IE45418B1 - Thiazole derivatives - Google Patents
Thiazole derivativesInfo
- Publication number
- IE45418B1 IE45418B1 IE1010/77A IE101077A IE45418B1 IE 45418 B1 IE45418 B1 IE 45418B1 IE 1010/77 A IE1010/77 A IE 1010/77A IE 101077 A IE101077 A IE 101077A IE 45418 B1 IE45418 B1 IE 45418B1
- Authority
- IE
- Ireland
- Prior art keywords
- composition
- solid
- carrier
- pharmaceutically acceptable
- chlorophenyl
- Prior art date
Links
- 150000007979 thiazole derivatives Chemical class 0.000 title description 6
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 230000000699 topical effect Effects 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims description 23
- 239000004480 active ingredient Substances 0.000 claims description 14
- 239000000443 aerosol Substances 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 6
- 239000008247 solid mixture Substances 0.000 claims description 6
- 238000011200 topical administration Methods 0.000 claims description 6
- 230000003110 anti-inflammatory effect Effects 0.000 claims description 5
- 239000003380 propellant Substances 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 241001465754 Metazoa Species 0.000 claims description 3
- 238000010521 absorption reaction Methods 0.000 claims description 3
- 239000000872 buffer Substances 0.000 claims description 3
- 239000002304 perfume Substances 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 206010061218 Inflammation Diseases 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 150000008282 halocarbons Chemical group 0.000 claims description 2
- 230000004054 inflammatory process Effects 0.000 claims description 2
- 230000003078 antioxidant effect Effects 0.000 claims 1
- 239000007764 o/w emulsion Substances 0.000 claims 1
- 230000002335 preservative effect Effects 0.000 claims 1
- JIEKMACRVQTPRC-UHFFFAOYSA-N 2-[4-(4-chlorophenyl)-2-phenyl-5-thiazolyl]acetic acid Chemical compound OC(=O)CC=1SC(C=2C=CC=CC=2)=NC=1C1=CC=C(Cl)C=C1 JIEKMACRVQTPRC-UHFFFAOYSA-N 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 239000002585 base Substances 0.000 description 10
- 239000006071 cream Substances 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 4
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 description 4
- 239000012188 paraffin wax Substances 0.000 description 4
- 239000012049 topical pharmaceutical composition Substances 0.000 description 4
- UREBDLICKHMUKA-DVTGEIKXSA-N betamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-DVTGEIKXSA-N 0.000 description 3
- 229960002537 betamethasone Drugs 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 206010030113 Oedema Diseases 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 241000700159 Rattus Species 0.000 description 2
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000008387 emulsifying waxe Substances 0.000 description 2
- 210000002683 foot Anatomy 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 229960000905 indomethacin Drugs 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 229940057995 liquid paraffin Drugs 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229940068886 polyethylene glycol 300 Drugs 0.000 description 2
- 229940057838 polyethylene glycol 4000 Drugs 0.000 description 2
- 150000003557 thiazoles Chemical class 0.000 description 2
- DDMOUSALMHHKOS-UHFFFAOYSA-N 1,2-dichloro-1,1,2,2-tetrafluoroethane Chemical compound FC(F)(Cl)C(F)(F)Cl DDMOUSALMHHKOS-UHFFFAOYSA-N 0.000 description 1
- -1 5-thiazoleacetic acid Citric acid monohydrate Chemical compound 0.000 description 1
- YASYEJJMZJALEJ-UHFFFAOYSA-N Citric acid monohydrate Chemical compound O.OC(=O)CC(O)(C(O)=O)CC(O)=O YASYEJJMZJALEJ-UHFFFAOYSA-N 0.000 description 1
- SDRWKVGTBAGUEC-UHFFFAOYSA-N ClC1=C(C=CC=C1)C=1N=C(SC1CC(=O)O)C1=CC=CC=C1 Chemical compound ClC1=C(C=CC=C1)C=1N=C(SC1CC(=O)O)C1=CC=CC=C1 SDRWKVGTBAGUEC-UHFFFAOYSA-N 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 238000000692 Student's t-test Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000001669 calcium Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229960004106 citric acid Drugs 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- 229940087091 dichlorotetrafluoroethane Drugs 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229940052308 general anesthetics halogenated hydrocarbons Drugs 0.000 description 1
- 229960003132 halothane Drugs 0.000 description 1
- BCQZXOMGPXTTIC-UHFFFAOYSA-N halothane Chemical compound FC(F)(F)C(Cl)Br BCQZXOMGPXTTIC-UHFFFAOYSA-N 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 210000000548 hind-foot Anatomy 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- PESXGULMKCKJCC-UHFFFAOYSA-M sodium;4-methoxycarbonylphenolate Chemical compound [Na+].COC(=O)C1=CC=C([O-])C=C1 PESXGULMKCKJCC-UHFFFAOYSA-M 0.000 description 1
- IXMINYBUNCWGER-UHFFFAOYSA-M sodium;4-propoxycarbonylphenolate Chemical compound [Na+].CCCOC(=O)C1=CC=C([O-])C=C1 IXMINYBUNCWGER-UHFFFAOYSA-M 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/12—Aerosols; Foams
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
-
- 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]
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dispersion Chemistry (AREA)
- Epidemiology (AREA)
- Pain & Pain Management (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB23521/76A GB1539450A (en) | 1976-06-08 | 1976-06-08 | Thiazole derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE45418L IE45418L (en) | 1977-12-08 |
| IE45418B1 true IE45418B1 (en) | 1982-08-25 |
Family
ID=10196975
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1010/77A IE45418B1 (en) | 1976-06-08 | 1977-05-17 | Thiazole derivatives |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4127663A (https=) |
| JP (1) | JPS5326330A (https=) |
| AU (1) | AU510075B2 (https=) |
| BE (1) | BE855393A (https=) |
| CA (1) | CA1081124A (https=) |
| CY (1) | CY1032A (https=) |
| DE (1) | DE2725765A1 (https=) |
| EG (1) | EG12777A (https=) |
| FR (1) | FR2354097A1 (https=) |
| GB (1) | GB1539450A (https=) |
| GR (1) | GR63765B (https=) |
| HK (1) | HK2480A (https=) |
| IE (1) | IE45418B1 (https=) |
| KE (1) | KE3009A (https=) |
| LU (1) | LU77496A1 (https=) |
| MY (1) | MY8000192A (https=) |
| NL (1) | NL188015C (https=) |
| NZ (1) | NZ184163A (https=) |
| PH (1) | PH13429A (https=) |
| PT (1) | PT66648B (https=) |
| ZA (1) | ZA772931B (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4322428A (en) * | 1980-04-02 | 1982-03-30 | Eli Lilly And Company | 2(4-Fluorophenyl)-4,5,-bis(4-methoxyphenyl)thiazole and method of use |
| JPH01176736U (https=) * | 1988-06-03 | 1989-12-18 | ||
| BR9815384A (pt) * | 1997-10-02 | 2000-10-31 | Oms Holdings Llc | Composições de unguento em aerossol e método de fabricação |
| WO2002083111A2 (en) * | 2001-04-16 | 2002-10-24 | Tanabe Seiyaku Co., Ltd. | Imidazole, thiazole and oxazole derivatives and their use for the manufacture of a medicament for the treatment and/or prevention of pollakiuria or urinary incontinence |
| DE102017220855A1 (de) | 2017-11-22 | 2019-05-23 | Robert Bosch Gmbh | Turbokompressor, insbesondere für ein Brennstoffzellensystem |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB747273A (en) * | 1952-10-21 | 1956-03-28 | Merck & Co Inc | Improvements in or relating to therapeutic compositions |
| GB1145884A (en) * | 1966-11-18 | 1969-03-19 | Wyeth John & Brother Ltd | Thiazole derivatives |
| US3644628A (en) * | 1969-08-29 | 1972-02-22 | George Tonelli | Compositions having testosterone antagonistic effects and method of using the same |
| FR2231370A2 (en) * | 1973-05-29 | 1974-12-27 | Roussel Uclaf | 3-Carbamoyloxy-5-methyl-isothiazoles - as antibacterial and antifungal agents for treating man and animals |
-
1976
- 1976-06-08 GB GB23521/76A patent/GB1539450A/en not_active Expired
-
1977
- 1977-04-25 PH PH19813A patent/PH13429A/en unknown
- 1977-05-17 IE IE1010/77A patent/IE45418B1/en not_active IP Right Cessation
- 1977-05-17 ZA ZA00772931A patent/ZA772931B/xx unknown
- 1977-05-17 GR GR53489A patent/GR63765B/el unknown
- 1977-05-20 AU AU25351/77A patent/AU510075B2/en not_active Expired
- 1977-05-20 NZ NZ184163A patent/NZ184163A/xx unknown
- 1977-05-24 CA CA279,255A patent/CA1081124A/en not_active Expired
- 1977-05-31 US US05/801,972 patent/US4127663A/en not_active Expired - Lifetime
- 1977-06-01 CY CY1032A patent/CY1032A/xx unknown
- 1977-06-03 BE BE178199A patent/BE855393A/xx not_active IP Right Cessation
- 1977-06-05 EG EG349/77A patent/EG12777A/xx active
- 1977-06-06 FR FR7717232A patent/FR2354097A1/fr active Granted
- 1977-06-07 PT PT66648A patent/PT66648B/pt unknown
- 1977-06-07 LU LU77496A patent/LU77496A1/xx unknown
- 1977-06-07 JP JP6723277A patent/JPS5326330A/ja active Granted
- 1977-06-07 DE DE19772725765 patent/DE2725765A1/de active Granted
- 1977-06-07 NL NLAANVRAGE7706263,A patent/NL188015C/xx not_active IP Right Cessation
-
1979
- 1979-12-21 KE KE3009A patent/KE3009A/xx unknown
-
1980
- 1980-01-17 HK HK24/80A patent/HK2480A/xx unknown
- 1980-12-31 MY MY1980192A patent/MY8000192A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GR63765B (en) | 1979-12-15 |
| MY8000192A (en) | 1980-12-31 |
| PT66648A (en) | 1977-07-01 |
| NZ184163A (en) | 1979-03-16 |
| FR2354097B1 (https=) | 1980-02-01 |
| FR2354097A1 (fr) | 1978-01-06 |
| JPS5326330A (en) | 1978-03-11 |
| ZA772931B (en) | 1978-12-27 |
| DE2725765C2 (https=) | 1989-07-20 |
| NL188015B (nl) | 1991-10-16 |
| CA1081124A (en) | 1980-07-08 |
| PT66648B (en) | 1978-11-10 |
| KE3009A (en) | 1980-01-25 |
| IE45418L (en) | 1977-12-08 |
| LU77496A1 (https=) | 1979-01-19 |
| AU510075B2 (en) | 1980-06-05 |
| DE2725765A1 (de) | 1977-12-15 |
| JPS62127B2 (https=) | 1987-01-06 |
| NL7706263A (nl) | 1977-12-12 |
| BE855393A (fr) | 1977-12-05 |
| NL188015C (nl) | 1992-03-16 |
| HK2480A (en) | 1980-01-25 |
| EG12777A (en) | 1979-09-30 |
| PH13429A (en) | 1980-04-23 |
| CY1032A (en) | 1980-08-01 |
| AU2535177A (en) | 1978-11-23 |
| GB1539450A (en) | 1979-01-31 |
| US4127663A (en) | 1978-11-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU633892B2 (en) | Moisturizing vehicle for topical application of vitamin a acid | |
| EP0009404B1 (en) | Water-in-oil emulsions and process for preparing them | |
| PL185294B1 (pl) | Przeciwświądowe kompozycje kosmetyczne i/lub farmaceutyczne, ich zastosowanie do wytwarzania leków i sposób ich wytwarzania | |
| IE43241L (en) | Vehicle composition containing azacycloalkan-2-ones | |
| JPS611623A (ja) | 局所薬および全身薬の皮膚および膜を介する透過促進組成物およびその方法 | |
| CA2532212A1 (en) | Pharmaceutical compositions for topical application | |
| US4762847A (en) | Method of treating acne | |
| BR112019001081B1 (pt) | Composição tópica e usos da composição | |
| JPH02180827A (ja) | ニコチン酸のトコフェロール、ベンジル、キサンチノールもしくはヘキシルエステルまたはトコフェロール酢酸エステルの用途 | |
| JPH0347252B2 (https=) | ||
| US3875301A (en) | Useful tetraalkyl diamides in the treatment of poison ivy | |
| JPS6061518A (ja) | ゲル状外用組成物 | |
| US4548942A (en) | Anti-acne use of derivatives of (5,4b)-isothiazolo pyridine-3-one | |
| CA1081124A (en) | Thiazole derivatives | |
| JPH0338525A (ja) | コルチコステロイド含有外用クリーム製剤 | |
| JPH03135949A (ja) | 新規ウレタン誘導体、その製造法及びこれを含有する化粧料又は医薬組成物 | |
| US7026337B2 (en) | Antimycotic gel having high active compound release | |
| JPS6241645B2 (https=) | ||
| JPH039089B2 (https=) | ||
| JPH0543465A (ja) | コルチコステロイド含有ローシヨン剤 | |
| JP5460766B2 (ja) | 外用医薬組成物 | |
| JP2008069109A (ja) | 外用医薬組成物 | |
| JPS59134725A (ja) | 窒素含有安定剤を含む貯蔵安定な局所薬剤組成物 | |
| JP7467037B2 (ja) | 外用組成物 | |
| JPS59122420A (ja) | 局所軟膏剤 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK9A | Patent expired |