ATE798T1 - ANTI-INFLAMMATORY 1-PHE NYL-2-AMINOAETHANOL DERIVATIVES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM FOR TOPICAL USE. - Google Patents
ANTI-INFLAMMATORY 1-PHE NYL-2-AMINOAETHANOL DERIVATIVES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM FOR TOPICAL USE.Info
- Publication number
- ATE798T1 ATE798T1 AT79300893T AT79300893T ATE798T1 AT E798 T1 ATE798 T1 AT E798T1 AT 79300893 T AT79300893 T AT 79300893T AT 79300893 T AT79300893 T AT 79300893T AT E798 T1 ATE798 T1 AT E798T1
- Authority
- AT
- Austria
- Prior art keywords
- sup
- sub
- derivatives
- inflammatory
- phenyl
- Prior art date
Links
- 230000003110 anti-inflammatory effect Effects 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 230000000699 topical effect Effects 0.000 title abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- -1 phenylacetyl Chemical group 0.000 abstract 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 abstract 1
- 201000004624 Dermatitis Diseases 0.000 abstract 1
- GAEURJUXPZEDJX-UHFFFAOYSA-N [4-[2-[[1-[(2-benzamidoacetyl)amino]-2-methylpropan-2-yl]amino]-1-hydroxyethyl]-2-(2,2-dimethylpropanoyloxy)phenyl] 2,2-dimethylpropanoate Chemical compound C1=C(OC(=O)C(C)(C)C)C(OC(=O)C(C)(C)C)=CC=C1C(O)CNC(C)(C)CNC(=O)CNC(=O)C1=CC=CC=C1 GAEURJUXPZEDJX-UHFFFAOYSA-N 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- ULSIYEODSMZIPX-UHFFFAOYSA-N phenylethanolamine Chemical class NCC(O)C1=CC=CC=C1 ULSIYEODSMZIPX-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Dermatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Abstract
The invention concerns new topical anti-inflammatory 1-phenyl-2-aminoethanol derivatives of the general formula: R<sup>1</sup>·CH(OH)·CH<sub>2</sub>NH· CR<sup>2</sup>R<sup>3</sup>· A NH[CO·Y· NH]<sub>n</sub>·Q wherein R' is a radical of formulain which W<sup>1</sup> is a (2-12C)alkanoyloxyradical, one of W<sup>2</sup> and W<sup>3</sup> is hydrogen and the other of W<sup>2</sup> and W<sup>3</sup> is a (2-12C)-alkanoyloxyradical and A<sup>2</sup> is a direct bond or a methylene diradical, or R<sup>1</sup> is a phenyl, 2-chlorophenyl or 3,5-dichloro-4-aminoradical, R<sup>2</sup> and R<sup>3</sup> are independently hydrogen or (1-4C)alkyl, A' is a (1-4C)alkylene, Y is a (1-4C)alkylene optionally bearing a (1-4C)alkyl or benzyl, n is an integer from 1 to 4, and Q is an optionally substituted benzoyl, phenylacetyl, or phenoxyacetyl provided that when n is other than 1, Y in the individual diradicals of the formula [CO·Y·NH] may have the same or different values, or together with the acid-addition salts thereof; and the pharmaceutical compositions thereof, for use in the treatment of inflammatory skin diseases and conditions. The invention also concerns processes for the manufacture of derivatives of formula I.A representative compound of the invention is 1-[3,4- bis(pivaloyloxy) phenyl]-2-{2-[(N-benzoylglycyl)amino]-1,1-dimethyl-ethylamino}ethanol.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7827026 | 1978-06-15 | ||
| EP79300893A EP0006298B1 (en) | 1978-06-15 | 1979-05-21 | Anti-inflammatory 1-phenyl-2-aminoethanol derivatives, pharmaceutical compositions thereof for topical use, and processes for their manufacture |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE798T1 true ATE798T1 (en) | 1982-04-15 |
Family
ID=10497984
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT79300893T ATE798T1 (en) | 1978-06-15 | 1979-05-21 | ANTI-INFLAMMATORY 1-PHE NYL-2-AMINOAETHANOL DERIVATIVES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM FOR TOPICAL USE. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4303649A (en) |
| EP (1) | EP0006298B1 (en) |
| JP (1) | JPS554377A (en) |
| AT (1) | ATE798T1 (en) |
| AU (1) | AU525094B2 (en) |
| CA (1) | CA1137978A (en) |
| DE (1) | DE2962383D1 (en) |
| DK (1) | DK247479A (en) |
| IE (1) | IE48337B1 (en) |
| IL (1) | IL57497A (en) |
| NZ (1) | NZ190581A (en) |
| ZA (1) | ZA792622B (en) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE54220B1 (en) * | 1981-12-23 | 1989-07-19 | Ici Plc | Phenol esters |
| US5331012A (en) * | 1990-07-30 | 1994-07-19 | Riddick Kenneth B | Topical pharmaceutical preparation for fever blisters and other viral infections and method of use |
| GB9212673D0 (en) * | 1992-06-15 | 1992-07-29 | Celltech Ltd | Chemical compounds |
| GB9222253D0 (en) * | 1992-10-23 | 1992-12-09 | Celltech Ltd | Chemical compounds |
| DE69329544T2 (en) * | 1992-12-22 | 2001-05-31 | Eli Lilly And Co., Indianapolis | HIV protease inhibiting compounds |
| GB9226830D0 (en) * | 1992-12-23 | 1993-02-17 | Celltech Ltd | Chemical compounds |
| US5622977A (en) * | 1992-12-23 | 1997-04-22 | Celltech Therapeutics Limited | Tri-substituted (aryl or heteroaryl) derivatives and pharmaceutical compositions containing the same |
| GB9304920D0 (en) * | 1993-03-10 | 1993-04-28 | Celltech Ltd | Chemical compounds |
| GB9304919D0 (en) * | 1993-03-10 | 1993-04-28 | Celltech Ltd | Chemical compounds |
| WO1995017399A1 (en) * | 1993-12-22 | 1995-06-29 | Celltech Therapeutics Limited | Trisubstituted phenyl derivatives, processes for their preparation and their use as phosphodiesterase (type iv) inhibitors |
| GB9326173D0 (en) * | 1993-12-22 | 1994-02-23 | Celltech Ltd | Chemical compounds and process |
| US5786354A (en) * | 1994-06-21 | 1998-07-28 | Celltech Therapeutics, Limited | Tri-substituted phenyl derivatives and processes for their preparation |
| US6245774B1 (en) | 1994-06-21 | 2001-06-12 | Celltech Therapeutics Limited | Tri-substituted phenyl or pyridine derivatives |
| GB9412573D0 (en) | 1994-06-22 | 1994-08-10 | Celltech Ltd | Chemical compounds |
| GB9412571D0 (en) | 1994-06-22 | 1994-08-10 | Celltech Ltd | Chemical compounds |
| GB9412672D0 (en) * | 1994-06-23 | 1994-08-10 | Celltech Ltd | Chemical compounds |
| GB9523675D0 (en) | 1995-11-20 | 1996-01-24 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9526245D0 (en) * | 1995-12-21 | 1996-02-21 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9526246D0 (en) * | 1995-12-21 | 1996-02-21 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9526243D0 (en) * | 1995-12-21 | 1996-02-21 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9608435D0 (en) * | 1996-04-24 | 1996-06-26 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9619284D0 (en) * | 1996-09-16 | 1996-10-30 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9622363D0 (en) | 1996-10-28 | 1997-01-08 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9625184D0 (en) * | 1996-12-04 | 1997-01-22 | Celltech Therapeutics Ltd | Chemical compounds |
| EP0946523A1 (en) * | 1996-12-23 | 1999-10-06 | Celltech Therapeutics Limited | Fused polycyclic 2-aminopyrimidine derivatives, their preparation and their use as protein tyrosine kinase inhibitors |
| GB9705361D0 (en) | 1997-03-14 | 1997-04-30 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9713087D0 (en) * | 1997-06-20 | 1997-08-27 | Celltech Therapeutics Ltd | Chemical compounds |
| NO311317B1 (en) | 1999-04-30 | 2001-11-12 | Thin Film Electronics Asa | Apparatus comprising electronic and / or optoelectronic circuits and method of realizing and / or integrating circuits of this kind in the apparatus |
| GB9914258D0 (en) * | 1999-06-18 | 1999-08-18 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9924862D0 (en) * | 1999-10-20 | 1999-12-22 | Celltech Therapeutics Ltd | Chemical compounds |
| RS94703A (en) | 2001-05-29 | 2007-02-05 | Schering Aktiengesellschaft, | Cdk inhibiting pyrimidines, production thereof and their use as medicaments |
| KR101818408B1 (en) * | 2009-02-11 | 2018-01-12 | 질레코 인코포레이티드 | Processing biomass |
| EA201892101A3 (en) | 2012-10-10 | 2019-07-31 | Ксилеко, Инк. | BIOMASS PROCESSING |
| AP2015008339A0 (en) | 2012-10-10 | 2015-04-30 | Xyleco Inc | Equipment protecting enclosures |
| NZ743055A (en) | 2013-03-08 | 2020-03-27 | Xyleco Inc | Equipment protecting enclosures |
| CN103588662B (en) * | 2013-11-06 | 2015-07-01 | 浙江大学 | Method for synthesis of betamipron in continuous-flow microreactor |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4034112A (en) * | 1973-06-22 | 1977-07-05 | Imperial Chemical Industries Limited | Ethanolamine derivatives having β-adrenergic blocking activity |
| GB1460593A (en) * | 1973-06-22 | 1977-01-06 | Ici Ltd | Ethanolamine derivatives |
| GB1468156A (en) * | 1973-07-19 | 1977-03-23 | Ici Ltd | Phenylethylamine derivatives |
| US4041074A (en) * | 1973-07-19 | 1977-08-09 | Imperial Chemical Industries Limited | 1-Hydroxyaryl-2-amidoalkylaminoethanol derivatives |
| US4041075A (en) * | 1973-12-12 | 1977-08-09 | Imperial Chemical Industries Limited | Phenoxy-alkanolamine derivatives |
| US3928621A (en) * | 1974-10-10 | 1975-12-23 | Hoffmann La Roche | Antiinflammatory 2-(2-aminoalkylamino)-1,2-diphenylethanols |
| US4038417A (en) * | 1975-06-19 | 1977-07-26 | Nelson Research & Development Company | Method for treatment of psoriasis |
| GB1509300A (en) * | 1975-12-05 | 1978-05-04 | Ici Ltd | Ethanolamine derivatives |
| US4154761A (en) * | 1976-02-09 | 1979-05-15 | Allen & Hanburys Limited | Pharmacologically active compounds |
| GB1540463A (en) * | 1976-10-07 | 1979-02-14 | Ici Ltd | Alkanolamine derivatives |
| IE45991B1 (en) * | 1976-12-16 | 1983-01-26 | Ici Ltd | Esters of hydroxy amino amides |
-
1979
- 1979-05-21 AT AT79300893T patent/ATE798T1/en not_active IP Right Cessation
- 1979-05-21 DE DE7979300893T patent/DE2962383D1/en not_active Expired
- 1979-05-21 EP EP79300893A patent/EP0006298B1/en not_active Expired
- 1979-05-28 ZA ZA792622A patent/ZA792622B/en unknown
- 1979-05-28 NZ NZ190581A patent/NZ190581A/en unknown
- 1979-05-29 US US06/043,425 patent/US4303649A/en not_active Expired - Lifetime
- 1979-05-31 AU AU47652/79A patent/AU525094B2/en not_active Ceased
- 1979-06-06 IL IL57497A patent/IL57497A/en unknown
- 1979-06-13 CA CA000329655A patent/CA1137978A/en not_active Expired
- 1979-06-14 JP JP7407179A patent/JPS554377A/en active Pending
- 1979-06-14 DK DK247479A patent/DK247479A/en not_active Application Discontinuation
- 1979-08-08 IE IE1004/79A patent/IE48337B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK247479A (en) | 1979-12-16 |
| AU4765279A (en) | 1979-12-20 |
| IE791004L (en) | 1979-12-15 |
| ZA792622B (en) | 1980-02-27 |
| DE2962383D1 (en) | 1982-05-06 |
| IE48337B1 (en) | 1984-12-12 |
| AU525094B2 (en) | 1982-10-21 |
| CA1137978A (en) | 1982-12-21 |
| EP0006298A1 (en) | 1980-01-09 |
| US4303649A (en) | 1981-12-01 |
| EP0006298B1 (en) | 1982-03-31 |
| IL57497A (en) | 1982-09-30 |
| IL57497A0 (en) | 1979-10-31 |
| NZ190581A (en) | 1981-12-15 |
| JPS554377A (en) | 1980-01-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification | ||
| REN | Ceased due to non-payment of the annual fee |