NO812208L - Pyrimidin-derivater. - Google Patents
Pyrimidin-derivater.Info
- Publication number
- NO812208L NO812208L NO812208A NO812208A NO812208L NO 812208 L NO812208 L NO 812208L NO 812208 A NO812208 A NO 812208A NO 812208 A NO812208 A NO 812208A NO 812208 L NO812208 L NO 812208L
- Authority
- NO
- Norway
- Prior art keywords
- pyrimidine
- formula
- methyl
- alkyl
- hydrogen
- Prior art date
Links
- 150000003230 pyrimidines Chemical class 0.000 title description 3
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 21
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 150000002148 esters Chemical class 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 229910021529 ammonia Inorganic materials 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Chemical group 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 150000002431 hydrogen Chemical group 0.000 claims description 4
- 239000007858 starting material Substances 0.000 claims description 4
- CDGJQQOBKNKYCY-UHFFFAOYSA-N 4-thia-1,8,10-triazatricyclo[7.3.0.03,7]dodeca-3(7),5,8-triene-2,11-dione Chemical compound N1C(=O)CN(C2=O)C1=NC1=C2SC=C1 CDGJQQOBKNKYCY-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 230000003266 anti-allergic effect Effects 0.000 claims description 2
- ZIUCDUUPVGCNHH-UHFFFAOYSA-N 6-methyl-4-thia-1,8,10-triazatricyclo[7.3.0.03,7]dodeca-3(7),5,8-triene-2,11-dione Chemical compound N1C2=NC(=O)CN2C(=O)C2=C1C(C)=CS2 ZIUCDUUPVGCNHH-UHFFFAOYSA-N 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 150000004702 methyl esters Chemical class 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
- 239000002552 dosage form Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- -1 sodium carbonate Chemical class 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 4
- 229920000881 Modified starch Polymers 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000002775 capsule Substances 0.000 description 4
- 239000008101 lactose Substances 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 208000006673 asthma Diseases 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000008120 corn starch Substances 0.000 description 3
- 208000030603 inherited susceptibility to asthma Diseases 0.000 description 3
- 235000019359 magnesium stearate Nutrition 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 229920002261 Corn starch Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000004368 Modified starch Substances 0.000 description 2
- 108010058846 Ovalbumin Proteins 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 2
- 150000008041 alkali metal carbonates Chemical class 0.000 description 2
- 239000000010 aprotic solvent Substances 0.000 description 2
- 150000008050 dialkyl sulfates Chemical class 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000010253 intravenous injection Methods 0.000 description 2
- RKBLURUDWDTMOB-UHFFFAOYSA-N methyl 3-isothiocyanatothiophene-2-carboxylate Chemical compound COC(=O)C=1SC=CC=1N=C=S RKBLURUDWDTMOB-UHFFFAOYSA-N 0.000 description 2
- 235000019426 modified starch Nutrition 0.000 description 2
- 229940092253 ovalbumin Drugs 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 238000011321 prophylaxis Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- ZWZVWGITAAIFPS-UHFFFAOYSA-N thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 description 2
- 125000005270 trialkylamine group Chemical group 0.000 description 2
- VAJQSHGYXCSNSZ-UHFFFAOYSA-N 2-(4-oxo-2-sulfanylidene-1h-thieno[3,2-d]pyrimidin-3-yl)acetic acid Chemical compound O=C1N(CC(=O)O)C(=S)NC2=C1SC=C2 VAJQSHGYXCSNSZ-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000002052 anaphylactic effect Effects 0.000 description 1
- 239000000043 antiallergic agent Substances 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- 235000012241 calcium silicate Nutrition 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- HIRGQGZZYOYRGV-UHFFFAOYSA-N chloroform;pentane Chemical compound ClC(Cl)Cl.CCCCC HIRGQGZZYOYRGV-UHFFFAOYSA-N 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 1
- 229940038472 dicalcium phosphate Drugs 0.000 description 1
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 150000004820 halides Chemical class 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
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000003434 inspiratory effect Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000014380 magnesium carbonate Nutrition 0.000 description 1
- QWSJNWBLIZDXJL-UHFFFAOYSA-N methyl 2-(4-oxo-2-sulfanylidene-1h-thieno[3,2-d]pyrimidin-3-yl)acetate Chemical compound O=C1N(CC(=O)OC)C(=S)NC2=C1SC=C2 QWSJNWBLIZDXJL-UHFFFAOYSA-N 0.000 description 1
- RVZJIQOHTRVJOA-UHFFFAOYSA-N methyl 2-(7-methyl-4-oxo-2-sulfanylidene-1h-thieno[3,2-d]pyrimidin-3-yl)acetate Chemical compound O=C1N(CC(=O)OC)C(=S)NC2=C1SC=C2C RVZJIQOHTRVJOA-UHFFFAOYSA-N 0.000 description 1
- MKGNQVLUZOTGAX-UHFFFAOYSA-N methyl 3-amino-4-methylthiophene-2-carboxylate;hydrochloride Chemical compound Cl.COC(=O)C=1SC=C(C)C=1N MKGNQVLUZOTGAX-UHFFFAOYSA-N 0.000 description 1
- KPNVCXWHPJMBJP-UHFFFAOYSA-N methyl 3-isothiocyanato-4-methylthiophene-2-carboxylate Chemical compound COC(=O)C=1SC=C(C)C=1N=C=S KPNVCXWHPJMBJP-UHFFFAOYSA-N 0.000 description 1
- KQSSATDQUYCRGS-UHFFFAOYSA-N methyl glycinate Chemical compound COC(=O)CN KQSSATDQUYCRGS-UHFFFAOYSA-N 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000008014 pharmaceutical binder Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000036391 respiratory frequency Effects 0.000 description 1
- 230000036387 respiratory rate Effects 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000011287 therapeutic dose Methods 0.000 description 1
- RBNBDIMXFJYDLQ-UHFFFAOYSA-N thieno[3,2-d]pyrimidine Chemical compound C1=NC=C2SC=CC2=N1 RBNBDIMXFJYDLQ-UHFFFAOYSA-N 0.000 description 1
- GKTQKQTXHNUFSP-UHFFFAOYSA-N thieno[3,4-c]pyrrole-4,6-dione Chemical compound S1C=C2C(=O)NC(=O)C2=C1 GKTQKQTXHNUFSP-UHFFFAOYSA-N 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
- C07D495/14—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pulmonology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Immunology (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH499580 | 1980-06-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
NO812208L true NO812208L (no) | 1981-12-28 |
Family
ID=4286126
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO812208A NO812208L (no) | 1980-06-27 | 1981-06-26 | Pyrimidin-derivater. |
Country Status (25)
Country | Link |
---|---|
US (2) | US4376121A (pt) |
EP (1) | EP0043054B1 (pt) |
JP (1) | JPS5762282A (pt) |
KR (1) | KR840000705B1 (pt) |
AR (1) | AR230748A1 (pt) |
AT (1) | ATE9698T1 (pt) |
AU (1) | AU7196781A (pt) |
BR (1) | BR8103967A (pt) |
CA (1) | CA1142924A (pt) |
CS (1) | CS217997B2 (pt) |
CU (1) | CU35489A (pt) |
DE (1) | DE3166449D1 (pt) |
DK (1) | DK252981A (pt) |
ES (1) | ES8207541A1 (pt) |
FI (1) | FI811600L (pt) |
GR (1) | GR74943B (pt) |
HU (1) | HU181608B (pt) |
IL (1) | IL63145A (pt) |
MC (1) | MC1395A1 (pt) |
NO (1) | NO812208L (pt) |
NZ (1) | NZ197476A (pt) |
PH (1) | PH16060A (pt) |
PT (1) | PT73270B (pt) |
ZA (1) | ZA814162B (pt) |
ZW (1) | ZW11781A1 (pt) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ZW11781A1 (en) * | 1980-06-27 | 1982-01-20 | Hoffmann La Roche | Pyrimidine derivatives |
US4797486A (en) * | 1986-09-08 | 1989-01-10 | Pfizer Inc. | Heterocyclic ring fused pyrimidine-4(3H)-ones as anticoccidial agents |
US4725599A (en) * | 1986-09-08 | 1988-02-16 | Pfizer Inc. | Heterocyclic ring fused pyrimidine-4 (3H)-ones as anticoccidial agents |
DK522187D0 (da) * | 1987-10-06 | 1987-10-06 | Ferrosan As | Imidozothienopyrimidiner, deres fremstilling og anvendelse |
DK0888359T3 (da) | 1996-03-11 | 2002-08-12 | Syngenta Participations Ag | Pyrimidin-4-on-derivat som pesticid |
FR2872165B1 (fr) | 2004-06-24 | 2006-09-22 | Sod Conseils Rech Applic | Nouveaux derives de pyrimido-benzimidazole |
US8809346B2 (en) * | 2008-05-30 | 2014-08-19 | Universite De Versailles-Saint-Quentin-En-Yvelines | ANT-ligands molecules and biological applications |
CN104478851A (zh) * | 2014-12-31 | 2015-04-01 | 济南诚汇双达化工有限公司 | 一种盐酸阿替卡因的制备方法 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE755404A (fr) * | 1969-08-29 | 1971-03-01 | Sandoz Sa | Nouveau derives de la thiazolo-(3,2-a) pyrrolo (2,3-d) pyrimidine, leurpreparation et medicaments contenant ces derives |
US3932407A (en) * | 1973-11-19 | 1976-01-13 | Bristol-Myers Company | Optionally substituted 1,2,3,5-tetrahydroimidezo(2,1-b)-quinazolin-2-ones and 6(H)-1,2,3,4-tetrahydropyimido(2,1-b)quinazolin-2-ones |
DE2411274A1 (de) * | 1974-03-06 | 1975-09-18 | Schering Ag | Neue 2-nitrothieno eckige klammer auf 2,3-d eckige klammer zu pyrimidinon-derivate und verfahren zu ihrer herstellung |
DE2411273A1 (de) * | 1974-03-06 | 1975-09-18 | Schering Ag | Neue thieno eckige klammer auf 2,3-d eckige klammer zu pyrimidinone und verfahren zu ihrer herstellung |
US4054656A (en) * | 1975-09-10 | 1977-10-18 | Mead Johnson & Company | Thieno[2,3-d]pyrimidine antiallergic agents |
JPS5527105A (en) * | 1978-08-11 | 1980-02-27 | Dai Ichi Seiyaku Co Ltd | Imidazothienopyrimidinones compound |
US4230707A (en) * | 1979-08-27 | 1980-10-28 | Warner-Lambert Company | Oxo-pyrido[1,2-a]thienopyrimidine compounds and methods for their production |
ZW11781A1 (en) * | 1980-06-27 | 1982-01-20 | Hoffmann La Roche | Pyrimidine derivatives |
-
1981
- 1981-05-14 ZW ZW117/81A patent/ZW11781A1/xx unknown
- 1981-05-14 CA CA000377588A patent/CA1142924A/en not_active Expired
- 1981-05-25 FI FI811600A patent/FI811600L/fi not_active Application Discontinuation
- 1981-05-27 CS CS813920A patent/CS217997B2/cs unknown
- 1981-06-10 DK DK252981A patent/DK252981A/da not_active Application Discontinuation
- 1981-06-19 AU AU71967/81A patent/AU7196781A/en not_active Abandoned
- 1981-06-19 ZA ZA814162A patent/ZA814162B/xx unknown
- 1981-06-19 US US06/275,271 patent/US4376121A/en not_active Expired - Fee Related
- 1981-06-19 NZ NZ197476A patent/NZ197476A/en unknown
- 1981-06-22 IL IL63145A patent/IL63145A/xx unknown
- 1981-06-22 EP EP81104750A patent/EP0043054B1/de not_active Expired
- 1981-06-22 DE DE8181104750T patent/DE3166449D1/de not_active Expired
- 1981-06-22 CU CU8135489A patent/CU35489A/es unknown
- 1981-06-22 AT AT81104750T patent/ATE9698T1/de active
- 1981-06-24 BR BR8103967A patent/BR8103967A/pt unknown
- 1981-06-24 HU HU811851A patent/HU181608B/hu unknown
- 1981-06-24 JP JP56096812A patent/JPS5762282A/ja active Pending
- 1981-06-25 PH PH25819A patent/PH16060A/en unknown
- 1981-06-25 GR GR65340A patent/GR74943B/el unknown
- 1981-06-25 MC MC811524A patent/MC1395A1/xx unknown
- 1981-06-26 ES ES503407A patent/ES8207541A1/es not_active Expired
- 1981-06-26 AR AR285881A patent/AR230748A1/es active
- 1981-06-26 PT PT73270A patent/PT73270B/pt unknown
- 1981-06-26 NO NO812208A patent/NO812208L/no unknown
- 1981-06-26 KR KR1019810002316A patent/KR840000705B1/ko active
-
1982
- 1982-12-23 US US06/452,677 patent/US4442289A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
HU181608B (en) | 1983-10-28 |
KR830006302A (ko) | 1983-09-20 |
ZW11781A1 (en) | 1982-01-20 |
PH16060A (en) | 1983-06-09 |
ES503407A0 (es) | 1982-10-01 |
US4442289A (en) | 1984-04-10 |
CS217997B2 (en) | 1983-02-25 |
ZA814162B (en) | 1982-07-28 |
PT73270A (en) | 1981-07-01 |
AR230748A1 (es) | 1984-06-29 |
CU35489A (en) | 1982-12-22 |
FI811600L (fi) | 1981-12-28 |
JPS5762282A (en) | 1982-04-15 |
NZ197476A (en) | 1984-05-31 |
ES8207541A1 (es) | 1982-10-01 |
ATE9698T1 (de) | 1984-10-15 |
EP0043054B1 (de) | 1984-10-03 |
BR8103967A (pt) | 1982-03-09 |
EP0043054A3 (en) | 1982-03-17 |
CA1142924A (en) | 1983-03-15 |
EP0043054A2 (de) | 1982-01-06 |
PT73270B (en) | 1983-05-11 |
DE3166449D1 (en) | 1984-11-08 |
MC1395A1 (fr) | 1982-04-27 |
KR840000705B1 (ko) | 1984-05-21 |
AU7196781A (en) | 1982-01-07 |
US4376121A (en) | 1983-03-08 |
IL63145A0 (en) | 1981-09-13 |
IL63145A (en) | 1984-05-31 |
GR74943B (pt) | 1984-07-12 |
DK252981A (da) | 1981-12-28 |
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