CA2449312C - Methods for the treatment of nail fungus and other microbial and mycotic conditions and compositions useful therefor - Google Patents
Methods for the treatment of nail fungus and other microbial and mycotic conditions and compositions useful therefor Download PDFInfo
- Publication number
- CA2449312C CA2449312C CA2449312A CA2449312A CA2449312C CA 2449312 C CA2449312 C CA 2449312C CA 2449312 A CA2449312 A CA 2449312A CA 2449312 A CA2449312 A CA 2449312A CA 2449312 C CA2449312 C CA 2449312C
- Authority
- CA
- Canada
- Prior art keywords
- nail
- methods
- compositions
- composition
- treatment
- 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.)
- Expired - Fee Related
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 42
- 238000011282 treatment Methods 0.000 title claims abstract description 12
- 208000010195 Onychomycosis Diseases 0.000 title claims description 11
- 238000000034 method Methods 0.000 title abstract description 21
- 230000000813 microbial effect Effects 0.000 title description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 18
- 206010017533 Fungal infection Diseases 0.000 claims abstract description 12
- 208000031888 Mycoses Diseases 0.000 claims abstract description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 16
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- 150000001735 carboxylic acids Chemical class 0.000 claims description 11
- 201000005882 tinea unguium Diseases 0.000 claims description 7
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 5
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 230000000699 topical effect Effects 0.000 claims description 4
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- 206010061304 Nail infection Diseases 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 abstract description 16
- 230000001575 pathological effect Effects 0.000 abstract description 8
- 208000035143 Bacterial infection Diseases 0.000 abstract description 5
- 230000001580 bacterial effect Effects 0.000 abstract description 5
- 208000022362 bacterial infectious disease Diseases 0.000 abstract description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 210000000282 nail Anatomy 0.000 description 30
- 239000013543 active substance Substances 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 5
- 241000233866 Fungi Species 0.000 description 4
- 230000002538 fungal effect Effects 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 235000011054 acetic acid Nutrition 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 230000000843 anti-fungal effect Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000002552 dosage form Substances 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 238000011200 topical administration Methods 0.000 description 3
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- -1 cyano, amino, carboxyl Chemical group 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- 238000009877 rendering Methods 0.000 description 2
- 125000005017 substituted alkenyl group Chemical group 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
- 238000001356 surgical procedure Methods 0.000 description 2
- 241001480043 Arthrodermataceae Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 208000007163 Dermatomycoses Diseases 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001243 acetic acids Chemical class 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000037304 dermatophytes Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 210000004905 finger nail Anatomy 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001329 hyperkeratotic effect Effects 0.000 description 1
- 230000003902 lesion Effects 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- CPRRHERYRRXBRZ-SRVKXCTJSA-N methyl n-[(2s)-1-[[(2s)-1-hydroxy-3-[(3s)-2-oxopyrrolidin-3-yl]propan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate Chemical compound COC(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CO)C[C@@H]1CCNC1=O CPRRHERYRRXBRZ-SRVKXCTJSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 125000005415 substituted alkoxy group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- 210000004906 toe nail Anatomy 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
-
- 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
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
-
- 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
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
-
- 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
-
- 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
- A61P31/02—Local antiseptics
-
- 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
- A61P31/04—Antibacterial agents
-
- 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
- A61P31/10—Antimycotics
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Birds (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Emergency Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines Containing Plant Substances (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/873,773 US6664292B2 (en) | 2001-06-04 | 2001-06-04 | Methods for the treatment of nail fungus and other microbial and mycotic conditions and compositions useful therefor |
| US09/873,773 | 2001-06-04 | ||
| PCT/US2002/014007 WO2002098402A1 (en) | 2001-06-04 | 2002-05-03 | Methods for the treatment of nail fungus and other microbial and mycotic conditions and compositions useful therefor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2449312A1 CA2449312A1 (en) | 2002-12-12 |
| CA2449312C true CA2449312C (en) | 2011-11-22 |
Family
ID=25362282
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2449312A Expired - Fee Related CA2449312C (en) | 2001-06-04 | 2002-05-03 | Methods for the treatment of nail fungus and other microbial and mycotic conditions and compositions useful therefor |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6664292B2 (enExample) |
| EP (1) | EP1401421B1 (enExample) |
| JP (1) | JP2004532882A (enExample) |
| AT (1) | ATE459349T1 (enExample) |
| CA (1) | CA2449312C (enExample) |
| DE (1) | DE60235545D1 (enExample) |
| ES (1) | ES2343352T3 (enExample) |
| WO (1) | WO2002098402A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030235607A1 (en) * | 1998-02-13 | 2003-12-25 | Buck Carol J. | Compositions and methods for inhibiting fungal growth and transference |
| AU2002364893A1 (en) * | 2001-10-22 | 2003-06-17 | University Of Mississippi | Delivery of medicaments to the nail |
| US20070014743A1 (en) * | 2002-09-27 | 2007-01-18 | Birnbaum Jay E | Subunguicide, and method for treating onychomycosis |
| US8404751B2 (en) * | 2002-09-27 | 2013-03-26 | Hallux, Inc. | Subunguicide, and method for treating onychomycosis |
| US7135194B2 (en) * | 2002-09-27 | 2006-11-14 | Birnbaum Jay E | Subunguicide, and method for treating onychomycosis |
| FR2863168A1 (fr) * | 2003-12-04 | 2005-06-10 | Centre Nat Rech Scient | Utilisation d'inducteurs de la voie de degradation de la gamma-butyrolactone pour inactiver le signal n-acy homoserine lactone. |
| US7338967B2 (en) * | 2004-09-10 | 2008-03-04 | Syngenta Limited | Substituted isoxazoles as fungicides |
| GB0511499D0 (en) * | 2005-06-06 | 2005-07-13 | Medpharm Ltd | Topical ungual formulations |
| JP5237111B2 (ja) | 2005-12-19 | 2013-07-17 | シンジェンタ リミテッド | 殺菌剤としての置換型芳香族複素環式化合物 |
| US20070243222A1 (en) * | 2006-02-03 | 2007-10-18 | Carl Lawyer | Fungicidal formulation and method of use |
| US20090215888A1 (en) * | 2006-03-02 | 2009-08-27 | Singh Jagat | Topical nail formulation |
| US20090192125A1 (en) * | 2007-02-08 | 2009-07-30 | Dermworx Incorporated | Local anti-infective agent for treatment of nail fungal infections |
| US20090175810A1 (en) | 2008-01-03 | 2009-07-09 | Gareth Winckle | Compositions and methods for treating diseases of the nail |
| US20100145373A1 (en) * | 2008-12-05 | 2010-06-10 | Ruth Alon | Nail drill |
| KR20120015319A (ko) * | 2009-05-15 | 2012-02-21 | 바이오셉타 코포레이션 | 피부 및 손발톱의 진균 감염의 국소적 치료에 적절한 조성물 |
| US20100292333A1 (en) * | 2009-05-15 | 2010-11-18 | bioCEPTA Corporation | Compositions suitable for the topical treatment of fungal infections of the skin and nails |
| US8979820B2 (en) | 2009-10-09 | 2015-03-17 | Cynthia S. Bailey | Method and apparatus for improving the appearance of nails affected by onychomycosis through the topical application of an aqueous solution containing boric acid and camphor or other terpenes |
| US20110083692A1 (en) * | 2009-10-09 | 2011-04-14 | Cynthia Bailey | Method and apparatus for improving the appearance of nails affected by onychomycosis through the topical application of highly concentrated or supersaturated boric acid |
| NL2003786C2 (en) | 2009-11-11 | 2010-07-30 | Medner B V | COMPOSITION FOR TOPICAL APPLICATION, USES THEREOF, APPLICATOR DEVICE AND KIT OF PARTS. |
| US8039494B1 (en) | 2010-07-08 | 2011-10-18 | Dow Pharmaceutical Sciences, Inc. | Compositions and methods for treating diseases of the nail |
| BE1018742A3 (nl) * | 2010-09-02 | 2011-07-05 | Oystershell Nv | Samenstelling voor de behandeling van nagelschimmelziektes en gebruik hiervan. |
| ES2561814T3 (es) * | 2010-09-17 | 2016-03-01 | Abbell Ab | Tratamiento de infecciones micóticas |
| USD728161S1 (en) | 2012-08-08 | 2015-04-28 | Young Nails Inc. | Nail care device |
| AU2014241396A1 (en) | 2013-03-14 | 2015-09-17 | Hallux, Inc. | Method of treating infections, diseases or disorders of nail unit |
| CN105683184B (zh) | 2013-10-03 | 2019-05-10 | 道尔医药科学公司 | 稳定的艾菲康唑组合物 |
| CA2931144C (en) | 2013-11-22 | 2020-02-04 | Dow Pharmaceutical Sciences, Inc. | Anti-infective methods, compositions, and devices |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2970032A (en) * | 1957-05-27 | 1961-01-31 | Otto C Jekel | Stable solutions of compounds of tannins with boric acid |
| US4180058A (en) * | 1978-08-15 | 1979-12-25 | Jacob Brem | Method of treating pathological conditions of the nail |
| US4975217A (en) * | 1981-07-20 | 1990-12-04 | Kimberly-Clark Corporation | Virucidal composition, the method of use and the product therefor |
| US5525635A (en) * | 1986-02-04 | 1996-06-11 | Moberg; Sven | Pharmaceutical compositions containing propylene glycol and/or polyethylene glycol and urea as active main components and use thereof |
| DE3622089A1 (de) * | 1986-07-02 | 1988-01-07 | Krueger Gmbh & Co Kg | Viruzides mittel mit breitbandwirkung |
| US5547988B1 (en) * | 1986-12-23 | 1997-07-15 | Tristrata Inc | Alleviating signs of dermatological aging with glycolic acid lactic acid or citric acid |
| US5641475A (en) * | 1987-05-15 | 1997-06-24 | Tristrata, Inc. | Antiodor, antimicrobial and preservative compositions and methods of using same |
| US4986963A (en) * | 1989-01-24 | 1991-01-22 | Corcoran Richard A | Method of disinfecting contact lenses with peracetic acid |
| CA1337329C (en) * | 1989-01-31 | 1995-10-17 | Paul L. Simmons | Biodegradable disinfectant |
| FR2673537B1 (fr) | 1991-03-08 | 1993-06-11 | Oreal | Utilisation d'agents de penetration hydrophiles dans les compositions dermatologiques pour le traitement des onychomycoses, et compositions correspondantes. |
| WO1993011735A1 (en) | 1991-12-18 | 1993-06-24 | Advanced Oxygen Technologies, Inc. | Treatment of fungal infections |
| DE19518262A1 (de) * | 1995-05-18 | 1996-11-21 | Hoechst Ag | Die Verwendung von Glyceryltriacetat zur Behandlung von Onychomykosen |
| US5916545A (en) | 1993-07-28 | 1999-06-29 | Pfizer Inc. | Antifungal nail solution |
| US5391367A (en) | 1993-07-28 | 1995-02-21 | Pfizer Inc. | Antifungal nail solution |
| US6066670A (en) * | 1994-06-08 | 2000-05-23 | Brown; Raymond K. | Therapeutic compositions and methods of use |
| US5519059A (en) * | 1994-08-17 | 1996-05-21 | Sawaya; Assad S. | Antifungal formulation |
| US5652256A (en) | 1995-06-06 | 1997-07-29 | Knowles; W. Roy | Topical composition for fungal treatment |
| US5613538A (en) * | 1995-10-18 | 1997-03-25 | Denis Comact Inc. | Knife holder for timber shaping and chip producing head |
| US5968986A (en) * | 1997-12-18 | 1999-10-19 | Woodward Laboratories, Inc. | Antimicrobial nail coating composition |
| US5853767A (en) | 1997-01-02 | 1998-12-29 | Melman; Steven A. | Compositions for treating fungal, parasitic and/or bacterial infections, especially infections of organs such as the skin and vagina |
| US5993790A (en) | 1997-08-04 | 1999-11-30 | Pedinol Pharmacal Inc. | Nail evulsion compositions and method for evulsing nails and treating nail and nail bed infections |
| US6231840B1 (en) | 1998-02-13 | 2001-05-15 | Carol J. Buck | Compositions and methods for the topical treatment of nail fungi conditions |
| ITVR980033A1 (it) * | 1998-04-30 | 1999-10-30 | Farmec Di Tabasso Renato & C S | Procedimento per l'ottenimento estemporaneo di un disinfettante a base di acido peracetico. |
| US6632443B2 (en) * | 2000-02-23 | 2003-10-14 | National Research Council Of Canada | Water-soluble compositions of bioactive lipophilic compounds |
| WO2001012173A1 (en) * | 1999-08-13 | 2001-02-22 | Effcon Laboratories, Inc. | Low concentration pest treatment composition and method |
-
2001
- 2001-06-04 US US09/873,773 patent/US6664292B2/en not_active Expired - Fee Related
-
2002
- 2002-05-03 EP EP02726836A patent/EP1401421B1/en not_active Expired - Lifetime
- 2002-05-03 ES ES02726836T patent/ES2343352T3/es not_active Expired - Lifetime
- 2002-05-03 CA CA2449312A patent/CA2449312C/en not_active Expired - Fee Related
- 2002-05-03 DE DE60235545T patent/DE60235545D1/de not_active Expired - Lifetime
- 2002-05-03 JP JP2003501442A patent/JP2004532882A/ja active Pending
- 2002-05-03 WO PCT/US2002/014007 patent/WO2002098402A1/en not_active Ceased
- 2002-05-03 AT AT02726836T patent/ATE459349T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JP2004532882A (ja) | 2004-10-28 |
| US20020183387A1 (en) | 2002-12-05 |
| WO2002098402A1 (en) | 2002-12-12 |
| DE60235545D1 (de) | 2010-04-15 |
| EP1401421B1 (en) | 2010-03-03 |
| EP1401421A1 (en) | 2004-03-31 |
| CA2449312A1 (en) | 2002-12-12 |
| ES2343352T3 (es) | 2010-07-29 |
| EP1401421A4 (en) | 2004-09-15 |
| ATE459349T1 (de) | 2010-03-15 |
| US6664292B2 (en) | 2003-12-16 |
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