YU63499A - Postupak za sintezu 4-hidroksi-2h-1,2-benzotiazin-3- karboksamida - Google Patents
Postupak za sintezu 4-hidroksi-2h-1,2-benzotiazin-3- karboksamidaInfo
- Publication number
- YU63499A YU63499A YU63499A YU63499A YU63499A YU 63499 A YU63499 A YU 63499A YU 63499 A YU63499 A YU 63499A YU 63499 A YU63499 A YU 63499A YU 63499 A YU63499 A YU 63499A
- Authority
- YU
- Yugoslavia
- Prior art keywords
- methyl
- benzothiazine
- hydroxy
- pyridile
- carboxamide
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- MDGONKGLMIHIIR-UHFFFAOYSA-N 4-hydroxy-2h-1,2-benzothiazine-3-carboxamide Chemical class C1=CC=C2SNC(C(=O)N)=C(O)C2=C1 MDGONKGLMIHIIR-UHFFFAOYSA-N 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- YSMNECAIZNOYOW-UHFFFAOYSA-N 1,1-dioxo-2h-1$l^{6},2-benzothiazine-3-carboxamide Chemical compound C1=CC=C2S(=O)(=O)NC(C(=O)N)=CC2=C1 YSMNECAIZNOYOW-UHFFFAOYSA-N 0.000 abstract 1
- UWDMKTDPDJCJOP-UHFFFAOYSA-N 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-carboxylate Chemical compound CC1(C)CC(O)(C(O)=O)CC(C)(C)N1 UWDMKTDPDJCJOP-UHFFFAOYSA-N 0.000 abstract 1
- 229940123907 Disease modifying antirheumatic drug Drugs 0.000 abstract 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical class CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 abstract 1
- 238000010521 absorption reaction Methods 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 230000003356 anti-rheumatic effect Effects 0.000 abstract 1
- 239000003435 antirheumatic agent Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000011987 methylation Effects 0.000 abstract 1
- 238000007069 methylation reaction Methods 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
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Predlozeni pronalazak odnosi se na podrucje organske hemijske tehnologije, specificno na postupak dobijanja jedinjenja 4-hiidroksi-2-metil-2H-1,2-benzotiazin-3-karboksamid-1,1-dioksida, opste formule (I), gde R ima znacenje jednog od sledecih radikala: alkil grupa (C1-C6), cikloalkil, benzil, fenil, piridil, metil-piridil, pirimidil, tiazol ili izotiazol. Poseban interes kada se radi o klinickoj praksi kao nesteroidni antireumatici sa antiinflamatornim i analgetskim svojstvima imaju: piroksikam (4-hidroksi-2-metil-N-(2-piridinil)-2H-1,2-benzotiazin-3-karboksamid-1,1-dioksid), izoksikam (4-hidroksi-2-metil-N-(5-metil-3-izoksazolil)-2H-1,2-benzotiazin-3-karboksamid-1,1-dioksid) i sudoksikam (4-hidroksi-2-metil-N-2-tiazolil-2H-1,2-benzotiazin-3-karboksamid-1,1-dioksid. Ovaj pronalazak ima za pojedinacne karakteristike: upotrebu etilestra i dimetilformamida sa natrijum etoksidom za otvaranje cikusa i rad na niskim temperaturama u pomenutoj fazi; zatim metilovanje i finalno kondenzovanje sa aminom opste formule NH2-R, gde je R: 2-piridil, alkil supstituisani 2-piridil, 2-tiazoil, 2-tiazoil supstituisan sa jednom ili dve alkil grupe pri cemu svaki alkil ima od 1 do 4 ugljenikova atoma ili 5-metil-3-izoksazolil, uz koriscenje specificnih katalizatora i apsorpcionih sredstava u inertnom rastvaracu i inertnoj atmosferi.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| YUP-634/99A RS49867B (sr) | 1999-12-06 | 1999-12-06 | Postupak za sintezu 4-hidroksi-2h-1,2-benzotiazin-3-karboksamida |
| PCT/YU2000/000009 WO2001040208A2 (en) | 1999-12-06 | 2000-04-06 | Process for synthesis of 4-hydroxy-2h-1,2-benzothiazine-3-carboxamides |
| AU36333/00A AU3633300A (en) | 1999-12-06 | 2000-04-06 | Process for synthesis 4-hydroxy-2h-1,2-benzothiazine-3-carboxamides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| YUP-634/99A RS49867B (sr) | 1999-12-06 | 1999-12-06 | Postupak za sintezu 4-hidroksi-2h-1,2-benzotiazin-3-karboksamida |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| YU63499A true YU63499A (sh) | 2002-06-19 |
| RS49867B RS49867B (sr) | 2008-08-07 |
Family
ID=25550782
Country Status (3)
| Country | Link |
|---|---|
| AU (1) | AU3633300A (sh) |
| RS (1) | RS49867B (sh) |
| WO (1) | WO2001040208A2 (sh) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3957772A (en) * | 1975-05-21 | 1976-05-18 | Warner-Lambert Company | Process for the preparation of 4-hydroxy-3-(5-methyl-3-isoxazolylcarbamoyl)-2-methyl-2h-1,2-benzothiazine 1,1-dioxide |
| DE3212485A1 (de) * | 1982-04-03 | 1983-10-13 | Gödecke AG, 1000 Berlin | Verfahren zur herstellung von 4-hydroxy-3-(heterocyclocarbamoyl)-2h-1,2-benzothiazin-1,1-dioxiden |
| IT1194522B (it) * | 1983-12-16 | 1988-09-22 | Prodotti Antibiotici Spa | Metodo di sintesi di derivanti benzotiazinici |
| ES2002646A6 (es) * | 1987-03-27 | 1988-09-01 | Induspol Sa | Procedimiento para la obtencion de 4-hidroxi-2-metil-n-(2-piri-dil)-2h-1,2-benzotiacina-3-carboxamida 1,1-dioxido |
-
1999
- 1999-12-06 RS YUP-634/99A patent/RS49867B/sr unknown
-
2000
- 2000-04-06 AU AU36333/00A patent/AU3633300A/en not_active Abandoned
- 2000-04-06 WO PCT/YU2000/000009 patent/WO2001040208A2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001040208A2 (en) | 2001-06-08 |
| RS49867B (sr) | 2008-08-07 |
| AU3633300A (en) | 2001-06-12 |
| WO2001040208A3 (en) | 2001-11-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DK1106612T3 (da) | Quinolinderivater, der er nyttige til inhibering af farnesylproteintransferase | |
| ATE260255T1 (de) | 5-oxo-pyrrolidine-2-carbonsäure- hydroxamidderivate | |
| DK1104760T3 (da) | Sulfamoylheteroarylpyrazolforbindelser som anti-inflammatoriske/analgetiske midler | |
| CA2378183A1 (en) | Antibacterial heterobicyclic substituted phenyl oxazolidinones | |
| MY118904A (en) | 4-oxo-1, 4-dihydro-3-quinolinecarboxamides as antiviral agents | |
| DE3868301D1 (de) | 2-(methyl(4-piperidinyl))-1,2,3,4-tetrahydro-9h-pyrido(3,4-b)indolderivate, ihre herstellung und therapeutische verwendung. | |
| AU2003284632A1 (en) | Isoquinoline compounds and medicinal use thereof | |
| DE69811329D1 (de) | Imidazolidin-4-on Derivate verwendbar als Antikrebsmittel | |
| ATE316967T1 (de) | Zyklische amidderivate die cathepsin k hemmen | |
| DE69522703D1 (de) | Aminotetrazol-derivate verwendbar als stickstoff-oxid-synthase inhibitoren | |
| BR0310057A (pt) | melhoria do desenvolvimento de catarata e outras doenças oftálmicas | |
| EP1184373A4 (en) | TRICYCLIC CONNECTIONS | |
| NO20032161L (no) | Tetrahydrobenzazepinderivater for anvendelse som modulatorer av dopamine D3-reseptor (antipsykotiske midler) | |
| PT992509E (pt) | Novos derivados macrolidos | |
| KR880002829A (ko) | 디하이드로피리딘 항알러지제 및 소염제 | |
| DE602004020730D1 (de) | Pharmazeutisches verfahren und damit hergestellte verbindungen | |
| WO2002028844A1 (en) | Thiazole or oxazole derivatives | |
| BRPI0409376A (pt) | derivados de indeno como agentes farmacêuticos | |
| NO20051047L (no) | Fremgangsmate og mellomprodukter for fremstilling av tienopyrrolderivater | |
| ATE347558T1 (de) | Cephem verbindungen und diese enthaltende esbl nachweisreagenzien | |
| DK0732332T3 (da) | Substituerede benzothienylpiperaziner, deres anvendelse som lægemidler og fremgangsmåder til fremstilling deraf | |
| DE60022416D1 (de) | Verfahren zur Herstellung von 2-Alkyl-3-aminothiophen Derivate und 3-Aminothiophen Derivate | |
| EA200400666A2 (ru) | Новые соединения бензотиазина и бензотиадиазина, способ их получения и фармацевтические композиции, которые их содержат | |
| NZ515278A (en) | Halo derivatives of 9-deoxo-9a-aza-9a- homerythromycin A their salts and preparation process | |
| MX9706944A (es) | Quinuclidinas sustituidas con tetrazolilo como antagonistas de la sustancia p. |