LU85248A1 - Derives de thiazolidine,procede pour leur preparation et compositions pharmaceutiques les contenant - Google Patents
Derives de thiazolidine,procede pour leur preparation et compositions pharmaceutiques les contenant Download PDFInfo
- Publication number
- LU85248A1 LU85248A1 LU85248A LU85248A LU85248A1 LU 85248 A1 LU85248 A1 LU 85248A1 LU 85248 A LU85248 A LU 85248A LU 85248 A LU85248 A LU 85248A LU 85248 A1 LU85248 A1 LU 85248A1
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- LU
- Luxembourg
- Prior art keywords
- formula
- group
- ppm
- compound
- thiazolidine
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- 238000000034 method Methods 0.000 title claims description 31
- 230000008569 process Effects 0.000 title claims description 10
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 6
- OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical class C1CSCN1 OGYGFUAIIOPWQD-UHFFFAOYSA-N 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims description 52
- 229910052757 nitrogen Inorganic materials 0.000 claims description 27
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- 241001465754 Metazoa Species 0.000 claims description 13
- 125000001424 substituent group Chemical group 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 9
- 206010061459 Gastrointestinal ulcer Diseases 0.000 claims description 7
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
- 150000003548 thiazolidines Chemical class 0.000 claims description 7
- GGMDHDPZNBJHPO-UHFFFAOYSA-N (3-benzyl-1,3-thiazolidin-2-ylidene)cyanamide Chemical compound N#CN=C1SCCN1CC1=CC=CC=C1 GGMDHDPZNBJHPO-UHFFFAOYSA-N 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 4
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- 125000004185 ester group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
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- 125000003545 alkoxy group Chemical group 0.000 claims description 2
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- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 1
- KKFDJZZADQONDE-UHFFFAOYSA-N (hydridonitrato)hydroxidocarbon(.) Chemical compound O[C]=N KKFDJZZADQONDE-UHFFFAOYSA-N 0.000 claims 1
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- TYLUYQCKBXQXDS-NDRUTXPUSA-M [(1s,5r)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 9h-xanthene-9-carboxylate;bromide Chemical compound [Br-].C12=CC=CC=C2OC2=CC=CC=C2C1C(=O)OC(C1)C[C@H]2CC[C@@H]1[N+]2(C)C TYLUYQCKBXQXDS-NDRUTXPUSA-M 0.000 description 1
- YVBFFLZDEMIWDG-UHFFFAOYSA-N [3-(4-nitrophenyl)-1,3-thiazolidin-2-ylidene]cyanamide Chemical compound C1=CC([N+](=O)[O-])=CC=C1N1C(=NC#N)SCC1 YVBFFLZDEMIWDG-UHFFFAOYSA-N 0.000 description 1
- DCMCWUMSMFBYDO-UHFFFAOYSA-N [3-(naphthalen-1-ylmethyl)-1,3-thiazolidin-2-ylidene]cyanamide Chemical compound N#CN=C1SCCN1CC1=CC=CC2=CC=CC=C12 DCMCWUMSMFBYDO-UHFFFAOYSA-N 0.000 description 1
- MWLKHDUOWDIZDO-UHFFFAOYSA-N [3-[(2-hydroxy-5-nitrophenyl)methyl]-1,3-thiazolidin-2-ylidene]cyanamide Chemical compound OC1=CC=C([N+]([O-])=O)C=C1CN1C(=NC#N)SCC1 MWLKHDUOWDIZDO-UHFFFAOYSA-N 0.000 description 1
- NSHPMWXSEUZESX-UHFFFAOYSA-N [3-[(3-hydroxyphenyl)methyl]-1,3-thiazolidin-2-ylidene]cyanamide Chemical compound OC1=CC=CC(CN2C(SCC2)=NC#N)=C1 NSHPMWXSEUZESX-UHFFFAOYSA-N 0.000 description 1
- SCKIRIYHIXRNRX-UHFFFAOYSA-N [3-[(4-chlorophenyl)methyl]-1,3-thiazolidin-2-ylidene]cyanamide Chemical compound C1=CC(Cl)=CC=C1CN1C(=NC#N)SCC1 SCKIRIYHIXRNRX-UHFFFAOYSA-N 0.000 description 1
- MKVYERLJLFPQKQ-UHFFFAOYSA-N [3-[(4-hydroxyphenyl)methyl]-1,3-thiazolidin-2-ylidene]cyanamide Chemical compound C1=CC(O)=CC=C1CN1C(=NC#N)SCC1 MKVYERLJLFPQKQ-UHFFFAOYSA-N 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
- BVJSGOYEEDZAGW-UHFFFAOYSA-N [chloro(nitro)methyl]benzene Chemical compound [O-][N+](=O)C(Cl)C1=CC=CC=C1 BVJSGOYEEDZAGW-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- XBULFGIFWBZAGT-UHFFFAOYSA-N acetic acid;1-bromo-3-methylbenzene Chemical compound CC(O)=O.CC1=CC=CC(Br)=C1 XBULFGIFWBZAGT-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
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- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 239000011260 aqueous acid Substances 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- RKUNBYITZUJHSG-SPUOUPEWSA-N atropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-SPUOUPEWSA-N 0.000 description 1
- 229960000396 atropine Drugs 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 150000001557 benzodiazepines Chemical class 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 125000004803 chlorobenzyl group Chemical group 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- JSYGRUBHOCKMGQ-UHFFFAOYSA-N dichloramine Chemical compound ClNCl JSYGRUBHOCKMGQ-UHFFFAOYSA-N 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 208000000718 duodenal ulcer Diseases 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000012631 food intake Nutrition 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000027119 gastric acid secretion Effects 0.000 description 1
- 230000000762 glandular Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 125000004438 haloalkoxy group Chemical group 0.000 description 1
- 229960001340 histamine Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 206010022694 intestinal perforation Diseases 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 229910052987 metal hydride Inorganic materials 0.000 description 1
- 150000004681 metal hydrides Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000001338 necrotic effect Effects 0.000 description 1
- 208000015238 neurotic disease Diseases 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 238000012261 overproduction Methods 0.000 description 1
- 208000011906 peptic ulcer disease Diseases 0.000 description 1
- 230000008855 peristalsis Effects 0.000 description 1
- 206010034674 peritonitis Diseases 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- RMHMFHUVIITRHF-UHFFFAOYSA-N pirenzepine Chemical compound C1CN(C)CCN1CC(=O)N1C2=NC=CC=C2NC(=O)C2=CC=CC=C21 RMHMFHUVIITRHF-UHFFFAOYSA-N 0.000 description 1
- 229960004633 pirenzepine Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 210000001187 pylorus Anatomy 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- VMXUWOKSQNHOCA-LCYFTJDESA-N ranitidine Chemical compound [O-][N+](=O)/C=C(/NC)NCCSCC1=CC=C(CN(C)C)O1 VMXUWOKSQNHOCA-LCYFTJDESA-N 0.000 description 1
- 229960000620 ranitidine Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229940044551 receptor antagonist Drugs 0.000 description 1
- 239000002464 receptor antagonist Substances 0.000 description 1
- 230000000552 rheumatic effect Effects 0.000 description 1
- 208000026451 salivation Diseases 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 231100001274 therapeutic index Toxicity 0.000 description 1
- 150000003549 thiazolines Chemical class 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Classifications
-
- 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
- C07D277/04—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 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
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- 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
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/10—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D277/18—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (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)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU88883 | 1983-03-16 | ||
| HU83888A HU188852B (en) | 1983-03-16 | 1983-03-16 | Process for producing thiazolidine derivatives active against gastric ulcer and intestinal ulcer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU85248A1 true LU85248A1 (fr) | 1985-10-14 |
Family
ID=10951891
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU85248A LU85248A1 (fr) | 1983-03-16 | 1984-03-14 | Derives de thiazolidine,procede pour leur preparation et compositions pharmaceutiques les contenant |
Country Status (32)
| Country | Link |
|---|---|
| US (1) | US4616025A (show.php) |
| JP (1) | JPS59196877A (show.php) |
| KR (1) | KR840008001A (show.php) |
| AT (1) | AT383596B (show.php) |
| AU (1) | AU559753B2 (show.php) |
| BE (1) | BE899132A (show.php) |
| CA (1) | CA1273933A (show.php) |
| CH (1) | CH660592A5 (show.php) |
| CS (1) | CS241074B2 (show.php) |
| DD (1) | DD216929A5 (show.php) |
| DE (1) | DE3409801A1 (show.php) |
| DK (1) | DK143284A (show.php) |
| ES (2) | ES530738A0 (show.php) |
| FI (1) | FI79843C (show.php) |
| FR (1) | FR2542740B1 (show.php) |
| GB (1) | GB2140412B (show.php) |
| GR (1) | GR81883B (show.php) |
| HU (1) | HU188852B (show.php) |
| IE (1) | IE57101B1 (show.php) |
| IL (1) | IL71249A (show.php) |
| IN (1) | IN157738B (show.php) |
| IT (1) | IT1196048B (show.php) |
| LU (1) | LU85248A1 (show.php) |
| NL (1) | NL8400817A (show.php) |
| NO (1) | NO162858C (show.php) |
| NZ (1) | NZ207516A (show.php) |
| PL (2) | PL142909B1 (show.php) |
| PT (1) | PT78260B (show.php) |
| SE (1) | SE455945B (show.php) |
| SU (2) | SU1240355A3 (show.php) |
| YU (1) | YU47384A (show.php) |
| ZA (1) | ZA841938B (show.php) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6051184A (ja) * | 1983-08-30 | 1985-03-22 | Fujimoto Seiyaku Kk | Ν−シアノイミノチアゾリジン誘導体およびその製造法 |
| US5204360A (en) * | 1985-02-04 | 1993-04-20 | Nihon Bayer Agrochem K.K. | Heterocyclic compounds |
| JPH066585B2 (ja) * | 1985-02-04 | 1994-01-26 | 日本バイエルアグロケム株式会社 | ニトロメチレン誘導体、その製法及び殺虫剤 |
| US5001138B1 (en) * | 1985-02-04 | 1998-01-20 | Bayer Agrochem Kk | Heterocyclic compounds |
| JPH0649699B2 (ja) * | 1985-02-04 | 1994-06-29 | 日本バイエルアグロケム株式会社 | ニトロメチレン誘導体、その製法及び殺虫剤 |
| JPH0730070B2 (ja) * | 1985-10-03 | 1995-04-05 | 日本バイエルアグロケム株式会社 | 新規複素環式化合物 |
| ATE67493T1 (de) * | 1985-02-04 | 1991-10-15 | Bayer Agrochem Kk | Heterocyclische verbindungen. |
| JPH0717621B2 (ja) * | 1986-03-07 | 1995-03-01 | 日本バイエルアグロケム株式会社 | 新規ヘテロ環式化合物 |
| USRE39130E1 (en) | 1986-03-07 | 2006-06-13 | Bayer Cropscience K.K. | Heterocyclic compounds |
| JP2607369B2 (ja) * | 1987-02-20 | 1997-05-07 | 興和株式会社 | 新規な複素環化合物 |
| ATE183085T1 (de) * | 1989-06-21 | 1999-08-15 | Univ Pennsylvania | Behandlung und regulierung der augenentwicklung mit cholinergischen agonisten |
| US5122522A (en) * | 1989-06-21 | 1992-06-16 | The Trustees Of The University Of Pennsylvania | Treatment and control of ocular development |
| HU207047B (en) * | 1989-11-07 | 1993-03-01 | Richter Gedeon Vegyeszet | Process for producing new pyridine derivatives and pharmaceutical copositions comprising same |
| CA2063865A1 (en) * | 1992-03-24 | 1993-09-25 | Karoly Lempert | 2-(substituted imino)-thiazolidines and process for the preparation thereof |
| JP2721805B2 (ja) * | 1994-07-22 | 1998-03-04 | 日本バイエルアグロケム株式会社 | 新規ヘテロ環式化合物 |
| DE4427569A1 (de) * | 1994-08-04 | 1996-02-08 | Bayer Ag | Verfahren zur Herstellung von Cyanimino-1,3-thiazolidin |
| DE4427539A1 (de) * | 1994-08-04 | 1996-02-08 | Sueddeutsche Kalkstickstoff | Verfahren zur Herstellung von 2-Cyaniminothiazolidin |
| DE19904310A1 (de) * | 1999-01-28 | 2000-08-03 | Bayer Ag | Verfahren zur Herstellung heterocyclischer Verbindungen |
| WO2000053582A1 (fr) * | 1999-03-05 | 2000-09-14 | Suntory Limited | COMPOSES HETEROCYCLIQUES POSSEDANT UN EFFET D'ACTIVATION DU RECEPTEUR α4β2 DE L'ACETYLCHOLINE NICOTINIQUE |
| HRP20020667A2 (en) * | 2000-01-19 | 2004-12-31 | Bayer Ag | Method for producing heterocyclic compounds |
| CN1509172A (zh) * | 2001-05-25 | 2004-06-30 | ά����ҩ��˾ | 哌仑西平眼用凝胶剂 |
| KR20050085115A (ko) * | 2002-11-22 | 2005-08-29 | 스미스클라인 비참 코포레이션 | 신규 화합물 |
| JP4847314B2 (ja) * | 2003-04-07 | 2011-12-28 | コーティカル・ピーティーワイ・リミテッド | 炎症性疾患を治療するための新規な方法 |
| WO2010001922A1 (ja) * | 2008-07-01 | 2010-01-07 | 株式会社クレハ | 新規イミノ誘導体とその製造法、並びにこれを含有する殺虫剤 |
| DK2751100T3 (en) * | 2011-09-02 | 2016-01-18 | Bayer Ip Gmbh | METHOD FOR PREPARING [3 - [(6-CHLOR-3-PYRIDINYL) METHYL] -2-THIAZOLIDINYLIDE] CYANAMIDE |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3264316A (en) * | 1963-09-18 | 1966-08-02 | Res Lab Dr C Janssen N V | Certain 2-acylimino-3-substitutedthiazoline-4 compounds |
| DE2205745A1 (de) * | 1972-02-08 | 1973-08-23 | Thomae Gmbh Dr K | Neue durch den n-cyaniminorest substituierten heterocyclen und verfahren zu ihrer herstellung |
| US4006156A (en) * | 1975-06-27 | 1977-02-01 | Shell Oil Company | 3-Alkyl-2-(nitromethylene) thiazolidine |
| NL7704322A (nl) * | 1976-05-03 | 1977-11-07 | Merck & Co Inc | Werkwijze voor het bereiden van 2-iminothiazo- lidinen en -thiazolinen. |
| JPS57171986A (en) * | 1981-04-14 | 1982-10-22 | Taiho Yakuhin Kogyo Kk | Heterocylic ring compound containing sulfur |
| JPS5823682A (ja) * | 1981-08-03 | 1983-02-12 | Santen Pharmaceut Co Ltd | 複素五員環化合物 |
| DE3133918A1 (de) * | 1981-08-27 | 1983-03-17 | Bayer Ag, 5090 Leverkusen | 2-arylhydrazino-2-thiazoline, acylderivate derselben, 2-arylazo-2-thiazoline, herstellungsverfahren und ihre verwendung zur bekaempfung von ekto- und endoparasiten |
| JPS58222886A (ja) * | 1982-06-19 | 1983-12-24 | Ricoh Co Ltd | 感熱記録シ−ト |
| JPS5933267A (ja) * | 1982-08-19 | 1984-02-23 | Fujimoto Seiyaku Kk | グアニジン誘導体およびその製造法 |
-
1983
- 1983-03-16 HU HU83888A patent/HU188852B/hu not_active IP Right Cessation
-
1984
- 1984-02-29 DK DK143284A patent/DK143284A/da not_active Application Discontinuation
- 1984-03-12 CH CH1211/84A patent/CH660592A5/de not_active IP Right Cessation
- 1984-03-12 BE BE1/10980A patent/BE899132A/fr not_active IP Right Cessation
- 1984-03-13 PL PL1984252129A patent/PL142909B1/pl unknown
- 1984-03-14 LU LU85248A patent/LU85248A1/fr unknown
- 1984-03-15 FR FR8403985A patent/FR2542740B1/fr not_active Expired
- 1984-03-15 IE IE655/84A patent/IE57101B1/en unknown
- 1984-03-15 NL NL8400817A patent/NL8400817A/nl not_active Application Discontinuation
- 1984-03-15 GB GB08406790A patent/GB2140412B/en not_active Expired
- 1984-03-15 SE SE8401463A patent/SE455945B/sv not_active IP Right Cessation
- 1984-03-15 DD DD84260939A patent/DD216929A5/de not_active IP Right Cessation
- 1984-03-15 NZ NZ207516A patent/NZ207516A/en unknown
- 1984-03-15 PT PT78260A patent/PT78260B/pt not_active IP Right Cessation
- 1984-03-15 JP JP59048270A patent/JPS59196877A/ja active Pending
- 1984-03-15 CA CA000449688A patent/CA1273933A/en not_active Expired - Lifetime
- 1984-03-15 PL PL1984246683A patent/PL142749B1/pl unknown
- 1984-03-15 NO NO841002A patent/NO162858C/no unknown
- 1984-03-15 AT AT0088284A patent/AT383596B/de not_active IP Right Cessation
- 1984-03-15 IN IN186/CAL/84A patent/IN157738B/en unknown
- 1984-03-15 IT IT20057/84A patent/IT1196048B/it active
- 1984-03-15 IL IL71249A patent/IL71249A/xx unknown
- 1984-03-15 CS CS841885A patent/CS241074B2/cs unknown
- 1984-03-15 GR GR74119A patent/GR81883B/el unknown
- 1984-03-15 ZA ZA841938A patent/ZA841938B/xx unknown
- 1984-03-16 DE DE3409801A patent/DE3409801A1/de not_active Withdrawn
- 1984-03-16 AU AU25833/84A patent/AU559753B2/en not_active Ceased
- 1984-03-16 ES ES530738A patent/ES530738A0/es active Granted
- 1984-03-16 YU YU00473/84A patent/YU47384A/xx unknown
- 1984-03-16 FI FI841066A patent/FI79843C/fi not_active IP Right Cessation
- 1984-03-16 US US06/590,486 patent/US4616025A/en not_active Expired - Fee Related
- 1984-03-16 SU SU843713458A patent/SU1240355A3/ru active
- 1984-03-16 KR KR1019840001360A patent/KR840008001A/ko not_active Ceased
- 1984-10-17 SU SU843799805A patent/SU1240356A3/ru active
-
1985
- 1985-06-17 ES ES544286A patent/ES8604179A1/es not_active Expired
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