ES8604174A1 - New isoxazoles and process for the preparation thereof - Google Patents
New isoxazoles and process for the preparation thereofInfo
- Publication number
- ES8604174A1 ES8604174A1 ES544191A ES544191A ES8604174A1 ES 8604174 A1 ES8604174 A1 ES 8604174A1 ES 544191 A ES544191 A ES 544191A ES 544191 A ES544191 A ES 544191A ES 8604174 A1 ES8604174 A1 ES 8604174A1
- Authority
- ES
- Spain
- Prior art keywords
- group
- preparation
- formula
- image
- stand
- 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.)
- Expired
Links
- 150000002545 isoxazoles Chemical class 0.000 title abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- WKDDRNSBRWANNC-ATRFCDNQSA-N Thienamycin Chemical compound C1C(SCCN)=C(C(O)=O)N2C(=O)[C@H]([C@H](O)C)[C@H]21 WKDDRNSBRWANNC-ATRFCDNQSA-N 0.000 abstract 1
- WKDDRNSBRWANNC-UHFFFAOYSA-N Thienamycin Natural products C1C(SCCN)=C(C(O)=O)N2C(=O)C(C(O)C)C21 WKDDRNSBRWANNC-UHFFFAOYSA-N 0.000 abstract 1
- 150000008064 anhydrides Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000002560 nitrile group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two 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
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members 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
- C07D261/12—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members 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
- C07D261/18—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, 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
- C07D309/30—Oxygen atoms, e.g. delta-lactones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
The invention relates to new isoxazole derivatives of the general formula < IMAGE > wherein X and Y which are the same or different, stand for a nitrile group, an optionally activated carboxylic group, a -CO2Z or -CONRR' group wherein Z represents a C1-6 alkyl group, R and R' represent a hydrogen atom, a phenyl or benzyl group or R and R' together with the nitrogen atom may form a heterocyclic ring, or X and Y together stand for an anhydride group of the formula < IMAGE > By catalytic hydrogenation, the compounds of the formula (I) can be transformed to intermediates for the preparation of thienamycin, a known broad-spectrum antibiotic.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU83661A HU189236B (en) | 1983-02-28 | 1983-02-28 | Process for producing new type isoxazoles |
Publications (2)
Publication Number | Publication Date |
---|---|
ES8604174A1 true ES8604174A1 (en) | 1986-01-16 |
ES544191A0 ES544191A0 (en) | 1986-01-16 |
Family
ID=10950718
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES530121A Expired ES8601935A1 (en) | 1983-02-28 | 1984-02-28 | New isoxazoles and process for the preparation thereof |
ES544191A Expired ES8604174A1 (en) | 1983-02-28 | 1985-06-14 | New isoxazoles and process for the preparation thereof |
ES544192A Expired ES8604175A1 (en) | 1983-02-28 | 1985-06-14 | New isoxazoles and process for the preparation thereof |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES530121A Expired ES8601935A1 (en) | 1983-02-28 | 1984-02-28 | New isoxazoles and process for the preparation thereof |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES544192A Expired ES8604175A1 (en) | 1983-02-28 | 1985-06-14 | New isoxazoles and process for the preparation thereof |
Country Status (12)
Country | Link |
---|---|
JP (1) | JPS59164784A (en) |
BE (1) | BE899007A (en) |
CH (1) | CH658655A5 (en) |
DE (1) | DE3405422A1 (en) |
ES (3) | ES8601935A1 (en) |
FR (1) | FR2541678A1 (en) |
GB (1) | GB2135996B (en) |
HU (1) | HU189236B (en) |
IT (1) | IT1174498B (en) |
NL (1) | NL8400575A (en) |
PT (1) | PT78157B (en) |
SE (1) | SE8401064L (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5366987A (en) * | 1991-08-22 | 1994-11-22 | Warner-Lambert Company | Isoxazolyl-substituted alkyl amide ACAT inhibitors |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4163057A (en) * | 1977-12-27 | 1979-07-31 | Sandoz, Inc. | Isoxazole-4-carboxamides as tranquilizers, sleep-inducers and muscle relaxants |
-
1983
- 1983-02-28 HU HU83661A patent/HU189236B/en not_active IP Right Cessation
-
1984
- 1984-02-15 DE DE19843405422 patent/DE3405422A1/en not_active Withdrawn
- 1984-02-24 NL NL8400575A patent/NL8400575A/en not_active Application Discontinuation
- 1984-02-27 SE SE8401064A patent/SE8401064L/en not_active Application Discontinuation
- 1984-02-27 IT IT19806/84A patent/IT1174498B/en active
- 1984-02-27 PT PT78157A patent/PT78157B/en unknown
- 1984-02-27 JP JP59034477A patent/JPS59164784A/en active Pending
- 1984-02-27 GB GB08405001A patent/GB2135996B/en not_active Expired
- 1984-02-27 FR FR8402947A patent/FR2541678A1/en active Pending
- 1984-02-27 CH CH935/84A patent/CH658655A5/en not_active IP Right Cessation
- 1984-02-27 BE BE1/10966A patent/BE899007A/en not_active IP Right Cessation
- 1984-02-28 ES ES530121A patent/ES8601935A1/en not_active Expired
-
1985
- 1985-06-14 ES ES544191A patent/ES8604174A1/en not_active Expired
- 1985-06-14 ES ES544192A patent/ES8604175A1/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE3405422A1 (en) | 1984-08-30 |
GB2135996B (en) | 1986-09-10 |
JPS59164784A (en) | 1984-09-17 |
NL8400575A (en) | 1984-09-17 |
ES544192A0 (en) | 1986-01-16 |
GB2135996A (en) | 1984-09-12 |
SE8401064D0 (en) | 1984-02-27 |
PT78157B (en) | 1986-05-19 |
SE8401064L (en) | 1984-08-29 |
GB8405001D0 (en) | 1984-04-04 |
IT1174498B (en) | 1987-07-01 |
ES530121A0 (en) | 1985-11-16 |
ES8604175A1 (en) | 1986-01-16 |
BE899007A (en) | 1984-08-27 |
ES544191A0 (en) | 1986-01-16 |
FR2541678A1 (en) | 1984-08-31 |
CH658655A5 (en) | 1986-11-28 |
HU189236B (en) | 1986-06-30 |
PT78157A (en) | 1984-03-01 |
IT8419806A0 (en) | 1984-02-27 |
ES8601935A1 (en) | 1985-11-16 |
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