Product Name

  • Name

    Tenoxicam

  • EINECS 620-500-8
  • CAS No. 59804-37-4
  • Article Data8
  • CAS DataBase
  • Density 1.675 g/cm3
  • Solubility 61.9mg/L(32 oC)
  • Melting Point 209-213 °C
  • Formula C13H11N3O4S2
  • Boiling Point
  • Molecular Weight 337.38
  • Flash Point
  • Transport Information
  • Appearance yellow crystalline powder
  • Safety 36/37/39-45-36-26
  • Risk Codes 23/24/25-36/37/38
  • Molecular Structure Molecular Structure of 59804-37-4 (Tenoxicam)
  • Hazard Symbols ToxicT,IrritantXi
  • Synonyms Tenoxicam (JAN/USAN);Ro 12-0068/000;Tilcotil (TN);Tenoxicam [USAN:BAN:INN:JAN];2H-Thieno(2,3-e)-1,2-thiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide;Tenoxicamum [INN-Latin];(3Z)-3-[hydroxy-(pyridin-2-ylamino)methylidene]-4-methyl-5,5-dioxo-5$l^{6},9-dithia-4-azabicyclo[4.3.0]nona-7,10-dien-2-one;Ro 12-0068;Prestwick_849;4-Hydroxy-2-methyl-N-2-pyridinyl-2H-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide;Tilcotil;Tenoxicam CP EP;4-Hydroxy-2-methyl-N-pyridin-2-yl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide-1,1-dioxide;
  • PSA 136.22000
  • LogP 2.73420

Synthetic route

4-hydroxy-N-2-pyridyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide
106820-67-1

4-hydroxy-N-2-pyridyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 7h; Large scale;89%
2-aminopyridine
504-29-0

2-aminopyridine

methyl 4-hydroxy-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide
98827-44-2

methyl 4-hydroxy-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
Stage #1: methyl 4-hydroxy-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide; carbonic acid dimethyl ester With potassium carbonate In N,N-dimethyl-formamide at 140℃; for 5h; Large scale;
Stage #2: 2-aminopyridine With potassium carbonate In N,N-dimethyl-formamide for 7h; Large scale;
83%
2-aminopyridine
504-29-0

2-aminopyridine

4-hydroxy-3-methoxycarbonyl-2-methyl-2H-thieno[2,3-e]-1,2-thiazine,1,1-dioxide
59804-25-0

4-hydroxy-3-methoxycarbonyl-2-methyl-2H-thieno[2,3-e]-1,2-thiazine,1,1-dioxide

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene for 6h; Concentration; Reflux;76.9%
In xylene for 7h; Heating;75%
3-chlorothiophene-2-carboxylic acid
59337-89-2

3-chlorothiophene-2-carboxylic acid

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 210 g / 1.) sodium bisulfite, NaOH, CuCl, 2.) KCl / H2O / 16 h / 143 °C
2: POCl3, PCl5 / 1.5 h / Heating
3: 95 percent / CHCl3 / 3 h / Heating
4: 71 percent / pyridine / 4 h / Ambient temperature
5: 58 percent / CH3ONa / methanol; hexane / 6 h / Heating
6: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 16 h
7: 75 percent / xylene / 7 h / Heating
View Scheme
Multi-step reaction with 6 steps
1: 210 g / 1.) sodium bisulfite, NaOH, CuCl, 2.) KCl / H2O / 16 h / 143 °C
2: POCl3, PCl5 / 1.5 h / Heating
3: 95 percent / CHCl3 / 3 h / Heating
4: 84 percent / pyridine / 2 h / Ambient temperature
5: 11 g / CH3ONa / methanol / a) RT, 15 min, b) reflux, 25 min
6: 75 percent / xylene / 7 h / Heating
View Scheme
2-(carbomethoxy)thiophene-3-sulfonyl chloride
59337-92-7

2-(carbomethoxy)thiophene-3-sulfonyl chloride

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 71 percent / pyridine / 4 h / Ambient temperature
2: 58 percent / CH3ONa / methanol; hexane / 6 h / Heating
3: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 16 h
4: 75 percent / xylene / 7 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 84 percent / pyridine / 2 h / Ambient temperature
2: 11 g / CH3ONa / methanol / a) RT, 15 min, b) reflux, 25 min
3: 75 percent / xylene / 7 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: water / 6 h / 20 °C / pH 7 - 8
2: sodium methylate / methanol / 2 h / Reflux
3: sodium hydroxide / methanol / 3 h / 20 °C
4: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux
View Scheme
3-chlorosulfonyl-thiophene-2-carboxylic acid chloride
59337-91-6

3-chlorosulfonyl-thiophene-2-carboxylic acid chloride

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 95 percent / CHCl3 / 3 h / Heating
2: 71 percent / pyridine / 4 h / Ambient temperature
3: 58 percent / CH3ONa / methanol; hexane / 6 h / Heating
4: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 16 h
5: 75 percent / xylene / 7 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 95 percent / CHCl3 / 3 h / Heating
2: 84 percent / pyridine / 2 h / Ambient temperature
3: 11 g / CH3ONa / methanol / a) RT, 15 min, b) reflux, 25 min
4: 75 percent / xylene / 7 h / Heating
View Scheme
methyl 4-hydroxy-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide
98827-44-2

methyl 4-hydroxy-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 16 h
2: 75 percent / xylene / 7 h / Heating
View Scheme
methyl 3-<<<(methoxcarbonyl)methyl>amino>sulfonyl>-2-thiophenecarboxylate
106820-63-7

methyl 3-<<<(methoxcarbonyl)methyl>amino>sulfonyl>-2-thiophenecarboxylate

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 58 percent / CH3ONa / methanol; hexane / 6 h / Heating
2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 16 h
3: 75 percent / xylene / 7 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: sodium methylate / methanol / 2 h / Reflux
2: sodium hydroxide / methanol / 3 h / 20 °C
3: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux
View Scheme
methyl 3-<-N-methylamino>sulfonyl>-2-thiophenecarboxylate
59804-24-9

methyl 3-<-N-methylamino>sulfonyl>-2-thiophenecarboxylate

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 11 g / CH3ONa / methanol / a) RT, 15 min, b) reflux, 25 min
2: 75 percent / xylene / 7 h / Heating
View Scheme
dibutylbis[4-(hydroxy-κO)-2-methyl-N-(pyridin-2-yl-κN)-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxidato]tin

dibutylbis[4-(hydroxy-κO)-2-methyl-N-(pyridin-2-yl-κN)-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxidato]tin

[Sn(C4H9)2(C6H2S2NCH3O3C(O)NC5H4N)]*0.5CH3OH

[Sn(C4H9)2(C6H2S2NCH3O3C(O)NC5H4N)]*0.5CH3OH

B

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
In methanol; acetonitrile slow crystn. of soln.;
In chloroform-d1
2-aminopyridine
504-29-0

2-aminopyridine

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran-d8 / 2 h / 20 °C / Large scale
1.2: 20 °C / Large scale
2.1: triethylamine / ethyl acetate / 0 - 20 °C / Large scale
3.1: sodium methylate / methanol / 2 h / Reflux; Large scale
4.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / Large scale
View Scheme
2-amino-N-(pyridin-2-yl)acetamide

2-amino-N-(pyridin-2-yl)acetamide

tenoxicam
59804-37-4

tenoxicam

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / ethyl acetate / 0 - 20 °C / Large scale
2: sodium methylate / methanol / 2 h / Reflux; Large scale
3: potassium carbonate / N,N-dimethyl-formamide / 7 h / Large scale
View Scheme
tenoxicam
59804-37-4

tenoxicam

4-(N,N-dimethylaminobutyryloxy)-2-methyl-N-2-pyridyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide-1,1-dioxide hydrochloride

4-(N,N-dimethylaminobutyryloxy)-2-methyl-N-2-pyridyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide-1,1-dioxide hydrochloride

Conditions
ConditionsYield
Stage #1: tenoxicam With dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3h;
Stage #2: With hydrogenchloride In dichloromethane
80.1%
tenoxicam
59804-37-4

tenoxicam

4-dimethylamino-butyric acid
693-11-8

4-dimethylamino-butyric acid

4-(N,N-dimethylaminobutyryloxy)-2-methyl-N-2-pyridyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide-1,1-dioxide hydrochloride

4-(N,N-dimethylaminobutyryloxy)-2-methyl-N-2-pyridyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide-1,1-dioxide hydrochloride

Conditions
ConditionsYield
Stage #1: tenoxicam; 4-dimethylamino-butyric acid With dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3h;
Stage #2: With hydrogenchloride
80.1%
tenoxicam
59804-37-4

tenoxicam

methyl iodide
74-88-4

methyl iodide

A

4-methoxy-2-methyl-N-(pyridin-2-yl)-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

4-methoxy-2-methyl-N-(pyridin-2-yl)-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

B

2-{[(4-hydroxy-2-methyl-1,1-dioxido-2H-thieno[2,3-e][1,2]thiazine-3-yl)carbonyl]amino}-1-methylpyridinium
868522-78-5

2-{[(4-hydroxy-2-methyl-1,1-dioxido-2H-thieno[2,3-e][1,2]thiazine-3-yl)carbonyl]amino}-1-methylpyridinium

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 120h;A 12%
B 72%
potassium trichloro(η2-ethene)platinate(II) hydrate

potassium trichloro(η2-ethene)platinate(II) hydrate

tenoxicam
59804-37-4

tenoxicam

trans-[dichloro(4-hydroxy-2-methyl-N-2-pyridyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide-1,1-dioxide)(η2-ethene)platinum(II)]
588699-00-7

trans-[dichloro(4-hydroxy-2-methyl-N-2-pyridyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide-1,1-dioxide)(η2-ethene)platinum(II)]

Conditions
ConditionsYield
In ethanol a warmed soln. of ligand mixed with a soln. of Pt compd., stirred at room temp. for 30 min; ppt. filtered, washed (ethanol, diethyl ether), recrystd. (benzene); elem. anal.;66%
tenoxicam
59804-37-4

tenoxicam

5-methyl-5H,6H-pyrido[2',1':2,3]pyrimido[5,4-c]thieno[2,3-e][1,2]thiazin-6-one 4,4-dioxide

5-methyl-5H,6H-pyrido[2',1':2,3]pyrimido[5,4-c]thieno[2,3-e][1,2]thiazin-6-one 4,4-dioxide

Conditions
ConditionsYield
With trichlorophosphate at 100℃; for 3h;56%
benzoyl chloride
98-88-4

benzoyl chloride

tenoxicam
59804-37-4

tenoxicam

2-methyl-1,1-dioxido-3-[(pyridin-2-ylamino)carbonyl]-2H-thieno[2,3-e][1,2]thiazin-4-yl benzoate hydrochloride

2-methyl-1,1-dioxido-3-[(pyridin-2-ylamino)carbonyl]-2H-thieno[2,3-e][1,2]thiazin-4-yl benzoate hydrochloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 3h;43%
cinnamoyl chloride
102-92-1

cinnamoyl chloride

tenoxicam
59804-37-4

tenoxicam

2-methyl-1,1-dioxido-3-[(pyridin-2-ylamino)carbonyl]-2H-thieno[2,3-e][1,2]thiazin-4-yl 3-phenylprop-2-enoate hydrochloride

2-methyl-1,1-dioxido-3-[(pyridin-2-ylamino)carbonyl]-2H-thieno[2,3-e][1,2]thiazin-4-yl 3-phenylprop-2-enoate hydrochloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 3h;39%
tenoxicam
59804-37-4

tenoxicam

acetyl chloride
75-36-5

acetyl chloride

2-methyl-1,1-dioxido-3-[(pyridin-2-ylamino)carbonyl]-2H-thieno[2,3-e][1,2]thiazin-4-yl acetate hydrochloride

2-methyl-1,1-dioxido-3-[(pyridin-2-ylamino)carbonyl]-2H-thieno[2,3-e][1,2]thiazin-4-yl acetate hydrochloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 3h;39%
2-furancarbonyl chloride
527-69-5

2-furancarbonyl chloride

tenoxicam
59804-37-4

tenoxicam

2-methyl-1,1-dioxido-3-[(pyridin-2-ylamino)carbonyl]-2H-thieno[2,3-e][1,2]thiazin-4-yl 2-furoate hydrochloride

2-methyl-1,1-dioxido-3-[(pyridin-2-ylamino)carbonyl]-2H-thieno[2,3-e][1,2]thiazin-4-yl 2-furoate hydrochloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 3h;24%
water
7732-18-5

water

copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

tenoxicam
59804-37-4

tenoxicam

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

C26H24CuN6O10S4*4H2O*2C3H7NO

C26H24CuN6O10S4*4H2O*2C3H7NO

Conditions
ConditionsYield
Stage #1: copper(II) acetate monohydrate; tenoxicam In methanol for 1h; Reflux;
Stage #2: water; N,N-dimethyl-formamide for 24h;
10%
tenoxicam
59804-37-4

tenoxicam

2-aminopyridine
504-29-0

2-aminopyridine

Conditions
ConditionsYield
With water In ethanol at 100℃; for 4h; pH 1;
tenoxicam
59804-37-4

tenoxicam

A

2-aminopyridine
504-29-0

2-aminopyridine

B

4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 1,1-dioxide

4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 1,1-dioxide

C

2-Methylamino-3-oxo-3-(3-sulfo-thiophen-2-yl)-propionic acid

2-Methylamino-3-oxo-3-(3-sulfo-thiophen-2-yl)-propionic acid

Conditions
ConditionsYield
With water In ethanol at 100℃; Rate constant; other pH;
tenoxicam
59804-37-4

tenoxicam

4-methyl-1-phenyl-1,4-dihydropyrazolo[4,3-c]thieno[2,3-e][1,2]thiazin-3(2H)-one 5,5-dioxide

4-methyl-1-phenyl-1,4-dihydropyrazolo[4,3-c]thieno[2,3-e][1,2]thiazin-3(2H)-one 5,5-dioxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 57 percent / dimethylformamide / 8 h / 100 °C
3: 47 percent / N,N-dimethylaniline; POCl3 / toluene / 7 h / 100 °C
View Scheme
tenoxicam
59804-37-4

tenoxicam

N-(2-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

N-(2-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 51 percent / dimethylformamide / 10 h / 140 °C
View Scheme
tenoxicam
59804-37-4

tenoxicam

4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 2-phenylhydrazide 1,1-dioxide
868393-67-3

4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 2-phenylhydrazide 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 57 percent / dimethylformamide / 8 h / 100 °C
View Scheme
tenoxicam
59804-37-4

tenoxicam

4-hydroxy-N-(4-methoxyphenyl)-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

4-hydroxy-N-(4-methoxyphenyl)-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 82 percent / dimethylformamide / 3 h / 130 °C
View Scheme
tenoxicam
59804-37-4

tenoxicam

4-hydroxy-2-methyl-N-[3-(trifluoromethyl)phenyl]-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

4-hydroxy-2-methyl-N-[3-(trifluoromethyl)phenyl]-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 37 percent / dimethylformamide / 20 h / 150 °C
View Scheme
tenoxicam
59804-37-4

tenoxicam

4-hydroxy-2-methyl-N-[4-(trifluoromethyl)phenyl]-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

4-hydroxy-2-methyl-N-[4-(trifluoromethyl)phenyl]-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 44 percent / dimethylformamide / 18 h / 150 °C
View Scheme
tenoxicam
59804-37-4

tenoxicam

4-hydroxy-2-methyl-N-phenyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide
59804-36-3

4-hydroxy-2-methyl-N-phenyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 74 percent / dimethylformamide / 3 h / 130 °C
View Scheme
tenoxicam
59804-37-4

tenoxicam

4-hydroxy-N-(3-methylphenyl)-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide
59804-41-0

4-hydroxy-N-(3-methylphenyl)-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 65 percent / dimethylformamide / 6 h / 130 °C
View Scheme
tenoxicam
59804-37-4

tenoxicam

N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide
59804-42-1

N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 78 percent / dimethylformamide / 10 h / 140 °C
View Scheme
tenoxicam
59804-37-4

tenoxicam

ethyl 4-hydroxy-2-methyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide
98827-42-0

ethyl 4-hydroxy-2-methyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 58 percent / EtONa / 12 h / 80 °C
View Scheme
tenoxicam
59804-37-4

tenoxicam

4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 1,1-dioxide

4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 1,1-dioxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / K2CO3 / acetone / 120 h / 20 °C
2: 57 percent / aq. NaOH / ethanol / 3 h / 80 °C
View Scheme

Tenoxicam Chemical Properties

Molecular structure of Tenoxicam (CAS NO.59804-37-4) is:

Product Name: Tenoxicam
CAS Registry Number: 59804-37-4
IUPAC Name: (3E)-3-[hydroxy-(pyridin-2-ylamino)methylidene]-2-methyl-1,1-dioxothieno[2,3-e]thiazin-4-one
Molecular Weight: 337.37414 [g/mol]
Molecular Formula: C13H11N3O4S2
XLogP3-AA: 2.2
H-Bond Donor: 2
H-Bond Acceptor: 7
Melting Point: 209-2130 °C 
Surface Tension: 91.737 dyne/cm
Density: 1.675 g/cm3
Product Categories: Active Pharmaceutical Ingredients;Tenoxicam;Intermediates & Fine Chemicals;Pharmaceuticals;Fused Ring Systems;Lipid signaling

Tenoxicam Uses

 Tenoxicam (CAS NO.59804-37-4) is used to relieve swelling, inflammation,stiffness, and pain associated with rheumatoid arthritis, osteoarthritis, ankylosing spondylitis (a type of arthritis involving the spine), tendinitis (inflammation of a tendon), bursitis (inflammation of a bursa, a fluid-filled sac located around joints and near the bones), and periarthritis of the shoulders or hips (inflammation of tissues surrounding these joints).

Tenoxicam Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 128mg/kg (128mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 1030, 1987.
mouse LD50 intraperitoneal 446mg/kg (446mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,
mouse LD50 oral 297mg/kg (297mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,
mouse LD50 subcutaneous 449mg/kg (449mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,
rat LD50 intraperitoneal 234mg/kg (234mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,
rat LD50 oral 79mg/kg (79mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,
rat LD50 subcutaneous 186mg/kg (186mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,

Tenoxicam Safety Profile

Hazard Codes: ToxicT,IrritantXi
Risk Statements: 23/24/25-36/37/38 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 36/37/39-45-36-26 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 2
RTECS: XJ9095060

Tenoxicam Specification

 Tenoxicam , its cas register number is 59804-37-4. It also can be called 4-Hydroxy-2-methyl-N-2-pyridinyl-2H-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide ; Mobiflex ; Tilcotil .It is a yellow crystalline powder.

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