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| CAS No.: | 59804-37-4 |
|---|---|
| Name: | Tenoxicam |
| Molecular Structure: | |
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|
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| Formula: | C13H11N3O4S2 |
| Molecular Weight: | 337.38 |
| 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; |
| EINECS: | 620-500-8 |
| Density: | 1.675 g/cm3 |
| Melting Point: | 209-213 °C |
| Solubility: | 61.9mg/L(32 oC) |
| Appearance: | yellow crystalline powder |
| Hazard Symbols: |
 T, Xi
|
| Risk Codes: | 23/24/25-36/37/38 |
| Safety: | 36/37/39-45-36-26 |
| PSA: | 136.22000 |
| LogP: | 2.73420 |
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- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
- 106820-67-1
4-hydroxy-N-2-pyridyl-2H-thieno<2,3-e>-1,2-thiazine-3-carboxamide 1,1-dioxide
- 616-38-6
carbonic acid dimethyl ester
- 59804-37-4
tenoxicam
| Conditions | Yield |
|---|---|
| With potassium carbonate In N,N-dimethyl-formamide for 7h; Large scale; | 89% |
- 504-29-0
2-aminopyridine
- 98827-44-2
methyl 4-hydroxy-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide
- 616-38-6
carbonic acid dimethyl ester
- 59804-37-4
tenoxicam
| Conditions | Yield |
|---|---|
| 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% |
- 504-29-0
2-aminopyridine
- 59804-25-0
4-hydroxy-3-methoxycarbonyl-2-methyl-2H-thieno[2,3-e]-1,2-thiazine,1,1-dioxide
- 59804-37-4
tenoxicam
| Conditions | Yield |
|---|---|
| In 5,5-dimethyl-1,3-cyclohexadiene for 6h; Concentration; Reflux; | 76.9% |
| In xylene for 7h; Heating; | 75% |
- 59337-89-2
3-chlorothiophene-2-carboxylic acid
- 59804-37-4
tenoxicam
| Conditions | Yield |
|---|---|
| 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 |
- 59337-92-7
2-(carbomethoxy)thiophene-3-sulfonyl chloride
- 59804-37-4
tenoxicam
| Conditions | Yield |
|---|---|
| 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 |
- 59337-91-6
3-chlorosulfonyl-thiophene-2-carboxylic acid chloride
- 59804-37-4
tenoxicam
| Conditions | Yield |
|---|---|
| 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 |
- 98827-44-2
methyl 4-hydroxy-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide
- 59804-37-4
tenoxicam
| Conditions | Yield |
|---|---|
| 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 |
- 106820-63-7
methyl 3-<<<(methoxcarbonyl)methyl>amino>sulfonyl>-2-thiophenecarboxylate
- 59804-37-4
tenoxicam
| Conditions | Yield |
|---|---|
| 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 |
- 59804-24-9
methyl 3-<-N-methylamino>sulfonyl>-2-thiophenecarboxylate
- 59804-37-4
tenoxicam
| Conditions | Yield |
|---|---|
| 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 |
B
- 59804-37-4
tenoxicam
| Conditions | Yield |
|---|---|
| In methanol; acetonitrile slow crystn. of soln.; | |
| In chloroform-d1 |
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Chemistry
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
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).
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, |
Safety Profile
Hazard Codes: 
T,
Xi
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
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.