Month: September 2020

Name is 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, as a common heterocyclic compound, it belongs to thiazines compound, and cas is 272437-84-0, its synthesis route is as follows.,272437-84-0

The acid (a) in tetrahydrofuran (50 ml) and triethylamine (4.7 ml) was cooled to [0C] and [ISOBUTYLCHLOROFORMATE] (4.02 ml) was added dropwise and the solution was stirred at [0C] for 2 hours, when it was filtered into a stirred solution of sodium borohydride (3.14 g) in ice/water (50 ml). The mixture was stirred at [0C] for 1 hour and allowed to warm to room temperature. It was acidified with 2M hydrochloric acid, evaporated to half volume, and the resulting product was collected, washed with water and dried in vacuo, to give a white solid (4.5 g). MS (-ve ion electrospray) [M/Z] 194 (M-H)-

With the complex challenges of chemical substances, we look forward to future research findings about 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/2992; (2004); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

Name is 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, as a common heterocyclic compound, it belongs to thiazines compound, and cas is 272437-84-0, its synthesis route is as follows.,272437-84-0

Preparation of ?ralpha^5-4-r(3-oxo-3,4-dihvdro-2H-benzori,41thiazine-6-carbonyl)-aminol- cvclohexanecarboxylic acid methyl ester: 3-Oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid (116 mg, 0.50 mmol, 1.0 eq) is added at room temperature to a stirred solution of tralphar¡ã-4-amino-cyclohexanecarboxylic acid methyl ester (80 mg, 0.50 mmol, 1.0 eq) in 7V,N-dimethylformamide (4 mL), followed by 1-hydroxybenzotriazole (74 mg, 0.55 mmol, 1.1 eq), 7V-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (107 mg, 0.56 mmol, 1.15 eq) and N1N- diisopropylethylamine (192 muL, 1.12 mmol, 2.25 eq). After 15 hours stirring at room temperature, solvent is evaporated and the residue is extracted with dichloromethane (3 x 10 mL) and water (10 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to afford tralphar¡ã-4-[(3-oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carbonyl)- amino] -cyclohexanecarboxylic acid methyl ester as an off-white solid (127 mg, 66% yield).MS m/z (+ESI): 349.2 [M+Eta]”

With the complex challenges of chemical substances, we look forward to future research findings about 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

Reference£º
Patent; BASILEA PHARMACEUTICA AG; GAUCHER, Berangere; DANEL, Franck Hubert; ROUSSEL, Patrick; WO2010/84152; (2010); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

Name is 1,2-Thiazinane 1,1-dioxide, as a common heterocyclic compound, it belongs to thiazines compound, and cas is 37441-50-2, its synthesis route is as follows.,37441-50-2

6- (1, 1-Dioxo- [1, 2]-thiazinan-2-yl)-3-hydroxy-4-methoxy- pyridine-2-carboxylic acid 4-fluoro-benzylamide compound 62 To a solution of 3-benzyloxy-6-bromo-4-methoxy-pyridine-2- carboxylic acid 4-fluoro-benzylamide (44.5 mg, 0.1 mmol) in toluene (4 ml) were added 1, 4-butanesultam (16.2 mg, 0.12 mmol), cesium carbonate (65 mg, 0.2 mmol), CuI (1.9 mg, 0.01 mmol), 1, 10-phenanthroline (3.6 mg, 0.02 mmol). Under nitrogen, the mixture was stirred at 100’C overnight. After removal of the solvent under reduced pressure, the residue was dissolved into water (10 mL) and extracted with dichloromethane (3 x 10 mL), and the combined organic layers were dried over anhydrous sodium sulfate. Evaporation of the solvent under reduced pressure provided a residue, which was purified on silica gel column eluting with hexane and ethyl acetate (5: 5) to afford a white solid (45 mg). This product (40 mg) was deprotected using hydrogenolysis in methanol to provide the title compound (30 mg).. 1H NMR (400 MHz, CDC13) : 6 [ppm] 12.22 (s, 1H), 7.90 (br s, 1H), 7.30 (m, 2H), 7.07 (m, 3H), 4.58 (d, 2H), 3.92 (m, 5H), 3.13 (m, 2H), 2.30 (m, 2H), 1.89 (m, 2H). LC/MS : m/z 410.2 (M + H+).

With the complex challenges of chemical substances, we look forward to future research findings about 1,2-Thiazinane 1,1-dioxide

Reference£º
Patent; VIROCHEM PHARMA INC.; WO2005/42524; (2005); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

Name is 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, as a common heterocyclic compound, it belongs to thiazines compound, and cas is 272437-84-0, its synthesis route is as follows.,272437-84-0

Preparation of 4-[(3-oxo-3,4-dihydro-2H-benzo[l ,41thiazine-6-carbonyl)-aminol-piperidine- 1-carboxylic acid tert-butyl ester:3-Oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid (556 mg, 2.45 mmol, 1.0 eq) is added at room temperature to a stirred solution of 4-amino-piperidine- 1-carboxylic acid tert- butyl ester (500 mg, 2.45 mmol, 1.0 eq) in N,N-dimethylformamide (20 mL), followed by 1- hydroxybenzotriazole (421 mg, 2.69 mmol, 1.1 eq), N-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (550 mg, 2.81 mmol, 1.15 eq) and N,N- diisopropylethylamine (962 L, 5.50 mmol, 2.25 eq). After 15 hours stirring at room temperature, solvent is evaporated and the residue is extracted with dichloromethane (3 x 30 – – mL) and water (30 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a crude product that is purified by column chromatography (silica gel, eluent: cyclohexane:ethyl acetate :methanol, 1 :3:0 to 0/9/1, v/v/v) to afford 4-[(3-oxo-3,4- dihydro-2H-benzo [ 1 ,4]thiazine-6-carbonyl)-amino ] -piperidine- 1 -carboxylic acid tert-butyl ester as a light yellow solid (621 mg, 62% yield).1H-NMR (400 MHz, DMSO- 6) delta ppm: 10.66 (s, 1H), 8.27 (d, J = 7.8 Hz, 1H), 7.42 (m, 3H), 3.96 (m, 3H), 3.51 (s, 2H), 2.90 (m, 2H), 1.76 (m, 2H), 1.40 (m, 11H).MS m/z (+ESI): 392.3 [M+H]+, 414.3 [M+Na]+.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

Reference£º
Patent; BASILEA PHARMACEUTICA AG; GAUCHER, Berangere; DANEL, Franck Hubert; XIE, Tong; XU, Lin; WO2012/171860; (2012); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

Name is Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate, as a common heterocyclic compound, it belongs to thiazines compound, and cas is 188614-01-9, its synthesis route is as follows.,188614-01-9

3-QxQ-3, 4-dihydro-2H-benzo [1, 48thiazine-6-carboxylic acid methyl ester (6.74g) was suspended in tetrahydrofuran (lOOmL) and 2M sodium hydroxide (30mL) was added followed by water (20mL). The solution was stirred for 2.5 hours, evaporated to half volume and acidified with 2M hydrochloric acid. The product was collected, washed with water and dried in vacuo, to give a white solid (6.2g). MS (-ve ion electrospray) m/z 208 (M-H)-

With the complex challenges of chemical substances, we look forward to future research findings about Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate

Reference£º
Patent; SMITHKLINE BEECHAM P.L.C.; WO2003/87098; (2003); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

Name is Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate, as a common heterocyclic compound, it belongs to thiazines compound, and cas is 188614-01-9, its synthesis route is as follows.,188614-01-9

3-Oxo-3, 4-dihydro-2H-benzo [1, 4] thiazine-6-carboxylic acid methyl ester (6.74 g) was suspended in tetrahydrofuran (100 ml) and 2M sodium hydroxide [(30] ml) was added followed by water (20 ml). The solution was stirred for 2.5 hours, evaporated to half volume and acidified with 2M hydrochloric acid. The product was collected, washed with water and dried in vacuo, to give a white solid (6.2 g). MS (-ve ion electrospray) [L} L/Z] 208 (M-H)-

With the complex challenges of chemical substances, we look forward to future research findings about Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/2992; (2004); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

Name is Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate, as a common heterocyclic compound, it belongs to thiazines compound, and cas is 188614-01-9, its synthesis route is as follows.,188614-01-9

At 40 in to methyl-3-oxo-3,4-dihydro -2H-1,4- benzothiazine-6-carboxylate (475mg, 2.00mmol), borohydride the mixture of sodium (151mg, 3.99mmol) in tetrahydrofuran (2.0mL) dropwise addition of methanol (640mg). After stirring for 1 hour at 40 , under ice-cooling, use 1mol / L diluted hydrochloric acid, and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, concentrated, and the use of silica gel column chromatography (hexane: ethyl acetate = 1: 1) and the residue was purified to obtain the title compound (130mg, 31%) .

With the complex challenges of chemical substances, we look forward to future research findings about Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate

Reference£º
Patent; SUMITOMO DAINIPPON PHARMA CO., LTD.; YOSHINAGA, HIDEFUMI; URUNO, YOSHIHARU; SAWAMURA, KIYOTO; GOTO, NANA; IKUMA, YOHEI; (165 pag.)TW2016/5858; (2016); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

Name is 2-Methoxyphenothiazine, as a common heterocyclic compound, it belongs to thiazines compound, and cas is 1771-18-2, its synthesis route is as follows.,1771-18-2

Step a 4-(3′-indolyl)-1-[1″-(2′”-methoxy-10′”-phenothiazinyl) -2″-methyl-3″-propionyl]-piperidine hydrochloride A mixture of 23 g of 2methoxy-phenothiazine, 21 g of methacryloyl chloride and 120 ml of toluene was refluxed for 3 hours and was then cooled and washed with 250 ml of N sodium hydroxide. The organic phase was decanted and the aqueous phase was washed twice with 50 ml of toluene. The combined organic phases were washed with water, dried over magnesium sulfate, treated with carbon black and evaporated to dryness to obtain 29.6 g of 2-methoxy-10-(alpha-methyl acryloyl)-phenothiazine melting at 91-92 C.

With the complex challenges of chemical substances, we look forward to future research findings about 2-Methoxyphenothiazine

Reference£º
Patent; Roussel-UCLAF; US3988453; (1976); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

It is a common heterocyclic compound, the thiazines compound, 1,2-Thiazinane 1,1-dioxide, cas is 37441-50-2 its synthesis route is as follows.,37441-50-2

Part E 7-Bromo-2-ethoxymethyl-1-(3-isopropoxypropyl)-1FI imidazo[4,5-c]quinolin-4- amine (0.75 g), 1,4-butanesultam (0.29 g), copper (I) (68 mg), (No.)-trans-1,2- diaminocyclohexane (42 muL), potassium phosphate (0.79 g) and dioxane (4 mL) were added to a scintillation vial. The vial was flushed with nitrogen, sealed with a Teflon- lined cap, placed in an oil bath, and heated at 110 C for 30 hours. The reaction was cooled to ambient temperature, diluted with chloroform and filtered through a bed of CELITE filter agent. The solvent was evaporated and the residue was purified by column chromatography on a Biotage HorizonNo. High-Performance Flash Chromatography instrument using a silica gel cartridge. The polar component of the eluent was chloroform:methanol:ammonium hydroxide 80:18:2 (CMA). The purification was carried out eluting with chloroform: CMA in a gradient from 99: 1 to 90: 10. Additional purification by recrystallization from acetonitrile provided 0.47 g of 7-(1,1-dioxo- [1,2]thiazinan-2-yl)-2-ethoxymethyl-1-(3-isopropoxypropyl)-1H imidazo[4,5-c]quinolin- 4-amine as pale yellow crystals, mp 172-174 C.

With the complex challenges of chemical substances, we look forward to future research findings about 1,2-Thiazinane 1,1-dioxide

Reference£º
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2005/123080; (2005); A2;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

As a common heterocyclic compound, it belongs to thiazines compound, name is 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, and cas is 272437-84-0, its synthesis route is as follows.,272437-84-0

Preparation of (3-oxo-3,4-dihvdro-2H-benzori,41thiazine-6-carboxylic acid {trans-4-2-(6- methoxy-ri,51naphthyridin-3-yloxy)-ethyll-cvclohexyU)-amide: 3-Oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid (59 mg, 0.25 mmol, 1.0 eq) is added at room temperature to a stirred solution of tralphar¡ã-4-[2-(6-methoxy- [l,5]naphthyridin-3-yloxy)-ethyl]-cyclohexylamine (80 mg, 0.25 mmol, 1.0 eq) inN,N- dimethylformamide (5 mL), followed by 1-hydroxybenzotriazole (37 mg, 0.28 mmol, 1.1 eq), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (56 mg, 0.29 mmol, 1.15 eq) and 7V,N-diisopropylethylamine (97 muL, 0.57 mmol, 2.25 eq). After 15 hours stirring at room temperature, solvent is evaporated and the residue is extracted with dichloromethane (3 x 10 mL) and water (10 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a crude product that is purified by preparative EtaPLC to afford (3-oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid {trans-4-[2-(6- methoxy-[l,5]naphthyridin-3-yloxy)-ethyl]-cyclohexyl})-amide as a white lyophilizated powder (36 mg, 27% yield). 1H-NMR (400 MHz, DMSO-t/6) delta ppm: 10.64 (s, IH), 8.53 (d, J = 2.8 Hz, IH), 8.19 (dd, J = 0.7, 9.0 Hz, 2H), 7.62 (dd, J = 0.5, 2.5 Hz, IH), 7.37-7.46 (m, 3H), 7.07 (d, J = 9.0 Hz, IH), 4.24 (t, J = 6.6 Hz, 2H), 4.00 (s, 3H), 3.70-3.80 (m, IH), 3.50 (s, 2H), 1.80-1.90 (m, 4H), 1.70-1.80 (m, 2H), 1.45-1.55 (m, IH), 1.30-1.40 (m, 2H), 1.05-1.18 (m, 2H). MS m/z (+ESI): 493.4 [M+H]+.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

Reference£º
Patent; BASILEA PHARMACEUTICA AG; GAUCHER, Berangere; DANEL, Franck Hubert; ROUSSEL, Patrick; WO2010/84152; (2010); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem