FR2495934A1 - Composition pour le traitement du psoriasis a base d'une dihydroxy-1,8 anthrone-9 substituee en position 10 - Google Patents
Composition pour le traitement du psoriasis a base d'une dihydroxy-1,8 anthrone-9 substituee en position 10 Download PDFInfo
- Publication number
- FR2495934A1 FR2495934A1 FR8026550A FR8026550A FR2495934A1 FR 2495934 A1 FR2495934 A1 FR 2495934A1 FR 8026550 A FR8026550 A FR 8026550A FR 8026550 A FR8026550 A FR 8026550A FR 2495934 A1 FR2495934 A1 FR 2495934A1
- Authority
- FR
- France
- Prior art keywords
- anthrone
- dihydroxy
- composition
- treatment
- psoriasis
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 28
- 238000011282 treatment Methods 0.000 title claims abstract description 17
- 201000004681 Psoriasis Diseases 0.000 title claims abstract description 16
- 230000000699 topical effect Effects 0.000 claims abstract description 6
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical class C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims abstract description 3
- 150000003254 radicals Chemical group 0.000 claims abstract description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 2
- 239000001257 hydrogen Substances 0.000 claims abstract 2
- NUZWLKWWNNJHPT-UHFFFAOYSA-N anthralin Chemical compound C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O NUZWLKWWNNJHPT-UHFFFAOYSA-N 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 15
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 7
- 239000002674 ointment Substances 0.000 claims description 6
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims description 5
- JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 claims description 5
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 5
- 229960004889 salicylic acid Drugs 0.000 claims description 5
- 229960000890 hydrocortisone Drugs 0.000 claims description 3
- 101100386054 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CYS3 gene Proteins 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- 239000000443 aerosol Substances 0.000 claims description 2
- MJEMIOXXNCZZFK-UHFFFAOYSA-N ethylone Chemical compound CCNC(C)C(=O)C1=CC=C2OCOC2=C1 MJEMIOXXNCZZFK-UHFFFAOYSA-N 0.000 claims description 2
- 239000006210 lotion Substances 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 101150035983 str1 gene Proteins 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- HDWLUGYOLUHEMN-UHFFFAOYSA-N Dinobuton Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)OC(C)C HDWLUGYOLUHEMN-UHFFFAOYSA-N 0.000 abstract 1
- -1 RADICAL METHYL Chemical class 0.000 abstract 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 230000003902 lesion Effects 0.000 description 6
- 229940099259 vaseline Drugs 0.000 description 6
- 229960002311 dithranol Drugs 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000002238 attenuated effect Effects 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- YPHMISFOHDHNIV-FSZOTQKASA-N cycloheximide Chemical compound C1[C@@H](C)C[C@H](C)C(=O)[C@@H]1[C@H](O)CC1CC(=O)NC(=O)C1 YPHMISFOHDHNIV-FSZOTQKASA-N 0.000 description 3
- 235000019271 petrolatum Nutrition 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
- 206010048768 Dermatosis Diseases 0.000 description 2
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 2
- 239000004166 Lanolin Substances 0.000 description 2
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 2
- 239000004264 Petrolatum Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PQLVXDKIJBQVDF-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O PQLVXDKIJBQVDF-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000003862 glucocorticoid Substances 0.000 description 2
- 229940039717 lanolin Drugs 0.000 description 2
- 235000019388 lanolin Nutrition 0.000 description 2
- 229940017219 methyl propionate Drugs 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 229940066842 petrolatum Drugs 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 208000017520 skin disease Diseases 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 208000024891 symptom Diseases 0.000 description 2
- 238000002560 therapeutic procedure Methods 0.000 description 2
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 1
- 206010003694 Atrophy Diseases 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 1
- 206010000269 abscess Diseases 0.000 description 1
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 229940125715 antihistaminic agent Drugs 0.000 description 1
- 239000000739 antihistaminic agent Substances 0.000 description 1
- 230000037444 atrophy Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000003246 corticosteroid Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 210000004207 dermis Anatomy 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 210000000245 forearm Anatomy 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000008633 juniper tar Substances 0.000 description 1
- 210000003127 knee Anatomy 0.000 description 1
- 210000002414 leg Anatomy 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- NKHAVTQWNUWKEO-IHWYPQMZSA-N methyl hydrogen fumarate Chemical compound COC(=O)\C=C/C(O)=O NKHAVTQWNUWKEO-IHWYPQMZSA-N 0.000 description 1
- PSHKMPUSSFXUIA-UHFFFAOYSA-N n,n-dimethylpyridin-2-amine Chemical compound CN(C)C1=CC=CC=N1 PSHKMPUSSFXUIA-UHFFFAOYSA-N 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 230000003169 placental effect Effects 0.000 description 1
- 229940068917 polyethylene glycols Drugs 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000001185 psoriatic effect Effects 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 229940125723 sedative agent Drugs 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- 230000010097 squamous lesion Effects 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 239000011269 tar Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/90—Unsaturated compounds containing keto groups containing singly bound oxygen-containing groups
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates 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
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (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)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Steroid Compounds (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8026550A FR2495934A1 (fr) | 1980-12-15 | 1980-12-15 | Composition pour le traitement du psoriasis a base d'une dihydroxy-1,8 anthrone-9 substituee en position 10 |
| SE8107468A SE453961B (sv) | 1980-12-15 | 1981-12-14 | Anvendning av substituerad 1,8-dihydroxi-9-antron for framstellning av ett lekemedel for behandling av psoriasis genom anbringande pa huden |
| GB8137635A GB2091999B (en) | 1980-12-15 | 1981-12-14 | Composition for treatment of psoriasis containing 10-substituted 1,8-dihydroxy-9-anthrones |
| BE0/206825A BE891467A (fr) | 1980-12-15 | 1981-12-14 | Composition pour le traitement du psoriasis a base d'une dihydroxy-1,8 anthrone-9 substituees en position 10 |
| CH7970/81A CH649708A5 (fr) | 1980-12-15 | 1981-12-14 | Composition pour le traitement du psoriasis a base d'une dihydroxy-1,8 anthrone-9 substituee en position 10. |
| IT25582/81A IT1142097B (it) | 1980-12-15 | 1981-12-14 | Composizione per il trattamento della psoriasi a base di un diidrossi-1,8 antrone-9 sostituito in posizione 10 |
| US06/330,472 US4405615A (en) | 1980-12-15 | 1981-12-14 | Composition for treatment of psoriasis containing 10-substituted 1,8-dihydroxy-9-anthrones |
| NL8105618A NL8105618A (nl) | 1980-12-15 | 1981-12-14 | Samenstelling voor de behandeling van psoriasis op basis van een op de 10-plaats gesubstitueerd 1,8-dihydroxy-9-antron, alsmede werkwijze ter bereiding van een dergelijke samenstelling. |
| CA000392217A CA1186228A (fr) | 1980-12-15 | 1981-12-14 | Composition pour le traitement du psoriasis a base d'une dihydroxy-1,8 anthrone-9 substituee en position 10 |
| JP56200246A JPS57163311A (en) | 1980-12-15 | 1981-12-14 | Psoriasis treating composition |
| DE3149528A DE3149528C2 (de) | 1980-12-15 | 1981-12-14 | Mittel auf der Grundlage eines in 10-Stellung substituierten 1,8-Dihydro-9-anthrons zur Behandlung von Psoriasis |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8026550A FR2495934A1 (fr) | 1980-12-15 | 1980-12-15 | Composition pour le traitement du psoriasis a base d'une dihydroxy-1,8 anthrone-9 substituee en position 10 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2495934A1 true FR2495934A1 (fr) | 1982-06-18 |
| FR2495934B1 FR2495934B1 (show.php) | 1983-06-17 |
Family
ID=9249080
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8026550A Granted FR2495934A1 (fr) | 1980-12-15 | 1980-12-15 | Composition pour le traitement du psoriasis a base d'une dihydroxy-1,8 anthrone-9 substituee en position 10 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4405615A (show.php) |
| JP (1) | JPS57163311A (show.php) |
| BE (1) | BE891467A (show.php) |
| CA (1) | CA1186228A (show.php) |
| CH (1) | CH649708A5 (show.php) |
| DE (1) | DE3149528C2 (show.php) |
| FR (1) | FR2495934A1 (show.php) |
| GB (1) | GB2091999B (show.php) |
| IT (1) | IT1142097B (show.php) |
| NL (1) | NL8105618A (show.php) |
| SE (1) | SE453961B (show.php) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2565966A1 (fr) * | 1984-06-13 | 1985-12-20 | Cird | Aryl-10 dihydroxy-1,8 anthrones et leurs esters, leur procede de preparation et leur utilisation en medecine humaine ou veterinaire et en cosmetique |
| FR2567402A1 (fr) * | 1984-07-12 | 1986-01-17 | Cird | Nouvelles compositions pharmaceutiques et cosmetiques contenant comme ingredient actif la dihydroxy-1,8 phenyl-10 anthrone-9, et procede de preparation de l'ingredient actif |
| EP0314405A1 (en) * | 1987-10-22 | 1989-05-03 | The Victoria University Of Manchester | New compounds of the anthraquinone series |
| DE4231636A1 (de) * | 1992-09-22 | 1994-03-24 | Beiersdorf Ag | Neue in 10-Stellung substituierte Anthron- und Anthracen-Derivate, Verfahren zu deren Herstellung, diese Verbindungen enthaltende pharmazeutische oder kosmetische Mittel und deren Verwendung |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992021641A1 (en) * | 1991-05-29 | 1992-12-10 | Pfizer Inc. | Dihydroxyindanone tyrosine kinase inhibitors |
| ATE229817T1 (de) * | 1996-10-24 | 2003-01-15 | Alza Corp | Penetrationsfördernde substanzen für die transdermale verabreichung von wirkstoffen, vorrichtungen und verfahren zur herstellung |
| WO2005055933A2 (en) * | 2003-12-03 | 2005-06-23 | Smithkline Beecham Corporation | Treatment of psoriasis with rosiglitazone |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2256663A1 (de) * | 1972-11-18 | 1974-05-22 | Basf Ag | Verfahren zur herstellung von chloranthrachinon-2,3-dicarbonsaeureanhydriden |
| US3835167A (en) * | 1972-12-18 | 1974-09-10 | Syntex Inc | Anthrone carboxylic acids and derivatives |
-
1980
- 1980-12-15 FR FR8026550A patent/FR2495934A1/fr active Granted
-
1981
- 1981-12-14 JP JP56200246A patent/JPS57163311A/ja active Pending
- 1981-12-14 BE BE0/206825A patent/BE891467A/fr not_active IP Right Cessation
- 1981-12-14 NL NL8105618A patent/NL8105618A/nl not_active Application Discontinuation
- 1981-12-14 DE DE3149528A patent/DE3149528C2/de not_active Expired
- 1981-12-14 CH CH7970/81A patent/CH649708A5/fr not_active IP Right Cessation
- 1981-12-14 CA CA000392217A patent/CA1186228A/fr not_active Expired
- 1981-12-14 US US06/330,472 patent/US4405615A/en not_active Expired - Fee Related
- 1981-12-14 GB GB8137635A patent/GB2091999B/en not_active Expired
- 1981-12-14 IT IT25582/81A patent/IT1142097B/it active
- 1981-12-14 SE SE8107468A patent/SE453961B/sv not_active IP Right Cessation
Non-Patent Citations (1)
| Title |
|---|
| CA1978 * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2565966A1 (fr) * | 1984-06-13 | 1985-12-20 | Cird | Aryl-10 dihydroxy-1,8 anthrones et leurs esters, leur procede de preparation et leur utilisation en medecine humaine ou veterinaire et en cosmetique |
| FR2567402A1 (fr) * | 1984-07-12 | 1986-01-17 | Cird | Nouvelles compositions pharmaceutiques et cosmetiques contenant comme ingredient actif la dihydroxy-1,8 phenyl-10 anthrone-9, et procede de preparation de l'ingredient actif |
| EP0314405A1 (en) * | 1987-10-22 | 1989-05-03 | The Victoria University Of Manchester | New compounds of the anthraquinone series |
| WO1989003822A1 (en) * | 1987-10-22 | 1989-05-05 | The Victoria University Of Manchester | New compounds of the anthraquinone series |
| US4927845A (en) * | 1987-10-22 | 1990-05-22 | The Victoria University Of Manchester | Compounds of the anthraquinone series |
| US4997961A (en) * | 1987-10-22 | 1991-03-05 | The Victoria University Of Manchester | Compounds of the anthraquinone series |
| DE4231636A1 (de) * | 1992-09-22 | 1994-03-24 | Beiersdorf Ag | Neue in 10-Stellung substituierte Anthron- und Anthracen-Derivate, Verfahren zu deren Herstellung, diese Verbindungen enthaltende pharmazeutische oder kosmetische Mittel und deren Verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1186228A (fr) | 1985-04-30 |
| CH649708A5 (fr) | 1985-06-14 |
| NL8105618A (nl) | 1982-07-01 |
| FR2495934B1 (show.php) | 1983-06-17 |
| SE453961B (sv) | 1988-03-21 |
| JPS57163311A (en) | 1982-10-07 |
| IT8125582A0 (it) | 1981-12-14 |
| DE3149528C2 (de) | 1985-10-31 |
| IT1142097B (it) | 1986-10-08 |
| GB2091999B (en) | 1984-08-15 |
| GB2091999A (en) | 1982-08-11 |
| DE3149528A1 (de) | 1982-08-19 |
| BE891467A (fr) | 1982-06-14 |
| SE8107468L (sv) | 1982-06-16 |
| US4405615A (en) | 1983-09-20 |
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