LU85411A1 - Compositions et procede pour stabiliser l'anthraline - Google Patents

Compositions et procede pour stabiliser l'anthraline Download PDF

Info

Publication number: LU85411A1
Authority: LU; Luxembourg
Prior art keywords: weight; composition according; surfactant; anthralin; concentration
Prior art date: 1983-06-09

Application number

LU85411A

Other languages

English (en)

French (fr)

Inventor

Jonas C T Wang

Original Assignee

Bristol Myers Co

Priority date (The priority date 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 date listed.)

1983-06-09

Filing date

1984-06-08

Publication date

1985-03-26

1984-06-08 Application filed by Bristol Myers Co filed Critical Bristol Myers Co

1985-03-26 Publication of LU85411A1 publication Critical patent/LU85411A1/fr

Links

NUZWLKWWNNJHPT-UHFFFAOYSA-N anthralin Chemical compound C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O NUZWLKWWNNJHPT-UHFFFAOYSA-N 0.000 title claims description 105
229960002311 dithranol Drugs 0.000 title claims description 100
239000000203 mixture Substances 0.000 title claims description 95
238000000034 method Methods 0.000 title claims description 16
230000000087 stabilizing effect Effects 0.000 title description 5
239000004094 surface-active agent Substances 0.000 claims description 29
239000003945 anionic surfactant Substances 0.000 claims description 25
-1 alkylphosphates Chemical class 0.000 claims description 22
239000003963 antioxidant agent Substances 0.000 claims description 20
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
230000003078 antioxidant effect Effects 0.000 claims description 13
239000008346 aqueous phase Substances 0.000 claims description 11
239000006071 cream Substances 0.000 claims description 9
235000014113 dietary fatty acids Nutrition 0.000 claims description 7
239000000194 fatty acid Substances 0.000 claims description 7
229930195729 fatty acid Natural products 0.000 claims description 7
150000004665 fatty acids Chemical class 0.000 claims description 7
239000007787 solid Substances 0.000 claims description 7
150000008051 alkyl sulfates Chemical class 0.000 claims description 6
229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims description 6
150000008052 alkyl sulfonates Chemical class 0.000 claims description 6
SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical class OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 claims description 6
239000012071 phase Substances 0.000 claims description 6
CTTJWXVQRJUJQW-UHFFFAOYSA-N 2,2-dioctyl-3-sulfobutanedioic acid Chemical class CCCCCCCCC(C(O)=O)(C(C(O)=O)S(O)(=O)=O)CCCCCCCC CTTJWXVQRJUJQW-UHFFFAOYSA-N 0.000 claims description 5
FFDGPVCHZBVARC-UHFFFAOYSA-N N,N-dimethylglycine Chemical class CN(C)CC(O)=O FFDGPVCHZBVARC-UHFFFAOYSA-N 0.000 claims description 5
125000000129 anionic group Chemical group 0.000 claims description 4
239000002674 ointment Substances 0.000 claims description 4
239000000839 emulsion Substances 0.000 claims description 3
239000007764 o/w emulsion Substances 0.000 claims description 3
210000001217 buttock Anatomy 0.000 claims description 2
239000000344 soap Substances 0.000 claims 5
RCEAADKTGXTDOA-UHFFFAOYSA-N OS(O)(=O)=O.CCCCCCCCCCCC[Na] Chemical group OS(O)(=O)=O.CCCCCCCCCCCC[Na] RCEAADKTGXTDOA-UHFFFAOYSA-N 0.000 claims 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 21
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 20
239000000499 gel Substances 0.000 description 18
201000004681 Psoriasis Diseases 0.000 description 17
235000006708 antioxidants Nutrition 0.000 description 15
ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 description 12
238000007254 oxidation reaction Methods 0.000 description 12
239000011734 sodium Substances 0.000 description 12
229910052708 sodium Inorganic materials 0.000 description 12
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 11
239000004322 Butylated hydroxytoluene Substances 0.000 description 10
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 10
235000010323 ascorbic acid Nutrition 0.000 description 10
239000011668 ascorbic acid Substances 0.000 description 10
229960005070 ascorbic acid Drugs 0.000 description 10
235000010354 butylated hydroxytoluene Nutrition 0.000 description 10
229940095259 butylated hydroxytoluene Drugs 0.000 description 10
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 10
150000002500 ions Chemical class 0.000 description 10
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 10
150000003254 radicals Chemical class 0.000 description 10
229960004889 salicylic acid Drugs 0.000 description 10
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 9
239000003921 oil Substances 0.000 description 9
230000003647 oxidation Effects 0.000 description 9
235000019333 sodium laurylsulphate Nutrition 0.000 description 9
238000003756 stirring Methods 0.000 description 9
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 8
230000007774 longterm Effects 0.000 description 7
239000002245 particle Substances 0.000 description 7
239000008213 purified water Substances 0.000 description 7
QBPFLULOKWLNNW-UHFFFAOYSA-N chrysazin Chemical compound O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O QBPFLULOKWLNNW-UHFFFAOYSA-N 0.000 description 6
239000002480 mineral oil Substances 0.000 description 6
235000010446 mineral oil Nutrition 0.000 description 6
239000000473 propyl gallate Substances 0.000 description 6
235000010388 propyl gallate Nutrition 0.000 description 6
229940075579 propyl gallate Drugs 0.000 description 6
206010040880 Skin irritation Diseases 0.000 description 5
239000002253 acid Substances 0.000 description 5
230000007794 irritation Effects 0.000 description 5
231100000475 skin irritation Toxicity 0.000 description 5
230000036556 skin irritation Effects 0.000 description 5
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 4
QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 description 4
239000011786 L-ascorbyl-6-palmitate Substances 0.000 description 4
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 4
235000010385 ascorbyl palmitate Nutrition 0.000 description 4
235000019282 butylated hydroxyanisole Nutrition 0.000 description 4
230000015556 catabolic process Effects 0.000 description 4
239000007857 degradation product Substances 0.000 description 4
238000006731 degradation reaction Methods 0.000 description 4
238000011156 evaluation Methods 0.000 description 4
IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 4
238000004128 high performance liquid chromatography Methods 0.000 description 4
229940113096 isoceteth 20 Drugs 0.000 description 4
238000004806 packaging method and process Methods 0.000 description 4
239000000047 product Substances 0.000 description 4
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 4
239000000600 sorbitol Substances 0.000 description 4
238000001179 sorption measurement Methods 0.000 description 4
230000006641 stabilisation Effects 0.000 description 4
238000011105 stabilization Methods 0.000 description 4
MGYUQZIGNZFZJS-KTKRTIGZSA-N 2-[2-[(z)-octadec-9-enoxy]ethoxy]ethanol Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCOCCO MGYUQZIGNZFZJS-KTKRTIGZSA-N 0.000 description 3
239000004255 Butylated hydroxyanisole Substances 0.000 description 3
CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 3
229940043253 butylated hydroxyanisole Drugs 0.000 description 3
229960001577 dantron Drugs 0.000 description 3
239000000539 dimer Substances 0.000 description 3
MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 3
229940043264 dodecyl sulfate Drugs 0.000 description 3
230000000694 effects Effects 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
230000003902 lesion Effects 0.000 description 3
239000000693 micelle Substances 0.000 description 3
238000002156 mixing Methods 0.000 description 3
239000002736 nonionic surfactant Substances 0.000 description 3
229940099570 oleth-2 Drugs 0.000 description 3
238000003860 storage Methods 0.000 description 3
230000000699 topical effect Effects 0.000 description 3
206010015150 Erythema Diseases 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
150000001450 anions Chemical class 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
150000007942 carboxylates Chemical class 0.000 description 2
150000001768 cations Chemical class 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
238000002512 chemotherapy Methods 0.000 description 2
238000010586 diagram Methods 0.000 description 2
239000003814 drug Substances 0.000 description 2
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
239000011261 inert gas Substances 0.000 description 2
239000003999 initiator Substances 0.000 description 2
239000000543 intermediate Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
HCZKYJDFEPMADG-TXEJJXNPSA-N masoprocol Chemical compound C([C@H](C)[C@H](C)CC=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-TXEJJXNPSA-N 0.000 description 2
230000037311 normal skin Effects 0.000 description 2
229940056211 paraffin Drugs 0.000 description 2
239000012188 paraffin wax Substances 0.000 description 2
235000021317 phosphate Nutrition 0.000 description 2
150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
230000000717 retained effect Effects 0.000 description 2
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
229940099259 vaseline Drugs 0.000 description 2
GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 2
QIJRTFXNRTXDIP-UHFFFAOYSA-N (1-carboxy-2-sulfanylethyl)azanium;chloride;hydrate Chemical compound O.Cl.SCC(N)C(O)=O QIJRTFXNRTXDIP-UHFFFAOYSA-N 0.000 description 1
DYIOSHGVFJTOAR-JGWLITMVSA-N (2r,3r,4s,5r)-6-sulfanylhexane-1,2,3,4,5-pentol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)CS DYIOSHGVFJTOAR-JGWLITMVSA-N 0.000 description 1
LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 description 1
IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
VEBBCQINQQBIOM-UHFFFAOYSA-N 10-(4,5-dihydroxy-10-oxo-9h-anthracen-9-yl)-1,8-dihydroxy-10h-anthracen-9-one Chemical compound C12=CC=CC(O)=C2C(=O)C2=C(O)C=CC=C2C1C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O VEBBCQINQQBIOM-UHFFFAOYSA-N 0.000 description 1
VOFRZBBLONRUHY-KVVVOXFISA-N 2-(2-hydroxyethylamino)ethanol;2-[2-[2-[(z)-octadec-9-enoxy]ethoxy]ethoxy]ethyl dihydrogen phosphate Chemical compound OCCNCCO.CCCCCCCC\C=C/CCCCCCCCOCCOCCOCCOP(O)(O)=O VOFRZBBLONRUHY-KVVVOXFISA-N 0.000 description 1
ILCOCZBHMDEIAI-UHFFFAOYSA-N 2-(2-octadecoxyethoxy)ethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCOCCO ILCOCZBHMDEIAI-UHFFFAOYSA-N 0.000 description 1
PWQNOLAKMCLNJI-KTKRTIGZSA-N 2-[2-[2-[(z)-octadec-9-enoxy]ethoxy]ethoxy]ethyl dihydrogen phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCOCCOCCOP(O)(O)=O PWQNOLAKMCLNJI-KTKRTIGZSA-N 0.000 description 1
JKXYOQDLERSFPT-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-octadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO JKXYOQDLERSFPT-UHFFFAOYSA-N 0.000 description 1
WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
CNJLMVZFWLNOEP-UHFFFAOYSA-N 4,7,7-trimethylbicyclo[4.1.0]heptan-5-one Chemical compound O=C1C(C)CCC2C(C)(C)C12 CNJLMVZFWLNOEP-UHFFFAOYSA-N 0.000 description 1
GMOGICAFJFPMNS-UHFFFAOYSA-N 4-(1,4,8,11-tetrazacyclotetradec-1-ylmethyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1CN1CCNCCCNCCNCCC1 GMOGICAFJFPMNS-UHFFFAOYSA-N 0.000 description 1
PXRKCOCTEMYUEG-UHFFFAOYSA-N 5-aminoisoindole-1,3-dione Chemical compound NC1=CC=C2C(=O)NC(=O)C2=C1 PXRKCOCTEMYUEG-UHFFFAOYSA-N 0.000 description 1
241000416162 Astragalus gummifer Species 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
CIWBSHSKHKDKBQ-DUZGATOHSA-N D-isoascorbic acid Chemical compound OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 description 1
206010048768 Dermatosis Diseases 0.000 description 1
238000010268 HPLC based assay Methods 0.000 description 1
206010022998 Irritability Diseases 0.000 description 1
229940124091 Keratolytic Drugs 0.000 description 1
XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 1
239000004264 Petrolatum Substances 0.000 description 1
229920001615 Tragacanth Polymers 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
229940022682 acetone Drugs 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
229940061720 alpha hydroxy acid Drugs 0.000 description 1
150000001280 alpha hydroxy acids Chemical class 0.000 description 1
229940087168 alpha tocopherol Drugs 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
238000013459 approach Methods 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
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239000003093 cationic surfactant Substances 0.000 description 1
229940082500 cetostearyl alcohol Drugs 0.000 description 1
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238000000576 coating method Methods 0.000 description 1
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239000003246 corticosteroid Substances 0.000 description 1
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239000008406 cosmetic ingredient Substances 0.000 description 1
229960001305 cysteine hydrochloride Drugs 0.000 description 1
230000002950 deficient Effects 0.000 description 1
238000006471 dimerization reaction Methods 0.000 description 1
235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
238000009826 distribution Methods 0.000 description 1
GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
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231100000321 erythema Toxicity 0.000 description 1
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HCZKYJDFEPMADG-UHFFFAOYSA-N erythro-nordihydroguaiaretic acid Natural products C=1C=C(O)C(O)=CC=1CC(C)C(C)CC1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-UHFFFAOYSA-N 0.000 description 1
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150000002191 fatty alcohols Chemical class 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
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239000001257 hydrogen Substances 0.000 description 1
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230000001530 keratinolytic effect Effects 0.000 description 1
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239000010410 layer Substances 0.000 description 1
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229940100892 mercury compound Drugs 0.000 description 1
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229910021645 metal ion Inorganic materials 0.000 description 1
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238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000012454 non-polar solvent Substances 0.000 description 1
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 1
ZHALDANPYXAMJF-UHFFFAOYSA-N octadecanoate;tris(2-hydroxyethyl)azanium Chemical compound OCC[NH+](CCO)CCO.CCCCCCCCCCCCCCCCCC([O-])=O ZHALDANPYXAMJF-UHFFFAOYSA-N 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
229940093440 oleth-3-phosphate Drugs 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-O oxonium Chemical compound [OH3+] XLYOFNOQVPJJNP-UHFFFAOYSA-O 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
238000005192 partition Methods 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
230000002688 persistence Effects 0.000 description 1
229940066842 petrolatum Drugs 0.000 description 1
235000019271 petrolatum Nutrition 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
230000003449 preventive effect Effects 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
238000000926 separation method Methods 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
208000017520 skin disease Diseases 0.000 description 1
235000010413 sodium alginate Nutrition 0.000 description 1
239000000661 sodium alginate Substances 0.000 description 1
229940005550 sodium alginate Drugs 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
239000004289 sodium hydrogen sulphite Substances 0.000 description 1
229940057950 sodium laureth sulfate Drugs 0.000 description 1
229940079862 sodium lauryl sarcosinate Drugs 0.000 description 1
229940001584 sodium metabisulfite Drugs 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
235000019345 sodium thiosulphate Nutrition 0.000 description 1
SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 description 1
NGSFWBMYFKHRBD-UHFFFAOYSA-N sodium;2-hydroxypropanoic acid Chemical compound [Na+].CC(O)C(O)=O NGSFWBMYFKHRBD-UHFFFAOYSA-N 0.000 description 1
DAJSVUQLFFJUSX-UHFFFAOYSA-M sodium;dodecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCS([O-])(=O)=O DAJSVUQLFFJUSX-UHFFFAOYSA-M 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
229940098760 steareth-2 Drugs 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
239000002344 surface layer Substances 0.000 description 1
239000011269 tar Substances 0.000 description 1
OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
229940124597 therapeutic agent Drugs 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
229940035024 thioglycerol Drugs 0.000 description 1
229960000984 tocofersolan Drugs 0.000 description 1
229940126702 topical medication Drugs 0.000 description 1
229940029614 triethanolamine stearate Drugs 0.000 description 1
229960004418 trolamine Drugs 0.000 description 1
238000000870 ultraviolet spectroscopy Methods 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 1
239000000230 xanthan gum Substances 0.000 description 1
235000010493 xanthan gum Nutrition 0.000 description 1
229920001285 xanthan gum Polymers 0.000 description 1
229940082509 xanthan gum Drugs 0.000 description 1
239000002076 α-tocopherol Substances 0.000 description 1
235000004835 α-tocopherol Nutrition 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
- A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
- 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
- A61K31/12—Ketones
- 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)
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)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Dermatology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Organic Chemistry (AREA)
Medicinal Preparation (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

LU85411A 1983-06-09 1984-06-08 Compositions et procede pour stabiliser l'anthraline LU85411A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US50285283A	1983-06-09	1983-06-09
US50285283		1983-06-09

Publications (1)

Publication Number	Publication Date
LU85411A1 true LU85411A1 (fr)	1985-03-26

Family

ID=23999686

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
LU85411A LU85411A1 (fr)	1983-06-09	1984-06-08	Compositions et procede pour stabiliser l'anthraline

Country Status (21)

Country	Link
JP (1)	JPS608222A (es)
AT (1)	AT393959B (es)
AU (1)	AU569085B2 (es)
BE (1)	BE899874A (es)
CH (1)	CH659945A5 (es)
CY (1)	CY1531A (es)
DE (1)	DE3421510A1 (es)
DK (1)	DK163028C (es)
ES (1)	ES8707107A1 (es)
FI (1)	FI83837C (es)
FR (1)	FR2547725B1 (es)
GB (1)	GB2142534B (es)
HK (1)	HK66490A (es)
IE (1)	IE57562B1 (es)
IT (1)	IT1183058B (es)
LU (1)	LU85411A1 (es)
NO (1)	NO171623C (es)
NZ (1)	NZ208338A (es)
OA (1)	OA07720A (es)
PT (1)	PT78713A (es)
SE (1)	SE465205B (es)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4551480A (en) *	1983-06-21	1985-11-05	Stiefel Laboratories, Inc.	Compositions for the treatment of psoriasis
DE3413569A1 (de) *	1984-04-11	1985-10-24	Röhm Pharma GmbH, 6108 Weiterstadt	Pharmazeutisches mittel zur psoriasis-therapie
GB8729855D0 (en) *	1987-12-22	1988-02-03	Drythanol Ltd	New dithranol compositions
AT408067B (de) *	1995-03-17	2001-08-27	Gebro Pharma Gmbh	Pharmazeutische zusammensetzung zur topischen applizierung und verfahren zu ihrer herstellung

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1070949A (en) *	1964-10-16	1967-06-07	Hyman Yarrow	Topical compositions for the treatment of psoriasis
GB1574090A (en) *	1977-07-06	1980-09-03	Drythanol Ltd	Dithranol composition for the treatment of psoriasis
DE3008805A1 (de) *	1980-03-07	1981-09-24	Paul 8501 Oberasbach Unger	Skibremse
DE3239184C2 (de) *	1981-10-23	1994-05-11	Oreal	Shampoo zur Behandlung des Haarbodens
FR2520233A1 (fr) *	1982-01-28	1983-07-29	Oreal	Composition d'anthraline ou de l'un de ses derives dans un ester aromatique et son utilisation dans le traitement des maladies de la peau
FR2526321A1 (fr) *	1982-05-10	1983-11-10	Salomon & Fils F	Frein de ski

1984
- 1984-05-31 NZ NZ208338A patent/NZ208338A/en unknown
- 1984-06-04 FR FR8408718A patent/FR2547725B1/fr not_active Expired
- 1984-06-06 FI FI842274A patent/FI83837C/fi not_active IP Right Cessation
- 1984-06-06 ES ES533186A patent/ES8707107A1/es not_active Expired
- 1984-06-08 IE IE1440/84A patent/IE57562B1/en not_active IP Right Cessation
- 1984-06-08 GB GB08414653A patent/GB2142534B/en not_active Expired
- 1984-06-08 OA OA58314A patent/OA07720A/xx unknown
- 1984-06-08 SE SE8403110A patent/SE465205B/sv not_active IP Right Cessation
- 1984-06-08 LU LU85411A patent/LU85411A1/fr unknown
- 1984-06-08 AT AT0189784A patent/AT393959B/de not_active IP Right Cessation
- 1984-06-08 CH CH2813/84A patent/CH659945A5/de not_active IP Right Cessation
- 1984-06-08 BE BE0/213108A patent/BE899874A/fr not_active IP Right Cessation
- 1984-06-08 NO NO842326A patent/NO171623C/no unknown
- 1984-06-08 JP JP59116766A patent/JPS608222A/ja active Pending
- 1984-06-08 DK DK283884A patent/DK163028C/da not_active IP Right Cessation
- 1984-06-08 DE DE19843421510 patent/DE3421510A1/de not_active Withdrawn
- 1984-06-08 PT PT78713A patent/PT78713A/pt not_active IP Right Cessation
- 1984-06-08 AU AU29237/84A patent/AU569085B2/en not_active Ceased
- 1984-06-08 IT IT21331/84A patent/IT1183058B/it active
1990
- 1990-08-23 HK HK664/90A patent/HK66490A/xx unknown
- 1990-11-16 CY CY1531A patent/CY1531A/en unknown

Also Published As

Publication number	Publication date
ES8707107A1 (es)	1987-07-16
FR2547725A1 (fr)	1984-12-28
ATA189784A (de)	1991-07-15
FI83837C (fi)	1991-09-10
AT393959B (de)	1992-01-10
DK163028C (da)	1992-06-09
NO171623C (no)	1993-04-21
BE899874A (fr)	1984-12-10
DE3421510A1 (de)	1984-12-20
DK283884D0 (da)	1984-06-08
GB2142534B (en)	1987-06-03
PT78713A (en)	1984-07-01
NO171623B (no)	1993-01-04
FI842274L (fi)	1984-12-10
IT1183058B (it)	1987-10-05
FI842274A0 (fi)	1984-06-06
SE8403110D0 (sv)	1984-06-08
AU569085B2 (en)	1988-01-21
JPS608222A (ja)	1985-01-17
GB8414653D0 (en)	1984-07-11
CH659945A5 (de)	1987-03-13
IE57562B1 (en)	1992-12-16
SE8403110L (sv)	1984-12-10
AU2923784A (en)	1984-12-13
SE465205B (sv)	1991-08-12
ES533186A0 (es)	1987-07-16
GB2142534A (en)	1985-01-23
DK283884A (da)	1984-12-10
IT8421331A0 (it)	1984-06-08
OA07720A (fr)	1985-08-30
NO842326L (no)	1984-12-10
NZ208338A (en)	1987-11-27
HK66490A (en)	1990-08-31
FI83837B (fi)	1991-05-31
DK163028B (da)	1992-01-13
CY1531A (en)	1990-11-16
FR2547725B1 (fr)	1987-12-04
IE841440L (en)	1984-12-09

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CA2298016A1 (fr)	2000-08-05	Composition cosmetique et/ou dermatologique constituee par une emulsion du type huile-dans-eau formee de vesicules lipidiques dispersees dans une phase aqueuse contenant au moins un actif acide hydrophile
CA1341273C (fr)	2001-07-10	Systeme anti-oxydant a base d'un ester d'ascorbyle stabilise et compositions contenant un tel systeme anti-oxydant
JPWO1999044617A1 (ja)	2000-12-19	活性型ビタミンｄ▲下３▼乳剤性ローション剤
EP0077742B1 (fr)	1985-08-21	Lanolate de cuivre et compositions topiques le contenant
FR2610626A1 (fr)	1988-08-12	Nouveau systeme anti-oxydant a base d'un ester d'ascorbyle stabilise, contenant en association au moins un agent complexant et au moins un thiol, et compositions contenant un tel systeme anti-oxydant
CH623236A5 (en)	1981-05-29	Dispersion of lipid spherules
EP1748758A1 (fr)	2007-02-07	Formulation de type spot-on utile en cosmetologie et en dermatologie
CA2526642A1 (fr)	2004-12-29	Compositions sous forme de spray comprenant un actif pharmaceutique, au moins un silicone volatile et une phase huileuse non volatile
EP0467795A2 (fr)	1992-01-22	Composition dermatologique ou cosmétique, contenant des dérivés de la vitamine A
TWI236911B (en)	2005-08-01	Stabilized whitening compositions and methods of preparing same
FR2767694A1 (fr)	1999-03-05	Systeme a base de derive d'acide phosphonique et de metabisulfite pour stabiliser l'acide ascorbique et composition contenant un tel systeme
CA2330332A1 (fr)	2001-06-20	Composition cosmetique comprenant un derive d'aminophenol
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CA2475218C (fr)	2012-09-11	Preparation pour composes sensibles a l'oxydation et son procede de fabrication
EP1335791A1 (fr)	2003-08-20	Composition cosmetique et/ou dermatologique stabilisee contenant un colorant et un emulsionnant
CA2513324C (en)	2010-09-21	Use of a composition comprising vitamin k1 oxide or a derivative thereof for the treatment and/or the prevention of mammal dermatological lesions
FR2703601A1 (fr)	1994-10-14	Emulsion du type huile dans eau contenant du lait.
EP1051979B1 (fr)	2009-11-04	Utilisation de lipides peroxydés pour prévenir et/ou traiter les effets irritants d'un principe actif

Legal Events

Date	Code	Title	Description
1984-06-08	DT	Application date
1991-06-20	TA	Annual fee