SI9200402A - Substituted benzimidazoles, process for their preparation and their use - Google Patents
Substituted benzimidazoles, process for their preparation and their use Download PDFInfo
- Publication number
- SI9200402A SI9200402A SI19929200402A SI9200402A SI9200402A SI 9200402 A SI9200402 A SI 9200402A SI 19929200402 A SI19929200402 A SI 19929200402A SI 9200402 A SI9200402 A SI 9200402A SI 9200402 A SI9200402 A SI 9200402A
- Authority
- SI
- Slovenia
- Prior art keywords
- methyl
- compound
- formula
- compounds
- pyridinyl
- Prior art date
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- 238000002360 preparation method Methods 0.000 title claims abstract description 26
- 238000000034 method Methods 0.000 title claims abstract description 14
- 150000001556 benzimidazoles Chemical class 0.000 title claims description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 98
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 33
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
- 239000004480 active ingredient Substances 0.000 claims abstract description 6
- 239000003814 drug Substances 0.000 claims abstract description 6
- 150000001768 cations Chemical class 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 33
- -1 3,4-dimethoxy-2-pyridinyl Chemical group 0.000 claims description 26
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 10
- 241000124008 Mammalia Species 0.000 claims description 8
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims description 7
- 230000027119 gastric acid secretion Effects 0.000 claims description 6
- 229910052740 iodine Inorganic materials 0.000 claims description 6
- 229910052794 bromium Inorganic materials 0.000 claims description 5
- 206010064147 Gastrointestinal inflammation Diseases 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- TXEDBPFZRNBYGP-UHFFFAOYSA-N dimethyl hydrogen phosphate;methyl dihydrogen phosphate Chemical compound COP(O)(O)=O.COP(O)(=O)OC TXEDBPFZRNBYGP-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 claims description 4
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 3
- MBTOOKBKBYXTCE-UHFFFAOYSA-L disodium;methyl phosphate Chemical compound [Na+].[Na+].COP([O-])([O-])=O MBTOOKBKBYXTCE-UHFFFAOYSA-L 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 3
- CAAULPUQFIIOTL-UHFFFAOYSA-L methyl phosphate(2-) Chemical compound COP([O-])([O-])=O CAAULPUQFIIOTL-UHFFFAOYSA-L 0.000 claims description 3
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 3
- BHVRHDLXKLRTEY-UHFFFAOYSA-N 2-sulfinyl-1,3-dihydrobenzimidazole Chemical compound C1=CC=C2NC(=S=O)NC2=C1 BHVRHDLXKLRTEY-UHFFFAOYSA-N 0.000 claims description 2
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- 238000002560 therapeutic procedure Methods 0.000 claims 1
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- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 1
- 210000004211 gastric acid Anatomy 0.000 description 1
- 201000005917 gastric ulcer Diseases 0.000 description 1
- 208000021302 gastroesophageal reflux disease Diseases 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 150000002433 hydrophilic molecules Chemical class 0.000 description 1
- 229940031704 hydroxypropyl methylcellulose phthalate Drugs 0.000 description 1
- 229920003132 hydroxypropyl methylcellulose phthalate Polymers 0.000 description 1
- 230000004968 inflammatory condition Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000010255 intramuscular injection Methods 0.000 description 1
- 239000007927 intramuscular injection Substances 0.000 description 1
- 239000007928 intraperitoneal injection Substances 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- WDSFYHBVGUZHAM-UHFFFAOYSA-K magnesium sodium octadecanoate carbonate Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)[O-].[Mg+2].C([O-])([O-])=O.[Na+] WDSFYHBVGUZHAM-UHFFFAOYSA-K 0.000 description 1
- 238000010309 melting process Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- CGGYFTXQRQNVIF-UHFFFAOYSA-N methyl 3-(chloromethyl)-2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]-6-methylbenzimidazole-5-carboxylate Chemical compound N=1C=2C=C(C)C(C(=O)OC)=CC=2N(CCl)C=1S(=O)CC1=NC=CC(OC)=C1OC CGGYFTXQRQNVIF-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 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
- 239000002674 ointment Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 208000000689 peptic esophagitis Diseases 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 229920001592 potato starch Chemical class 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 206010039073 rheumatoid arthritis Diseases 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229940045902 sodium stearyl fumarate Drugs 0.000 description 1
- 238000013222 sprague-dawley male rat Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Chemical class 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- IXZDIALLLMRYOU-UHFFFAOYSA-N tert-butyl hypochlorite Chemical compound CC(C)(C)OCl IXZDIALLLMRYOU-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 231100000967 thyroidotoxicity Toxicity 0.000 description 1
- 210000003437 trachea Anatomy 0.000 description 1
- 230000036269 ulceration Effects 0.000 description 1
- 150000003682 vanadium compounds Chemical class 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- A61K31/66—Phosphorus compounds
- A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
-
- 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
-
- 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
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65583—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as ring hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9103776A SE9103776D0 (sv) | 1991-12-19 | 1991-12-19 | New compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SI9200402A true SI9200402A (en) | 1993-06-30 |
Family
ID=20384667
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI19929200402A SI9200402A (en) | 1991-12-19 | 1992-12-18 | Substituted benzimidazoles, process for their preparation and their use |
Country Status (25)
| Country | Link |
|---|---|
| EP (1) | EP0628049A1 (is) |
| JP (1) | JPH07502503A (is) |
| KR (1) | KR940703840A (is) |
| CN (1) | CN1031827C (is) |
| AP (1) | AP397A (is) |
| AU (1) | AU665043B2 (is) |
| CA (1) | CA2124689A1 (is) |
| CZ (1) | CZ146794A3 (is) |
| FI (1) | FI942912A0 (is) |
| HR (1) | HRP921400A2 (is) |
| HU (1) | HUT68270A (is) |
| IL (1) | IL104025A0 (is) |
| IS (2) | IS4079A (is) |
| MA (1) | MA22746A1 (is) |
| MX (1) | MX9207269A (is) |
| NO (1) | NO942230L (is) |
| NZ (1) | NZ246220A (is) |
| SE (1) | SE9103776D0 (is) |
| SI (1) | SI9200402A (is) |
| SK (1) | SK73594A3 (is) |
| TN (1) | TNSN92115A1 (is) |
| TW (1) | TW224100B (is) |
| WO (1) | WO1993012124A1 (is) |
| YU (1) | YU101692A (is) |
| ZA (1) | ZA928836B (is) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19645974C1 (de) * | 1996-11-07 | 1998-08-13 | Andreas Johannes Kesel | (Z)-5-[[3-Hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinyl]methylen]-2-thioxo-4- thiazolidinon, Verfahren zu dessen Herstellung und Verwendung |
| JP2001527083A (ja) * | 1997-12-31 | 2001-12-25 | ザ・ユニバーシティ・オブ・カンザス | 第二級および第三級アミン含有薬剤の水溶性プロドラッグおよびその製造方法 |
| PT1913009E (pt) | 2005-07-28 | 2010-06-25 | Intervet Int Bv | Novos (tio)carbamatos de benzimidazole com actividade antiparasitária e sua síntese |
| TWI385169B (zh) | 2005-10-31 | 2013-02-11 | Eisai R&D Man Co Ltd | 經雜環取代之吡啶衍生物及含有彼之抗真菌劑 |
| MX2008015764A (es) | 2006-06-14 | 2009-01-07 | Intervet Int Bv | Suspension que comprende carbamato de bencimidazol y polisorbato. |
| TW200841879A (en) | 2007-04-27 | 2008-11-01 | Eisai R&D Man Co Ltd | Pyridine derivatives substituted by heterocyclic ring and phosphonoamino group, and anti-fungal agent containing same |
| US8513287B2 (en) * | 2007-12-27 | 2013-08-20 | Eisai R&D Management Co., Ltd. | Heterocyclic ring and phosphonoxymethyl group substituted pyridine derivatives and antifungal agent containing same |
| US8188119B2 (en) | 2008-10-24 | 2012-05-29 | Eisai R&D Management Co., Ltd | Pyridine derivatives substituted with heterocyclic ring and γ-glutamylamino group, and antifungal agents containing same |
| MX365051B (es) * | 2014-11-26 | 2019-05-09 | Univ Mexico Nac Autonoma | Nuevos compuestos hidrosolubles derivados del bencimidazol, utiles para el tratamiento de la fasciolosis. |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ222495A (en) * | 1986-11-21 | 1991-04-26 | Haessle Ab | Benzimidazole derivatives and pharmaceutical compositions |
| SE8801907D0 (sv) * | 1988-05-20 | 1988-05-20 | Haessle Ab | Novel pharmacological compounds |
| ES2140391T3 (es) * | 1990-06-20 | 2000-03-01 | Astra Ab | Derivados de dialcoxi-piridinil-bencimidazol, procedimiento para su preparacion y su uso farmaceutico. |
| SE9002206D0 (sv) * | 1990-06-20 | 1990-06-20 | Haessle Ab | New compounds |
-
1991
- 1991-12-19 SE SE9103776A patent/SE9103776D0/xx unknown
-
1992
- 1992-10-06 IS IS4079A patent/IS4079A/is unknown
- 1992-11-11 TW TW081109053A patent/TW224100B/zh active
- 1992-11-16 ZA ZA928836A patent/ZA928836B/xx unknown
- 1992-11-25 YU YU101692A patent/YU101692A/sh unknown
- 1992-12-07 HR HR921400A patent/HRP921400A2/hr not_active Application Discontinuation
- 1992-12-08 CA CA002124689A patent/CA2124689A1/en not_active Abandoned
- 1992-12-08 KR KR1019940702131A patent/KR940703840A/ko not_active Application Discontinuation
- 1992-12-08 SK SK735-94A patent/SK73594A3/sk unknown
- 1992-12-08 IL IL104025A patent/IL104025A0/xx unknown
- 1992-12-08 AU AU31752/93A patent/AU665043B2/en not_active Ceased
- 1992-12-08 EP EP93900477A patent/EP0628049A1/en not_active Withdrawn
- 1992-12-08 CZ CZ941467A patent/CZ146794A3/cs unknown
- 1992-12-08 WO PCT/SE1992/000844 patent/WO1993012124A1/en not_active Application Discontinuation
- 1992-12-08 JP JP5510832A patent/JPH07502503A/ja active Pending
- 1992-12-08 NZ NZ246220A patent/NZ246220A/en unknown
- 1992-12-08 HU HU9401840A patent/HUT68270A/hu unknown
- 1992-12-14 AP APAP/P/1992/000463A patent/AP397A/en active
- 1992-12-15 MX MX9207269A patent/MX9207269A/es unknown
- 1992-12-16 MA MA23036A patent/MA22746A1/fr unknown
- 1992-12-18 SI SI19929200402A patent/SI9200402A/sl unknown
- 1992-12-18 IS IS3960A patent/IS3960A/is unknown
- 1992-12-18 TN TNTNSN92115A patent/TNSN92115A1/fr unknown
- 1992-12-18 CN CN92114364A patent/CN1031827C/zh not_active Expired - Fee Related
-
1994
- 1994-06-14 NO NO942230A patent/NO942230L/no unknown
- 1994-06-17 FI FI942912A patent/FI942912A0/fi not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| HU9401840D0 (en) | 1994-09-28 |
| TW224100B (is) | 1994-05-21 |
| TNSN92115A1 (fr) | 1993-06-08 |
| NO942230D0 (no) | 1994-06-14 |
| NZ246220A (en) | 1996-02-27 |
| IS3960A (is) | 1993-06-20 |
| AU665043B2 (en) | 1995-12-14 |
| KR940703840A (ko) | 1994-12-12 |
| AP397A (en) | 1995-08-14 |
| EP0628049A1 (en) | 1994-12-14 |
| MA22746A1 (fr) | 1993-07-01 |
| IS4079A (is) | 1993-06-20 |
| FI942912A (fi) | 1994-06-17 |
| CZ146794A3 (en) | 1996-02-14 |
| SE9103776D0 (sv) | 1991-12-19 |
| CN1031827C (zh) | 1996-05-22 |
| JPH07502503A (ja) | 1995-03-16 |
| NO942230L (no) | 1994-06-14 |
| CN1073446A (zh) | 1993-06-23 |
| ZA928836B (en) | 1993-07-05 |
| AU3175293A (en) | 1993-07-19 |
| YU101692A (sh) | 1995-10-03 |
| FI942912A0 (fi) | 1994-06-17 |
| HUT68270A (en) | 1995-06-28 |
| MX9207269A (es) | 1993-06-01 |
| CA2124689A1 (en) | 1993-06-24 |
| HRP921400A2 (en) | 1994-08-31 |
| AP9200463A0 (en) | 1993-01-31 |
| IL104025A0 (en) | 1993-05-13 |
| WO1993012124A1 (en) | 1993-06-24 |
| SK73594A3 (en) | 1995-02-08 |
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