DE1801303A1 - Chemische Verfahren und Produkte - Google Patents
Chemische Verfahren und ProdukteInfo
- Publication number
- DE1801303A1 DE1801303A1 DE19681801303 DE1801303A DE1801303A1 DE 1801303 A1 DE1801303 A1 DE 1801303A1 DE 19681801303 DE19681801303 DE 19681801303 DE 1801303 A DE1801303 A DE 1801303A DE 1801303 A1 DE1801303 A1 DE 1801303A1
- Authority
- DE
- Germany
- Prior art keywords
- heteroatoms
- hydrogen
- ring structure
- hydroxy
- halogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000001311 chemical methods and process Methods 0.000 title description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 7
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical class OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 6
- 239000001569 carbon dioxide Substances 0.000 description 6
- 229910002092 carbon dioxide Inorganic materials 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- -1 Pfopyl Chemical group 0.000 description 5
- 125000005842 heteroatom Chemical group 0.000 description 5
- 229910000027 potassium carbonate Inorganic materials 0.000 description 5
- 235000011181 potassium carbonates Nutrition 0.000 description 5
- 239000005711 Benzoic acid Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 125000003282 alkyl amino group Chemical group 0.000 description 3
- 230000003110 anti-inflammatory effect Effects 0.000 description 3
- 235000010233 benzoic acid Nutrition 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
- 229960004889 salicylic acid Drugs 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 206010030113 Oedema Diseases 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 230000000202 analgesic effect Effects 0.000 description 2
- 230000001754 anti-pyretic effect Effects 0.000 description 2
- 239000002221 antipyretic Substances 0.000 description 2
- PXNRJZLHXKIISI-UHFFFAOYSA-N chembl2131269 Chemical compound C1=CC(O)=CC=C1C1=NC=CS1 PXNRJZLHXKIISI-UHFFFAOYSA-N 0.000 description 2
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 239000011872 intimate mixture Substances 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 125000004529 1,2,3-triazinyl group Chemical group N1=NN=C(C=C1)* 0.000 description 1
- 125000004530 1,2,4-triazinyl group Chemical group N1=NC(=NC=C1)* 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 description 1
- 125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[H] 0.000 description 1
- GJSFZMHGFSKOAK-UHFFFAOYSA-N 2-hydroxy-5-pyridin-3-ylbenzoic acid Chemical compound C1=C(O)C(C(=O)O)=CC(C=2C=NC=CC=2)=C1 GJSFZMHGFSKOAK-UHFFFAOYSA-N 0.000 description 1
- 125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 1
- 125000001397 3-pyrrolyl group Chemical group [H]N1C([H])=C([*])C([H])=C1[H] 0.000 description 1
- WQTVIWDQIXIEOD-UHFFFAOYSA-N 4-pyridin-3-ylphenol Chemical compound C1=CC(O)=CC=C1C1=CC=CN=C1 WQTVIWDQIXIEOD-UHFFFAOYSA-N 0.000 description 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 1
- KNLHNDZBUASBQF-UHFFFAOYSA-N 4-pyrimidin-4-ylphenol Chemical compound Oc1ccc(cc1)-c1ccncn1 KNLHNDZBUASBQF-UHFFFAOYSA-N 0.000 description 1
- KDDQRKBRJSGMQE-UHFFFAOYSA-N 4-thiazolyl Chemical group [C]1=CSC=N1 KDDQRKBRJSGMQE-UHFFFAOYSA-N 0.000 description 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 206010018691 Granuloma Diseases 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 230000021523 carboxylation Effects 0.000 description 1
- 238000006473 carboxylation reaction Methods 0.000 description 1
- LQGUURXDLDOJKX-UHFFFAOYSA-N chembl3245071 Chemical compound C1=C(O)C(C(=O)O)=CC(C=2N=CC=CC=2)=C1 LQGUURXDLDOJKX-UHFFFAOYSA-N 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 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
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000033687 granuloma formation Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000002547 new drug Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 description 1
- 125000004940 pyridazin-4-yl group Chemical group N1=NC=C(C=C1)* 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000002040 relaxant effect Effects 0.000 description 1
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 230000009772 tissue formation Effects 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/55—Acids; Esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
- C07D277/30—Radicals substituted by 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
- 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
- C07D333/06—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US67327367A | 1967-10-06 | 1967-10-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1801303A1 true DE1801303A1 (de) | 1969-06-19 |
Family
ID=24701969
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681801303 Pending DE1801303A1 (de) | 1967-10-06 | 1968-10-04 | Chemische Verfahren und Produkte |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3558641A (enrdf_load_stackoverflow) |
| BR (1) | BR6802728D0 (enrdf_load_stackoverflow) |
| CH (1) | CH502981A (enrdf_load_stackoverflow) |
| DE (1) | DE1801303A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1585315A (enrdf_load_stackoverflow) |
| GB (1) | GB1214079A (enrdf_load_stackoverflow) |
| NL (1) | NL161759C (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3676451A (en) * | 1970-06-09 | 1972-07-11 | Merck & Co Inc | Thiazolylsalicylic acids |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3993763A (en) * | 1969-03-18 | 1976-11-23 | Ciba-Geigy Corporation | Tertiary aminoacids as anti-inflammatory agents |
| US4001420A (en) * | 1968-12-12 | 1977-01-04 | Science Union Et Cie, Societe Francaise De Recherche Medical | Thiazolyl benzoic acid compounds |
| US3682968A (en) * | 1969-06-25 | 1972-08-08 | Merck & Co Inc | Anti-inflammatory salicylic acid derivatives |
| GB1308028A (en) * | 1970-06-12 | 1973-02-21 | Science Union & Cie | Thiazolylbenzoic acid derivatives and a process for their manufactur |
| US3687971A (en) * | 1970-06-22 | 1972-08-29 | Merck & Co Inc | 4-(pyrrolyl)-salicylic acid derivatives |
| US3929833A (en) * | 1970-10-30 | 1975-12-30 | Sandoz Ag | Organic compounds |
| FR2128285A1 (en) * | 1971-03-11 | 1972-10-20 | Berlin Chemie Veb | Imidazole derivs - with hypotensive mao-inhibitory, anticonvulsant antiinflammatory choleretic and antiviral activity prepn |
| FR2128292A1 (en) * | 1971-03-12 | 1972-10-20 | Berlin Chemie Veb | Imidazole derivs - with hypotensive, mao-inhibitory, anticonvulsant antiinflammatory, choleretic and antiviral activity prepn |
| US3860640A (en) * | 1972-04-12 | 1975-01-14 | Nippon Shinyaku Co Ltd | 3-alkoxy-5-substituted phenylacetic acids |
| US3865839A (en) * | 1973-03-01 | 1975-02-11 | Hoechst Co American | Thiopyranopyrrolylsalicyclic acids and derivatives thereof |
| US4111935A (en) * | 1975-01-02 | 1978-09-05 | Smith Kline & French Laboratories Limited | 3-chloro-6-phenylpyridazine compounds |
| US4152341A (en) * | 1975-12-29 | 1979-05-01 | Imperial Chemical Industries Limited | Triaryl or diarylpyridyl methanes |
| GB1560880A (en) * | 1975-12-29 | 1980-02-13 | Ici Ltd | Diphenylmethane derivatives and pharmaceutical compositions containing them |
| DE2818765A1 (de) * | 1978-04-28 | 1979-11-08 | Basf Ag | Aminoderivate des 2-methyl-5-(2-hydroxystyrol)-1,3,4-thiadiazols |
| EP0195582B1 (en) * | 1985-03-14 | 1990-01-24 | SMITH KLINE DAUELSBERG GmbH | 5-aminosalicylic acid derivatives of non-steroidal antiinflammatory acids |
| GB9204808D0 (en) * | 1992-03-04 | 1992-04-15 | Rhone Poulenc Rorer Ltd | Novel compositions of matter |
| ES2639863B1 (es) * | 2017-03-10 | 2018-09-20 | Universidad De Granada | Compuestos para el tratamiento de enfermedades causadas por la acumulación de oxalato |
-
1967
- 1967-10-06 US US673273A patent/US3558641A/en not_active Expired - Lifetime
-
1968
- 1968-09-24 NL NL6813639.A patent/NL161759C/xx not_active IP Right Cessation
- 1968-09-30 BR BR202728/68A patent/BR6802728D0/pt unknown
- 1968-10-01 GB GB46606/68A patent/GB1214079A/en not_active Expired
- 1968-10-04 FR FR1585315D patent/FR1585315A/fr not_active Expired
- 1968-10-04 DE DE19681801303 patent/DE1801303A1/de active Pending
- 1968-10-07 CH CH1494368A patent/CH502981A/de not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3676451A (en) * | 1970-06-09 | 1972-07-11 | Merck & Co Inc | Thiazolylsalicylic acids |
Also Published As
| Publication number | Publication date |
|---|---|
| CH502981A (de) | 1971-02-15 |
| US3558641A (en) | 1971-01-26 |
| FR1585315A (enrdf_load_stackoverflow) | 1970-01-16 |
| BR6802728D0 (pt) | 1973-05-10 |
| GB1214079A (en) | 1970-12-02 |
| NL6813639A (enrdf_load_stackoverflow) | 1969-04-09 |
| NL161759B (nl) | 1979-10-15 |
| NL161759C (nl) | 1980-03-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1801303A1 (de) | Chemische Verfahren und Produkte | |
| DE2341753C2 (de) | α-(3-tert.Butylamino-α-hydroxy-propylthio)- Thiazolderivate, Verfahren zu deren Herstellung und dieselben enthaltende pharmazeutische Zubereitung | |
| DE3008056C2 (enrdf_load_stackoverflow) | ||
| DE2065636C3 (de) | Tricyclische Verbindungen, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel | |
| DE2658267A1 (de) | Pyrimid-4-on- und -thion-derivate, ihre salze mit saeuren, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel | |
| DE1620458B2 (de) | 2-anilino-nicotinsaeureverbindungen, verfahren zu ihrer herstellung und sie enthaltende pharmazeutische zusammensetzungen | |
| DD149217A5 (de) | Verfahren zur herstellung von pyrimidonderivaten | |
| DD202291A5 (de) | Verfahren zur herstellung von als histamin-h tief 1-rezeptor-antagonisten wirkenden pyrimidon-derivaten | |
| DE3035086A1 (de) | Cyclohexancarbonsaeurederivate, verfahren zu ihrer herstellung und sie enthaltende mittel | |
| DE1620329B2 (de) | 8-halogen-10-piperazino-10,11-dihydrobenzo (b,f) thiepinderivate und verfahren zu deren herstellung | |
| DE2130709A1 (de) | 4-Heterocyclische Salicylsaeuren und deren Derivate | |
| DE2931418A1 (de) | Neue imidazochinoxaline und deren salze, verfahren zu deren herstellung, deren verwendung als arzneimittel und die sie enthaltenden pharmazeutischen zusammensetzungen | |
| CH621116A5 (enrdf_load_stackoverflow) | ||
| DE2128375C3 (de) | Basische substituierte Alkylidenamino-oxyalkyl-carbonsäureester, deren Säureadditionssalze, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Präparate | |
| DE2264657C2 (de) | 5-Phenoxy-2-(1H)pyrimidinone, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel | |
| DE1960910A1 (de) | Neue Benzylidenamino-oxyalkylcarbonsaeuren und Carbonsaeurederivate | |
| DD154816B3 (de) | Verfahren zur herstellung neuer pyridine | |
| DE3883164T2 (de) | Rhodanin-Derivate, Verfahren zu ihrer Herstellung, ihre Anwendung und pharmazeutische Zusammensetzungen, die sie enthalten. | |
| DD209194A5 (de) | Verfahren zur herstellung von als histamin h tief 2-rezeptor-antagonisten wirkenden pyrimidon-derivaten | |
| DE2140865A1 (de) | 1-imidazolyl-methanphosphonsaeureester, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel | |
| DE2819896A1 (de) | Chromenderivate, verfahren zu ihrer herstellung und sie enthaltende arzneimittel | |
| DE2406198A1 (de) | Verfahren zur herstellung von neuen 2-amino-6-dialkylaminodihydropyridinen und ihre verwendung als arzneimittel | |
| DE2641129A1 (de) | Derivate des 5-aminomethylthiazols, ihr herstellungsverfahren und pharmazeutische zusammensetzungen | |
| DE2725932A1 (de) | Substituierte 2-vinylchromone und verfahren zu ihrer herstellung | |
| DE2242787A1 (de) | Verfahren zur herstellung von neuen 3,4-dihydropyridonen sowie ihre verwendung als arzneimittel |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SH | Request for examination between 03.10.1968 and 22.04.1971 |