GB1594628A - Analgesic and anti-inflammatory compositions for topical applications - Google Patents
Analgesic and anti-inflammatory compositions for topical applications Download PDFInfo
- Publication number
- GB1594628A GB1594628A GB51987/77A GB5198777A GB1594628A GB 1594628 A GB1594628 A GB 1594628A GB 51987/77 A GB51987/77 A GB 51987/77A GB 5198777 A GB5198777 A GB 5198777A GB 1594628 A GB1594628 A GB 1594628A
- Authority
- GB
- United Kingdom
- Prior art keywords
- composition
- salicylic acid
- acid derivative
- benzyl
- acetoxybenzoate
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims description 88
- 230000000202 analgesic effect Effects 0.000 title claims description 19
- 230000000699 topical effect Effects 0.000 title claims description 13
- 230000003110 anti-inflammatory effect Effects 0.000 title description 8
- 150000003872 salicylic acid derivatives Chemical class 0.000 claims description 61
- -1 hexyl 2acetoxybenzoate Chemical compound 0.000 claims description 43
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 42
- 206010061218 Inflammation Diseases 0.000 claims description 25
- 230000004054 inflammatory process Effects 0.000 claims description 23
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 239000003995 emulsifying agent Substances 0.000 claims description 15
- 239000003974 emollient agent Substances 0.000 claims description 13
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
- FTKJKXRSODPSDE-UHFFFAOYSA-N benzyl 2-acetyloxybenzoate Chemical compound CC(=O)OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 FTKJKXRSODPSDE-UHFFFAOYSA-N 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 239000006210 lotion Substances 0.000 claims description 10
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- 125000001931 aliphatic group Chemical group 0.000 claims description 5
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- 239000007787 solid Substances 0.000 claims description 5
- 201000004624 Dermatitis Diseases 0.000 claims description 4
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000003368 amide group Chemical group 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 4
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
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- PSBAIJVSCTZDDB-UHFFFAOYSA-N phenyl acetylsalicylate Chemical compound CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 PSBAIJVSCTZDDB-UHFFFAOYSA-N 0.000 claims description 2
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
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- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 12
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- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical class OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 8
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 6
- 206010015150 Erythema Diseases 0.000 description 6
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- 239000000600 sorbitol Substances 0.000 description 6
- 230000000451 tissue damage Effects 0.000 description 5
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- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 4
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- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Natural products C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 4
- 230000001186 cumulative effect Effects 0.000 description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
- 231100000321 erythema Toxicity 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- 229960000890 hydrocortisone Drugs 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 150000003180 prostaglandins Chemical class 0.000 description 4
- WDTLFYSTDFWPOF-UHFFFAOYSA-N 4-amino-2-ethylbenzoic acid Chemical compound CCC1=CC(N)=CC=C1C(O)=O WDTLFYSTDFWPOF-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000002260 anti-inflammatory agent Substances 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 235000012000 cholesterol Nutrition 0.000 description 3
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 3
- 208000014674 injury Diseases 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
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- 229940094443 oxytocics prostaglandins Drugs 0.000 description 3
- 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 3
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- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 2
- ZWVMLYRJXORSEP-UHFFFAOYSA-N 1,2,6-Hexanetriol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical class CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 2
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
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- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
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- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
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- 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
-
- 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
- A61K31/60—Salicylic acid; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Pain & Pain Management (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Rheumatology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75093576A | 1976-12-15 | 1976-12-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1594628A true GB1594628A (en) | 1981-08-05 |
Family
ID=25019746
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB51987/77A Expired GB1594628A (en) | 1976-12-15 | 1977-12-14 | Analgesic and anti-inflammatory compositions for topical applications |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS53101539A (enrdf_load_stackoverflow) |
| AU (1) | AU3152677A (enrdf_load_stackoverflow) |
| BE (1) | BE861888A (enrdf_load_stackoverflow) |
| DE (1) | DE2755224A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2374039A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1594628A (enrdf_load_stackoverflow) |
| NL (1) | NL7713889A (enrdf_load_stackoverflow) |
| NZ (1) | NZ185948A (enrdf_load_stackoverflow) |
| ZA (1) | ZA777422B (enrdf_load_stackoverflow) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2142234A (en) * | 1983-06-29 | 1985-01-16 | Dick P R | Pharmaceutical dermal compositions with prolonged and continuous action based on essential fatty acids |
| US4917886A (en) * | 1982-10-07 | 1990-04-17 | Ciba-Geigy Corporation | Novel topically administrable pharmaceutical compositions |
| US5603959A (en) * | 1994-03-01 | 1997-02-18 | Scotia Holdings Plc | Fatty acid derivatives |
| AU714772B2 (en) * | 1997-06-25 | 2000-01-13 | Teikoku Seiyaku Co., Ltd | A stable ointment containing aspirin |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0014509A3 (en) * | 1979-02-08 | 1981-02-11 | THE PROCTER & GAMBLE COMPANY | Skin conditioning compositions |
| US4357258A (en) * | 1980-10-23 | 1982-11-02 | Mallinckrodt, Inc. | Stable emulsions of p-hydroxybenzoic acid esters and method of preparation |
| DE3374402D1 (en) * | 1983-03-04 | 1987-12-17 | Council Scient Ind Res | O-carbamoyl salicylates and their preparation |
| US4560549A (en) * | 1983-08-24 | 1985-12-24 | Lever Brothers Company | Method of relieving pain and inflammatory conditions employing substituted salicylamides |
| GB8611650D0 (en) * | 1986-05-13 | 1986-06-18 | Robertet Sa | Personal deodorant |
| US5196410A (en) * | 1986-10-31 | 1993-03-23 | Pfizer Inc. | Transdermal flux enhancing compositions |
| AU601528B2 (en) * | 1986-12-22 | 1990-09-13 | Ortho-Mcneil Pharmaceutical, Inc. | Resilient transdermal drug-delivery device and compositions and devices employing fatty acid esters/ethers of alkanediols and percutaneous absorption enhancers |
| GB8909559D0 (en) * | 1989-04-26 | 1989-06-14 | Smith Kline French Lab | Pharmaceutical compositions |
| JPH1112177A (ja) | 1997-06-25 | 1999-01-19 | Teikoku Seiyaku Co Ltd | 安定なアスピリン含有外用製剤 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1154454A (en) * | 1966-06-13 | 1969-06-11 | Pharmirex Anstalt | New Anthranilic Acid Derivatives |
| BE725169A (enrdf_load_stackoverflow) * | 1967-12-13 | 1969-05-16 | ||
| GB1388856A (en) * | 1971-04-13 | 1975-03-26 | Union Internal Co Ltd | Fibrinolytic activators comprising derivatives of phenyl benzoate |
| FR2259588A1 (en) * | 1974-01-31 | 1975-08-29 | Grignard Robert | O-malylsalicyclic acid, esters and salts - with antiinflammatory, analgesic and antipyretic activity and reduced side-effects |
-
1977
- 1977-12-10 DE DE19772755224 patent/DE2755224A1/de active Pending
- 1977-12-13 ZA ZA00777422A patent/ZA777422B/xx unknown
- 1977-12-13 NZ NZ185948A patent/NZ185948A/xx unknown
- 1977-12-14 AU AU31526/77A patent/AU3152677A/en active Pending
- 1977-12-14 GB GB51987/77A patent/GB1594628A/en not_active Expired
- 1977-12-14 FR FR7737682A patent/FR2374039A1/fr active Granted
- 1977-12-15 BE BE183487A patent/BE861888A/xx unknown
- 1977-12-15 JP JP15115577A patent/JPS53101539A/ja active Pending
- 1977-12-15 NL NL7713889A patent/NL7713889A/xx not_active Application Discontinuation
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4917886A (en) * | 1982-10-07 | 1990-04-17 | Ciba-Geigy Corporation | Novel topically administrable pharmaceutical compositions |
| GB2142234A (en) * | 1983-06-29 | 1985-01-16 | Dick P R | Pharmaceutical dermal compositions with prolonged and continuous action based on essential fatty acids |
| US4710383A (en) * | 1983-06-29 | 1987-12-01 | Dick P R | Pharmaceutical dermal compositions with prolonged and continuous action based on essential fatty acids |
| US5603959A (en) * | 1994-03-01 | 1997-02-18 | Scotia Holdings Plc | Fatty acid derivatives |
| EP0675103A3 (en) * | 1994-03-01 | 1997-03-26 | Scotia Holdings Plc | Derived from essential fatty acids and non-steroidal anti-inflammatory agents. |
| AU714772B2 (en) * | 1997-06-25 | 2000-01-13 | Teikoku Seiyaku Co., Ltd | A stable ointment containing aspirin |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS53101539A (en) | 1978-09-05 |
| FR2374039B1 (enrdf_load_stackoverflow) | 1980-04-04 |
| FR2374039A1 (fr) | 1978-07-13 |
| DE2755224A1 (de) | 1978-07-13 |
| ZA777422B (en) | 1978-09-27 |
| BE861888A (fr) | 1978-06-15 |
| AU3152677A (en) | 1979-06-21 |
| NZ185948A (en) | 1980-04-28 |
| NL7713889A (nl) | 1978-06-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |