CAS 59804-37-4|4-Hydroxy-2-methyl-N-pyridin-2-yl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide|@tenoxicam|Tenoxicam|4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1$l^{6},5,2-thieno[2,3-...

General Information

Structure

Molecular Formula

C₁₃H₁₁N₃O₄S₂

Molecular Mass

337.37414

Exact Mass

337.01909785

Charge

InChI

InChI=1S/C13H11N3O4S2/c1-16-10(13(18)15-9-4-2-3-6-14-9)11(17)12-8(5-7-21-12)22(16,19)20/h2-7,17H,1H3,(H,14,15,18)

InChIKey

LZNWYQJJBLGYLT-UHFFFAOYSA-N

Canonic Smiles

O=C(C1=C(O)c2sccc2S(=O)(=O)N1C)Nc1ccccn1

Isomeric Smiles

N1(C(=C(c2c(S1(=O)=O)ccs2)O)C(=O)Nc1ncccc1)C

Calculated Properties

JChem

LogD (pH = 7.4)

-1.81

LogD (pH = 5.5)

-0.55

Log P

0.32

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

3.53

Polar Surface Area

99.60

Polarizability

31.96

Molar Refractivity

83.93

LOG S

-3.17

Data Source

Names and Identifiers

Synonyms

4-Hydroxy-2-methyl-N-pyridin-2-yl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxideTenoxicamTenoxicam(Mobiflex)MobiflexOxamen-LTilatilTenoxicam4-Hydroxy-2-methyl-N-2-pyridinyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-DioxideRo 12-0068RexalganLimanEpicotilAlganexTilcotilDolmenSoral4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxide4-hydroxy-2-methyl-N-(pyridin-2-yl)-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxideTenoxicam4-Hydroxy-2-methyl-N-2-pyridinyl-2H-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxidetenoxicam

IUPAC Traditional name

@tenoxicam tenoxicam 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ⁶,5,2-thieno[2,3-e][1λ⁶,2]thiazine-3-carboxamide 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-1lambda6-thieno[2,3-e][1,2]thiazine-3-carboxamide

IUPAC name

4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1$l^{6},5,2-thieno[2,3-e][1$l^{6},2]thiazine-3-carboxamide 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ⁶-thieno[2,3-e][1,2]thiazine-3-carboxamide 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ⁶,5,2-thieno[2,3-e][1λ⁶,2]thiazine-3-carboxamide 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ⁶-thieno[2,3-e][1,2]thiazine-3-carboxamide

Brand Name

MobiflexTilcotil

International Nonproprietary Name (INN)

tenoxicamumtenoxicam

Names and Identifiers

Registration numbers

CAS Number

59804-37-4

PubChem SID

24899922162074561170474160

MDL Number

MFCD00083502

PubChem CID

54677971

PubMed Citation Links

21777594240376552230639422182582226759552816621723480456211294612409371121981557213278132287695623656309232739402320462021682312233403272171261922095696219295272393219822841852

SureChEMBL Database

SCHEMBL25343

BRENDA Database

3.1.1.251.8.1.73.1.1.23.1.8.1

BindingDB Database

CompTox Database

ACToR Database

CHEMBL

DrugBank ID

BKMS React Database

MetaboLights Database

MTBLS2267

Patent number

US2008014272US4687766

CHEBI ID

CHEBI:32192

Wikipedia Title

Tenoxicam

BRENDA Ligand Database

14660

KEGG DRUG Database

D01767

Reaxys Registry

572193

Drug Central Database

2,595

Registration numbers

Properties

Product Information

Physical Property

Melting Point

209-213°C (dec)

Solubility

Dimethyl Sulfoxide

Apperance

Yellow Solid

Pharmacology Properties

Mechanism of Action

Non-selective COX inhibitor

Target

Others

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Sigma Aldrich

T0909

Biochem/physiol Actions
Non-steroidal antiinflammatory drug (NSAID) with comparatively low risk of renal or hepatic toxicity.1

TRC

T019500

Nonsteroidal anti-inflamatory agent.

ChEBI

CHEBI:32192

A thienothiazine-derived monocarboxylic acid amide obtained by formal condensation of the carboxy group of 4-hydroxy-2-methylthieno[2,3-e][1,2]thiazine-3-carboxylic acid 1,1-dioxide with the amino group of 2-aminopyridine. Used for the treatment of pain and inflammation in osteoarthritis and rheumatoid arthritis. It is also indicated for short term treatment of acute musculoskeletal disorders including strains, sprains and other soft-tissue injuries.

Molecule Details

References

PubChem Literature

From Data Sources

• Al-Obaid, A.M., et al.: Anal. Profiles Drug Subs. Excip., 22, 431 (1982)

• Bird, H.A., et al.: Curr. Med. Res. Opin., 8, 9 (1982)

• Gonzalez, J.P., et al.: Drugs, 34, 289 (1982)

• Tsai, R. et al., Helv. Chim. Acta, 1993, 76, 842, (props)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 35

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, TAL485

• Binder, D. et al., J. Med. Chem., 1987, 30, 678, (synth)

• Todd, P.A. et al., Drugs, 1991, 41, 625, (rev)

• Al-Obaid, A.M. et al., Anal. Profiles Drug Subst., 1993, 22, 431, (rev)

• Nilsen, O.G., Clin. Pharmacokinet., 1994, 26, 16, (rev, pharmacokinet)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 3340, (synonyms)

• Ger. Pat., 1976, Hoffmann-La Roche, 2 537 070; CA, 85, 63077f, (synth, pharmacol)

• Bird, H.A., Scand. J. Rheumatol., Suppl. 73, 1988, 22, (clin trial, rev)

• Drug Invest., (Suppl. 3), 1990, 2, 1

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

IUPAC name

Brand Name

MobiflexTilcotil

International Nonproprietary Name (INN)

tenoxicamumtenoxicam

Registration numbers

CAS Number

59804-37-4

PubChem SID

24899922162074561170474160

MDL Number

MFCD00083502

PubChem CID

54677971

PubMed Citation Links

21777594240376552230639422182582226759552816621723480456211294612409371121981557213278132287695623656309232739402320462021682312233403272171261922095696219295272393219822841852

SureChEMBL Database

SCHEMBL25343

BRENDA Database

3.1.1.251.8.1.73.1.1.23.1.8.1

BindingDB Database

CompTox Database

ACToR Database

CHEMBL

DrugBank ID

BKMS React Database

MetaboLights Database

MTBLS2267

Patent number

US2008014272US4687766

CHEBI ID

CHEBI:32192

Wikipedia Title

Tenoxicam

BRENDA Ligand Database

14660

KEGG DRUG Database

D01767

Reaxys Registry

572193

Drug Central Database

2,595

Properties

Product Information

Physical Property

Melting Point

209-213°C (dec)

Solubility

Dimethyl Sulfoxide

Apperance

Yellow Solid

Pharmacology Properties

Mechanism of Action

Non-selective COX inhibitor

Target

Others

Molecule Details

Sigma Aldrich

T0909

Biochem/physiol Actions
Non-steroidal antiinflammatory drug (NSAID) with comparatively low risk of renal or hepatic toxicity.1

TRC

T019500

Nonsteroidal anti-inflamatory agent.

ChEBI

CHEBI:32192

References

PubChem Literature

From Data Sources

• Al-Obaid, A.M., et al.: Anal. Profiles Drug Subs. Excip., 22, 431 (1982)

• Bird, H.A., et al.: Curr. Med. Res. Opin., 8, 9 (1982)

• Gonzalez, J.P., et al.: Drugs, 34, 289 (1982)

• Tsai, R. et al., Helv. Chim. Acta, 1993, 76, 842, (props)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 35

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, TAL485

• Binder, D. et al., J. Med. Chem., 1987, 30, 678, (synth)

• Todd, P.A. et al., Drugs, 1991, 41, 625, (rev)

• Al-Obaid, A.M. et al., Anal. Profiles Drug Subst., 1993, 22, 431, (rev)

• Nilsen, O.G., Clin. Pharmacokinet., 1994, 26, 16, (rev, pharmacokinet)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 3340, (synonyms)

• Ger. Pat., 1976, Hoffmann-La Roche, 2 537 070; CA, 85, 63077f, (synth, pharmacol)

• Bird, H.A., Scand. J. Rheumatol., Suppl. 73, 1988, 22, (clin trial, rev)

• Drug Invest., (Suppl. 3), 1990, 2, 1

Bioactivity

PubChem BioAssay

Molecule

ID:87521