HU185936B - Process for producing pharmaceutical composition for topical treating virus-infestions of skin and mycoderm - Google Patents
Process for producing pharmaceutical composition for topical treating virus-infestions of skin and mycoderm Download PDFInfo
- Publication number
- HU185936B HU185936B HU812097A HU209781A HU185936B HU 185936 B HU185936 B HU 185936B HU 812097 A HU812097 A HU 812097A HU 209781 A HU209781 A HU 209781A HU 185936 B HU185936 B HU 185936B
- Authority
- HU
- Hungary
- Prior art keywords
- weight
- priority
- october
- water
- polyhydric alcohol
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 15
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 5
- 230000000699 topical effect Effects 0.000 title description 3
- WFJIVOKAWHGMBH-UHFFFAOYSA-N 4-hexylbenzene-1,3-diol Chemical compound CCCCCCC1=CC=C(O)C=C1O WFJIVOKAWHGMBH-UHFFFAOYSA-N 0.000 title 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 41
- 239000000203 mixture Substances 0.000 claims description 41
- MKUXAQIIEYXACX-UHFFFAOYSA-N aciclovir Chemical compound N1C(N)=NC(=O)C2=C1N(COCCO)C=N2 MKUXAQIIEYXACX-UHFFFAOYSA-N 0.000 claims description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 37
- 239000003995 emulsifying agent Substances 0.000 claims description 17
- -1 ketostearyl alcohol Chemical compound 0.000 claims description 15
- 150000005846 sugar alcohols Polymers 0.000 claims description 15
- 239000008346 aqueous phase Substances 0.000 claims description 14
- 239000003921 oil Substances 0.000 claims description 14
- 239000012071 phase Substances 0.000 claims description 14
- 239000000839 emulsion Substances 0.000 claims description 12
- 239000004480 active ingredient Substances 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 8
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 6
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- 239000012188 paraffin wax Substances 0.000 claims description 6
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 claims description 6
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 claims description 6
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 5
- 150000002632 lipids Chemical class 0.000 claims description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000001804 emulsifying effect Effects 0.000 claims description 3
- 229940075507 glyceryl monostearate Drugs 0.000 claims description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
- 239000002480 mineral oil Substances 0.000 claims description 3
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 claims description 3
- SFAAOBGYWOUHLU-UHFFFAOYSA-N 2-ethylhexyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(CC)CCCC SFAAOBGYWOUHLU-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 229940057995 liquid paraffin Drugs 0.000 claims description 2
- 229940043348 myristyl alcohol Drugs 0.000 claims description 2
- 239000007764 o/w emulsion Substances 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 239000001587 sorbitan monostearate Substances 0.000 claims description 2
- 235000011076 sorbitan monostearate Nutrition 0.000 claims description 2
- 229940035048 sorbitan monostearate Drugs 0.000 claims description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 claims 1
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 claims 1
- LGEZTMRIZWCDLW-UHFFFAOYSA-N 14-methylpentadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C LGEZTMRIZWCDLW-UHFFFAOYSA-N 0.000 claims 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 claims 1
- 239000004358 Butane-1, 3-diol Substances 0.000 claims 1
- 235000013162 Cocos nucifera Nutrition 0.000 claims 1
- 244000060011 Cocos nucifera Species 0.000 claims 1
- 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 claims 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims 1
- 230000002051 biphasic effect Effects 0.000 claims 1
- 235000019437 butane-1,3-diol Nutrition 0.000 claims 1
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 claims 1
- 229940078545 isocetyl stearate Drugs 0.000 claims 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
- 239000000600 sorbitol Substances 0.000 claims 1
- 235000010356 sorbitol Nutrition 0.000 claims 1
- 229960002920 sorbitol Drugs 0.000 claims 1
- 229960004150 aciclovir Drugs 0.000 description 36
- 238000009472 formulation Methods 0.000 description 17
- 239000006071 cream Substances 0.000 description 12
- 208000015181 infectious disease Diseases 0.000 description 12
- 239000002674 ointment Substances 0.000 description 9
- 239000005662 Paraffin oil Substances 0.000 description 7
- 239000008213 purified water Substances 0.000 description 6
- 239000012049 topical pharmaceutical composition Substances 0.000 description 6
- 206010015150 Erythema Diseases 0.000 description 5
- 208000010201 Exanthema Diseases 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 231100000321 erythema Toxicity 0.000 description 5
- 201000005884 exanthem Diseases 0.000 description 5
- 239000003925 fat Substances 0.000 description 5
- 235000019197 fats Nutrition 0.000 description 5
- 230000035876 healing Effects 0.000 description 5
- 206010037844 rash Diseases 0.000 description 5
- 241001465754 Metazoa Species 0.000 description 4
- 229920001214 Polysorbate 60 Polymers 0.000 description 4
- 230000000840 anti-viral effect Effects 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 229940113124 polysorbate 60 Drugs 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 241000700584 Simplexvirus Species 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 210000004400 mucous membrane Anatomy 0.000 description 3
- 239000003883 ointment base Substances 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 206010063409 Acarodermatitis Diseases 0.000 description 2
- 241000700198 Cavia Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 208000007514 Herpes zoster Diseases 0.000 description 2
- XQFRJNBWHJMXHO-RRKCRQDMSA-N IDUR Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(I)=C1 XQFRJNBWHJMXHO-RRKCRQDMSA-N 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- 241000447727 Scabies Species 0.000 description 2
- IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 description 2
- 208000036142 Viral infection Diseases 0.000 description 2
- 229940031955 anhydrous lanolin Drugs 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 230000037213 diet Effects 0.000 description 2
- 235000005911 diet Nutrition 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 239000008387 emulsifying waxe Substances 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
- 208000005687 scabies Diseases 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000001570 sorbitan monopalmitate Substances 0.000 description 2
- 235000011071 sorbitan monopalmitate Nutrition 0.000 description 2
- 229940031953 sorbitan monopalmitate Drugs 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229940100616 topical oil Drugs 0.000 description 2
- 230000009385 viral infection Effects 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- QBUKAFSEUHGMMX-MTJSOVHGSA-N (5z)-5-[[3-(1-hydroxyethyl)thiophen-2-yl]methylidene]-10-methoxy-2,2,4-trimethyl-1h-chromeno[3,4-f]quinolin-9-ol Chemical compound C1=CC=2NC(C)(C)C=C(C)C=2C2=C1C=1C(OC)=C(O)C=CC=1O\C2=C/C=1SC=CC=1C(C)O QBUKAFSEUHGMMX-MTJSOVHGSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- NPSJHQMIVNJLNN-UHFFFAOYSA-N 2-ethylhexyl 4-nitrobenzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=C([N+]([O-])=O)C=C1 NPSJHQMIVNJLNN-UHFFFAOYSA-N 0.000 description 1
- 239000004808 2-ethylhexylester Substances 0.000 description 1
- 208000014644 Brain disease Diseases 0.000 description 1
- 241000700199 Cavia porcellus Species 0.000 description 1
- 241000450599 DNA viruses Species 0.000 description 1
- 208000032274 Encephalopathy Diseases 0.000 description 1
- 241000700588 Human alphaherpesvirus 1 Species 0.000 description 1
- 241000701074 Human alphaherpesvirus 2 Species 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 206010073938 Ophthalmic herpes simplex Diseases 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 206010039509 Scab Diseases 0.000 description 1
- 239000004141 Sodium laurylsulphate Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 208000033809 Suppuration Diseases 0.000 description 1
- 241000700647 Variola virus Species 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 238000003975 animal breeding Methods 0.000 description 1
- 238000010171 animal model Methods 0.000 description 1
- ULBTUVJTXULMLP-UHFFFAOYSA-N butyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCC ULBTUVJTXULMLP-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229940110456 cocoa butter Drugs 0.000 description 1
- 235000019868 cocoa butter Nutrition 0.000 description 1
- 210000004087 cornea Anatomy 0.000 description 1
- BOUIEBMBWBCUPB-UHFFFAOYSA-N decyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCCCCCCCCC BOUIEBMBWBCUPB-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 241001493065 dsRNA viruses Species 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 210000004392 genitalia Anatomy 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000008385 outer phase Substances 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 239000008251 pharmaceutical emulsion Substances 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- PZQSQRCNMZGWFT-QXMHVHEDSA-N propan-2-yl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC(C)C PZQSQRCNMZGWFT-QXMHVHEDSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- BTURAGWYSMTVOW-UHFFFAOYSA-M sodium dodecanoate Chemical compound [Na+].CCCCCCCCCCCC([O-])=O BTURAGWYSMTVOW-UHFFFAOYSA-M 0.000 description 1
- 229940082004 sodium laurate Drugs 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
- A61K31/52—Purines, e.g. adenine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dermatology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8023645 | 1980-07-18 | ||
GB8033218A GB2080106B (en) | 1980-07-18 | 1980-10-15 | Acyclovin preparations |
Publications (1)
Publication Number | Publication Date |
---|---|
HU185936B true HU185936B (en) | 1985-04-28 |
Family
ID=26276273
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU812097A HU185936B (en) | 1980-07-18 | 1981-07-17 | Process for producing pharmaceutical composition for topical treating virus-infestions of skin and mycoderm |
Country Status (30)
Country | Link |
---|---|
EP (1) | EP0044543B1 (en, 2012) |
AR (1) | AR225680A1 (en, 2012) |
AT (1) | AT381025B (en, 2012) |
AU (1) | AU547391B2 (en, 2012) |
BG (1) | BG60450B2 (en, 2012) |
CA (1) | CA1172169A (en, 2012) |
CS (1) | CS229674B2 (en, 2012) |
CY (1) | CY1309A (en, 2012) |
DD (1) | DD203464A5 (en, 2012) |
DE (1) | DE3163982D1 (en, 2012) |
DK (1) | DK149191C (en, 2012) |
ES (1) | ES504046A0 (en, 2012) |
FI (1) | FI76255C (en, 2012) |
GB (1) | GB2080106B (en, 2012) |
GR (1) | GR75104B (en, 2012) |
HK (1) | HK95485A (en, 2012) |
HU (1) | HU185936B (en, 2012) |
IE (1) | IE51120B1 (en, 2012) |
IL (1) | IL63351A (en, 2012) |
IT (1) | IT1171399B (en, 2012) |
MC (1) | MC1408A1 (en, 2012) |
MY (1) | MY8600389A (en, 2012) |
NO (1) | NO155038C (en, 2012) |
NZ (1) | NZ197744A (en, 2012) |
PH (1) | PH16308A (en, 2012) |
PL (1) | PL135416B1 (en, 2012) |
PT (1) | PT73391B (en, 2012) |
RO (1) | RO82678A (en, 2012) |
SG (1) | SG72085G (en, 2012) |
ZW (1) | ZW17181A1 (en, 2012) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0095813A3 (en) * | 1982-06-01 | 1985-05-08 | THE PROCTER & GAMBLE COMPANY | Penetrating topical pharmaceutical compositions containing 9-(2-hydroxyethoxymethyl) guanine |
US4557934A (en) | 1983-06-21 | 1985-12-10 | The Procter & Gamble Company | Penetrating topical pharmaceutical compositions containing 1-dodecyl-azacycloheptan-2-one |
GB8602346D0 (en) * | 1986-01-30 | 1986-03-05 | Wellcome Found | Antiviral combinations |
GB8917959D0 (en) * | 1989-08-05 | 1989-09-20 | Beecham Group Plc | Pharmaceutical formulation |
US6469015B1 (en) | 1990-01-26 | 2002-10-22 | Novartis International Pharmaceutical Ltd | Pharmaceutical formulation |
GB9001886D0 (en) * | 1990-01-26 | 1990-03-28 | Beecham Group Plc | Pharmaceutical formulation |
EP0561465B1 (en) * | 1992-03-20 | 1997-09-17 | Unichema Chemie B.V. | Release composition |
DK169121B1 (da) * | 1992-09-09 | 1994-08-22 | Gea Farmaceutisk Fabrik As | Antiviralt virksom farmaceutisk olie-i-vand-emulsion indeholdende 9-[(2-hydroxyethoxy)methyl]guanin (acyclovir) eller et salt eller en ester deraf |
DE4416674C2 (de) * | 1994-05-11 | 1997-01-30 | Rentschler Arzneimittel | Topische Zubereitung enthaltend Aciclovir |
DE19517147C2 (de) * | 1995-05-10 | 1999-07-01 | Hexal Pharmaforschung Gmbh | Aciclovir-Zubereitung |
AU2036297A (en) * | 1996-03-20 | 1997-10-10 | Glaxo Group Limited | Topical formulations of aciclovir |
GB9611167D0 (en) * | 1996-05-29 | 1996-07-31 | Glaxo Group Ltd | Medicaments |
GB9718568D0 (en) | 1997-09-03 | 1997-11-05 | Chauvin Pharmaceuticals Limite | Compositions |
GB9718791D0 (en) * | 1997-09-05 | 1997-11-12 | Glaxo Group Ltd | Medicaments |
ITMI981528A1 (it) * | 1998-07-03 | 2000-01-03 | Recordati Ind Chimica E Farma | Formulazioni topiche di aciclovir |
US7223387B2 (en) | 1998-11-18 | 2007-05-29 | Medivir Ab | Antiviral formulations comprising propylene glycol and an isopropyl alkanoic acid ester |
GB9828620D0 (en) * | 1998-12-23 | 1999-02-17 | Glaxo Group Ltd | Medicaments |
RU2179851C1 (ru) * | 2000-12-21 | 2002-02-27 | Открытое акционерное общество "Химико-фармацевтический комбинат "Акрихин" | Противовирусный фармацевтический состав |
RU2175230C1 (ru) * | 2001-01-23 | 2001-10-27 | Открытое акционерное общество "Химико-фармацевтический комбинат "Акрихин" | Фармацевтическая композиция с противовирусной активностью и способ ее получения |
FR2837102B1 (fr) * | 2002-03-18 | 2004-10-08 | Palbian Snc | Composition a l'etat de gel aqueux, procede de fabrication et utilisation pour la fabrication d'un medicament, notamment antiherpetique |
CA2562190C (en) * | 2004-04-05 | 2012-08-21 | Laboratorios Liomont, S.A. De C.V. | Novel antiviral pharmaceutical composition |
EP2005824A1 (de) † | 2007-06-21 | 2008-12-24 | Bayer CropScience AG | Wirkstoffsuspensionen in Glycerin |
WO2017029298A1 (en) | 2015-08-17 | 2017-02-23 | Sanovel Ilac Sanayi Ve Ticaret A.S. | A topical antiviral composition |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
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US3892857A (en) * | 1972-11-24 | 1975-07-01 | Squibb & Sons Inc | Steroid formulation |
ZA738657B (en) * | 1973-01-05 | 1974-10-30 | Hoffmann La Roche | Emulsions |
GB1478009A (en) * | 1973-04-02 | 1977-06-29 | Glaxo Lab Ltd | Pharmaceutical compositions |
US4199574A (en) * | 1974-09-02 | 1980-04-22 | Burroughs Wellcome Co. | Methods and compositions for treating viral infections and guanine acyclic nucleosides |
GB1543907A (en) * | 1975-02-19 | 1979-04-11 | Dermal Labor Ltd | Steroid compositions |
US3934013A (en) * | 1975-02-21 | 1976-01-20 | Syntex (U.S.A.) Inc. | Pharmaceutical composition |
US4049802A (en) * | 1975-03-19 | 1977-09-20 | Research Corporation | Zinc sulfadiazine and its use in the treatment of burns |
GB1554720A (en) * | 1975-07-10 | 1979-10-24 | Nyegaard & Co As | Pyridthione derivatives |
US4144332A (en) * | 1976-01-05 | 1979-03-13 | The Regents Of The University Of Michigan | Process for alleviating proliferative skin diseases |
DE2847975A1 (de) * | 1978-11-04 | 1980-05-14 | Merck Patent Gmbh | Verfahren zur bindung von freiem formaldehyd in pharmazeutischen und kosmetischen zubereitungen |
-
1980
- 1980-10-15 GB GB8033218A patent/GB2080106B/en not_active Expired
-
1981
- 1981-07-17 DE DE8181105635T patent/DE3163982D1/de not_active Expired
- 1981-07-17 MC MC811529A patent/MC1408A1/xx unknown
- 1981-07-17 CA CA000381977A patent/CA1172169A/en not_active Expired
- 1981-07-17 AT AT0318081A patent/AT381025B/de not_active IP Right Cessation
- 1981-07-17 GR GR65549A patent/GR75104B/el unknown
- 1981-07-17 CS CS815507A patent/CS229674B2/cs unknown
- 1981-07-17 PH PH25929A patent/PH16308A/en unknown
- 1981-07-17 IT IT48925/81A patent/IT1171399B/it active Protection Beyond IP Right Term
- 1981-07-17 AU AU73073/81A patent/AU547391B2/en not_active Expired
- 1981-07-17 CY CY1309A patent/CY1309A/xx unknown
- 1981-07-17 HU HU812097A patent/HU185936B/hu not_active IP Right Cessation
- 1981-07-17 IL IL63351A patent/IL63351A/xx not_active IP Right Cessation
- 1981-07-17 FI FI812257A patent/FI76255C/fi not_active IP Right Cessation
- 1981-07-17 IE IE1617/81A patent/IE51120B1/en not_active IP Right Cessation
- 1981-07-17 NO NO812464A patent/NO155038C/no unknown
- 1981-07-17 PT PT73391A patent/PT73391B/pt unknown
- 1981-07-17 BG BG052984A patent/BG60450B2/bg unknown
- 1981-07-17 DD DD81231891A patent/DD203464A5/de unknown
- 1981-07-17 ES ES504046A patent/ES504046A0/es active Granted
- 1981-07-17 PL PL1981232259A patent/PL135416B1/pl unknown
- 1981-07-17 ZW ZW171/81A patent/ZW17181A1/xx unknown
- 1981-07-17 AR AR286131A patent/AR225680A1/es active
- 1981-07-17 EP EP81105635A patent/EP0044543B1/en not_active Expired
- 1981-07-17 DK DK321681A patent/DK149191C/da active
- 1981-07-17 NZ NZ197744A patent/NZ197744A/xx unknown
-
1982
- 1982-07-17 RO RO82104911A patent/RO82678A/ro unknown
-
1985
- 1985-10-05 SG SG720/85A patent/SG72085G/en unknown
- 1985-11-28 HK HK954/85A patent/HK95485A/en not_active IP Right Cessation
-
1986
- 1986-12-30 MY MY389/86A patent/MY8600389A/xx unknown
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
HU90 | Patent valid on 900628 | ||
HMM4 | Cancellation of final prot. due to non-payment of fee | ||
HRH9 | Withdrawal of annulment decision |