IE43102L - Preparation of a benzothiazinyl isoxazolyl derivative - Google Patents
Preparation of a benzothiazinyl isoxazolyl derivativeInfo
- Publication number
- IE43102L IE43102L IE760947A IE94776A IE43102L IE 43102 L IE43102 L IE 43102L IE 760947 A IE760947 A IE 760947A IE 94776 A IE94776 A IE 94776A IE 43102 L IE43102 L IE 43102L
- Authority
- IE
- Ireland
- Prior art keywords
- benzothiazinyl
- preparation
- dioxide
- methyl
- formula
- Prior art date
Links
- -1 benzothiazinyl isoxazolyl Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- OILSIQIYOURQEA-UHFFFAOYSA-N 1-[5-(4-hydroxy-2H-1,2-benzothiazin-3-yl)-1,2,4-oxadiazol-3-yl]propan-2-one Chemical compound CC(=O)CC1=NOC(C=2NSC3=CC=CC=C3C=2O)=N1 OILSIQIYOURQEA-UHFFFAOYSA-N 0.000 abstract 1
- FKPXGNGUVSHWQQ-UHFFFAOYSA-N 5-methyl-1,2-oxazol-3-amine Chemical compound CC1=CC(N)=NO1 FKPXGNGUVSHWQQ-UHFFFAOYSA-N 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- YYUAYBYLJSNDCX-UHFFFAOYSA-N isoxicam Chemical compound OC=1C2=CC=CC=C2S(=O)(=O)N(C)C=1C(=O)NC=1C=C(C)ON=1 YYUAYBYLJSNDCX-UHFFFAOYSA-N 0.000 abstract 1
- OCEZJTJAJHRHDA-UHFFFAOYSA-N n-(5-methyl-1,2-oxazol-3-yl)-2-(1,1,3-trioxo-1,2-benzothiazol-2-yl)acetamide Chemical compound O1C(C)=CC(NC(=O)CN2S(C3=CC=CC=C3C2=O)(=O)=O)=N1 OCEZJTJAJHRHDA-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C07D261/04—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- 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
- C07D261/14—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/02—1,2-Thiazines; Hydrogenated 1,2-thiazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D281/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one sulfur atom as the only ring hetero atoms
-
- 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
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C07D417/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
- C07D417/12—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 chain containing hetero atoms as chain links
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
4-Hydroxy-3-(5-methyl-3-isoxazolylcarbamoyl)-2-methyl-2H-1,2-benzot hiazine 1,1-dioxide of the formula I is prepared from 3-amino-5-methylisoxazole. The intermediate 2,3-dihydro-N-(5-methyl-3-isoxazolyl)-3-oxo-1,2-benzisothiazole-2-acet amide 1,1-dioxide is rearranged to 1-{[5-(4-hydroxy-2H-1,2-benzothiazin-3-yl)-1,2,4-oxadiazol-3-yl]-methy l}ethanone S,S-dioxide. The latter is then methylated, and the methylated product is rearranged to the compound of the formula I. The compound of the formula I has an anti-inflammatory effect. <IMAGE>
[CH629802A5]
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IE336/78A IE43103B1 (en) | 1975-05-21 | 1976-05-04 | Benzothiazine 1,1,-dioxide derivatives |
| IE337/78A IE43104B1 (en) | 1975-05-21 | 1976-05-04 | 3-oxo-1,2-benzisothiazole derivative and the preparation thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/577,568 US3957772A (en) | 1975-05-21 | 1975-05-21 | Process for the preparation of 4-hydroxy-3-(5-methyl-3-isoxazolylcarbamoyl)-2-methyl-2h-1,2-benzothiazine 1,1-dioxide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE43102L true IE43102L (en) | 1976-11-21 |
| IE43102B1 IE43102B1 (en) | 1980-12-17 |
Family
ID=24309281
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE947/76A IE43102B1 (en) | 1975-05-21 | 1976-05-04 | Process for preparing a methyl-isoxazolyl compound |
Country Status (10)
| Country | Link |
|---|---|
| CH (1) | CH629802A5 (en) |
| DK (3) | DK148479C (en) |
| ES (1) | ES448088A1 (en) |
| FI (1) | FI63230C (en) |
| IE (1) | IE43102B1 (en) |
| IN (1) | IN143577B (en) |
| MX (1) | MX3139E (en) |
| NO (1) | NO145917C (en) |
| PH (2) | PH14848A (en) |
| SE (2) | SE429043B (en) |
-
1976
- 1976-03-30 IN IN548/CAL/76A patent/IN143577B/en unknown
- 1976-05-04 IE IE947/76A patent/IE43102B1/en unknown
- 1976-05-10 MX MX000219U patent/MX3139E/en unknown
- 1976-05-17 PH PH18443A patent/PH14848A/en unknown
- 1976-05-19 DK DK219876A patent/DK148479C/en active
- 1976-05-20 SE SE7605752A patent/SE429043B/en not_active IP Right Cessation
- 1976-05-20 NO NO761724A patent/NO145917C/en unknown
- 1976-05-20 ES ES448088A patent/ES448088A1/en not_active Expired
- 1976-05-20 FI FI761431A patent/FI63230C/en not_active IP Right Cessation
- 1976-05-21 CH CH642776A patent/CH629802A5/en not_active IP Right Cessation
-
1980
- 1980-01-22 DK DK25180A patent/DK149752C/en not_active IP Right Cessation
- 1980-01-22 DK DK25280A patent/DK148478C/en active
- 1980-03-03 SE SE8001649A patent/SE447112B/en not_active IP Right Cessation
-
1981
- 1981-01-28 PH PH25141A patent/PH16804A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK25280A (en) | 1980-01-22 |
| NO145917C (en) | 1982-06-23 |
| NO761724L (en) | 1976-11-23 |
| DK25180A (en) | 1980-01-22 |
| DK148478B (en) | 1985-07-15 |
| SE429043B (en) | 1983-08-08 |
| MX3139E (en) | 1980-05-06 |
| SE7605752L (en) | 1976-11-22 |
| FI63230B (en) | 1983-01-31 |
| ES448088A1 (en) | 1977-07-01 |
| SE8001649L (en) | 1980-03-03 |
| IN143577B (en) | 1977-12-31 |
| SE447112B (en) | 1986-10-27 |
| DK219876A (en) | 1976-11-22 |
| FI761431A7 (en) | 1976-11-22 |
| DK149752C (en) | 1987-03-16 |
| DK148479B (en) | 1985-07-15 |
| FI63230C (en) | 1983-05-10 |
| DK149752B (en) | 1986-09-22 |
| IE43102B1 (en) | 1980-12-17 |
| PH16804A (en) | 1984-03-01 |
| DK148478C (en) | 1985-12-16 |
| CH629802A5 (en) | 1982-05-14 |
| NO145917B (en) | 1982-03-15 |
| PH14848A (en) | 1982-01-06 |
| DK148479C (en) | 1985-12-16 |
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