CA2333009A1 - Devices with coatings containing chlorhexidine gluconate, compositions and methods - Google Patents
Devices with coatings containing chlorhexidine gluconate, compositions and methods Download PDFInfo
- Publication number
- CA2333009A1 CA2333009A1 CA002333009A CA2333009A CA2333009A1 CA 2333009 A1 CA2333009 A1 CA 2333009A1 CA 002333009 A CA002333009 A CA 002333009A CA 2333009 A CA2333009 A CA 2333009A CA 2333009 A1 CA2333009 A1 CA 2333009A1
- Authority
- CA
- Canada
- Prior art keywords
- chlorhexidine gluconate
- coating
- glycol
- modulus
- solubilizing
- 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.)
- Abandoned
Links
- 229960003333 chlorhexidine gluconate Drugs 0.000 title claims abstract description 32
- YZIYKJHYYHPJIB-UUPCJSQJSA-N chlorhexidine gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.C1=CC(Cl)=CC=C1NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NC1=CC=C(Cl)C=C1 YZIYKJHYYHPJIB-UUPCJSQJSA-N 0.000 title claims abstract description 32
- 238000000576 coating method Methods 0.000 title claims abstract description 26
- 239000000203 mixture Substances 0.000 title claims abstract description 16
- 238000000034 method Methods 0.000 title claims abstract description 11
- 239000008199 coating composition Substances 0.000 claims abstract description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 46
- 239000011248 coating agent Substances 0.000 claims description 23
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 23
- 230000003381 solubilizing effect Effects 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 8
- 241000628997 Flos Species 0.000 claims description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 230000002708 enhancing effect Effects 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 6
- 239000000835 fiber Substances 0.000 claims description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 4
- 125000005907 alkyl ester group Chemical group 0.000 claims description 4
- 235000011187 glycerol Nutrition 0.000 claims description 4
- 239000001993 wax Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 238000012856 packing Methods 0.000 claims description 3
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 claims description 2
- 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 description 2
- 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 description 2
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 150000005215 alkyl ethers Chemical class 0.000 claims description 2
- 239000001913 cellulose Substances 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- 229960003260 chlorhexidine Drugs 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims description 2
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 2
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 2
- 239000012528 membrane Substances 0.000 claims description 2
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 229920000223 polyglycerol Polymers 0.000 claims description 2
- -1 polyoxyethylene Polymers 0.000 claims description 2
- 239000000600 sorbitol Substances 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- 230000002939 deleterious effect Effects 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 3
- 150000007513 acids Chemical class 0.000 claims 3
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 claims 1
- 238000013270 controlled release Methods 0.000 claims 1
- 238000004108 freeze drying Methods 0.000 claims 1
- 229940050410 gluconate Drugs 0.000 claims 1
- KUXUALPOSMRJSW-IFWQJVLJSA-N 2-[6-[[amino-[[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine;(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanoic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.C1=CC(Cl)=CC=C1NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NC1=CC=C(Cl)C=C1 KUXUALPOSMRJSW-IFWQJVLJSA-N 0.000 description 15
- 150000002334 glycols Chemical class 0.000 description 4
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- AGNTUZCMJBTHOG-UHFFFAOYSA-N 3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)CO AGNTUZCMJBTHOG-UHFFFAOYSA-N 0.000 description 1
- WOKDXPHSIQRTJF-UHFFFAOYSA-N 3-[3-[3-[3-[3-[3-[3-[3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)CO WOKDXPHSIQRTJF-UHFFFAOYSA-N 0.000 description 1
- 241001209177 Akis Species 0.000 description 1
- 101000912181 Arabidopsis thaliana Cysteine synthase, mitochondrial Proteins 0.000 description 1
- 206010013911 Dysgeusia Diseases 0.000 description 1
- 101000713585 Homo sapiens Tubulin beta-4A chain Proteins 0.000 description 1
- 102100036788 Tubulin beta-4A chain Human genes 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 208000007565 gingivitis Diseases 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 231100000606 suspected carcinogen Toxicity 0.000 description 1
- 230000036344 tooth staining Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- 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
- A61K8/345—Alcohols containing more than one hydroxy group
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/43—Guanidines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2938—Coating on discrete and individual rods, strands or filaments
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/089,872 | 1998-06-04 | ||
| US09/089,872 US6458341B1 (en) | 1998-06-04 | 1998-06-04 | Devices with coatings containing chlorhexidine gluconate, compositions and methods |
| PCT/US1999/010372 WO1999062470A1 (en) | 1998-06-04 | 1999-05-11 | Devices with coatings containing chlorhexidine gluconate, compositions and methods |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2333009A1 true CA2333009A1 (en) | 1999-12-09 |
Family
ID=22220003
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002333009A Abandoned CA2333009A1 (en) | 1998-06-04 | 1999-05-11 | Devices with coatings containing chlorhexidine gluconate, compositions and methods |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US6458341B1 (https=) |
| EP (1) | EP1082089B1 (https=) |
| JP (2) | JP2002516832A (https=) |
| AU (1) | AU3983199A (https=) |
| CA (1) | CA2333009A1 (https=) |
| DE (1) | DE69910378T2 (https=) |
| WO (1) | WO1999062470A1 (https=) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9764059B2 (en) | 2011-01-21 | 2017-09-19 | Avery Dennison Corporation | Chlorhexidine gluconate containing solvent adhesive |
| US10456498B2 (en) | 2013-02-07 | 2019-10-29 | Avery Dennison Corporation | Antimicrobial adhesives having improved properties |
| US11058793B2 (en) | 2011-05-16 | 2021-07-13 | Avery Dennison Corporation | Adhesive containing microparticles |
| US11213432B2 (en) | 2013-03-15 | 2022-01-04 | Avery Dennison Corporation | Transparent cover dressing application system and inclusion of label strip |
| US11337940B2 (en) | 2014-06-05 | 2022-05-24 | Avery Dennison Corporation | Articles with active agent concentrated at the substrate contacting surface and related methods |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060034782A1 (en) * | 2001-12-04 | 2006-02-16 | Brown Dale G | Biofilm therapy interproximal devices |
| DE10242476B4 (de) * | 2002-09-11 | 2006-10-26 | Heraeus Kulzer Gmbh | Antibiotikum-/Antibiotika-Polymer-Kombination |
| US9278155B2 (en) * | 2003-06-05 | 2016-03-08 | 3M Innovative Properties Company | Adhesive compositions, articles incorporating same and methods of manufacture |
| US20040247654A1 (en) * | 2003-06-05 | 2004-12-09 | 3M Innovative Properties Company | Hydrophilic adhesives for delivery of herbal medicines |
| WO2005084627A1 (en) * | 2004-03-01 | 2005-09-15 | University Of Iowa Research Foundation | Alcohol-free chlorhexidine compositions |
| US20060035039A1 (en) * | 2004-08-12 | 2006-02-16 | 3M Innovative Properties Company | Silver-releasing articles and methods of manufacture |
| US20060034899A1 (en) * | 2004-08-12 | 2006-02-16 | Ylitalo Caroline M | Biologically-active adhesive articles and methods of manufacture |
| US20060243298A1 (en) * | 2005-04-28 | 2006-11-02 | The Procter & Gamble Company | Dental floss compositions comprising menthol and carboxamides |
| US7845351B2 (en) * | 2005-08-31 | 2010-12-07 | Kimberly-Clark Worldwide Inc. | Germicidal face mask |
| US20070181144A1 (en) * | 2006-02-07 | 2007-08-09 | Whitehill Oral Technologies, Inc. | Coated dental devices with dry-to-the-touch, flavor-absorbing, saliva soluble coatings and methods for manufacturing |
| KR101334413B1 (ko) * | 2006-02-14 | 2013-11-29 | 엔투리아, 인코포레이티드 | 방부제로부터 부산물의 농도를 감소시키기 위한 액체 도포기 및 방법 |
| DK2124867T3 (da) * | 2007-02-09 | 2015-06-22 | Dentsply Int Inc | Fremgangsmåde til behandling af dental pulp og til fyldning af rodkanaler under anvendelse af vandbaserede materialer |
| US9981069B2 (en) | 2007-06-20 | 2018-05-29 | The Trustees Of Columbia University In The City Of New York | Bio-film resistant surfaces |
| CN102458385A (zh) * | 2009-05-08 | 2012-05-16 | 3M创新有限公司 | 口腔护理方法和套件 |
| US20110195105A1 (en) * | 2010-02-08 | 2011-08-11 | Nanos John I | Foam Cellular Matrix Impregnated With Anti-Microbial Active Agent For Use In Negative Pressure Wound Therapy Applications And Process For Producing The Same |
| AU2013309002B2 (en) | 2012-08-28 | 2016-05-26 | 3M Innovative Properties Company | Chlorhexidine gluconate compositions, resin systems and articles |
| JP6158928B2 (ja) * | 2012-08-28 | 2017-07-05 | スリーエム イノベイティブ プロパティズ カンパニー | 疎水性モノアシルグリセリドに可溶化しているグルコン酸クロルヘキシジン |
| BR112016005528B1 (pt) | 2013-09-13 | 2023-03-28 | 3M Innovative Properties Company | Composição antisséptica compreendendo antisséptico catiônico multivalente |
| EP2944565B1 (en) | 2014-05-13 | 2017-09-27 | Entrotech, Inc. | Erosion protective sleeve |
| EP3221006B1 (en) | 2014-12-10 | 2021-08-18 | Colgate-Palmolive Company | Dental floss coating composition |
| AU2018348194B2 (en) | 2017-10-12 | 2024-04-18 | Medline Industries, Inc. | Antiseptic wipes |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4911927A (en) | 1988-11-14 | 1990-03-27 | Hill Ira D | Method and apparatus for adding chemotherapeutic agents to dental floss |
| US5165913A (en) | 1988-11-14 | 1992-11-24 | Ira Hill | Controlled release interproximal delivery system |
| US5098711A (en) | 1988-11-14 | 1992-03-24 | Ira Hill | Method of treating the oral cavity with dental floss containing chemotherapeutic agents |
| US5328698A (en) * | 1990-08-06 | 1994-07-12 | Becton, Dickinson And Company | Method for rendering a substrate surface antithrombogenic and/or anti-infective |
| US5213803A (en) | 1990-10-04 | 1993-05-25 | Northeastern Ohio Universities College Of Medicine | Antiviral composition and method |
| JP2959833B2 (ja) | 1990-11-06 | 1999-10-06 | ライオン株式会社 | 徐放性口腔内疾患治療剤およびその製法 |
| GB9206509D0 (en) * | 1992-03-25 | 1992-05-06 | Jevco Ltd | Heteromorphic sponges containing active agents |
| GB9209327D0 (en) * | 1992-04-30 | 1992-06-17 | Johnson & Johnson Medical | Freeze-dried pad |
| BR9301968A (pt) | 1993-06-08 | 1994-12-27 | Johnson & Johnson | Fio dental dotado de agentes quimioterápicos |
| US5711935A (en) | 1994-05-10 | 1998-01-27 | Whitehill Oral Technologies, Inc. | Dental floss |
| EP0782850A4 (en) * | 1994-10-13 | 1998-03-04 | Wakamoto Pharma Co Ltd | LYOPHILIZED PREPARATION FOR PRODUCING A REVERSIBLE THERMOGELING MEDICINAL WATER-BASED |
| US5603921A (en) | 1995-03-13 | 1997-02-18 | Whalen Biomedical Incorporated | Medicated dental floss and method of preparation |
-
1998
- 1998-06-04 US US09/089,872 patent/US6458341B1/en not_active Expired - Lifetime
-
1999
- 1999-05-11 WO PCT/US1999/010372 patent/WO1999062470A1/en not_active Ceased
- 1999-05-11 JP JP2000551727A patent/JP2002516832A/ja not_active Withdrawn
- 1999-05-11 AU AU39831/99A patent/AU3983199A/en not_active Abandoned
- 1999-05-11 CA CA002333009A patent/CA2333009A1/en not_active Abandoned
- 1999-05-11 DE DE69910378T patent/DE69910378T2/de not_active Expired - Lifetime
- 1999-05-11 EP EP99922947A patent/EP1082089B1/en not_active Expired - Lifetime
-
2002
- 2002-09-26 US US10/256,032 patent/US6733745B2/en not_active Expired - Lifetime
-
2009
- 2009-01-05 JP JP2009000393A patent/JP2009137985A/ja active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9764059B2 (en) | 2011-01-21 | 2017-09-19 | Avery Dennison Corporation | Chlorhexidine gluconate containing solvent adhesive |
| US11058793B2 (en) | 2011-05-16 | 2021-07-13 | Avery Dennison Corporation | Adhesive containing microparticles |
| US11707549B2 (en) | 2011-05-16 | 2023-07-25 | Avery Dennison Corporation | Adhesive containing microparticles |
| US12036335B2 (en) | 2011-05-16 | 2024-07-16 | Avery Dennison Corporation | Adhesive containing microparticles |
| US10456498B2 (en) | 2013-02-07 | 2019-10-29 | Avery Dennison Corporation | Antimicrobial adhesives having improved properties |
| US11318223B2 (en) | 2013-02-07 | 2022-05-03 | Avery Dennison Corporation | Antimicrobial adhesives having improved properties |
| US11213432B2 (en) | 2013-03-15 | 2022-01-04 | Avery Dennison Corporation | Transparent cover dressing application system and inclusion of label strip |
| US11337940B2 (en) | 2014-06-05 | 2022-05-24 | Avery Dennison Corporation | Articles with active agent concentrated at the substrate contacting surface and related methods |
| US12109180B2 (en) | 2014-06-05 | 2024-10-08 | Avery Dennison Corporation | Articles with active agent concentrated at the substrate contacting surface and related methods |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1999062470A1 (en) | 1999-12-09 |
| US6733745B2 (en) | 2004-05-11 |
| AU3983199A (en) | 1999-12-20 |
| DE69910378D1 (de) | 2003-09-18 |
| JP2002516832A (ja) | 2002-06-11 |
| EP1082089B1 (en) | 2003-08-13 |
| EP1082089A1 (en) | 2001-03-14 |
| DE69910378T2 (de) | 2004-06-24 |
| JP2009137985A (ja) | 2009-06-25 |
| US20030138492A1 (en) | 2003-07-24 |
| US6458341B1 (en) | 2002-10-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |