IL104283A - Non-emulsion antiviral topical pharmaceutical composition comprising acyclovir an aqueous gel agent and an alkali oleate - Google Patents

Non-emulsion antiviral topical pharmaceutical composition comprising acyclovir an aqueous gel agent and an alkali oleate

Info

Publication number: IL104283A
Authority: IL; Israel
Prior art keywords: acyclovir; cream; gel; oleate; skin
Prior art date: 1992-12-30

Application number

IL10428392A

Other languages

English (en)

Other versions

IL104283A0 (en

Original Assignee

Agis Ind 1983 Ltd

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.)

1992-12-30

Filing date

1992-12-30

Publication date

1996-12-05

1992-12-30 Application filed by Agis Ind 1983 Ltd filed Critical Agis Ind 1983 Ltd

1992-12-30 Priority to IL10428392A priority Critical patent/IL104283A/en

1993-05-13 Publication of IL104283A0 publication Critical patent/IL104283A0/xx

1993-12-28 Priority to US08/186,259 priority patent/US5585379A/en

1993-12-29 Priority to CA002152907A priority patent/CA2152907C/fr

1993-12-29 Priority to AU57118/94A priority patent/AU671704B2/en

1993-12-29 Priority to PCT/GB1993/002664 priority patent/WO1994015614A1/fr

1993-12-29 Priority to JP6515783A priority patent/JPH08505850A/ja

1993-12-29 Priority to AT94902967T priority patent/ATE163980T1/de

1993-12-29 Priority to DE69317444T priority patent/DE69317444T2/de

1993-12-29 Priority to EP94902967A priority patent/EP0677126B1/fr

1996-12-05 Publication of IL104283A publication Critical patent/IL104283A/en

Links

230000000840 anti-viral effect Effects 0.000 title claims abstract description 10
239000012049 topical pharmaceutical composition Substances 0.000 title claims abstract description 8
MKUXAQIIEYXACX-UHFFFAOYSA-N aciclovir Chemical compound N1C(N)=NC(=O)C2=C1N(COCCO)C=N2 MKUXAQIIEYXACX-UHFFFAOYSA-N 0.000 title claims description 104
229960004150 aciclovir Drugs 0.000 title claims description 73
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 title claims description 38
229940049964 oleate Drugs 0.000 title claims description 18
239000000839 emulsion Substances 0.000 title claims description 5
239000003513 alkali Substances 0.000 title claims description 4
239000003795 chemical substances by application Substances 0.000 title description 4
239000003349 gelling agent Substances 0.000 claims abstract description 4
239000000203 mixture Substances 0.000 claims description 45
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 21
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 14
235000011187 glycerol Nutrition 0.000 claims description 7
-1 antiviral Substances 0.000 claims description 3
239000003443 antiviral agent Substances 0.000 claims description 3
210000004877 mucosa Anatomy 0.000 abstract description 3
201000010099 disease Diseases 0.000 abstract description 2
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
150000001990 dicarboxylic acid derivatives Chemical class 0.000 abstract 1
150000003833 nucleoside derivatives Chemical class 0.000 abstract 1
230000003612 virological effect Effects 0.000 abstract 1
239000000499 gel Substances 0.000 description 53
239000006071 cream Substances 0.000 description 47
238000009472 formulation Methods 0.000 description 33
229940107931 zovirax Drugs 0.000 description 31
210000003491 skin Anatomy 0.000 description 25
238000002360 preparation method Methods 0.000 description 24
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 21
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 21
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 21
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 21
239000005642 Oleic acid Substances 0.000 description 21
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 21
229940079593 drug Drugs 0.000 description 20
239000003814 drug Substances 0.000 description 20
230000000694 effects Effects 0.000 description 20
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
230000001186 cumulative effect Effects 0.000 description 14
238000002474 experimental method Methods 0.000 description 14
239000012071 phase Substances 0.000 description 12
230000035515 penetration Effects 0.000 description 11
239000000243 solution Substances 0.000 description 11
230000004907 flux Effects 0.000 description 10
238000004128 high performance liquid chromatography Methods 0.000 description 10
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
238000009792 diffusion process Methods 0.000 description 9
238000000034 method Methods 0.000 description 9
230000000699 topical effect Effects 0.000 description 9
238000000338 in vitro Methods 0.000 description 8
229920003091 Methocel™ Polymers 0.000 description 7
BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 7
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 7
241001465754 Metazoa Species 0.000 description 6
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 6
239000003981 vehicle Substances 0.000 description 6
230000000052 comparative effect Effects 0.000 description 5
238000012377 drug delivery Methods 0.000 description 5
208000015181 infectious disease Diseases 0.000 description 5
239000004615 ingredient Substances 0.000 description 5
235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 5
229960003415 propylparaben Drugs 0.000 description 5
239000008213 purified water Substances 0.000 description 5
210000000434 stratum corneum Anatomy 0.000 description 5
238000011282 treatment Methods 0.000 description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
241000700159 Rattus Species 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
210000004400 mucous membrane Anatomy 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
238000005070 sampling Methods 0.000 description 4
UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 4
NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
241000700198 Cavia Species 0.000 description 3
206010015150 Erythema Diseases 0.000 description 3
229920002125 Sokalan® Polymers 0.000 description 3
241000700605 Viruses Species 0.000 description 3
230000003187 abdominal effect Effects 0.000 description 3
239000008346 aqueous phase Substances 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
231100000321 erythema Toxicity 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
229940096992 potassium oleate Drugs 0.000 description 3
MLICVSDCCDDWMD-KVVVOXFISA-M potassium;(z)-octadec-9-enoate Chemical compound [K+].CCCCCCCC\C=C/CCCCCCCC([O-])=O MLICVSDCCDDWMD-KVVVOXFISA-M 0.000 description 3
239000008279 sol Substances 0.000 description 3
239000003643 water by type Substances 0.000 description 3
241000700199 Cavia porcellus Species 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
208000009889 Herpes Simplex Diseases 0.000 description 2
241000700588 Human alphaherpesvirus 1 Species 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
229920003095 Methocel™ K15M Polymers 0.000 description 2
241000699660 Mus musculus Species 0.000 description 2
229930182555 Penicillin Natural products 0.000 description 2
JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
241000700584 Simplexvirus Species 0.000 description 2
YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
239000004480 active ingredient Substances 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
238000004364 calculation method Methods 0.000 description 2
238000011088 calibration curve Methods 0.000 description 2
230000003247 decreasing effect Effects 0.000 description 2
210000004207 dermis Anatomy 0.000 description 2
238000001514 detection method Methods 0.000 description 2
XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 2
239000002552 dosage form Substances 0.000 description 2
235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 2
NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
238000001727 in vivo Methods 0.000 description 2
238000002347 injection Methods 0.000 description 2
239000007924 injection Substances 0.000 description 2
238000011081 inoculation Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
230000007246 mechanism Effects 0.000 description 2
239000002480 mineral oil Substances 0.000 description 2
235000010446 mineral oil Nutrition 0.000 description 2
238000002156 mixing Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
238000012986 modification Methods 0.000 description 2
238000011580 nude mouse model Methods 0.000 description 2
239000003921 oil Substances 0.000 description 2
239000002674 ointment Substances 0.000 description 2
229940049954 penicillin Drugs 0.000 description 2
239000008194 pharmaceutical composition Substances 0.000 description 2
239000008363 phosphate buffer Substances 0.000 description 2
229920001983 poloxamer Polymers 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
239000002994 raw material Substances 0.000 description 2
231100000245 skin permeability Toxicity 0.000 description 2
238000003756 stirring Methods 0.000 description 2
229960005322 streptomycin Drugs 0.000 description 2
239000000126 substance Substances 0.000 description 2
238000012360 testing method Methods 0.000 description 2
229910052722 tritium Inorganic materials 0.000 description 2
DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
229920001651 Cyanoacrylate Polymers 0.000 description 1
229920000858 Cyclodextrin Polymers 0.000 description 1
241000450599 DNA viruses Species 0.000 description 1
ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
NYHBQMYGNKIUIF-UUOKFMHZSA-N Guanosine Chemical group C1=NC=2C(=O)NC(N)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O NYHBQMYGNKIUIF-UUOKFMHZSA-N 0.000 description 1
208000000903 Herpes simplex encephalitis Diseases 0.000 description 1
208000037018 Herpes simplex virus encephalitis Diseases 0.000 description 1
208000005100 Herpetic Keratitis Diseases 0.000 description 1
102000008100 Human Serum Albumin Human genes 0.000 description 1
108091006905 Human Serum Albumin Proteins 0.000 description 1
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 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
MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 1
241000699670 Mus sp. Species 0.000 description 1
206010030113 Oedema Diseases 0.000 description 1
206010073938 Ophthalmic herpes simplex Diseases 0.000 description 1
241000283973 Oryctolagus cuniculus Species 0.000 description 1
239000004809 Teflon Substances 0.000 description 1
229920006362 Teflon® Polymers 0.000 description 1
FGUZFFWTBWJBIL-XWVZOOPGSA-N [(1r)-1-[(2s,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)O[C@H](CO)[C@H]1OC[C@H](O)[C@H]1O FGUZFFWTBWJBIL-XWVZOOPGSA-N 0.000 description 1
239000013543 active substance Substances 0.000 description 1
238000013459 approach Methods 0.000 description 1
238000003556 assay Methods 0.000 description 1
230000004888 barrier function Effects 0.000 description 1
239000002585 base Substances 0.000 description 1
235000013871 bee wax Nutrition 0.000 description 1
239000012166 beeswax Substances 0.000 description 1
230000008901 benefit Effects 0.000 description 1
238000006065 biodegradation reaction Methods 0.000 description 1
238000012925 biological evaluation Methods 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
230000036765 blood level Effects 0.000 description 1
229960001631 carbomer Drugs 0.000 description 1
229940096529 carboxypolymethylene Drugs 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
230000008859 change Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000012937 correction Methods 0.000 description 1
239000002537 cosmetic Substances 0.000 description 1
230000007547 defect Effects 0.000 description 1
238000013461 design Methods 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
241001493065 dsRNA viruses Species 0.000 description 1
229960001617 ethyl hydroxybenzoate Drugs 0.000 description 1
239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
230000006870 function Effects 0.000 description 1
239000003292 glue Substances 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
238000011554 guinea pig model Methods 0.000 description 1
201000010884 herpes simplex virus keratitis Diseases 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
230000003902 lesion Effects 0.000 description 1
125000003473 lipid group Chemical group 0.000 description 1
150000002634 lipophilic molecules Chemical class 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
238000005259 measurement Methods 0.000 description 1
210000004379 membrane Anatomy 0.000 description 1
239000012528 membrane Substances 0.000 description 1
WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
239000003961 penetration enhancing agent Substances 0.000 description 1
230000035699 permeability Effects 0.000 description 1
229920001992 poloxamer 407 Polymers 0.000 description 1
229940044476 poloxamer 407 Drugs 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
230000003449 preventive effect Effects 0.000 description 1
239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
238000000163 radioactive labelling Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
230000037067 skin hydration Effects 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
229940057429 sorbitan isostearate Drugs 0.000 description 1
210000004003 subcutaneous fat Anatomy 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
230000008685 targeting Effects 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
230000007704 transition Effects 0.000 description 1
238000005406 washing Methods 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- 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
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
- 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
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Medicinal Chemistry (AREA)
Epidemiology (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Oil, Petroleum & Natural Gas (AREA)
Molecular Biology (AREA)
Dermatology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Oncology (AREA)
Communicable Diseases (AREA)
Organic Chemistry (AREA)
Virology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicinal Preparation (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

IL10428392A 1992-12-30 1992-12-30 Non-emulsion antiviral topical pharmaceutical composition comprising acyclovir an aqueous gel agent and an alkali oleate IL104283A (en)

Priority Applications (9)

Application Number	Priority Date	Filing Date	Title
IL10428392A IL104283A (en)	1992-12-30	1992-12-30	Non-emulsion antiviral topical pharmaceutical composition comprising acyclovir an aqueous gel agent and an alkali oleate
US08/186,259 US5585379A (en)	1992-12-30	1993-12-28	Acyclovir antiviral gel composition
CA002152907A CA2152907C (fr)	1992-12-30	1993-12-29	Compositions pharmaceutiques topiques antivirales
AU57118/94A AU671704B2 (en)	1992-12-30	1993-12-29	Antiviral topical pharmaceutical compositions
PCT/GB1993/002664 WO1994015614A1 (fr)	1992-12-30	1993-12-29	Compositions pharmaceutiques antivirales a usage local
JP6515783A JPH08505850A (ja)	1992-12-30	1993-12-29	抗ウイルス局所用医薬組成物
AT94902967T ATE163980T1 (de)	1992-12-30	1993-12-29	Antivirale topische pharmazeutische zusammensetzungen
DE69317444T DE69317444T2 (de)	1992-12-30	1993-12-29	Antivirale topische pharmazeutische zusammensetzungen
EP94902967A EP0677126B1 (fr)	1992-12-30	1993-12-29	Compositions pharmaceutiques antivirales a usage local

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IL10428392A IL104283A (en)	1992-12-30	1992-12-30	Non-emulsion antiviral topical pharmaceutical composition comprising acyclovir an aqueous gel agent and an alkali oleate

Publications (2)

Publication Number	Publication Date
IL104283A0 IL104283A0 (en)	1993-05-13
IL104283A true IL104283A (en)	1996-12-05

Family

ID=11064372

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL10428392A IL104283A (en)	1992-12-30	1992-12-30	Non-emulsion antiviral topical pharmaceutical composition comprising acyclovir an aqueous gel agent and an alkali oleate

Country Status (9)

Country	Link
US (1)	US5585379A (fr)
EP (1)	EP0677126B1 (fr)
JP (1)	JPH08505850A (fr)
AT (1)	ATE163980T1 (fr)
AU (1)	AU671704B2 (fr)
CA (1)	CA2152907C (fr)
DE (1)	DE69317444T2 (fr)
IL (1)	IL104283A (fr)
WO (1)	WO1994015614A1 (fr)

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EP0787490A1 (fr) *	1996-01-31	1997-08-06	Agis Industries (1983) Ltd	Préparation topique pour la prevention et le traitement des lesions et des escarres associées avec le virus d'herpes
AU2036297A (en) *	1996-03-20	1997-10-10	Glaxo Group Limited	Topical formulations of aciclovir
US5863560A (en) *	1996-09-11	1999-01-26	Virotex Corporation	Compositions and methods for topical application of therapeutic agents
DE69739583D1 (de)	1996-11-14	2009-10-29	Lipomedica Ehf	Topische zusammensetzungen enthaltend als therapeutisch aktiven wirkstoff ein monoglycerid zur behandlung von schleimhautinfektionen
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US6107303A (en) *	1999-03-15	2000-08-22	Demarco; Charlene C.	Treatment of Epstein Barr infection
MXPA02004092A (es) *	1999-11-05	2003-02-12	Emisphere Tech Inc	Compuestos y composiciones de acido fenilaminocarboxilico para administrar agentes activos.
US7279597B1 (en)	1999-11-05	2007-10-09	Emisphere Technologies, Inc.	Phenyl amine carboxylic acid compounds and compositions for delivering active agents
US7129274B1 (en)	1999-11-05	2006-10-31	Emisphere Technologies Inc.	Phenoxy carboxylic acid compounds and compositions for delivering active agents
RU2300516C2 (ru) *	1999-11-05	2007-06-10	Эмисфере Текнолоджиз, Инк.	Соединения феноксикарбоновой кислоты и композиции для доставки активных веществ
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
DE10219597A1 (de) *	2002-05-02	2003-11-20	Wella Ag	Wasserfreie Haarstylinggele
US8697712B2 (en) *	2004-04-05	2014-04-15	Laboratorios Liomont, S.A. De C.V.	Presentation of an antiviral pharmaceutical composition
BRPI0510820A (pt) *	2004-05-19	2007-11-27	Emisphere Tech Inc	composição farmacêutica, forma unitária de dosagem e seus usos
ITMI20051417A1 (it) *	2005-07-22	2007-01-23	Mipharm S P A	Formulazione topica in forma di gel contenente come ingredienti attivi ciclovit e lidocaina
ITMI20071724A1 (it) *	2007-09-05	2009-03-06	Fidia Farmaceutici	Formulazioni topiche antivirali in forma di gel bioadesivo
US8236768B2 (en)	2008-10-03	2012-08-07	3B Pharmaceuticals, Inc.	Topical antiviral formulations
US20110117182A1 (en) *	2009-07-30	2011-05-19	Allergan, Inc.	Combination of dapsone with other anti-acne agents
WO2011035120A2 (fr) *	2009-09-17	2011-03-24	Gk Ventures, L.L.C.	Composition thérapeutique pour traiter des lésions provoquées par le virus herpès simplex
WO2013077881A1 (fr)	2011-11-23	2013-05-30	3B Pharmaceuticals, Inc.	Préparations antivirales
US11793783B2 (en)	2015-08-05	2023-10-24	Cmpd Licensing, Llc	Compositions and methods for treating an infection
US11446236B2 (en)	2015-08-05	2022-09-20	Cmpd Licensing, Llc	Topical antimicrobial compositions and methods of formulating the same
US11684567B2 (en)	2015-08-05	2023-06-27	Cmpd Licensing, Llc	Compositions and methods for treating an infection
US10231924B2 (en)	2016-03-23	2019-03-19	Cmpd Licensing, Llc	Compounded topical composition and method
CN111821254B (zh) *	2019-04-18	2021-10-15	华东师范大学	一种抗病毒水凝胶及其制备方法和应用
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1992
- 1992-12-30 IL IL10428392A patent/IL104283A/en not_active IP Right Cessation
1993
- 1993-12-28 US US08/186,259 patent/US5585379A/en not_active Expired - Lifetime
- 1993-12-29 AU AU57118/94A patent/AU671704B2/en not_active Ceased
- 1993-12-29 WO PCT/GB1993/002664 patent/WO1994015614A1/fr not_active Ceased
- 1993-12-29 JP JP6515783A patent/JPH08505850A/ja active Pending
- 1993-12-29 EP EP94902967A patent/EP0677126B1/fr not_active Expired - Lifetime
- 1993-12-29 DE DE69317444T patent/DE69317444T2/de not_active Expired - Fee Related
- 1993-12-29 CA CA002152907A patent/CA2152907C/fr not_active Expired - Fee Related
- 1993-12-29 AT AT94902967T patent/ATE163980T1/de active

Also Published As

Publication number	Publication date
JPH08505850A (ja)	1996-06-25
EP0677126A1 (fr)	1995-10-18
US5585379A (en)	1996-12-17
AU671704B2 (en)	1996-09-05
WO1994015614A1 (fr)	1994-07-21
AU5711894A (en)	1994-08-15
CA2152907C (fr)	2004-03-30
CA2152907A1 (fr)	1994-07-21
ATE163980T1 (de)	1998-03-15
DE69317444D1 (de)	1998-04-16
EP0677126B1 (fr)	1998-03-11
IL104283A0 (en)	1993-05-13
DE69317444T2 (de)	1998-08-27

Legal Events

Date	Code	Title
1997-06-10	FF	Patent granted
1998-02-08	KB	Patent renewed
2001-06-14	RH	Patent void
2003-03-12	KB	Patent renewed
2006-03-12	HC	Change of name of proprietor(s)
2007-08-19	MM9K	Patent not in force due to non-payment of renewal fees

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