DK2395993T3 - SKIN TREATMENT - Google Patents
SKIN TREATMENT Download PDFInfo
- Publication number
- DK2395993T3 DK2395993T3 DK10740847.8T DK10740847T DK2395993T3 DK 2395993 T3 DK2395993 T3 DK 2395993T3 DK 10740847 T DK10740847 T DK 10740847T DK 2395993 T3 DK2395993 T3 DK 2395993T3
- Authority
- DK
- Denmark
- Prior art keywords
- euphorbia
- optionally substituted
- ingenol
- pep005
- alkyl
- Prior art date
Links
- 238000011282 treatment Methods 0.000 title claims description 19
- -1 ingenol compound Chemical class 0.000 claims description 117
- VDJHFHXMUKFKET-WDUFCVPESA-N ingenol mebutate Chemical compound C[C@@H]1C[C@H]2C(C)(C)[C@H]2[C@@H]2C=C(CO)[C@@H](O)[C@]3(O)[C@@H](OC(=O)C(\C)=C/C)C(C)=C[C@]31C2=O VDJHFHXMUKFKET-WDUFCVPESA-N 0.000 claims description 109
- VDJHFHXMUKFKET-UHFFFAOYSA-N Ingenol mebutate Natural products CC1CC2C(C)(C)C2C2C=C(CO)C(O)C3(O)C(OC(=O)C(C)=CC)C(C)=CC31C2=O VDJHFHXMUKFKET-UHFFFAOYSA-N 0.000 claims description 108
- 229960002993 ingenol mebutate Drugs 0.000 claims description 108
- VEBVPUXQAPLADL-UHFFFAOYSA-N Ingenol Natural products C1=C(CO)C(O)C2(O)C(O)C(C)=CC32C(C)CC2C(C)(C)C2C1C3=O VEBVPUXQAPLADL-UHFFFAOYSA-N 0.000 claims description 32
- 238000000034 method Methods 0.000 claims description 27
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 125000003118 aryl group Chemical group 0.000 claims description 17
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- 125000002252 acyl group Chemical group 0.000 claims description 14
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- 125000000913 palmityl 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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 235000019369 penicillin G sodium Nutrition 0.000 description 1
- 229940056360 penicillin g Drugs 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N pentanoic acid group Chemical class C(CCCC)(=O)O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 125000005981 pentynyl group Chemical group 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 239000008177 pharmaceutical agent Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
- 238000002205 phenol-chloroform extraction Methods 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004346 phenylpentyl group Chemical group C1(=CC=CC=C1)CCCCC* 0.000 description 1
- 125000004344 phenylpropyl group Chemical group 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 238000002428 photodynamic therapy Methods 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 230000000644 propagated effect Effects 0.000 description 1
- 125000001325 propanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000007388 punch biopsy Methods 0.000 description 1
- 125000001725 pyrenyl group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008521 reorganization Effects 0.000 description 1
- 239000003161 ribonuclease inhibitor Substances 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000008299 semisolid dosage form Substances 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 230000009759 skin aging Effects 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007974 sodium acetate buffer Substances 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229960004274 stearic acid Drugs 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- QTENRWWVYAAPBI-YCRXJPFRSA-N streptomycin sulfate Chemical compound OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](N=C(N)N)[C@H](O)[C@@H](N=C(N)N)[C@H](O)[C@H]1O.CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](N=C(N)N)[C@H](O)[C@@H](N=C(N)N)[C@H](O)[C@H]1O QTENRWWVYAAPBI-YCRXJPFRSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
- 230000037317 transdermal delivery Effects 0.000 description 1
- 229930187845 trigonostemon Natural products 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- 125000002264 triphosphate group Chemical class [H]OP(=O)(O[H])OP(=O)(O[H])OP(=O)(O[H])O* 0.000 description 1
- 125000000297 undecanoyl group Chemical group O=C([*])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
- 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
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- 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
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
- A61P17/16—Emollients or protectives, e.g. against radiation
-
- 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
- A61P17/18—Antioxidants, e.g. antiradicals
-
- 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
- A61Q19/08—Anti-ageing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Biochemistry (AREA)
- Toxicology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15259909P | 2009-02-13 | 2009-02-13 | |
| PCT/AU2010/000152 WO2010091472A1 (en) | 2009-02-13 | 2010-02-12 | Skin treatment |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2395993T3 true DK2395993T3 (en) | 2017-08-07 |
Family
ID=42561329
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK10740847.8T DK2395993T3 (en) | 2009-02-13 | 2010-02-12 | SKIN TREATMENT |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US10143638B2 (enExample) |
| EP (1) | EP2395993B1 (enExample) |
| JP (1) | JP5638008B2 (enExample) |
| CN (1) | CN102316866A (enExample) |
| AU (1) | AU2010213362B2 (enExample) |
| CA (1) | CA2752389C (enExample) |
| DK (1) | DK2395993T3 (enExample) |
| ES (1) | ES2633755T3 (enExample) |
| IL (1) | IL214133A (enExample) |
| NZ (1) | NZ594184A (enExample) |
| PL (1) | PL2395993T3 (enExample) |
| PT (1) | PT2395993T (enExample) |
| RU (1) | RU2491050C2 (enExample) |
| WO (1) | WO2010091472A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012080466A2 (en) | 2010-12-17 | 2012-06-21 | Leo Pharma A/S | Ingenols for treating seborrheic keratosis |
| EP2655311A1 (en) * | 2010-12-22 | 2013-10-30 | Leo Laboratories Limited | Ingenol-3-acylates i |
| BR112013015859A2 (pt) | 2010-12-22 | 2018-11-21 | Leo Laboratories Ltd | composto, uso de um composto, métodos de prevenção, tratamento, melhora ou profilaxia de distúrbios fisiológicos ou doenças, e de tratamento ou melhora de indicações cosméticas, e, composição farmacêutica |
| WO2012176015A1 (en) | 2011-06-24 | 2012-12-27 | Leo Pharma A/S | Methods for treating uv-damaged skin and scc tumors and for removing tattoos with topical ingenol mebutate |
| EP2790672A1 (en) * | 2011-12-12 | 2014-10-22 | Leo Laboratories Limited | Gel compositions |
| AU2012324032B2 (en) * | 2011-12-12 | 2015-07-16 | Leo Laboratories Limited | Gel compositions |
| WO2014158858A1 (en) * | 2013-03-13 | 2014-10-02 | Avon Products, Inc | Glochidium wallichianum extracts and methods of use |
| US9526714B2 (en) | 2014-03-24 | 2016-12-27 | Leo Laboratories Limited | Method for treating skin lesions with ingenol mebutate |
| AU2014100280B4 (en) * | 2014-03-24 | 2015-01-15 | Leo Pharma A/S | A method of treating skin lesions |
| MX394720B (es) * | 2016-05-24 | 2025-03-11 | Natura Cosmeticos Sa | Composicion cosmetica antienvejecimiento, sistema de composicion y metodo para tratamiento cosmetico de la piel. |
| JP7557192B2 (ja) | 2020-08-19 | 2024-09-27 | 日本メナード化粧品株式会社 | 皮膚外用剤及び内用剤 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08176004A (ja) * | 1994-12-21 | 1996-07-09 | Lion Corp | 生体老化防止剤及び皮膚用組成物 |
| JPH0987136A (ja) * | 1995-07-13 | 1997-03-31 | Shiseido Co Ltd | 皮膚外用剤 |
| AU750624B2 (en) * | 1997-08-19 | 2002-07-25 | Leo Laboratories Limited | Anti-cancer compounds-I |
| AUPO864097A0 (en) * | 1997-08-19 | 1997-09-11 | Peplin Pty Ltd | Anti-cancer compounds |
| KR20010057776A (ko) * | 1999-12-23 | 2001-07-05 | 성재갑 | 피부미백제 |
| JP4880816B2 (ja) * | 2000-12-15 | 2012-02-22 | 株式会社ヤクルト本社 | 皮膚老化防止剤 |
| JP3935360B2 (ja) | 2002-01-22 | 2007-06-20 | 丸善製薬株式会社 | ヒアルロン酸産生促進剤並びに皮膚化粧料及び美容用飲食品 |
| RU2229293C1 (ru) * | 2003-04-24 | 2004-05-27 | Хазанов Вениамин Абрамович | Лечебно-профилактическое средство для использования в геронтологической практике |
| US20070224150A1 (en) * | 2005-03-24 | 2007-09-27 | Yongji Chung | Growth factor for hair and skin treatment |
| JP2007084448A (ja) * | 2005-09-20 | 2007-04-05 | Shiseido Co Ltd | ヒアルロン酸産生促進剤および皮膚外用剤 |
| BRPI0504797B1 (pt) | 2005-10-27 | 2020-02-04 | Pele Nova Biotecnologia S.A. | formulação tópica, método de tratamento cosmético para rejuvenescimento da pele, método de tratamento cosmético e uso de uma formulação |
| BRPI0618926A2 (pt) * | 2005-11-25 | 2011-09-13 | Peplin Research Pty Ltd | uso de um composto de ingenol ou um sal farmaceuticamente aceitável do mesmo |
| AU2008243705B2 (en) * | 2007-04-30 | 2013-10-10 | Leo Laboratories Limited | Treatment of virally induced lesions |
| RS56337B1 (sr) * | 2010-04-16 | 2017-12-29 | Leo Pharma As | Ortorombični kristalni ingenol mebutat |
-
2010
- 2010-02-12 CA CA2752389A patent/CA2752389C/en not_active Expired - Fee Related
- 2010-02-12 PT PT107408478T patent/PT2395993T/pt unknown
- 2010-02-12 PL PL10740847T patent/PL2395993T3/pl unknown
- 2010-02-12 CN CN2010800074880A patent/CN102316866A/zh active Pending
- 2010-02-12 NZ NZ594184A patent/NZ594184A/en not_active IP Right Cessation
- 2010-02-12 US US13/201,331 patent/US10143638B2/en not_active Expired - Fee Related
- 2010-02-12 EP EP10740847.8A patent/EP2395993B1/en not_active Not-in-force
- 2010-02-12 RU RU2011137530/15A patent/RU2491050C2/ru not_active IP Right Cessation
- 2010-02-12 ES ES10740847.8T patent/ES2633755T3/es active Active
- 2010-02-12 AU AU2010213362A patent/AU2010213362B2/en not_active Ceased
- 2010-02-12 JP JP2011549394A patent/JP5638008B2/ja not_active Expired - Fee Related
- 2010-02-12 DK DK10740847.8T patent/DK2395993T3/en active
- 2010-02-12 WO PCT/AU2010/000152 patent/WO2010091472A1/en not_active Ceased
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2011
- 2011-07-18 IL IL214133A patent/IL214133A/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| RU2011137530A (ru) | 2013-03-20 |
| CN102316866A (zh) | 2012-01-11 |
| WO2010091472A1 (en) | 2010-08-19 |
| US20120041064A1 (en) | 2012-02-16 |
| NZ594184A (en) | 2014-01-31 |
| EP2395993B1 (en) | 2017-06-21 |
| AU2010213362A1 (en) | 2011-08-04 |
| RU2491050C2 (ru) | 2013-08-27 |
| CA2752389A1 (en) | 2010-08-19 |
| AU2010213362B2 (en) | 2015-07-02 |
| JP5638008B2 (ja) | 2014-12-10 |
| IL214133A (en) | 2015-03-31 |
| EP2395993A1 (en) | 2011-12-21 |
| CA2752389C (en) | 2017-01-03 |
| JP2012517450A (ja) | 2012-08-02 |
| PT2395993T (pt) | 2017-07-18 |
| PL2395993T3 (pl) | 2017-10-31 |
| EP2395993A4 (en) | 2014-09-03 |
| IL214133A0 (en) | 2011-08-31 |
| US10143638B2 (en) | 2018-12-04 |
| ES2633755T3 (es) | 2017-09-25 |
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