SU566524A3 - Способ получени производных пиридо(1,2-а)-пиримидина или их солей - Google Patents
Способ получени производных пиридо(1,2-а)-пиримидина или их солейInfo
- Publication number
- SU566524A3 SU566524A3 SU7402014577A SU2014577A SU566524A3 SU 566524 A3 SU566524 A3 SU 566524A3 SU 7402014577 A SU7402014577 A SU 7402014577A SU 2014577 A SU2014577 A SU 2014577A SU 566524 A3 SU566524 A3 SU 566524A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- pyrido
- pyrimidine
- oxo
- solution
- methyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 6
- 150000003839 salts Chemical class 0.000 title description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 37
- 239000000243 solution Substances 0.000 description 30
- -1 -oxy Chemical group 0.000 description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 13
- 239000000047 product Substances 0.000 description 13
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 12
- 239000003054 catalyst Substances 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 238000002844 melting Methods 0.000 description 9
- 230000008018 melting Effects 0.000 description 9
- 238000001953 recrystallisation Methods 0.000 description 9
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 229910052763 palladium Inorganic materials 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- 150000002431 hydrogen Chemical group 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 239000003245 coal Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- GNWLDEDHYUOIDF-UHFFFAOYSA-N 1-amino-3-(methylamino)urea Chemical compound CNNC(=O)NN GNWLDEDHYUOIDF-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical compound [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 239000012230 colorless oil Substances 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- IDXKTTNFXPPXJY-UHFFFAOYSA-N pyrimidin-1-ium;chloride Chemical compound Cl.C1=CN=CN=C1 IDXKTTNFXPPXJY-UHFFFAOYSA-N 0.000 description 2
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 1
- DMJREFOUOWCNIC-UHFFFAOYSA-N 2h-pyrimidine Chemical compound C1[N]C=CC=N1 DMJREFOUOWCNIC-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 229930194542 Keto Natural products 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000009470 Theobroma cacao Nutrition 0.000 description 1
- 125000004442 acylamino group Chemical group 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 244000240602 cacao Species 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012458 free base Chemical class 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 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
- BJDYCCHRZIFCGN-UHFFFAOYSA-N pyridin-1-ium;iodide Chemical compound I.C1=CC=NC=C1 BJDYCCHRZIFCGN-UHFFFAOYSA-N 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pain & Pain Management (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Rheumatology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUCI1361A HU168014B (enrdf_load_stackoverflow) | 1973-03-30 | 1973-03-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU566524A3 true SU566524A3 (ru) | 1977-07-25 |
Family
ID=10994473
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU7402014577A SU566524A3 (ru) | 1973-03-30 | 1974-03-29 | Способ получени производных пиридо(1,2-а)-пиримидина или их солей |
Country Status (20)
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU173438B (hu) * | 1975-11-27 | 1979-05-28 | Chinoin Gyogyszer Es Vegyeszet | Sposob poluchenija novykh proizvodnykh 4-okso-1,6,7,8-/tetragidro-4h-pirido/1,2/pirimidina s zaderzhivajuhhejj vozgoranie aktivnot'ju i protivosvertivajuhhem effektom |
| HU174693B (hu) * | 1976-02-12 | 1980-03-28 | Chinoin Gyogyszer Es Vegyeszet | Sposob poluchenija kondensirovannykh proizvodnykh pirimidina |
| HU174901B (hu) * | 1976-06-25 | 1980-04-28 | Chinoin Gyogyszer Es Vegyeszet | Sposob poluchenija novykh proizvodnykh pirido/1,2-a/pirimidina |
| HU178910B (en) * | 1977-08-19 | 1982-07-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing 2,3-disubstituted-4-oxo-4h-pyrido/1,2-a/-pyrimidines |
| HU185925B (en) * | 1977-12-29 | 1985-04-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing compounds with nitrogen bridge head |
| HU180701B (en) * | 1977-12-29 | 1983-04-29 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing pyrido-/1,2-a/pyrimidines containing a carboxylic or ester group on the pirimidimering |
| HU179143B (en) * | 1977-12-29 | 1982-08-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing 9-hydroxy-groops-containing 6,7-dihydro-pyrido-square bracket-1,2-a-square bracket closed-pyrimidin derivatives and esters thereof |
| HU178496B (en) * | 1977-12-29 | 1982-05-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing 6,7,8,9-tetrahydro-4h-pyrido/1,2-a/pyrimidine derivatives with antiallergic activity |
| AT376675B (de) * | 1979-05-08 | 1984-12-27 | Erba Farmitalia | Verfahren zum herstellen von neuen substituierten pyrido(1,2-a)pyrimidinen |
| US4661592A (en) * | 1984-06-27 | 1987-04-28 | G. D. Searle & Co. | 4H-pyrimido[2,1-a]isoquinolin-4-one derivatives |
| HU201551B (en) * | 1988-02-03 | 1990-11-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing 4-oxo-4h-pyrido(1,2-a)pyrimidine-3-carboxylic acid amide derivatives and pharmaceutical compositions comprising same |
| JP5419894B2 (ja) * | 2008-01-11 | 2014-02-19 | グレンマーク ファーマシューティカルズ， エセ．アー． | Ｔｒｐｖ３モジュレーターとしての縮合ピリミジン誘導体 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1795769C3 (de) * | 1966-11-02 | 1978-11-02 | Chinoin Gyogyszer- Es Vegyeszeti Termekek Gyara Rt, Budapest | 6,7,8,9-Tetrahydro-2H-pyrido [Ua] pyrimidinderivate, deren Salze mit Säuren und quaternäre Methosalze, Verfahren zu deren Herstellung sowie diese Verbindungen enthaltende Arzneimittel |
-
1973
- 1973-03-30 HU HUCI1361A patent/HU168014B/hu unknown
-
1974
- 1974-03-13 IL IL44417A patent/IL44417A/xx unknown
- 1974-03-22 NL NL7403901A patent/NL7403901A/xx unknown
- 1974-03-26 SE SE7404074A patent/SE418087B/xx unknown
- 1974-03-27 DE DE2414751A patent/DE2414751A1/de not_active Withdrawn
- 1974-03-27 CS CS742217A patent/CS189872B1/cs unknown
- 1974-03-27 AT AT252674A patent/AT336624B/de not_active IP Right Cessation
- 1974-03-27 FI FI940/74A patent/FI57949C/fi active
- 1974-03-28 CA CA196,195A patent/CA1032938A/en not_active Expired
- 1974-03-28 FR FR7410831A patent/FR2223036B1/fr not_active Expired
- 1974-03-29 SU SU7402014577A patent/SU566524A3/ru active
- 1974-03-29 ES ES424758A patent/ES424758A1/es not_active Expired
- 1974-03-29 BE BE142608A patent/BE813021A/xx unknown
- 1974-03-29 DK DK174074AA patent/DK138327B/da not_active Application Discontinuation
- 1974-03-29 NO NO741125A patent/NO140821C/no unknown
- 1974-03-29 CH CH446974A patent/CH605940A5/xx not_active IP Right Cessation
- 1974-03-29 PL PL1974169922A patent/PL93755B1/pl unknown
- 1974-03-29 DD DD177572A patent/DD110661A1/xx unknown
- 1974-03-30 JP JP49036582A patent/JPS505396A/ja active Pending
- 1974-04-01 GB GB1290874A patent/GB1454312A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| HU168014B (enrdf_load_stackoverflow) | 1976-02-28 |
| SE418087B (sv) | 1981-05-04 |
| DE2414751A1 (de) | 1974-10-10 |
| FR2223036B1 (enrdf_load_stackoverflow) | 1977-05-06 |
| NO140821C (no) | 1979-11-21 |
| CS189872B1 (en) | 1979-05-31 |
| AT336624B (de) | 1977-05-10 |
| NO140821B (no) | 1979-08-13 |
| DK138327B (da) | 1978-08-14 |
| FR2223036A1 (enrdf_load_stackoverflow) | 1974-10-25 |
| GB1454312A (en) | 1976-11-03 |
| NL7403901A (enrdf_load_stackoverflow) | 1974-10-02 |
| FI57949C (fi) | 1980-11-10 |
| PL93755B1 (en) | 1977-06-30 |
| AU6670474A (en) | 1975-09-18 |
| IL44417A (en) | 1978-01-31 |
| ES424758A1 (es) | 1976-06-16 |
| CA1032938A (en) | 1978-06-13 |
| ATA252674A (de) | 1976-09-15 |
| NO741125A (no) | 1974-10-01 |
| DD110661A1 (enrdf_load_stackoverflow) | 1975-01-05 |
| DK138327C (enrdf_load_stackoverflow) | 1979-01-22 |
| IL44417A0 (en) | 1974-06-30 |
| CH605940A5 (enrdf_load_stackoverflow) | 1978-10-13 |
| JPS505396A (enrdf_load_stackoverflow) | 1975-01-21 |
| BE813021A (fr) | 1974-07-15 |
| FI57949B (fi) | 1980-07-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SU1277895A3 (ru) | Способ получени цис,эндо-2-азабицикло-(3,3,0)-октан-3-карбоновой кислоты или ее эфиров или кислотно-аддитивных солей | |
| SU566524A3 (ru) | Способ получени производных пиридо(1,2-а)-пиримидина или их солей | |
| US3078214A (en) | Treatment of mental disturbances with esters of indoles | |
| DE2500157A1 (de) | Benzoesaeuren und deren derivate sowie verfahren zu ihrer herstellung | |
| DE2603600A1 (de) | Alpha-aminomethyl-5-hydroxy-2- pyridinmethanol-derivate | |
| SU582764A3 (ru) | Способ получени производных имидазо (2,1-а) изохинолина | |
| SU488411A3 (ru) | Способ получени -(фурил-метил)морфинанов | |
| US4209622A (en) | 3-(Ethoxycarbonyl-methyl)-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine | |
| Pachter et al. | The chemistry of hortiamine and 6-methoxyrhetsinine1 | |
| NO764039L (enrdf_load_stackoverflow) | ||
| JP3037991B2 (ja) | 新規なアコニチン系化合物および鎮痛・抗炎症剤 | |
| CH647777A5 (de) | Substituierte pyrido-(1,2-a)-pyrimidine. | |
| US2546159A (en) | Piperidyl ketones and process of | |
| US3949081A (en) | 4-Carbamoyl-1-benzazepines as antiinflammatory agents | |
| SU694074A3 (ru) | Способ получени производных октагидроиндоло(2,3-а)-хинолизина, или их солей | |
| US4036841A (en) | Indolo[2,3α]quinolizine derivatives | |
| SU563915A3 (ru) | Способ получени 2-оксиметил3-фенил-4/3н/-хиназолинона или его соли | |
| IL24970A (en) | New history of 6,3,2,1 tetrahydro-pyridine and their preparation | |
| Meyers et al. | Thiazine Derivatives. III. The Synthesis of Some 2-Substituted 5, 6-Dihydro-1, 3 (4H)-thiazines and Tetrahydro-1, 3-thiazines Related to Cephams1 | |
| US3285924A (en) | Intermediates and process for preparing pyridoxine and related compounds | |
| US3303195A (en) | Methylated deserpidine | |
| Kreighbaum et al. | 3 (2H) isoquinolones. 2. Studies on the structure and formation of aminonaphthols obtained in the preparation of 3 (2H) isoquinolones | |
| US3018286A (en) | Methoxy-z-j | |
| DE2238941A1 (de) | Verfahren zur herstellung von bestimmten indolbenzazepinderivaten | |
| US3749715A (en) | Method of preparing 2,3-dihydro-1h-pyrido-(2,3-b)(1,4)-thiazin-2-ones |