not_active IP Right Cessation
- 1979-03-28 FR FR7907832A patent/FR2421180A1/fr active Granted
-
1984
- 1984-08-07 SG SG555/84A patent/SG55584G/en unknown
- 1984-12-07 KE KE3481A patent/KE3481A/xx unknown
-
1985
- 1985-12-30 MY MY791/85A patent/MY8500791A/xx unknown
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2144405A1 (de) * | 1971-09-04 | 1973-03-08 | Merck Patent Gmbh | Verfahren zur herstellung von estern der pregnanreihe |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2428649A1 (fr) * | 1978-06-15 | 1980-01-11 | Beiersdorf Ag | Diesters en 17,21 de l'hydrocortisone et medicaments qui en contiennent |
Also Published As
Publication number | Publication date |
---|---|
KE3481A (en) | 1985-01-04 |
IT1116531B (it) | 1986-02-10 |
GB2020291A (en) | 1979-11-14 |
GB2020291B (en) | 1982-10-06 |
AR221717A1 (es) | 1981-03-13 |
SG55584G (en) | 1985-03-08 |
IT7948501A0 (it) | 1979-03-27 |
DE2910899C2 (de) | 1986-02-13 |
DE2910899A1 (de) | 1979-10-11 |
JPS54128560A (en) | 1979-10-05 |
MY8500791A (en) | 1985-12-31 |
US4290962A (en) | 1981-09-22 |
JPS6040439B2 (ja) | 1985-09-11 |
FR2421180B1 (fr) | 1982-10-22 |
CH638227A5 (fr) | 1983-09-15 |
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