AT396471B - Neue 5-methoxyalkylammoniumtetrahydrofurane und -tetrahydrothiophene - Google Patents
Neue 5-methoxyalkylammoniumtetrahydrofurane und -tetrahydrothiophene Download PDFInfo
- Publication number
- AT396471B AT396471B AT0140688A AT140688A AT396471B AT 396471 B AT396471 B AT 396471B AT 0140688 A AT0140688 A AT 0140688A AT 140688 A AT140688 A AT 140688A AT 396471 B AT396471 B AT 396471B
- Authority
- AT
- Austria
- Prior art keywords
- compound
- formula
- carried out
- platelet
- compounds according
- Prior art date
Links
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 title claims description 3
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims description 20
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 5
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 238000005160 1H NMR spectroscopy Methods 0.000 claims description 4
- 239000002243 precursor Substances 0.000 claims description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 101150041968 CDC13 gene Proteins 0.000 claims description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 229960002887 deanol Drugs 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims description 2
- 208000010110 spontaneous platelet aggregation Diseases 0.000 claims description 2
- CURCMGVZNYCRNY-UHFFFAOYSA-N trimethylazanium;iodide Chemical compound I.CN(C)C CURCMGVZNYCRNY-UHFFFAOYSA-N 0.000 claims description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 6
- 241000283977 Oryctolagus Species 0.000 claims 2
- 241000283973 Oryctolagus cuniculus Species 0.000 claims 2
- 230000002776 aggregation Effects 0.000 claims 2
- 238000004220 aggregation Methods 0.000 claims 2
- 238000002474 experimental method Methods 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 230000007704 transition Effects 0.000 claims 2
- HVAUUPRFYPCOCA-AREMUKBSSA-N 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCOC[C@@H](OC(C)=O)COP([O-])(=O)OCC[N+](C)(C)C HVAUUPRFYPCOCA-AREMUKBSSA-N 0.000 claims 1
- YZXBAPSDXZZRGB-DOFZRALJSA-M Arachidonate Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC([O-])=O YZXBAPSDXZZRGB-DOFZRALJSA-M 0.000 claims 1
- 241000219198 Brassica Species 0.000 claims 1
- 235000003351 Brassica cretica Nutrition 0.000 claims 1
- 235000003343 Brassica rupestris Nutrition 0.000 claims 1
- 241000699670 Mus sp. Species 0.000 claims 1
- 108010003541 Platelet Activating Factor Proteins 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 229940114078 arachidonate Drugs 0.000 claims 1
- 210000001367 artery Anatomy 0.000 claims 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 claims 1
- 210000004369 blood Anatomy 0.000 claims 1
- 239000008280 blood Substances 0.000 claims 1
- 239000007979 citrate buffer Substances 0.000 claims 1
- 238000000354 decomposition reaction Methods 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 238000011835 investigation Methods 0.000 claims 1
- 238000012417 linear regression Methods 0.000 claims 1
- 235000010460 mustard Nutrition 0.000 claims 1
- 230000037361 pathway Effects 0.000 claims 1
- 210000002381 plasma Anatomy 0.000 claims 1
- 210000004623 platelet-rich plasma Anatomy 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 229910000104 sodium hydride Inorganic materials 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 description 2
- -1 methanesulfonyl compound Chemical class 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JEOSMYVMLZTQOH-UHFFFAOYSA-M 1-hexylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCC[N+]1=CC=CC=C1 JEOSMYVMLZTQOH-UHFFFAOYSA-M 0.000 description 1
- MVQVNTPHUGQQHK-UHFFFAOYSA-N 3-pyridinemethanol Chemical compound OCC1=CC=CN=C1 MVQVNTPHUGQQHK-UHFFFAOYSA-N 0.000 description 1
- BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- 239000012359 Methanesulfonyl chloride Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 208000025865 Ulcer Diseases 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 230000002804 anti-anaphylactic effect Effects 0.000 description 1
- 230000002253 anti-ischaemic effect Effects 0.000 description 1
- 230000002785 anti-thrombosis Effects 0.000 description 1
- 239000003146 anticoagulant agent Substances 0.000 description 1
- AITBHTAFQQYBHP-UHFFFAOYSA-N benzene;pyridine Chemical compound C1=CC=CC=C1.C1=CC=NC=C1 AITBHTAFQQYBHP-UHFFFAOYSA-N 0.000 description 1
- 108010015046 cell aggregation factors Proteins 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000002158 endotoxin Substances 0.000 description 1
- ZPEBBUBSCOELHI-UHFFFAOYSA-M ethyltrimethylammonium iodide Chemical compound [I-].CC[N+](C)(C)C ZPEBBUBSCOELHI-UHFFFAOYSA-M 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- DAZXVJBJRMWXJP-UHFFFAOYSA-N n,n-dimethylethylamine Chemical compound CCN(C)C DAZXVJBJRMWXJP-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 230000009278 visceral effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- 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
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/12—Radicals substituted by oxygen atoms
-
- 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
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Immunology (AREA)
- Pulmonology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pyridine Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB878712694A GB8712694D0 (en) | 1987-05-29 | 1987-05-29 | Tetrahydrofurans etc |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ATA140688A ATA140688A (de) | 1993-01-15 |
| AT396471B true AT396471B (de) | 1993-09-27 |
Family
ID=10618140
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT0140688A AT396471B (de) | 1987-05-29 | 1988-05-30 | Neue 5-methoxyalkylammoniumtetrahydrofurane und -tetrahydrothiophene |
Country Status (32)
| Country | Link |
|---|---|
| US (1) | US4888338A (en, 2012) |
| JP (1) | JPS63310880A (en, 2012) |
| KR (1) | KR960012371B1 (en, 2012) |
| AR (1) | AR244223A1 (en, 2012) |
| AT (1) | AT396471B (en, 2012) |
| AU (1) | AU605717B2 (en, 2012) |
| BE (1) | BE1002145A3 (en, 2012) |
| CA (1) | CA1318673C (en, 2012) |
| CH (1) | CH675123A5 (en, 2012) |
| DE (1) | DE3818122C2 (en, 2012) |
| DK (1) | DK167678B1 (en, 2012) |
| ES (1) | ES2009925A6 (en, 2012) |
| FI (1) | FI89354C (en, 2012) |
| FR (2) | FR2615855B1 (en, 2012) |
| GB (2) | GB8712694D0 (en, 2012) |
| GR (1) | GR1000146B (en, 2012) |
| HK (1) | HK100490A (en, 2012) |
| IE (1) | IE61385B1 (en, 2012) |
| IN (1) | IN169649B (en, 2012) |
| IT (1) | IT1219697B (en, 2012) |
| LU (1) | LU87230A1 (en, 2012) |
| MA (1) | MA21288A1 (en, 2012) |
| MY (1) | MY103731A (en, 2012) |
| NL (1) | NL192573C (en, 2012) |
| NO (1) | NO168247C (en, 2012) |
| NZ (1) | NZ224776A (en, 2012) |
| OA (1) | OA08740A (en, 2012) |
| PT (1) | PT87586B (en, 2012) |
| SE (1) | SE466448B (en, 2012) |
| SG (1) | SG83090G (en, 2012) |
| TN (1) | TNSN88050A1 (en, 2012) |
| ZA (1) | ZA883732B (en, 2012) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8701727D0 (en) * | 1987-01-27 | 1987-03-04 | Scras | Tetrahydrofuran derivatives |
| GB8712693D0 (en) * | 1987-05-29 | 1987-07-01 | Scras | Tetrahydrofurans etc |
| ES2010568A6 (es) * | 1988-08-04 | 1989-11-16 | Uriach & Cia Sa J | Procedimiento para la obtencion de derivados 2,5-disustituidos de tetrahidrofurano. |
| JP2805006B2 (ja) * | 1991-08-29 | 1998-09-30 | 財団法人 工業技術研究院 | チオフェン系化合物及びその薬理的に許容できる塩類よりなる医薬 |
| KR20080035702A (ko) | 2002-01-11 | 2008-04-23 | 상꾜 가부시키가이샤 | 아미노 알코올 유도체 또는 포스폰산 유도체 및 이들을함유하는 의약 조성물 |
| CN1921847B (zh) | 2004-02-24 | 2010-06-16 | 三共株式会社 | 氨基醇化合物 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0013581A1 (en) * | 1979-01-08 | 1980-07-23 | Shell Internationale Researchmaatschappij B.V. | Tetrahydrofuran derivatives, a process for their preparation, herbicidal compositions containing them and a method of controlling undesired plant growth using them |
| EP0155574A1 (de) * | 1984-03-10 | 1985-09-25 | BASF Aktiengesellschaft | Pyridiniumsalze und diese enthaltende Fungizide und Bakterizide |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1088880A (en) * | 1964-11-18 | 1967-10-25 | Vantorex Ltd | ª‡-cycloalkyleneimino-substituted esters |
| DK162882A (da) * | 1981-04-13 | 1982-10-14 | Searle & Co | Imidazolderivater eller syreadditionssalte deraf,deres fremstilling og anvendelse |
| GB8701727D0 (en) * | 1987-01-27 | 1987-03-04 | Scras | Tetrahydrofuran derivatives |
| GB8712693D0 (en) * | 1987-05-29 | 1987-07-01 | Scras | Tetrahydrofurans etc |
| NZ227287A (en) * | 1987-12-21 | 1992-01-29 | Merck & Co Inc | 2,5-diaryl tetrahydrofurans and medicaments |
-
1987
- 1987-05-29 GB GB878712694A patent/GB8712694D0/en active Pending
-
1988
- 1988-05-20 NL NL8801314A patent/NL192573C/nl not_active IP Right Cessation
- 1988-05-20 AR AR88310911A patent/AR244223A1/es active
- 1988-05-23 IN IN452/DEL/88A patent/IN169649B/en unknown
- 1988-05-23 GR GR880100341A patent/GR1000146B/el not_active IP Right Cessation
- 1988-05-25 NZ NZ224776A patent/NZ224776A/en unknown
- 1988-05-25 SE SE8801945A patent/SE466448B/sv not_active IP Right Cessation
- 1988-05-25 ZA ZA883732A patent/ZA883732B/xx unknown
- 1988-05-25 CH CH1981/88A patent/CH675123A5/fr not_active IP Right Cessation
- 1988-05-26 GB GB8812487A patent/GB2205315B/en not_active Expired - Lifetime
- 1988-05-26 MY MYPI88000562A patent/MY103731A/en unknown
- 1988-05-26 PT PT87586A patent/PT87586B/pt not_active IP Right Cessation
- 1988-05-26 FI FI882476A patent/FI89354C/fi not_active IP Right Cessation
- 1988-05-27 IT IT20772/88A patent/IT1219697B/it active
- 1988-05-27 AU AU16721/88A patent/AU605717B2/en not_active Ceased
- 1988-05-27 DE DE3818122A patent/DE3818122C2/de not_active Expired - Fee Related
- 1988-05-27 NO NO882336A patent/NO168247C/no not_active IP Right Cessation
- 1988-05-27 LU LU87230A patent/LU87230A1/fr unknown
- 1988-05-27 DK DK291188A patent/DK167678B1/da not_active IP Right Cessation
- 1988-05-27 TN TNTNSN88050A patent/TNSN88050A1/fr unknown
- 1988-05-27 BE BE8800599A patent/BE1002145A3/fr active
- 1988-05-27 OA OA59369A patent/OA08740A/xx unknown
- 1988-05-27 CA CA000567991A patent/CA1318673C/en not_active Expired - Fee Related
- 1988-05-27 MA MA21530A patent/MA21288A1/fr unknown
- 1988-05-27 US US07/199,939 patent/US4888338A/en not_active Expired - Lifetime
- 1988-05-27 JP JP63128594A patent/JPS63310880A/ja active Granted
- 1988-05-27 IE IE160088A patent/IE61385B1/en not_active IP Right Cessation
- 1988-05-27 ES ES8801675A patent/ES2009925A6/es not_active Expired
- 1988-05-28 KR KR1019880006344A patent/KR960012371B1/ko not_active Expired - Fee Related
- 1988-05-30 AT AT0140688A patent/AT396471B/de not_active IP Right Cessation
- 1988-05-30 FR FR888807165A patent/FR2615855B1/fr not_active Expired - Lifetime
- 1988-05-30 FR FR888807166A patent/FR2615736B1/fr not_active Expired - Lifetime
-
1990
- 1990-10-12 SG SG830/90A patent/SG83090G/en unknown
- 1990-11-29 HK HK1004/90A patent/HK100490A/xx not_active IP Right Cessation
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0013581A1 (en) * | 1979-01-08 | 1980-07-23 | Shell Internationale Researchmaatschappij B.V. | Tetrahydrofuran derivatives, a process for their preparation, herbicidal compositions containing them and a method of controlling undesired plant growth using them |
| EP0155574A1 (de) * | 1984-03-10 | 1985-09-25 | BASF Aktiengesellschaft | Pyridiniumsalze und diese enthaltende Fungizide und Bakterizide |
Also Published As
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