SU1162372A3 - Способ получени производных замещенного имидазола или их гидрохлоридов - Google Patents
Способ получени производных замещенного имидазола или их гидрохлоридов Download PDFInfo
- Publication number
- SU1162372A3 SU1162372A3 SU823385206A SU3385206A SU1162372A3 SU 1162372 A3 SU1162372 A3 SU 1162372A3 SU 823385206 A SU823385206 A SU 823385206A SU 3385206 A SU3385206 A SU 3385206A SU 1162372 A3 SU1162372 A3 SU 1162372A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- hydrogen
- compounds
- yield
- nmr spectrum
- hydrochloride
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 12
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title claims description 9
- 150000003840 hydrochlorides Chemical class 0.000 title claims description 7
- 150000002460 imidazoles Chemical class 0.000 title claims description 4
- -1 chloro, bromo, fluoro, methyl Chemical group 0.000 claims abstract description 17
- 229910001623 magnesium bromide Inorganic materials 0.000 claims description 2
- 238000002955 isolation Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 13
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 11
- 239000001257 hydrogen Substances 0.000 abstract description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 7
- 230000000845 anti-microbial effect Effects 0.000 abstract description 6
- 239000000203 mixture Substances 0.000 abstract description 6
- 125000000217 alkyl group Chemical group 0.000 abstract description 4
- 230000003276 anti-hypertensive effect Effects 0.000 abstract description 4
- 150000002431 hydrogen Chemical class 0.000 abstract description 3
- 238000002360 preparation method Methods 0.000 abstract description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract description 2
- 230000000694 effects Effects 0.000 abstract description 2
- 230000000144 pharmacologic effect Effects 0.000 abstract description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 2
- 241000124008 Mammalia Species 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000000843 anti-fungal effect Effects 0.000 abstract 1
- 239000003146 anticoagulant agent Substances 0.000 abstract 1
- 229960004676 antithrombotic agent Drugs 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 26
- SSOLNOMRVKKSON-UHFFFAOYSA-N proguanil Chemical compound CC(C)\N=C(/N)N=C(N)NC1=CC=C(Cl)C=C1 SSOLNOMRVKKSON-UHFFFAOYSA-N 0.000 description 20
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- QXWHYVOBYWYFHA-UHFFFAOYSA-N 2-ethyl-1h-imidazole-5-carbaldehyde Chemical compound CCC1=NC=C(C=O)N1 QXWHYVOBYWYFHA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- OKKJLVBELUTLKV-MZCSYVLQSA-N Deuterated methanol Chemical compound [2H]OC([2H])([2H])[2H] OKKJLVBELUTLKV-MZCSYVLQSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-ZSJDYOACSA-N Heavy water Chemical compound [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- UEVSMIWOSGQZLS-UHFFFAOYSA-N 1-[3-[(4-chlorophenyl)methyl]imidazol-4-yl]-2-phenylethanol Chemical compound C=1N=CN(CC=2C=CC(Cl)=CC=2)C=1C(O)CC1=CC=CC=C1 UEVSMIWOSGQZLS-UHFFFAOYSA-N 0.000 description 1
- RBCMFQMPFULXAR-UHFFFAOYSA-N 1-[3-[(4-chlorophenyl)methyl]imidazol-4-yl]-3-phenylpropan-1-ol Chemical compound C=1N=CN(CC=2C=CC(Cl)=CC=2)C=1C(O)CCC1=CC=CC=C1 RBCMFQMPFULXAR-UHFFFAOYSA-N 0.000 description 1
- VNWMEWUNINAWTO-UHFFFAOYSA-N 1-[3-[(4-methylphenyl)methyl]imidazol-4-yl]-2-phenylethanol Chemical compound C1=CC(C)=CC=C1CN1C(C(O)CC=2C=CC=CC=2)=CN=C1 VNWMEWUNINAWTO-UHFFFAOYSA-N 0.000 description 1
- VIVJYYUZZPKBCK-UHFFFAOYSA-N 2-(1-bromoethyl)-1,3-dimethylbenzene Chemical compound CC(Br)C1=C(C)C=CC=C1C VIVJYYUZZPKBCK-UHFFFAOYSA-N 0.000 description 1
- MYMYVYZLMUEVED-UHFFFAOYSA-N 2-bromo-1,3-dimethylbenzene Chemical compound CC1=CC=CC(C)=C1Br MYMYVYZLMUEVED-UHFFFAOYSA-N 0.000 description 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 1
- ZWULFIBGPXWGFG-UHFFFAOYSA-N 2-methyl-1h-imidazole-5-carbaldehyde Chemical compound CC1=NC=C(C=O)N1 ZWULFIBGPXWGFG-UHFFFAOYSA-N 0.000 description 1
- LFKJFIOTRHYONM-UHFFFAOYSA-N 2-phenyl-1h-imidazole-5-carbaldehyde Chemical compound N1C(C=O)=CN=C1C1=CC=CC=C1 LFKJFIOTRHYONM-UHFFFAOYSA-N 0.000 description 1
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 description 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical class CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- CSCPPACGZOOCGX-WFGJKAKNSA-N deuterated acetone Substances [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H] CSCPPACGZOOCGX-WFGJKAKNSA-N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 210000001105 femoral artery Anatomy 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 230000035485 pulse pressure Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000008279 sol Substances 0.000 description 1
- 238000012453 sprague-dawley rat model Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 210000003462 vein Anatomy 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
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- 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
- C07D233/64—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 substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (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)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Heart & Thoracic Surgery (AREA)
- Diabetes (AREA)
- Cardiology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Saccharide Compounds (AREA)
- Catalysts (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LV920314A LV5062A3 (lv) | 1981-02-05 | 1992-12-17 | Aizvietota imidazola atvasinajumu vai to hidrohloridu iegusanas metode |
| LTRP764A LT2217B (lt) | 1981-02-05 | 1993-07-07 | Pavaduoto imidazolo dariniu arba ju hidrochloridu gavimo budas |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8103620A GB2092569B (en) | 1981-02-05 | 1981-02-05 | Substituted imidazole derivatives and their preparation and use |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1162372A3 true SU1162372A3 (ru) | 1985-06-15 |
Family
ID=10519480
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU823385206A SU1162372A3 (ru) | 1981-02-05 | 1982-02-04 | Способ получени производных замещенного имидазола или их гидрохлоридов |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US4514412A (enExample) |
| EP (1) | EP0058047B1 (enExample) |
| JP (1) | JPS57149273A (enExample) |
| AT (1) | ATE10192T1 (enExample) |
| AU (1) | AU552322B2 (enExample) |
| CA (1) | CA1176259A (enExample) |
| DD (1) | DD210451A1 (enExample) |
| DE (1) | DE3261153D1 (enExample) |
| DK (2) | DK157545C (enExample) |
| FI (1) | FI76568C (enExample) |
| GB (1) | GB2092569B (enExample) |
| HU (1) | HU187564B (enExample) |
| IE (1) | IE52362B1 (enExample) |
| IL (1) | IL64922A (enExample) |
| NO (1) | NO155884C (enExample) |
| NZ (1) | NZ199631A (enExample) |
| SU (1) | SU1162372A3 (enExample) |
| ZA (1) | ZA82717B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2465269C2 (ru) * | 2006-12-18 | 2012-10-27 | Ф. Хоффманн-Ля Рош Аг | 4-имидазолины в качестве лигандов taar |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2101114B (en) * | 1981-07-10 | 1985-05-22 | Farmos Group Ltd | Substituted imidazole derivatives and their preparation and use |
| FI833794A0 (fi) * | 1983-10-18 | 1983-10-18 | Farmos Oy | Substituerade 2-merkapto-imidazoler |
| FI844786A0 (fi) * | 1984-12-04 | 1984-12-04 | Farmos Oy | Terapeutiskt utnyttjbar foerening. |
| GB8523255D0 (en) * | 1985-09-20 | 1985-10-23 | Shell Int Research | Imidazoles |
| GB8626287D0 (en) * | 1986-11-04 | 1986-12-03 | Ucb Sa | Substituted 1h-imidazoles |
| JPS63150266A (ja) * | 1986-12-12 | 1988-06-22 | Mitsui Petrochem Ind Ltd | ベンジルイミダゾ−ル誘導体 |
| GB2206880B (en) * | 1987-07-16 | 1991-04-24 | Farmos Oy | Optical isomers of an imidazole derivative |
| GB2210875B (en) * | 1987-10-09 | 1991-05-29 | Farmos Oy | Aromatase inhibiting 4(5)-imidazoles |
| GB8810067D0 (en) | 1988-04-28 | 1988-06-02 | Ucb Sa | Substituted 1-(1h-imidazol-4-yl)alkyl-benzamides |
| JPH032168A (ja) * | 1989-03-30 | 1991-01-08 | Farmos Yhtymae Oy | アロマターゼ阻害活性を有する新規な４（５）―イミダゾール |
| US5073566A (en) * | 1989-11-30 | 1991-12-17 | Eli Lilly And Company | Angiotensin ii antagonist 1,3-imidazoles and use thereas |
| US5401851A (en) * | 1992-06-03 | 1995-03-28 | Eli Lilly And Company | Angiotensin II antagonists |
| FR2732017B1 (fr) * | 1995-03-21 | 2000-09-22 | Inst Nat Sante Rech Med | Nouveaux derives de l'imidazole antagonistes et/ou agonistes du recepteur h3 de l'histamine, leur preparation et leurs applications therapeutiques |
| US6841684B2 (en) | 1997-12-04 | 2005-01-11 | Allergan, Inc. | Imidiazoles having reduced side effects |
| US6329369B1 (en) | 1997-12-04 | 2001-12-11 | Allergan Sales, Inc. | Methods of treating pain and other conditions |
| CN100516040C (zh) * | 2003-03-07 | 2009-07-22 | 安斯泰来制药有限公司 | 具有2,6-二取代苯乙烯基的含氮杂环衍生物 |
| AU2005278469A1 (en) * | 2004-09-01 | 2006-03-09 | Astellas Pharma Inc. | Piperidine derivative or pharmaceutically acceptable salt thereof |
| JP5777840B2 (ja) | 2012-05-08 | 2015-09-09 | ロンザ・リミテッド | ２−（２，３−ジメチルフェニル）−１−プロパナールを調製するための方法 |
| WO2012172119A2 (en) * | 2012-05-08 | 2012-12-20 | Lonza Ltd | Method for the preparation of medetomidine |
| IN2014DN07983A (enExample) | 2012-05-08 | 2015-05-01 | Lonza Ag | |
| HRP20160250T1 (hr) | 2012-06-28 | 2016-04-08 | Lonza Ltd | Postupak za pripravu 2-(2,3-dimetilfenil)-1-propanala s kloracetonom |
| CA2866437C (en) | 2012-06-28 | 2018-01-02 | Lonza Ltd. | Method for preparation of medetomidine with chloroacetone |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3356645A (en) * | 1964-04-20 | 1967-12-05 | Shell Oil Co | Process for curing epoxy resins with a salt of an imidazole and compositions thereof |
| FR2122395A1 (en) * | 1971-01-19 | 1972-09-01 | Berlin Chemie Veb | Pharmacologically active imidazoles - by condensing alpha-aminoketones with formamide |
| DD96070A1 (enExample) * | 1971-02-23 | 1973-03-12 | ||
| JPS54148788A (en) * | 1978-05-15 | 1979-11-21 | Takeda Chem Ind Ltd | 1,2-disubstituted-4-halogenoimidazole-5-acetic acid derivative and its preparation |
| US4220654A (en) * | 1979-06-04 | 1980-09-02 | Merck & Co., Inc. | Cyclic imidazole cyanoguanidines |
| AU518569B2 (en) * | 1979-08-07 | 1981-10-08 | Farmos-Yhtyma Oy | 4-benzyl- and 4-benzoyl imidazole derivatives |
| GB2069481B (en) * | 1980-02-13 | 1983-07-27 | Farmos Oy | Substituted imidazole derivatives |
| JPS624387A (ja) * | 1985-07-01 | 1987-01-10 | 日本電気株式会社 | プリント回路基板 |
-
1981
- 1981-02-05 GB GB8103620A patent/GB2092569B/en not_active Expired
-
1982
- 1982-01-15 CA CA000394248A patent/CA1176259A/en not_active Expired
- 1982-01-18 FI FI820140A patent/FI76568C/fi not_active IP Right Cessation
- 1982-01-26 DD DD82236974A patent/DD210451A1/de not_active IP Right Cessation
- 1982-02-01 JP JP57015445A patent/JPS57149273A/ja active Granted
- 1982-02-02 DK DK044682A patent/DK157545C/da not_active IP Right Cessation
- 1982-02-02 NZ NZ199631A patent/NZ199631A/en unknown
- 1982-02-03 IE IE241/82A patent/IE52362B1/en not_active IP Right Cessation
- 1982-02-03 AU AU80144/82A patent/AU552322B2/en not_active Ceased
- 1982-02-03 US US06/345,548 patent/US4514412A/en not_active Ceased
- 1982-02-03 AT AT82300546T patent/ATE10192T1/de not_active IP Right Cessation
- 1982-02-03 DE DE8282300546T patent/DE3261153D1/de not_active Expired
- 1982-02-03 EP EP82300546A patent/EP0058047B1/en not_active Expired
- 1982-02-03 IL IL64922A patent/IL64922A/xx not_active IP Right Cessation
- 1982-02-04 ZA ZA82717A patent/ZA82717B/xx unknown
- 1982-02-04 SU SU823385206A patent/SU1162372A3/ru active
- 1982-02-04 HU HU82338A patent/HU187564B/hu not_active IP Right Cessation
- 1982-02-04 NO NO820340A patent/NO155884C/no unknown
-
1985
- 1985-07-30 US US06/760,608 patent/USRE32400E/en not_active Expired - Lifetime
-
1986
- 1986-12-29 DK DK630786A patent/DK158351C/da not_active IP Right Cessation
Non-Patent Citations (1)
| Title |
|---|
| 061ЦИЙ практикум по органической химии. Под ред. А.Н.Коста. М., Мир, 1965, с. 487-493. * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2465269C2 (ru) * | 2006-12-18 | 2012-10-27 | Ф. Хоффманн-Ля Рош Аг | 4-имидазолины в качестве лигандов taar |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2092569A (en) | 1982-08-18 |
| AU552322B2 (en) | 1986-05-29 |
| NZ199631A (en) | 1985-02-28 |
| ZA82717B (en) | 1983-01-26 |
| EP0058047A1 (en) | 1982-08-18 |
| DK44682A (da) | 1982-08-06 |
| IE52362B1 (en) | 1987-09-30 |
| JPS57149273A (en) | 1982-09-14 |
| ATE10192T1 (de) | 1984-11-15 |
| USRE32400E (en) | 1987-04-14 |
| DE3261153D1 (en) | 1984-12-13 |
| AU8014482A (en) | 1982-08-12 |
| IL64922A (en) | 1986-01-31 |
| US4514412A (en) | 1985-04-30 |
| IE820241L (en) | 1982-08-05 |
| NO155884C (no) | 1987-06-17 |
| DK630786D0 (da) | 1986-12-29 |
| FI76568B (fi) | 1988-07-29 |
| NO820340L (no) | 1982-08-06 |
| DK158351C (da) | 1990-10-08 |
| FI820140L (fi) | 1982-08-06 |
| CA1176259A (en) | 1984-10-16 |
| GB2092569B (en) | 1984-09-19 |
| DK630786A (da) | 1986-12-29 |
| DK157545B (da) | 1990-01-22 |
| DK157545C (da) | 1990-06-11 |
| DD210451A1 (de) | 1984-06-13 |
| EP0058047B1 (en) | 1984-11-07 |
| JPH0261458B2 (enExample) | 1990-12-20 |
| NO155884B (no) | 1987-03-09 |
| HU187564B (en) | 1986-01-28 |
| IL64922A0 (en) | 1982-04-30 |
| DK158351B (da) | 1990-05-07 |
| FI76568C (fi) | 1988-11-10 |
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