AU621815B2 - 1-(1-aryl-2-hydroxyethyl)-imidazoles and salts thereof, processes for the preparation thereof, medicaments containing these compounds, and the use thereof - Google Patents
1-(1-aryl-2-hydroxyethyl)-imidazoles and salts thereof, processes for the preparation thereof, medicaments containing these compounds, and the use thereof Download PDFInfo
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- AU621815B2 AU621815B2 AU12641/88A AU1264188A AU621815B2 AU 621815 B2 AU621815 B2 AU 621815B2 AU 12641/88 A AU12641/88 A AU 12641/88A AU 1264188 A AU1264188 A AU 1264188A AU 621815 B2 AU621815 B2 AU 621815B2
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- denotes
- alkyl
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 81
- 238000000034 method Methods 0.000 title claims abstract description 44
- 150000003839 salts Chemical class 0.000 title claims abstract description 26
- 230000008569 process Effects 0.000 title claims abstract description 23
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 239000003814 drug Substances 0.000 title claims abstract description 13
- 230000001430 anti-depressive effect Effects 0.000 claims abstract description 12
- 230000001857 anti-mycotic effect Effects 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 49
- -1 morphoLine radicaL Chemical class 0.000 claims description 40
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000001424 substituent group Chemical group 0.000 claims description 16
- 229910052799 carbon Inorganic materials 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 12
- 239000002585 base Substances 0.000 claims description 12
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 11
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 10
- 150000003254 radicals Chemical class 0.000 claims description 10
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
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- 150000001342 alkaline earth metals Chemical class 0.000 claims description 4
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
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- 125000004135 2-norbornyl group Chemical group [H]C1([H])C([H])([H])C2([H])C([H])([H])C1([H])C([H])([H])C2([H])* 0.000 claims 1
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- 239000000126 substance Substances 0.000 description 11
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- 206010015995 Eyelid ptosis Diseases 0.000 description 8
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 8
- 150000001721 carbon Chemical group 0.000 description 8
- ZCSHNCUQKCANBX-UHFFFAOYSA-N lithium diisopropylamide Chemical compound [Li+].CC(C)[N-]C(C)C ZCSHNCUQKCANBX-UHFFFAOYSA-N 0.000 description 8
- 239000000825 pharmaceutical preparation Substances 0.000 description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 8
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- MKJIEFSOBYUXJB-HOCLYGCPSA-N (3S,11bS)-9,10-dimethoxy-3-isobutyl-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one Chemical compound C1CN2C[C@H](CC(C)C)C(=O)C[C@H]2C2=C1C=C(OC)C(OC)=C2 MKJIEFSOBYUXJB-HOCLYGCPSA-N 0.000 description 7
- 239000004305 biphenyl Substances 0.000 description 7
- 229960005333 tetrabenazine Drugs 0.000 description 7
- DARGVYVMURXBSO-UHFFFAOYSA-N 1-[(3-chlorophenyl)methyl]imidazole Chemical class ClC1=CC=CC(CN2C=NC=C2)=C1 DARGVYVMURXBSO-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- LEHBURLTIWGHEM-UHFFFAOYSA-N pyridinium chlorochromate Chemical compound [O-][Cr](Cl)(=O)=O.C1=CC=[NH+]C=C1 LEHBURLTIWGHEM-UHFFFAOYSA-N 0.000 description 6
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- 238000005481 NMR spectroscopy Methods 0.000 description 5
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- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 4
- KKKDZZRICRFGSD-UHFFFAOYSA-N 1-benzylimidazole Chemical compound C1=CN=CN1CC1=CC=CC=C1 KKKDZZRICRFGSD-UHFFFAOYSA-N 0.000 description 4
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- 239000003755 preservative agent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000001003 psychopharmacologic effect Effects 0.000 description 1
- 230000000506 psychotropic effect Effects 0.000 description 1
- 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 description 1
- 230000009103 reabsorption Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012260 resinous material Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- WWJZWCUNLNYYAU-UHFFFAOYSA-N temephos Chemical compound C1=CC(OP(=S)(OC)OC)=CC=C1SC1=CC=C(OP(=S)(OC)OC)C=C1 WWJZWCUNLNYYAU-UHFFFAOYSA-N 0.000 description 1
- 150000003527 tetrahydropyrans Chemical group 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 108010072897 transcription factor Brn-2 Proteins 0.000 description 1
- 238000006276 transfer reaction Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 230000007279 water homeostasis Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229960000317 yohimbine Drugs 0.000 description 1
- BLGXFZZNTVWLAY-SCYLSFHTSA-N yohimbine Chemical compound C1=CC=C2C(CCN3C[C@@H]4CC[C@H](O)[C@@H]([C@H]4C[C@H]33)C(=O)OC)=C3NC2=C1 BLGXFZZNTVWLAY-SCYLSFHTSA-N 0.000 description 1
- AADVZSXPNRLYLV-UHFFFAOYSA-N yohimbine carboxylic acid Natural products C1=CC=C2C(CCN3CC4CCC(C(C4CC33)C(O)=O)O)=C3NC2=C1 AADVZSXPNRLYLV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/58—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Psychiatry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Paper (AREA)
- Photoreceptors In Electrophotography (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Lubricants (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3707151 | 1987-03-06 | ||
| DE19873707151 DE3707151A1 (de) | 1987-03-06 | 1987-03-06 | 1-(1-aryl-2-hydroxy-ethyl)-imidazole und deren salze, verfahren zu ihrer herstellung, diese verbindungen enthaltende arzneimittel und ihre verwendung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU1264188A AU1264188A (en) | 1988-09-08 |
| AU621815B2 true AU621815B2 (en) | 1992-03-26 |
Family
ID=6322380
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU12641/88A Ceased AU621815B2 (en) | 1987-03-06 | 1988-03-04 | 1-(1-aryl-2-hydroxyethyl)-imidazoles and salts thereof, processes for the preparation thereof, medicaments containing these compounds, and the use thereof |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US4999352A (enExample) |
| EP (1) | EP0281121B1 (enExample) |
| JP (1) | JPS63230673A (enExample) |
| KR (1) | KR880011115A (enExample) |
| AT (1) | ATE75466T1 (enExample) |
| AU (1) | AU621815B2 (enExample) |
| DE (2) | DE3707151A1 (enExample) |
| DK (1) | DK118988A (enExample) |
| FI (1) | FI880987A7 (enExample) |
| GR (1) | GR3005194T3 (enExample) |
| HU (1) | HU201745B (enExample) |
| IL (2) | IL85641A0 (enExample) |
| NO (1) | NO170151C (enExample) |
| NZ (1) | NZ223749A (enExample) |
| PH (3) | PH24990A (enExample) |
| PT (1) | PT86890B (enExample) |
| ZA (1) | ZA881557B (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5229385A (en) * | 1986-01-30 | 1993-07-20 | Takeda Chemical Industries, Ltd. | Quinone derivatives, their production and use |
| DE3931554A1 (de) * | 1989-09-22 | 1991-04-04 | Hoechst Ag | (+)-(2-hydroxy-2-adamantyl)-1-imidazolyl-3- tolyl-methan und dessen salze, verfahren zu dessen herstellung, diese verbindung enthaltende arzneimittel und dessen verwendung |
| AT409084B (de) * | 2000-07-13 | 2002-05-27 | Ledochowski Maximilian Dr | Antimykotisch wirkendes arzneimittel |
| US7678749B2 (en) * | 2007-12-17 | 2010-03-16 | International Flavors & Fragrances Inc. | Organoleptic compounds |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU589684B2 (en) * | 1985-09-23 | 1989-10-19 | Hoechst Aktiengesellschaft | Arylmethylazoles and their salts, processes for their preparation, agents which contain these compounds, and their use. |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3658813A (en) * | 1970-01-13 | 1972-04-25 | Janssen Pharmaceutica Nv | 1-(beta-aryl-beta-(r-oxy)-ethyl)-imidazoles |
| DE2009020C3 (de) * | 1970-02-26 | 1979-09-13 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von N-(l,l,l-trisubstituierten)-Methylazolen |
| DE2041771C3 (de) * | 1970-08-22 | 1979-07-26 | Bayer Ag, 5090 Leverkusen | derivate |
| DE2430039C2 (de) * | 1974-06-22 | 1983-11-10 | Bayer Ag, 5090 Leverkusen | Climbazol in kosmetischen Mitteln |
| DE2431407C2 (de) * | 1974-06-29 | 1982-12-02 | Bayer Ag, 5090 Leverkusen | 1,2,4-Triazol-1-yl-alkanone und -alkanole, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide |
| IE44186B1 (en) * | 1975-12-03 | 1981-09-09 | Ici Ltd | 1,2,4-triazolyl alkanols and their use as pesticides |
| IE45765B1 (en) * | 1976-08-19 | 1982-11-17 | Ici Ltd | Triazoles and imidazoles useful as plant fungicides and growth regulating agents |
| DE2720868A1 (de) * | 1977-05-10 | 1978-11-23 | Bayer Ag | Antimikrobielle mittel |
| DE2758784A1 (de) * | 1977-12-29 | 1979-07-12 | Basf Ag | Triazolyl-glykolaether |
| DE2938575A1 (de) * | 1979-09-24 | 1981-04-23 | Bayer Ag, 5090 Leverkusen | Acylierte imidazolyl-(gamma)-fluorpinakolyl-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
| DE2948206A1 (de) * | 1979-11-30 | 1981-06-25 | Basf Ag, 6700 Ludwigshafen | Fungizide (gamma) -azolyl-verbindungen, ihre herstellung und verwendung |
| EP0061835B1 (en) * | 1981-03-18 | 1989-02-01 | Imperial Chemical Industries Plc | Triazole compounds, a process for preparing them, their use as plant fungicides and fungicidal compositions containing them |
| DE3124580A1 (de) * | 1981-06-23 | 1983-01-05 | Bayer Ag, 5090 Leverkusen | Fungizide mittel |
| EP0099165A1 (en) * | 1982-03-23 | 1984-01-25 | Imperial Chemical Industries Plc | Triazole and imidazole compounds, process for their preparation and their use as fungicides and plant growth regulators, and intermediates for their synthesis |
| DE3222191A1 (de) * | 1982-06-12 | 1983-12-15 | Bayer Ag, 5090 Leverkusen | Hydroxyalkinyl-azolyl-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
| EP0097426B1 (en) * | 1982-06-14 | 1988-09-07 | Imperial Chemical Industries Plc | Triazole compounds |
| DE3322526A1 (de) * | 1983-06-23 | 1985-01-10 | Basf Ag, 6700 Ludwigshafen | Fungizide azolverbindungen, ihre herstellung und verwendung |
| DE3345813A1 (de) * | 1983-12-17 | 1985-06-27 | Boehringer Ingelheim KG, 6507 Ingelheim | Neue 2-(1-imidazolyl)-ethanol-derivate |
| EP0149976A3 (de) * | 1983-12-30 | 1986-12-10 | Ciba-Geigy Ag | Substituierte Imidazole |
-
1987
- 1987-03-06 DE DE19873707151 patent/DE3707151A1/de not_active Withdrawn
-
1988
- 1988-03-03 EP EP88103225A patent/EP0281121B1/de not_active Expired - Lifetime
- 1988-03-03 AT AT88103225T patent/ATE75466T1/de not_active IP Right Cessation
- 1988-03-03 FI FI880987A patent/FI880987A7/fi not_active Application Discontinuation
- 1988-03-03 PT PT86890A patent/PT86890B/pt not_active IP Right Cessation
- 1988-03-03 DE DE8888103225T patent/DE3870486D1/de not_active Expired - Fee Related
- 1988-03-04 AU AU12641/88A patent/AU621815B2/en not_active Ceased
- 1988-03-04 HU HU881058A patent/HU201745B/hu not_active IP Right Cessation
- 1988-03-04 NZ NZ223749A patent/NZ223749A/en unknown
- 1988-03-04 NO NO880973A patent/NO170151C/no unknown
- 1988-03-04 JP JP63049939A patent/JPS63230673A/ja active Pending
- 1988-03-04 DK DK118988A patent/DK118988A/da not_active Application Discontinuation
- 1988-03-04 ZA ZA881557A patent/ZA881557B/xx unknown
- 1988-03-04 PH PH36596A patent/PH24990A/en unknown
- 1988-03-05 KR KR1019880002282A patent/KR880011115A/ko not_active Withdrawn
- 1988-03-06 IL IL85641A patent/IL85641A0/xx unknown
- 1988-03-06 IL IL85640A patent/IL85640A/xx unknown
- 1988-12-07 PH PH37893A patent/PH25682A/en unknown
- 1988-12-07 PH PH37895A patent/PH25797A/en unknown
-
1989
- 1989-11-28 US US07/441,200 patent/US4999352A/en not_active Expired - Fee Related
-
1992
- 1992-07-16 GR GR920401189T patent/GR3005194T3/el unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU589684B2 (en) * | 1985-09-23 | 1989-10-19 | Hoechst Aktiengesellschaft | Arylmethylazoles and their salts, processes for their preparation, agents which contain these compounds, and their use. |
Also Published As
| Publication number | Publication date |
|---|---|
| US4999352A (en) | 1991-03-12 |
| IL85640A (en) | 1992-11-15 |
| JPS63230673A (ja) | 1988-09-27 |
| EP0281121B1 (de) | 1992-04-29 |
| PT86890A (pt) | 1988-04-01 |
| IL85640A0 (en) | 1988-08-31 |
| NO170151B (no) | 1992-06-09 |
| GR3005194T3 (enExample) | 1993-05-24 |
| DK118988D0 (da) | 1988-03-04 |
| AU1264188A (en) | 1988-09-08 |
| FI880987A7 (fi) | 1988-09-07 |
| EP0281121A1 (de) | 1988-09-07 |
| ATE75466T1 (de) | 1992-05-15 |
| NZ223749A (en) | 1990-11-27 |
| PH24990A (en) | 1990-12-26 |
| ZA881557B (en) | 1988-08-25 |
| IL85641A0 (en) | 1988-08-31 |
| PH25682A (en) | 1991-09-04 |
| NO880973L (no) | 1988-09-07 |
| DK118988A (da) | 1988-09-07 |
| NO170151C (no) | 1992-09-16 |
| FI880987A0 (fi) | 1988-03-03 |
| DE3707151A1 (de) | 1988-09-15 |
| HU201745B (en) | 1990-12-28 |
| NO880973D0 (no) | 1988-03-04 |
| PT86890B (pt) | 1992-05-29 |
| KR880011115A (ko) | 1988-10-26 |
| PH25797A (en) | 1991-11-05 |
| DE3870486D1 (de) | 1992-06-04 |
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