DE287819T1 - 5-(phenyl oder phenoxyalkyl)-3-(2-furanyl oder 2-thienyl)-3-(1h-imidazol-1-ylmethyl)-2-methylisoxazolidine. - Google Patents
5-(phenyl oder phenoxyalkyl)-3-(2-furanyl oder 2-thienyl)-3-(1h-imidazol-1-ylmethyl)-2-methylisoxazolidine.Info
- Publication number
- DE287819T1 DE287819T1 DE198888104468T DE88104468T DE287819T1 DE 287819 T1 DE287819 T1 DE 287819T1 DE 198888104468 T DE198888104468 T DE 198888104468T DE 88104468 T DE88104468 T DE 88104468T DE 287819 T1 DE287819 T1 DE 287819T1
- Authority
- DE
- Germany
- Prior art keywords
- imidazol
- ylmethyl
- methyl
- namely
- compound according
- 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
- -1 2-FURANYL Chemical class 0.000 title claims 6
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 13
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 claims 2
- STLDWKLRSTYXMV-UHFFFAOYSA-N 3-(furan-2-yl)-3-(imidazol-1-ylmethyl)-2-methyl-5-(3-nitrophenyl)-1,2-oxazolidine Chemical compound CN1OC(C=2C=C(C=CC=2)[N+]([O-])=O)CC1(C=1OC=CC=1)CN1C=CN=C1 STLDWKLRSTYXMV-UHFFFAOYSA-N 0.000 claims 1
- AZTVIRYILLOFFY-UHFFFAOYSA-N 3-(furan-2-yl)-3-(imidazol-1-ylmethyl)-5-[(4-methoxyphenoxy)methyl]-2-methyl-1,2-oxazolidine Chemical compound C1=CC(OC)=CC=C1OCC1ON(C)C(CN2C=NC=C2)(C=2OC=CC=2)C1 AZTVIRYILLOFFY-UHFFFAOYSA-N 0.000 claims 1
- FNAZKPPFTZUQNH-UHFFFAOYSA-N 3-(imidazol-1-ylmethyl)-2-methyl-5-(3-nitrophenyl)-3-thiophen-2-yl-1,2-oxazolidine Chemical compound CN1OC(C=2C=C(C=CC=2)[N+]([O-])=O)CC1(C=1SC=CC=1)CN1C=CN=C1 FNAZKPPFTZUQNH-UHFFFAOYSA-N 0.000 claims 1
- BUSNLFWAIPCVOU-UHFFFAOYSA-N 3-(imidazol-1-ylmethyl)-2-methyl-5-(phenoxymethyl)-3-thiophen-2-yl-1,2-oxazolidine Chemical compound C1C(C=2SC=CC=2)(CN2C=NC=C2)N(C)OC1COC1=CC=CC=C1 BUSNLFWAIPCVOU-UHFFFAOYSA-N 0.000 claims 1
- UPOVQQQBPFTXAV-UHFFFAOYSA-N 3-(imidazol-1-ylmethyl)-2-methyl-5-[(4-methylphenyl)sulfanylmethyl]-3-thiophen-2-yl-1,2-oxazolidine Chemical compound C1C(C=2SC=CC=2)(CN2C=NC=C2)N(C)OC1CSC1=CC=C(C)C=C1 UPOVQQQBPFTXAV-UHFFFAOYSA-N 0.000 claims 1
- FMBABDLEONAWLV-UHFFFAOYSA-N 3-(imidazol-1-ylmethyl)-2-methyl-5-phenyl-3-thiophen-2-yl-1,2-oxazolidine Chemical compound CN1OC(C=2C=CC=CC=2)CC1(C=1SC=CC=1)CN1C=CN=C1 FMBABDLEONAWLV-UHFFFAOYSA-N 0.000 claims 1
- CQUCWRIWMCMQJW-UHFFFAOYSA-N 3-(imidazol-1-ylmethyl)-5-[(4-methoxyphenoxy)methyl]-2-methyl-3-thiophen-2-yl-1,2-oxazolidine Chemical compound C1=CC(OC)=CC=C1OCC1ON(C)C(CN2C=NC=C2)(C=2SC=CC=2)C1 CQUCWRIWMCMQJW-UHFFFAOYSA-N 0.000 claims 1
- DXYUBCCTYQWPRC-UHFFFAOYSA-N 5-(4-chlorophenyl)-3-(furan-2-yl)-3-(imidazol-1-ylmethyl)-2-methyl-1,2-oxazolidine Chemical compound CN1OC(C=2C=CC(Cl)=CC=2)CC1(C=1OC=CC=1)CN1C=CN=C1 DXYUBCCTYQWPRC-UHFFFAOYSA-N 0.000 claims 1
- VSXLCBLQSWQRHB-UHFFFAOYSA-N 5-(4-chlorophenyl)-3-(imidazol-1-ylmethyl)-2-methyl-3-thiophen-2-yl-1,2-oxazolidine Chemical compound CN1OC(C=2C=CC(Cl)=CC=2)CC1(C=1SC=CC=1)CN1C=CN=C1 VSXLCBLQSWQRHB-UHFFFAOYSA-N 0.000 claims 1
- SPTPAQQTEGPGMY-UHFFFAOYSA-N 5-[(4-chlorophenoxy)methyl]-3-(imidazol-1-ylmethyl)-2-methyl-3-thiophen-2-yl-1,2-oxazolidine Chemical compound C1C(C=2SC=CC=2)(CN2C=NC=C2)N(C)OC1COC1=CC=C(Cl)C=C1 SPTPAQQTEGPGMY-UHFFFAOYSA-N 0.000 claims 1
- GVNFAOOHNVVVOY-UHFFFAOYSA-N 5-[(4-chlorophenyl)sulfanylmethyl]-3-(imidazol-1-ylmethyl)-2-methyl-3-thiophen-2-yl-1,2-oxazolidine Chemical compound C1C(C=2SC=CC=2)(CN2C=NC=C2)N(C)OC1CSC1=CC=C(Cl)C=C1 GVNFAOOHNVVVOY-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Claims (13)
1. Verbindung der Formel
und die pharmazeutisch annehmbaren Säureadditionssalze davon in der Form ihrer Enantiomeren oder Gemischen ihrer Enantiomeren
mit Einschluß der diastereoisomeren Paare solcher Enantiomeren,
X für Sauerstoff oder Schwefel steht und
R aus Phenyl-, substituierten Phenyl- und Phenoxymethyl-, substituierten Phenoxymethyl-, Phenylthiomethyl- und (substituierten Phenyl)thiomethyl-Gruppen ausgewählt ist, wobei
die Substituenten der substituierten Phenyl-, Phenylmethoxy
und Phenylthiomethyl-Gruppen aus Halogen, Nitro, Niedrigalkyl,
Niedrigalkoxy und Kombinationen davon ausgewählt sind.
2. Verbindung nach Anspruch 1, nämlich 5-(4-Chlorphenyl)-3-(2-furanyl)-3-(lH-imidazol-1-ylmethyl)-2-methylisoxazolidin.
3. Verbindung nach Anspruch 1, nämlich 3-(2-Furanyl)-3-(lH-imidazol-1-ylmethyl)-2-methyl-5-(3-nitrophenyl)-isoxazolidin.
4. Verbindung nach Anspruch 1, nämlich 5-(4-Chlorphenoxymethyl)-3-(2-furanyl)-2-(lH-imidazol-1-ylmethyl)-2-methylisoxazolidin.
5. Verbindung nach Anspruch 1, nämlich 3-(2-Furanyl)-3-(IH-imidazol-1-ylmethyl)-5-(4-methoxyphenoxymethyl)-2-methyI-isoxazolidin.
6. Verbindung nach Anspruch 1, nämlich 3-(lH-Imidazol-1-ylmethyl)-2-methy1-5-phenyl-3-(2-thienyl)-isoxazolidin.
7. Verbindung nach Anspruch 1, nämlich 5-(4-Chlorphenyl)-3-(lH-imidazol-1-ylmethyl)-2-methyl-3-(2-thienyl)-isoxazolidin.
8. Verbindung nach Anspruch 1, nämlich 3-(lH-Imidazol-1-ylmethyl)-2-methyl-5-(3-nitrophenyl)-3-(2-thienyl)-isoxazolidin.
9. Verbindung nach Anspruch 1, nämlich 3-(lH-Imidazol-1-ylmethyl)-2-methyl-5-(phenoxymethyl)-3-(2-thienyl)-isoxazolidin.
10. Verbindung nach Anspruch 1, nämlich 5-[ (4-Chlorphenoxy)-methyl]-3-(lH-imidazol-1-ylmethy1)-2-methyl-3-(2-thienyl)-isoxazolidin.
11. Verbindung nach Anspruch 1, nämlich 3-(lH-Imidazol-1-ylmethyl)-2-methyl-5-[[(4-methylpheny1)thio]methyl]-3-(2-thienyl)-isoxazolidin.
12. Verbindung nach Anspruch 1, nämlich 5-[[(4-Chlorphenyl)-thio]methyl]-3-(lH-imidazol-1-ylmethyl)-2-methyl-3-(2-thienyl
) -isoxazolidin.
13. Verbindung nach Anspruch 1, nämlich 3-(lH-Imidazol-1-ylmethyl)-5-[(4-methoxyphenoxy)methyl]-2-methyl-3-(2-thienyl)-isoxazolidin.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/036,839 US4769469A (en) | 1987-04-10 | 1987-04-10 | 5-(phenyl or phenoxyalkyl)-3-(2-furanyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidines |
| US07/104,702 US4769470A (en) | 1987-10-02 | 1987-10-02 | 5-(phenyl or phenoxyalkyl)-3-(2-thienyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE287819T1 true DE287819T1 (de) | 1989-02-16 |
Family
ID=26713551
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE198888104468T Pending DE287819T1 (de) | 1987-04-10 | 1988-03-21 | 5-(phenyl oder phenoxyalkyl)-3-(2-furanyl oder 2-thienyl)-3-(1h-imidazol-1-ylmethyl)-2-methylisoxazolidine. |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP0287819A1 (de) |
| JP (1) | JPS63313785A (de) |
| KR (1) | KR880012598A (de) |
| AR (1) | AR245124A1 (de) |
| AU (1) | AU1316288A (de) |
| DE (1) | DE287819T1 (de) |
| DK (1) | DK190788A (de) |
| ES (1) | ES2006440A4 (de) |
| FI (1) | FI881659A (de) |
| IL (1) | IL85691A0 (de) |
| NO (1) | NO881529L (de) |
| PH (1) | PH23282A (de) |
| PT (1) | PT87104B (de) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3465000A (en) * | 1966-12-28 | 1969-09-02 | R & L Molecular Research Ltd | Basic esters of certain substituted isoxazole-4-carboxylic acids |
| NL137326C (de) * | 1967-08-26 | |||
| JPS6043064B2 (ja) * | 1979-11-28 | 1985-09-26 | ウェルファイド株式会社 | 新規イソオキサゾ−ル誘導体 |
-
1988
- 1988-03-10 IL IL85691A patent/IL85691A0/xx unknown
- 1988-03-16 AU AU13162/88A patent/AU1316288A/en not_active Abandoned
- 1988-03-18 PH PH36659A patent/PH23282A/en unknown
- 1988-03-21 DE DE198888104468T patent/DE287819T1/de active Pending
- 1988-03-21 ES ES88104468T patent/ES2006440A4/es active Pending
- 1988-03-21 EP EP88104468A patent/EP0287819A1/de not_active Withdrawn
- 1988-03-25 PT PT87104A patent/PT87104B/pt not_active IP Right Cessation
- 1988-04-01 JP JP63078325A patent/JPS63313785A/ja active Pending
- 1988-04-08 DK DK190788A patent/DK190788A/da not_active Application Discontinuation
- 1988-04-08 NO NO881529A patent/NO881529L/no unknown
- 1988-04-08 FI FI881659A patent/FI881659A/fi not_active Application Discontinuation
- 1988-04-08 AR AR88310515A patent/AR245124A1/es active
- 1988-04-09 KR KR1019880004036A patent/KR880012598A/ko not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| IL85691A0 (en) | 1988-08-31 |
| AU1316288A (en) | 1988-10-13 |
| FI881659A (fi) | 1988-10-11 |
| FI881659A0 (fi) | 1988-04-08 |
| DK190788D0 (da) | 1988-04-08 |
| ES2006440A4 (es) | 1989-05-01 |
| PT87104A (pt) | 1988-04-01 |
| KR880012598A (ko) | 1988-11-28 |
| NO881529L (no) | 1988-10-11 |
| EP0287819A1 (de) | 1988-10-26 |
| NO881529D0 (no) | 1988-04-08 |
| DK190788A (da) | 1988-10-11 |
| PH23282A (en) | 1989-06-23 |
| AR245124A1 (es) | 1993-12-30 |
| PT87104B (pt) | 1992-07-31 |
| JPS63313785A (ja) | 1988-12-21 |
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