SE7408255L - - Google Patents
Info
- Publication number
- SE7408255L SE7408255L SE7408255A SE7408255A SE7408255L SE 7408255 L SE7408255 L SE 7408255L SE 7408255 A SE7408255 A SE 7408255A SE 7408255 A SE7408255 A SE 7408255A SE 7408255 L SE7408255 L SE 7408255L
- Authority
- SE
- Sweden
- Prior art keywords
- formula
- hydrogen atom
- group
- compounds
- compound
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004043 oxo group Chemical group O=* 0.000 abstract 2
- 229920000137 polyphosphoric acid Polymers 0.000 abstract 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 abstract 2
- 125000001544 thienyl group Chemical group 0.000 abstract 2
- DAXJNUBSBFUTRP-RTQNCGMRSA-N (8r,9s,10r,13s,14s)-6-(hydroxymethyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthrene-3,17-dione Chemical compound O=C1C=C[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CC(CO)C2=C1 DAXJNUBSBFUTRP-RTQNCGMRSA-N 0.000 abstract 1
- ASSKVPFEZFQQNQ-UHFFFAOYSA-N 2-benzoxazolinone Chemical class C1=CC=C2OC(O)=NC2=C1 ASSKVPFEZFQQNQ-UHFFFAOYSA-N 0.000 abstract 1
- IMJHZVCEOBDHMM-UHFFFAOYSA-N 2-oxo-3h-1,3-benzoxazole-6-carbaldehyde Chemical class O=CC1=CC=C2NC(=O)OC2=C1 IMJHZVCEOBDHMM-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000008064 anhydrides Chemical class 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
- 235000010299 hexamethylene tetramine Nutrition 0.000 abstract 1
- 239000004312 hexamethylene tetramine Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles 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 in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pain & Pain Management (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1425429 Benzoxazolinone derivatives INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE 24 June 1974 [26 June 1973] 27952/74 Heading C2C Novel compounds have the Formula I: m which R 1 represents a hydrogen atom, an unsubstituted or substituted alkyl group containing 1 to 6 carbon atoms, an unsubstituted or substituted phenyl or benzyl group or a thienyl group, R 2 represents a hydrogen atom or an alkyl group containing 1 to 6 carbon atoms, and X represents a hydrogen atom and Y represents a hydroxy group or X and Y together represent an oxo group. The compounds of Formula I in which R 1 is other than a hydrogen atom are obtained by reacting in the presence of polyphosphoric acid a compound of Formula II: with an acid of formula R 1 COOH or a functional derivative thereof (e.g. anhydride or chloride) to form a compound of Formula I wherein X and Y together represent an oxo-group, the corresponding alcohol of Formula I being obtained therefrom by reduction (e.g. NaBH 4 ). The compounds of Formula I wherein R 1 represents a hydrogen atom are prepared by reacting in the presence of polyphosphoric acid a compound of Formula II with hexamethylenetetramine to form the 6-formyl benzoxazolinone derivative of Formula I, the corresponding hydroxymethyl derivative being again obtained by reduction. The examples prepare compounds of Formula I in which R 1 is -CH 3 , -C 2 H 5 , -CH 2 Cl, -C 6 H 5 , -CH 2 C 6 H 5 , thienyl and hydrogen and R 2 is hydrogen or -CH 3 .
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7323280A FR2244506B1 (en) | 1973-06-26 | 1973-06-26 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE7408255L true SE7408255L (en) | 1974-12-27 |
| SE424865B SE424865B (en) | 1982-08-16 |
Family
ID=9121568
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7408255A SE424865B (en) | 1973-06-26 | 1974-06-24 | BENSOXAZOLINONDERIVAT |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5922711B2 (en) |
| BE (1) | BE816820A (en) |
| CA (1) | CA1019749A (en) |
| CH (2) | CH602679A5 (en) |
| DE (1) | DE2429562A1 (en) |
| DK (1) | DK341274A (en) |
| FR (1) | FR2244506B1 (en) |
| GB (1) | GB1425429A (en) |
| IL (1) | IL45113A (en) |
| LU (1) | LU70403A1 (en) |
| NL (1) | NL179135C (en) |
| NO (1) | NO143531C (en) |
| SE (1) | SE424865B (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3039929A1 (en) * | 1980-10-23 | 1982-06-03 | Bayer Ag, 5090 Leverkusen | ISOCYANATO-OXAZOLINONE, A METHOD FOR THE PRODUCTION OF PLASTIC PRECOWERS HAVING OXAZOLIN-2-ONE RINGS AND THE USE THEREOF FOR THE PRODUCTION OF HIGH-MOLECULAR PLASTICS |
| DE3042481A1 (en) * | 1980-11-11 | 1982-06-16 | A. Nattermann & Cie GmbH, 5000 Köln | (OMEGA) - (2-OXO-BENZAZOLINYL) -ALKANIC ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND PHARMACEUTICAL PREPARATIONS CONTAINING THEM |
| GB8325370D0 (en) * | 1983-09-22 | 1983-10-26 | Fujisawa Pharmaceutical Co | Benzoxazoline and benzothiazoline derivatives |
| FR2645149A1 (en) * | 1989-03-30 | 1990-10-05 | Adir | |
| US5166353A (en) * | 1989-04-28 | 1992-11-24 | Adir Et Compagnie | Benzothiazolinone compounds |
| FR2646350B1 (en) * | 1989-04-28 | 1991-06-28 | Adir | NOVEL BENZOTHIAZOLINON DERIVATIVES, THEIR PREPARATION PROCESS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME |
| FR2663634B1 (en) * | 1990-06-22 | 1992-09-04 | Adir | NOVEL ACYL BENZOXAZOLINONES, PROCESS FOR THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM. |
| FR2663633B1 (en) * | 1990-06-22 | 1994-06-17 | Adir | NEW CHALCONES, THEIR PREPARATION PROCESS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM. |
| FR2756825B1 (en) * | 1996-12-10 | 1999-01-08 | Adir | NOVEL [3H] -BENZOXAZOLE-2-THIONES AND [3H] - BENZOTHIAZOLE-2-THIONES DERIVATIVES, THEIR PREPARATION METHOD AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| AR019678A1 (en) * | 1998-06-18 | 2002-03-13 | Novartis Ag | ORGANIC COMPOUNDS |
| BRPI0917394A2 (en) * | 2008-08-18 | 2019-09-24 | Univ Yale | mif modulators |
| US9540322B2 (en) | 2008-08-18 | 2017-01-10 | Yale University | MIF modulators |
| US9643922B2 (en) | 2008-08-18 | 2017-05-09 | Yale University | MIF modulators |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3050526A (en) * | 1960-08-08 | 1962-08-21 | Rohm & Haas | 3-thiocyanomethyl-2-benzothiazolinones and benzoxazolinones |
-
1973
- 1973-06-26 FR FR7323280A patent/FR2244506B1/fr not_active Expired
-
1974
- 1974-06-20 DE DE2429562A patent/DE2429562A1/en not_active Withdrawn
- 1974-06-24 NL NLAANVRAGE7408489,A patent/NL179135C/en not_active IP Right Cessation
- 1974-06-24 SE SE7408255A patent/SE424865B/en not_active IP Right Cessation
- 1974-06-24 GB GB2795274A patent/GB1425429A/en not_active Expired
- 1974-06-25 DK DK341274A patent/DK341274A/da not_active Application Discontinuation
- 1974-06-25 BE BE145848A patent/BE816820A/en not_active IP Right Cessation
- 1974-06-25 LU LU70403A patent/LU70403A1/xx unknown
- 1974-06-25 IL IL45113A patent/IL45113A/en unknown
- 1974-06-25 CH CH180477A patent/CH602679A5/xx not_active IP Right Cessation
- 1974-06-25 CA CA203,335A patent/CA1019749A/en not_active Expired
- 1974-06-25 NO NO742310A patent/NO143531C/en unknown
- 1974-06-25 CH CH372074A patent/CH592642A5/xx not_active IP Right Cessation
- 1974-06-26 JP JP49073743A patent/JPS5922711B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL179135B (en) | 1986-02-17 |
| DE2429562A1 (en) | 1975-01-16 |
| JPS5922711B2 (en) | 1984-05-28 |
| NO143531B (en) | 1980-11-24 |
| JPS5069073A (en) | 1975-06-09 |
| NL179135C (en) | 1986-07-16 |
| BE816820A (en) | 1974-12-27 |
| CA1019749A (en) | 1977-10-25 |
| NL7408489A (en) | 1974-12-30 |
| NO742310L (en) | 1975-01-20 |
| DK341274A (en) | 1975-02-24 |
| IL45113A0 (en) | 1974-09-10 |
| IL45113A (en) | 1977-06-30 |
| CH602679A5 (en) | 1978-07-31 |
| LU70403A1 (en) | 1975-03-27 |
| FR2244506A1 (en) | 1975-04-18 |
| FR2244506B1 (en) | 1977-02-25 |
| GB1425429A (en) | 1976-02-18 |
| SE424865B (en) | 1982-08-16 |
| CH592642A5 (en) | 1977-10-31 |
| NO143531C (en) | 1981-03-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NUG | Patent has lapsed |
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