SU1598874A3 - Способ получени декагидрохинолинов, энантиомеров, диастереоизомеров, или их аддитивных солей с кислотами - Google Patents
Способ получени декагидрохинолинов, энантиомеров, диастереоизомеров, или их аддитивных солей с кислотами Download PDFInfo
- Publication number
- SU1598874A3 SU1598874A3 SU874028897A SU4028897A SU1598874A3 SU 1598874 A3 SU1598874 A3 SU 1598874A3 SU 874028897 A SU874028897 A SU 874028897A SU 4028897 A SU4028897 A SU 4028897A SU 1598874 A3 SU1598874 A3 SU 1598874A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- product
- ether
- reduced pressure
- under reduced
- quinoline
- Prior art date
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- 150000003839 salts Chemical class 0.000 title claims abstract description 4
- 238000000034 method Methods 0.000 title claims description 16
- 125000004856 decahydroquinolinyl group Chemical group N1(CCCC2CCCCC12)* 0.000 title abstract description 5
- 239000000654 additive Substances 0.000 title description 2
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- 238000012360 testing method Methods 0.000 claims description 15
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- 238000010531 catalytic reduction reaction Methods 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
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- 125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000002911 monocyclic heterocycle group Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
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- 239000012359 Methanesulfonyl chloride Substances 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 208000000114 Pain Threshold Diseases 0.000 description 1
- 206010033799 Paralysis Diseases 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000009499 Vanilla fragrans Nutrition 0.000 description 1
- 244000263375 Vanilla tahitensis Species 0.000 description 1
- 235000012036 Vanilla tahitensis Nutrition 0.000 description 1
- 206010048010 Withdrawal syndrome Diseases 0.000 description 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
- NUNTWTCLCRXIIP-UHFFFAOYSA-N [N].[O-][N+]#N Chemical compound [N].[O-][N+]#N NUNTWTCLCRXIIP-UHFFFAOYSA-N 0.000 description 1
- 231100000215 acute (single dose) toxicity testing Toxicity 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000036592 analgesia Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000002959 anti-hypotensive effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 239000003416 antiarrhythmic agent Substances 0.000 description 1
- 230000004872 arterial blood pressure Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 230000036760 body temperature Effects 0.000 description 1
- ALINVVBOLJMYOC-UHFFFAOYSA-N bromobenzene;hydrochloride Chemical compound Cl.BrC1=CC=CC=C1 ALINVVBOLJMYOC-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 210000001168 carotid artery common Anatomy 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000011549 crystallization solution Substances 0.000 description 1
- 239000003479 dental cement Substances 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 description 1
- 229910000071 diazene Inorganic materials 0.000 description 1
- 229960003887 dichlorophen Drugs 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- JUVJQIPDVWOVNP-UHFFFAOYSA-N hexylurea Chemical compound CCCCCCNC(N)=O JUVJQIPDVWOVNP-UHFFFAOYSA-N 0.000 description 1
- 210000000548 hind-foot Anatomy 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007928 intraperitoneal injection Substances 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 231100000636 lethal dose Toxicity 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- 229940102396 methyl bromide Drugs 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- PSHKMPUSSFXUIA-UHFFFAOYSA-N n,n-dimethylpyridin-2-amine Chemical compound CN(C)C1=CC=CC=N1 PSHKMPUSSFXUIA-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000010606 normalization Methods 0.000 description 1
- GEVPUGOOGXGPIO-UHFFFAOYSA-N oxalic acid;dihydrate Chemical compound O.O.OC(=O)C(O)=O GEVPUGOOGXGPIO-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000008533 pain sensitivity Effects 0.000 description 1
- 230000037040 pain threshold Effects 0.000 description 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 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 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 210000003625 skull Anatomy 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- CDPFDOHSBWKTDU-UHFFFAOYSA-N sodium;ethanol Chemical compound [Na+].CCO CDPFDOHSBWKTDU-UHFFFAOYSA-N 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 238000012453 sprague-dawley rat model Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- JFJZZMVDLULRGK-URLMMPGGSA-O tubocurarine Chemical compound C([C@H]1[N+](C)(C)CCC=2C=C(C(=C(OC3=CC=C(C=C3)C[C@H]3C=4C=C(C(=CC=4CCN3C)OC)O3)C=21)O)OC)C1=CC=C(O)C3=C1 JFJZZMVDLULRGK-URLMMPGGSA-O 0.000 description 1
- 229960001844 tubocurarine Drugs 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 210000000857 visual cortex Anatomy 0.000 description 1
Classifications
-
- 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
- C07D401/06—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 carbon chain containing only aliphatic 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
-
- 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
- A61P9/06—Antiarrhythmics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/18—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
- C07D215/40—Nitrogen atoms attached in position 8
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Quinoline Compounds (AREA)
- Medicinal Preparation (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8600354A FR2592879B1 (fr) | 1986-01-13 | 1986-01-13 | Nouveaux derives de la decahydroquinoleine, leur procede de preparation, les intermediaires de preparation, leur application a titre de medicaments et les compositions les renfermant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1598874A3 true SU1598874A3 (ru) | 1990-10-07 |
Family
ID=9331031
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU874028897A SU1598874A3 (ru) | 1986-01-13 | 1987-01-12 | Способ получени декагидрохинолинов, энантиомеров, диастереоизомеров, или их аддитивных солей с кислотами |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US4816465A (enExample) |
| EP (1) | EP0233793B1 (enExample) |
| JP (1) | JPH07116156B2 (enExample) |
| AT (1) | ATE74352T1 (enExample) |
| AU (1) | AU597326B2 (enExample) |
| CA (1) | CA1282784C (enExample) |
| DE (1) | DE3777852D1 (enExample) |
| DK (1) | DK168068B1 (enExample) |
| ES (1) | ES2037098T3 (enExample) |
| FR (1) | FR2592879B1 (enExample) |
| GR (1) | GR3004250T3 (enExample) |
| HU (1) | HU196593B (enExample) |
| IE (1) | IE59794B1 (enExample) |
| PT (1) | PT84091B (enExample) |
| SU (1) | SU1598874A3 (enExample) |
| ZA (1) | ZA8742B (enExample) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2044964T3 (es) * | 1986-08-12 | 1994-01-16 | Roussel Uclaf | Procedimiento para preparar derivados de decahidroquinolina. |
| FR2617481B1 (fr) * | 1987-07-03 | 1989-11-10 | Roussel Uclaf | Nouveaux derives de la tetrahydropyridine, leur procede de preparation et les intermediaires de preparation, leur application comme medicaments et les compositions pharmaceutiques les renfermant |
| JPH01308229A (ja) * | 1988-02-23 | 1989-12-12 | Glaxo Group Ltd | 複素環誘導体 |
| GB8804014D0 (en) * | 1988-02-23 | 1988-03-23 | Humphreys & Glasgow Ltd | Synthesis gas production |
| KR900018073A (ko) * | 1988-05-23 | 1990-12-20 | 추후보충 | 피페라진 화합물 |
| GB8824400D0 (en) * | 1988-10-18 | 1988-11-23 | Glaxo Group Ltd | Chemical compounds |
| AU661159B2 (en) * | 1992-07-15 | 1995-07-13 | Sumitomo Chemical Company, Limited | N-acyldihydroquinoline derivatives, a method for producing the same and their use as herbicides |
| US5474673A (en) * | 1994-07-05 | 1995-12-12 | Ludlow; David J. | Top mounted biological filtration system for an aquarium |
| US6750216B2 (en) | 1996-03-08 | 2004-06-15 | Adolor Corporation | Kappa agonist compounds and pharmaceutical formulations thereof |
| US5688955A (en) * | 1996-03-08 | 1997-11-18 | Adolor Corporation | Kappa agonist compounds and pharmaceutical formulations thereof |
| US6239154B1 (en) | 1996-03-08 | 2001-05-29 | Adolor Corporation | Kappa agonist compounds pharmaceutical formulations and method of prevention and treatment of pruritus therewith |
| US5763445A (en) | 1996-03-08 | 1998-06-09 | Adolor Corporation | Kappa agonist compounds pharmaceutical formulations and method of prevention and treatment of pruritus therewith |
| US5646151A (en) * | 1996-03-08 | 1997-07-08 | Adolor Corporation | Kappa agonist compounds and pharmaceutical formulations thereof |
| USRE38133E1 (en) * | 1996-03-08 | 2003-06-03 | Adolor Corporation | Kappa agonist compounds and pharmaceutical formulations thereof |
| US6303611B1 (en) | 1996-03-08 | 2001-10-16 | Adolor Corporation | Kappa agonist compounds and pharmaceutical formulations thereof |
| US6057323A (en) * | 1996-03-08 | 2000-05-02 | Adolor Corporation | Kappa agonist compounds pharmaceutical formulations and method of prevention and treatment of pruritus therewith |
| AU2001238690A1 (en) * | 2000-03-14 | 2001-09-24 | Sepracor, Inc. | 3-substituted piperidines comprising urea functionality, and methods of use thereof |
| US7135484B2 (en) | 2002-08-14 | 2006-11-14 | Abbott Laboratories | Azabicyclic compounds are central nervous system active agents |
| CA2495589A1 (en) * | 2002-08-14 | 2004-02-26 | Abbott Laboratories | Azabicyclic compounds are central nervous system active agents |
| WO2019113419A1 (en) * | 2017-12-08 | 2019-06-13 | The Rockefeller University | Pyrano[3,4-b]pyrazine kappa opioid receptor ligands for treating addiction, pruritus, pain, and inflammation |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3056792A (en) * | 1958-06-04 | 1962-10-02 | Geschickter Fund Med Res | Unsymmetrical 1, 3-diamino-2-propanols |
| GB1463582A (en) * | 1974-03-05 | 1977-02-02 | Wyeth John & Brother Ltd | Pyridine derivatives |
| GB1515540A (en) * | 1975-12-16 | 1978-06-28 | Labaz | 4-amino-trans-decahydroquinoline derivatives |
| US4173636A (en) * | 1975-12-16 | 1979-11-06 | Labaz | Decahydroquinolines, pharmaceutical compositions and methods of use |
| US4098904A (en) * | 1976-11-12 | 1978-07-04 | The Upjohn Company | Analgesic n-(2-aminocycloaliphatic)benzamides |
| US4145435A (en) * | 1976-11-12 | 1979-03-20 | The Upjohn Company | 2-aminocycloaliphatic amide compounds |
| US4359476A (en) * | 1981-04-09 | 1982-11-16 | The Upjohn Company | Adjacently substituted cycloalkane-amide analgesics |
| ES2044964T3 (es) * | 1986-08-12 | 1994-01-16 | Roussel Uclaf | Procedimiento para preparar derivados de decahidroquinolina. |
| DE3633977A1 (de) * | 1986-10-06 | 1988-04-07 | Cassella Ag | Tetrahydrochinolinderivate, ein verfahren zu ihrer herstellung, ihre verwendung und sie enthaltende pharmazeutische zubereitungen |
| FR2617164B1 (fr) * | 1987-06-25 | 1989-11-10 | Roussel Uclaf | Nouveaux derives de la decahydroquinoleine, leur procede de preparation, leur application comme medicaments et les compositions pharmaceutiques les renfermant |
| JPH094481A (ja) * | 1996-07-18 | 1997-01-07 | Yanmar Agricult Equip Co Ltd | 走行作業機におけるエンジン出力制御装置 |
-
1986
- 1986-01-13 FR FR8600354A patent/FR2592879B1/fr not_active Expired
-
1987
- 1987-01-05 ZA ZA8742A patent/ZA8742B/xx unknown
- 1987-01-09 AT AT87400033T patent/ATE74352T1/de not_active IP Right Cessation
- 1987-01-09 EP EP87400033A patent/EP0233793B1/fr not_active Expired - Lifetime
- 1987-01-09 ES ES198787400033T patent/ES2037098T3/es not_active Expired - Lifetime
- 1987-01-09 DE DE8787400033T patent/DE3777852D1/de not_active Expired - Fee Related
- 1987-01-12 IE IE6887A patent/IE59794B1/en not_active IP Right Cessation
- 1987-01-12 SU SU874028897A patent/SU1598874A3/ru active
- 1987-01-12 JP JP62003424A patent/JPH07116156B2/ja not_active Expired - Lifetime
- 1987-01-12 PT PT84091A patent/PT84091B/pt not_active IP Right Cessation
- 1987-01-12 AU AU67476/87A patent/AU597326B2/en not_active Ceased
- 1987-01-12 DK DK012087A patent/DK168068B1/da not_active IP Right Cessation
- 1987-01-13 HU HU8799A patent/HU196593B/hu not_active IP Right Cessation
- 1987-01-13 CA CA000527242A patent/CA1282784C/fr not_active Expired - Fee Related
- 1987-01-13 US US07/002,778 patent/US4816465A/en not_active Expired - Fee Related
-
1988
- 1988-07-11 US US07/217,834 patent/US4968700A/en not_active Expired - Fee Related
-
1992
- 1992-04-02 GR GR910402210T patent/GR3004250T3/el unknown
Non-Patent Citations (1)
| Title |
|---|
| Вейганд-Хильгетаг. Методы эксперимента в органической химии. - М.: Хими , 1968, с. 445. * |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3777852D1 (de) | 1992-05-07 |
| JPS62167767A (ja) | 1987-07-24 |
| EP0233793B1 (fr) | 1992-04-01 |
| IE59794B1 (en) | 1994-04-06 |
| CA1282784C (fr) | 1991-04-09 |
| FR2592879B1 (fr) | 1988-04-29 |
| DK12087D0 (da) | 1987-01-12 |
| PT84091A (fr) | 1987-02-01 |
| JPH07116156B2 (ja) | 1995-12-13 |
| PT84091B (pt) | 1989-07-31 |
| ES2037098T3 (es) | 1993-06-16 |
| IE870068L (en) | 1987-07-13 |
| US4816465A (en) | 1989-03-28 |
| HUT43570A (en) | 1987-11-30 |
| HU196593B (en) | 1988-12-28 |
| DK12087A (da) | 1987-07-14 |
| US4968700A (en) | 1990-11-06 |
| EP0233793A3 (en) | 1989-04-19 |
| AU597326B2 (en) | 1990-05-31 |
| DK168068B1 (da) | 1994-01-31 |
| FR2592879A1 (fr) | 1987-07-17 |
| ZA8742B (en) | 1988-03-30 |
| ATE74352T1 (de) | 1992-04-15 |
| GR3004250T3 (enExample) | 1993-03-31 |
| EP0233793A2 (fr) | 1987-08-26 |
| AU6747687A (en) | 1987-07-16 |
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