HRP20140190T1 - Derivati novih peroksida, postupak njihovog dobivanja, te njihova upotreba u medicini, kao i u kozmetici, u lijeäśenju ili sprjeäśavanju akni - Google Patents
Derivati novih peroksida, postupak njihovog dobivanja, te njihova upotreba u medicini, kao i u kozmetici, u lijeäśenju ili sprjeäśavanju akni Download PDFInfo
- Publication number
- HRP20140190T1 HRP20140190T1 HRP20140190AT HRP20140190T HRP20140190T1 HR P20140190 T1 HRP20140190 T1 HR P20140190T1 HR P20140190A T HRP20140190A T HR P20140190AT HR P20140190 T HRP20140190 T HR P20140190T HR P20140190 T1 HRP20140190 T1 HR P20140190T1
- Authority
- HR
- Croatia
- Prior art keywords
- benzoyl
- benzoyl peroxide
- bis
- peroxide
- methoxy
- Prior art date
Links
- 208000002874 Acne Vulgaris Diseases 0.000 title claims 2
- 206010000496 acne Diseases 0.000 title claims 2
- 239000002537 cosmetic Substances 0.000 title claims 2
- 239000003814 drug Substances 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 150000002978 peroxides Chemical class 0.000 title 1
- 230000002265 prevention Effects 0.000 title 1
- 239000004342 Benzoyl peroxide Substances 0.000 claims 17
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims 17
- 229960003328 benzoyl peroxide Drugs 0.000 claims 17
- 235000019400 benzoyl peroxide Nutrition 0.000 claims 17
- -1 (2-ethoxycarbonyloxymethoxybenzoyl)benzoyl peroxide bis(2-propoxycarbonyloxymethoxy)benzoyl peroxide Chemical compound 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 241000186427 Cutibacterium acnes Species 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- KCTARQYTUCPLQV-UHFFFAOYSA-N (2-benzoylperoxycarbonylphenoxy)methyl 2,2-dimethylpropanoate Chemical compound CC(C)(C)C(=O)OCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 KCTARQYTUCPLQV-UHFFFAOYSA-N 0.000 claims 1
- RRGYGNGVGBBCAK-UHFFFAOYSA-N (2-benzoylperoxycarbonylphenoxy)methyl 2-methylpropanoate Chemical compound CC(C)C(=O)OCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 RRGYGNGVGBBCAK-UHFFFAOYSA-N 0.000 claims 1
- QJDZIPBBMHTXQE-UHFFFAOYSA-N (2-benzoylperoxycarbonylphenoxy)methyl acetate Chemical compound CC(=O)OCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 QJDZIPBBMHTXQE-UHFFFAOYSA-N 0.000 claims 1
- JNWLCUOQWNMCKL-UHFFFAOYSA-N (2-benzoylperoxycarbonylphenoxy)methyl butanoate Chemical compound CCCC(=O)OCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 JNWLCUOQWNMCKL-UHFFFAOYSA-N 0.000 claims 1
- NANZYCOJEAKMHJ-UHFFFAOYSA-N (2-benzoylperoxycarbonylphenoxy)methyl pentanoate Chemical compound CCCCC(=O)OCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 NANZYCOJEAKMHJ-UHFFFAOYSA-N 0.000 claims 1
- ZUFGCKNSNTXAAN-UHFFFAOYSA-N (2-benzoylperoxycarbonylphenoxy)methyl propanoate Chemical compound CCC(=O)OCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 ZUFGCKNSNTXAAN-UHFFFAOYSA-N 0.000 claims 1
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 1
- IXYQHBUHWUIEQP-UHFFFAOYSA-N 1-(2-benzoylperoxycarbonylphenoxy)ethyl acetate Chemical compound CC(=O)OC(C)OC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 IXYQHBUHWUIEQP-UHFFFAOYSA-N 0.000 claims 1
- STNYBJZGPAMPAF-UHFFFAOYSA-N [2,3-bis(butan-2-yloxycarbonyloxymethoxy)benzoyl] 2,3-bis(butan-2-yloxycarbonyloxymethoxy)benzenecarboperoxoate Chemical compound CCC(C)OC(=O)OCOC1=CC=CC(C(=O)OOC(=O)C=2C(=C(OCOC(=O)OC(C)CC)C=CC=2)OCOC(=O)OC(C)CC)=C1OCOC(=O)OC(C)CC STNYBJZGPAMPAF-UHFFFAOYSA-N 0.000 claims 1
- PZEGZHAGBDCZFB-UHFFFAOYSA-N [2,3-bis(ethoxycarbonyloxymethoxy)benzoyl] 2,3-bis(ethoxycarbonyloxymethoxy)benzenecarboperoxoate Chemical compound CCOC(=O)OCOC1=CC=CC(C(=O)OOC(=O)C=2C(=C(OCOC(=O)OCC)C=CC=2)OCOC(=O)OCC)=C1OCOC(=O)OCC PZEGZHAGBDCZFB-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- AYZDWHBGZYAABH-UHFFFAOYSA-N benzoyl 2-(1-ethoxycarbonyloxyethoxy)benzenecarboperoxoate Chemical compound CCOC(=O)OC(C)OC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 AYZDWHBGZYAABH-UHFFFAOYSA-N 0.000 claims 1
- RUGPJAVPUCUYGY-UHFFFAOYSA-N benzoyl 2-(butoxycarbonyloxymethoxy)benzenecarboperoxoate Chemical compound CCCCOC(=O)OCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 RUGPJAVPUCUYGY-UHFFFAOYSA-N 0.000 claims 1
- WDJQGPCHRIPPEJ-UHFFFAOYSA-N benzoyl 2-(propan-2-yloxycarbonyloxymethoxy)benzenecarboperoxoate Chemical compound CC(C)OC(=O)OCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 WDJQGPCHRIPPEJ-UHFFFAOYSA-N 0.000 claims 1
- HFCNDAGQRCDJOL-UHFFFAOYSA-N benzoyl 2-(propoxycarbonyloxymethoxy)benzenecarboperoxoate Chemical compound CCCOC(=O)OCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 HFCNDAGQRCDJOL-UHFFFAOYSA-N 0.000 claims 1
- LQKBDERFSLMETP-UHFFFAOYSA-N benzoyl 2-[(2-methylpropan-2-yl)oxycarbonyloxymethoxy]benzenecarboperoxoate Chemical compound CC(C)(C)OC(=O)OCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 LQKBDERFSLMETP-UHFFFAOYSA-N 0.000 claims 1
- BMISPIHNXHHLJW-UHFFFAOYSA-N benzoyl 2-[(ethoxycarbonylamino)methoxy]benzenecarboperoxoate Chemical compound CCOC(=O)NCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 BMISPIHNXHHLJW-UHFFFAOYSA-N 0.000 claims 1
- ABYRHARRMGYGBA-UHFFFAOYSA-N benzoyl 2-[[methyl(propoxycarbonyl)amino]methoxy]benzenecarboperoxoate Chemical compound CCCOC(=O)N(C)COC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 ABYRHARRMGYGBA-UHFFFAOYSA-N 0.000 claims 1
- XSZBOQFDWWEMQW-UHFFFAOYSA-N butyl 2-[(2-benzoylperoxycarbonylphenoxy)methylamino]acetate Chemical compound CCCCOC(=O)CNCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 XSZBOQFDWWEMQW-UHFFFAOYSA-N 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- XDBQJRROORFKNN-UHFFFAOYSA-N ethyl 2-[(2-benzoylperoxycarbonylphenoxy)methylamino]acetate Chemical compound CCOC(=O)CNCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 XDBQJRROORFKNN-UHFFFAOYSA-N 0.000 claims 1
- IHPAQWOXXACOFB-UHFFFAOYSA-N ethyl 3-[(2-benzoylperoxycarbonylphenoxy)methylamino]propanoate Chemical compound CCOC(=O)CCNCOC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1 IHPAQWOXXACOFB-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 229940126601 medicinal product Drugs 0.000 claims 1
- 230000001717 pathogenic effect Effects 0.000 claims 1
- 230000001575 pathological effect Effects 0.000 claims 1
- OMZXPPIUIUGJGJ-UHFFFAOYSA-N propan-2-yl 2-[(2-benzoylperoxycarbonylphenoxy)methylamino]acetate Chemical compound CC(C)OC(=O)CNCOc1ccccc1C(=O)OOC(=O)c1ccccc1 OMZXPPIUIUGJGJ-UHFFFAOYSA-N 0.000 claims 1
- 208000017520 skin disease Diseases 0.000 claims 1
- COXFPVGWOQGAGR-UHFFFAOYSA-N tert-butyl 2-[(2-benzoylperoxycarbonylphenoxy)methylamino]acetate Chemical compound CC(C)(C)OC(=O)CNCOc1ccccc1C(=O)OOC(=O)c1ccccc1 COXFPVGWOQGAGR-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/32—Peroxy compounds the —O—O— group being bound between two >C=O groups
- C07C409/34—Peroxy compounds the —O—O— group being bound between two >C=O groups both belonging to carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/38—Percompounds, e.g. peracids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- 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
- A61P17/10—Anti-acne agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/40—Peroxy compounds containing nitrogen atoms
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
Claims (6)
1. Spojevi sljedeće opće formule (I):
[image]
,
naznačeni time što:
– Z predstavlja kisik ili sljedeći niz:
[image]
;
– Y predstavlja vodik ili sljedeći niz:
[image]
;
– V predstavlja kisik ili sljedeći niz:
[image]
;
– R3 i R6 predstavljaju, istovjetno ili neovisno, vodik ili C1-4 alkil;
– R1 i R4 predstavljaju, istovjetno ili neovisno, vodik ili C1-4 alkil;
– R2 i R5 predstavljaju, istovjetno ili neovisno, C1-10 alkil ili C1-10 alkoksi.
2. Spojevi u skladu s patentnim zahtjevom 1, naznačeni time što:
a. Z predstavlja kisik ili sljedeći niz:
[image]
;
b. Y predstavlja vodik ili sljedeći niz:
[image]
;
c. V predstavlja kisik ili sljedeći niz:
[image]
;
d. R3 i R6 predstavljaju, istovjetno ili neovisno, vodik, metil ili etil;
e. R1 i R4 predstavljaju, istovjetno ili neovisno, vodik ili metil;
f. R2 i R5 predstavljaju, istovjetno ili neovisno, C1-4 alkil ili C1-4 alkoksi.
3. Spoj u skladu s bilo kojim od patentnih zahtjeva 1 ili 2, naznačen time što ga se bira sa spiska koji sadrži sljedeće spojeve:
bis(2-acetoksimetoksi)benzoil-peroksid,
(2-acetoksimetoksibenzoil)benzoil-peroksid,
bis(2-propioniloksimetoksi)benzoil-peroksid,
(2-propioniloksimetoksibenzoil)benzoil-peroksid,
bis(2-butiriloksimetoksi)benzoil-peroksid,
(2-butiriloksimetoksibenzoil)benzoil-peroksid,
bis(2-pentanoiloksimetoksi)benzoil-peroksid,
(2-pentanoiloksimetoksibenzoil)benzoil-peroksid,
bis(2-izobutiriloksimetoksi)benzoil-peroksid,
(2-izobutiriloksimetoksibenzoil)benzoil-peroksid,
bis[2-(2,2-dimetilpropioniloksimetoksi)]benzoil-peroksid,
[2-(2,2-dimetilpropioniloksimetoksi)benzoil]benzoil-peroksid,
bis[2-(1-acetoksietoksi)]benzoil-peroksid,
[2-(1-acetoksietoksi)benzoil]benzoil-peroksid,
bis(2-etoksikarboniloksimetoksi)benzoil-peroksid,
(2-etoksikarboniloksimetoksibenzoil)benzoil-peroksid
bis(2-propoksikarboniloksimetoksi)benzoil-peroksid,
(2-propoksikarboniloksimetoksibenzoil)benzoil-peroksid,
bis(2-butoksikarboniloksimetoksi)benzoil-peroksid,
(2-butoksikarboniloksimetoksibenzoil)benzoil-peroksid,
bis(2-izopropoksikarboniloksimetoksi)benzoil-peroksid,
(2-izopropoksikarboniloksimetoksibenzoil)benzoil-peroksid,
bis(2-tert-butoksikarboniloksimetoksi)benzoil-peroksid,
(2-tert-butoksikarboniloksimetoksibenzoil)benzoil-peroksid,
bis[2-(etoksikarbonilaminometoksi)]benzoil-peroksid,
[2-(etoksikarbonilaminometoksi)benzoil]benzoil-peroksid,
bis(2-[(etoksikarboniletilamino)metoksi])benzoil-peroksid,
(2-[(etoksikarboniletilamino)metoksi]benzoil)benzoil-peroksid,
bis(2-[(etoksikarbonilmetilamino)metoksi])benzoil-peroksid,
(2-[(etoksikarbonilmetilamino)metoksi]benzoil)benzoil-peroksid,
bis(2-[(metilpropoksikarbonilamino)metoksi])benzoil-peroksid,
(2-[(metilpropoksikarbonilamino)metoksi]benzoil)benzoil-peroksid,
bis(2-[(butoksikarbonilmetilamino)metoksi])benzoil-peroksid,
(2-[(butoksikarbonilmetilamino)metoksi]benzoil)benzoil-peroksid,
bis(2-[(izopropoksikarbonilmetilamino)metoksi])benzoil-peroksid,
(2-[(izopropoksikarbonilmetilamino)metoksi]benzoil)benzoil-peroksid,
bis(2-[(tert-butoksikarbonilmetilamino)metoksi])benzoil-peroksid,
(2-[(tert-butoksikarbonilmetilamino)metoksi]benzoil)benzoil-peroksid,
bis[2-(1-etoksikarboniloksietoksi)]benzoil-peroksid,
[2-(1-etoksikarboniloksietoksi)benzoil]benzoil-peroksid.
4. Spoj u skladu s bilo kojim od patentnih zahtjeva 1 do 3, naznačen time što je namijenjen da bude medicinski proizvod.
5. Spoj u skladu s bilo kojim od patentnih zahtjeva 1 do 4, naznačen time što je namijenjen liječenju patoloških pojava ili poremećaja povezanih s prisutnošću bakterije Propionibacterium acnes.
6. Spoj u skladu s bilo kojim od patentnih zahtjeva 1 do 5, namijenjen da bude uključen u kozmetički pripravak, naznačen time što inhibira razmnožavanje patogenih mikroba uključenih u razvoj poremećaja kože poput akni, osobito P. acnes.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0958847A FR2953833B1 (fr) | 2009-12-10 | 2009-12-10 | Derives de nouveaux peroxydes, leur procede de preparation et leur utilisation en medecine humaine ainsi qu'en cosmetique pour le traitement ou la prevention de l'acne |
| PCT/EP2010/069421 WO2011070171A1 (en) | 2009-12-10 | 2010-12-10 | Derivatives of novel peroxides, method of preparation thereof and use thereof in human medicine as well as in cosmetics for the treatment or prevention of acne |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20140190T1 true HRP20140190T1 (hr) | 2014-04-11 |
Family
ID=42358641
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20140190AT HRP20140190T1 (hr) | 2009-12-10 | 2014-03-03 | Derivati novih peroksida, postupak njihovog dobivanja, te njihova upotreba u medicini, kao i u kozmetici, u lijeäśenju ili sprjeäśavanju akni |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US8729312B2 (hr) |
| EP (1) | EP2509569B1 (hr) |
| JP (1) | JP5613776B2 (hr) |
| KR (1) | KR101566065B1 (hr) |
| CN (1) | CN102740826B (hr) |
| AU (1) | AU2010329841B2 (hr) |
| BR (1) | BR112012013396A2 (hr) |
| CA (1) | CA2782927C (hr) |
| CY (1) | CY1115204T1 (hr) |
| DK (1) | DK2509569T3 (hr) |
| ES (1) | ES2449471T3 (hr) |
| FR (1) | FR2953833B1 (hr) |
| HR (1) | HRP20140190T1 (hr) |
| MX (1) | MX2012006213A (hr) |
| PL (1) | PL2509569T3 (hr) |
| PT (1) | PT2509569E (hr) |
| RS (1) | RS53229B (hr) |
| RU (1) | RU2552110C2 (hr) |
| SI (1) | SI2509569T1 (hr) |
| SM (1) | SMT201400049B (hr) |
| WO (1) | WO2011070171A1 (hr) |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL248201A (hr) | 1959-02-11 | 1900-01-01 | ||
| GB1054124A (hr) | 1964-03-31 | |||
| US4355028A (en) | 1978-04-04 | 1982-10-19 | Westwood Pharmaceuticals, Inc. | Composition for treating acne vulgaris |
| US4505896A (en) | 1979-04-19 | 1985-03-19 | Elorac, Ltd. | Method of treating acne vulgaris and composition |
| GB2068228B (en) | 1980-01-24 | 1984-02-29 | Janssen Pharmaceutica Nv | Anti-microbial compositions for the topical treatment of acne vulgaris |
| IT1210608B (it) | 1980-12-08 | 1989-09-14 | Rorer Int Overseas | Composizione per il trattamento topico dell'acne |
| US4364940A (en) | 1981-02-23 | 1982-12-21 | Usv Pharmaceutical Corporation | Compositions for treating acne |
| US4514385A (en) * | 1981-10-05 | 1985-04-30 | Alcon Laboratories, Inc. | Anti-acne compositions |
| US4520133A (en) * | 1983-08-11 | 1985-05-28 | Richardson-Vicks Inc. | Monohydroxy-benzoyl peroxide and compositions for treating acne |
| FR2581542B1 (fr) * | 1985-05-07 | 1988-02-19 | Oreal | Compositions topiques destinees au traitement de la peau a base de derives de l'acide salicylique |
| US4762945A (en) * | 1985-09-12 | 1988-08-09 | Usv Pharmaceutical Corporation | Process for the preparation of aspirin peroxide |
| FR2607498B1 (fr) * | 1986-12-01 | 1991-04-05 | Oreal | Nouveaux salicylates lipophiles d'ammoniums quaternaires, leur utilisation en cosmetique et en dermopharmacie |
| US5409917A (en) | 1991-03-05 | 1995-04-25 | Marvin S. Towsend | Topical treatment of acne with cephalosporins |
| TW203552B (en) * | 1992-02-18 | 1993-04-11 | J Baroody Lloyd | Compositions of clindamycin and benzoyl peroxide for acne treatment |
| TW224048B (hr) * | 1992-03-30 | 1994-05-21 | Hoechst Roussel Pharma | |
| US5439923A (en) | 1993-12-21 | 1995-08-08 | Eli Lilly And Company | Method of inhibiting seborrhea and acne |
| CA2184378A1 (en) * | 1994-03-03 | 1995-09-08 | Donald Lynn Bissett | Anti-acne compositions |
| US5445823A (en) * | 1994-10-20 | 1995-08-29 | The Procter & Gamble Company | Dermatological compositions and method of treatment of skin lesions therewith |
| EP1219682B1 (de) * | 2000-12-21 | 2003-02-05 | ILFORD Imaging Switzerland GmbH | Monoazofarbstoffe, deren Herstellung und Verwendung |
| GB0505909D0 (en) * | 2005-03-23 | 2005-04-27 | Univ Leeds | Formulations |
-
2009
- 2009-12-10 FR FR0958847A patent/FR2953833B1/fr not_active Expired - Fee Related
-
2010
- 2010-12-10 DK DK10790768.5T patent/DK2509569T3/en active
- 2010-12-10 ES ES10790768.5T patent/ES2449471T3/es active Active
- 2010-12-10 WO PCT/EP2010/069421 patent/WO2011070171A1/en active Application Filing
- 2010-12-10 PL PL10790768T patent/PL2509569T3/pl unknown
- 2010-12-10 JP JP2012542569A patent/JP5613776B2/ja active Active
- 2010-12-10 US US13/514,262 patent/US8729312B2/en active Active
- 2010-12-10 BR BR112012013396A patent/BR112012013396A2/pt active IP Right Grant
- 2010-12-10 MX MX2012006213A patent/MX2012006213A/es active IP Right Grant
- 2010-12-10 CN CN201080063560.1A patent/CN102740826B/zh active Active
- 2010-12-10 EP EP10790768.5A patent/EP2509569B1/en active Active
- 2010-12-10 SI SI201030543T patent/SI2509569T1/sl unknown
- 2010-12-10 AU AU2010329841A patent/AU2010329841B2/en active Active
- 2010-12-10 RS RS20140087A patent/RS53229B/en unknown
- 2010-12-10 RU RU2012128866/04A patent/RU2552110C2/ru active
- 2010-12-10 PT PT107907685T patent/PT2509569E/pt unknown
- 2010-12-10 CA CA2782927A patent/CA2782927C/en active Active
- 2010-12-10 KR KR1020127017819A patent/KR101566065B1/ko active IP Right Grant
-
2014
- 2014-02-28 CY CY20141100168T patent/CY1115204T1/el unknown
- 2014-03-03 HR HRP20140190AT patent/HRP20140190T1/hr unknown
- 2014-04-11 SM SM201400049T patent/SMT201400049B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP2509569B1 (en) | 2013-12-04 |
| FR2953833B1 (fr) | 2012-01-13 |
| FR2953833A1 (fr) | 2011-06-17 |
| PL2509569T3 (pl) | 2014-06-30 |
| RS53229B (en) | 2014-08-29 |
| AU2010329841B2 (en) | 2015-02-05 |
| JP5613776B2 (ja) | 2014-10-29 |
| DK2509569T3 (en) | 2014-03-03 |
| KR20120091448A (ko) | 2012-08-17 |
| CN102740826B (zh) | 2014-12-31 |
| CA2782927A1 (en) | 2011-06-16 |
| ES2449471T3 (es) | 2014-03-19 |
| MX2012006213A (es) | 2012-06-19 |
| RU2012128866A (ru) | 2014-01-20 |
| AU2010329841A1 (en) | 2012-07-12 |
| SMT201400049B (it) | 2014-05-07 |
| KR101566065B1 (ko) | 2015-11-04 |
| EP2509569A1 (en) | 2012-10-17 |
| RU2552110C2 (ru) | 2015-06-10 |
| JP2013513581A (ja) | 2013-04-22 |
| WO2011070171A1 (en) | 2011-06-16 |
| US20130178648A1 (en) | 2013-07-11 |
| BR112012013396A2 (pt) | 2016-03-08 |
| PT2509569E (pt) | 2014-03-10 |
| CN102740826A (zh) | 2012-10-17 |
| SI2509569T1 (sl) | 2014-04-30 |
| US8729312B2 (en) | 2014-05-20 |
| CY1115204T1 (el) | 2017-01-04 |
| CA2782927C (en) | 2014-09-09 |
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