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Also known as: 59804-37-4, Mobiflex, Tilcotil, Tenoxicamum, Liman, Tenoxicamum [inn-latin]
Molecular Formula
C13H11N3O4S2
Molecular Weight
337.4  g/mol
InChI Key
LZNWYQJJBLGYLT-UHFFFAOYSA-N
FDA UNII
Z1R9N0A399

Tenoxicam
Tenoxicam, an antiinflammatory agent with analgesic and antipyretic properties, is used to treat osteoarthritis and control acute pain.
1 2D Structure

Tenoxicam

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-ylthieno[2,3-e]thiazine-3-carboxamide
2.1.2 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)
2.1.3 InChI Key
LZNWYQJJBLGYLT-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN1C(=C(C2=C(S1(=O)=O)C=CS2)O)C(=O)NC3=CC=CC=N3
2.2 Other Identifiers
2.2.1 UNII
Z1R9N0A399
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-hydroxy-2-methyl-n-2-pyridyl-2h-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide

2. Apo-tenoxicam

3. Artriunic

4. Mobiflex

5. Novo-tenoxicam

6. Reutenox

7. Ro 12-0068

8. Ro-12-0068

9. Tilcotil

2.3.2 Depositor-Supplied Synonyms

1. 59804-37-4

2. Mobiflex

3. Tilcotil

4. Tenoxicamum

5. Liman

6. Tenoxicamum [inn-latin]

7. Ro 12-0068

8. Ro-12-0068

9. Ro 12-0068/000

10. 4-hydroxy-2-methyl-n-(pyridin-2-yl)-2h-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

11. Nsc-758397

12. Mls000069830

13. Chebi:32192

14. Z1r9n0a399

15. 4-hydroxy-2-methyl-n-2-pyridinyl-2h-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide

16. Ncgc00016889-01

17. Alganex

18. Smr000058865

19. Ro-120068000

20. Cas-59804-37-4

21. 2h-thieno(2,3-e)-1,2-thiazine-3-carboxamide, 4-hydroxy-2-methyl-n-2-pyridinyl-, 1,1-dioxide

22. 2h-thieno[2,3-e]-1,2-thiazine-3-carboxamide,4-hydroxy-2-methyl-n-2-pyridinyl-, 1,1-dioxide

23. 4-hydroxy-2-methyl-1,1-dioxo-n-pyridin-2-ylthieno[2,3-e]thiazine-3-carboxamide

24. Dsstox_cid_25486

25. Dsstox_rid_80909

26. Dsstox_gsid_45486

27. 4-hydroxy-2-methyl-n-2-pyridinyl-2h-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxide

28. Octiveran

29. Rexalgan

30. 4-hydroxy-2-methyl-n-pyridin-2-yl-2h-thieno-[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

31. 4-hydroxy-2-methyl-n-pyridin-2-yl-2h-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

32. Tilcotil (tn)

33. Ccris 5264

34. Sr-01000721894

35. Brn 0572193

36. Tenoxicam (jan/usan/inn)

37. Unii-z1r9n0a399

38. 4-hydroxy-2-methyl-n-2-pyridyl-2h-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide

39. Tenoxicam [usan:inn:ban:jan]

40. Tenoxicam, Nsaid

41. 2h-thieno[2,3-e]-1,2-thiazine-3-carboxamide, 4-hydroxy-2-methyl-n-2-pyridinyl-, 1,1-dioxide

42. Mobiflex, Tenoxicam

43. Prestwick_849

44. Tenoxicam(mobiflex)

45. Mfcd00083502

46. Ro-120068

47. Spectrum_001430

48. Tenoxicam [inn]

49. Tenoxicam [jan]

50. Tenoxicam [mi]

51. Tenoxicam [usan]

52. Opera_id_1757

53. Prestwick0_000527

54. Prestwick1_000527

55. Prestwick2_000527

56. Prestwick3_000527

57. Spectrum2_001080

58. Spectrum3_001563

59. Spectrum4_000731

60. Spectrum5_001615

61. Tenoxicam [mart.]

62. Tenoxicam [who-dd]

63. (3z)-3-[hydroxy-(pyridin-2-ylamino)methylidene]-2-methyl-1,1-dioxothieno[2,3-e]thiazin-4-one

64. Schembl25343

65. Schembl25344

66. Bspbio_000513

67. Bspbio_003066

68. Kbiogr_001022

69. Kbioss_001910

70. Mls001074071

71. Mls006011432

72. Bidd:gt0650

73. Divk1c_000252

74. Spectrum1503142

75. Spbio_001100

76. Spbio_002434

77. Bpbio1_000565

78. Chembl302795

79. Chembl3188633

80. Dtxsid8045486

81. Schembl13448847

82. Tenoxicam [ep Monograph]

83. Bcbcmap01_000251

84. Bdbm92332

85. Hms500m14

86. Kbio1_000252

87. Kbio2_001910

88. Kbio2_004478

89. Kbio2_007046

90. Kbio3_002566

91. Ninds_000252

92. Hms1569j15

93. Hms1923i15

94. Hms2090p19

95. Hms2092l20

96. Hms2096j15

97. Hms2232k23

98. Hms3370l01

99. Hms3656o10

100. Hms3713j15

101. Hms3884n04

102. Pharmakon1600-01503142

103. Bcp03624

104. Hy-b0440

105. Tox21_110666

106. Bbl028173

107. Ccg-40126

108. Nsc758397

109. S2512

110. Stk637103

111. Zinc12503102

112. Zinc40884328

113. Akos000282084

114. Akos026750148

115. Tenoxicam Degradation Impurity Standard

116. Tox21_110666_1

117. Zinc100006429

118. Ac-4526

119. Db00469

120. Ks-1313

121. Nsc 758397

122. Idi1_000252

123. Smp1_000040

124. Ncgc00016889-02

125. Ncgc00016889-03

126. Ncgc00016889-05

127. Ncgc00016889-06

128. Ncgc00095260-01

129. Ncgc00095260-02

130. Bt166206

131. Bcp0726000170

132. Sbi-0051780.p002

133. Ft-0659572

134. Sw219788-1

135. T2750

136. C75797

137. D01767

138. Q45050

139. Ab00052322-11

140. Ab00052322_12

141. Ab00052322_13

142. 804t374

143. A832479

144. Ro-12-0068/000

145. Sr-01000721894-2

146. Sr-01000721894-4

147. Q63395752

148. Tenoxicam, British Pharmacopoeia (bp) Reference Standard

149. Tenoxicam, European Pharmacopoeia (ep) Reference Standard

150. 4-hydroxy-2-methyl-n-(2-pyridyl)-2h-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxide

151. N-(2-pyridyl)-4-hydroxy-2-methyl-2h-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxide

152. (3e)-3-[hydroxy(pyridin-2-ylamino)methylene]-2-methyl-2,3-dihydro4h-thieno[2,3-e] [1,2]thiazin-4-one-1,1-dioxide

153. (3z)-2-methyl-1,1-bis(oxidanylidene)-3-[oxidanyl-(pyridin-2-ylamino)methylidene]thieno[2,3-e][1,2]thiazin-4-one

154. (3z)-3-[hydroxy-(2-pyridinylamino)methylidene]-2-methyl-1,1-dioxo-4-thieno[2,3-e]thiazinone

155. 4-hydroxy-2-methyl-n-(pyridin-2-yl)-2h-thieno[2,3-e][1,2]thiazine-3-carboxamide1,1-dioxide

156. 4-hydroxy-2-methyl-n-pyridin-2-yl-2h-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide (tenoxicam)

2.4 Create Date
2011-12-26
3 Chemical and Physical Properties
Molecular Weight 337.4 g/mol
Molecular Formula C13H11N3O4S2
XLogP31.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass337.01909819 g/mol
Monoisotopic Mass337.01909819 g/mol
Topological Polar Surface Area136 Ų
Heavy Atom Count22
Formal Charge0
Complexity599
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of rheumatoid arthritis, osteoarthritis, backache, and pain.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Tenoxicam, an antiinflammatory agent with analgesic and antipyretic properties, is used to treat osteoarthritis and control acute pain.


5.2 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)


Cyclooxygenase Inhibitors

Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)


5.3 ATC Code

M01AC02

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


M - Musculo-skeletal system

M01 - Antiinflammatory and antirheumatic products

M01A - Antiinflammatory and antirheumatic products, non-steroids

M01AC - Oxicams

M01AC02 - Tenoxicam


5.4 Absorption, Distribution and Excretion

Absorption

Oral absorption of tenoxicam is rapid and complete (absolute bioavailability 100%).


5.5 Metabolism/Metabolites

Tenoxicam is metabolized in the liver to several pharmacologically inactive metabolites (mainly 5'-hydroxy-tenoxicam).


Tenoxicam has known human metabolites that include 5'-Hydroxytenoxicam.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


5.6 Biological Half-Life

72 hours (range 59 to 74 hours)


5.7 Mechanism of Action

The antiinflammatory effects of tenoxicam may result from the inhibition of the enzyme cycooxygenase and the subsequent peripheral inhibition of prostaglandin synthesis. As prostaglandins sensitize pain receptors, their inhibition accounts for the peripheral analgesic effects of tenoxicam. Antipyresis may occur by central action on the hypothalamus, resulting in peripheral dilation, increased cutaneous blood flow, and subsequent heat loss.


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API | Excipient name

Tenoxicam

Synonyms

59804-37-4, Mobiflex, Tilcotil, Tenoxicamum, Liman, Tenoxicamum [inn-latin]

Cas Number

59804-37-4

Unique Ingredient Identifier (UNII)

Z1R9N0A399

About Tenoxicam

Tenoxicam, an antiinflammatory agent with analgesic and antipyretic properties, is used to treat osteoarthritis and control acute pain.

Tilcotil Manufacturers

A Tilcotil manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Tilcotil, including repackagers and relabelers. The FDA regulates Tilcotil manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Tilcotil API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Tilcotil manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Tilcotil Suppliers

A Tilcotil supplier is an individual or a company that provides Tilcotil active pharmaceutical ingredient (API) or Tilcotil finished formulations upon request. The Tilcotil suppliers may include Tilcotil API manufacturers, exporters, distributors and traders.

click here to find a list of Tilcotil suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Tilcotil CEP

A Tilcotil CEP of the European Pharmacopoeia monograph is often referred to as a Tilcotil Certificate of Suitability (COS). The purpose of a Tilcotil CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Tilcotil EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Tilcotil to their clients by showing that a Tilcotil CEP has been issued for it. The manufacturer submits a Tilcotil CEP (COS) as part of the market authorization procedure, and it takes on the role of a Tilcotil CEP holder for the record. Additionally, the data presented in the Tilcotil CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Tilcotil DMF.

A Tilcotil CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Tilcotil CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Tilcotil suppliers with CEP (COS) on PharmaCompass.

Tilcotil WC

A Tilcotil written confirmation (Tilcotil WC) is an official document issued by a regulatory agency to a Tilcotil manufacturer, verifying that the manufacturing facility of a Tilcotil active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Tilcotil APIs or Tilcotil finished pharmaceutical products to another nation, regulatory agencies frequently require a Tilcotil WC (written confirmation) as part of the regulatory process.

click here to find a list of Tilcotil suppliers with Written Confirmation (WC) on PharmaCompass.

Tilcotil NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Tilcotil as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Tilcotil API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Tilcotil as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Tilcotil and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Tilcotil NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Tilcotil suppliers with NDC on PharmaCompass.

Tilcotil GMP

Tilcotil Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Tilcotil GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Tilcotil GMP manufacturer or Tilcotil GMP API supplier for your needs.

Tilcotil CoA

A Tilcotil CoA (Certificate of Analysis) is a formal document that attests to Tilcotil's compliance with Tilcotil specifications and serves as a tool for batch-level quality control.

Tilcotil CoA mostly includes findings from lab analyses of a specific batch. For each Tilcotil CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Tilcotil may be tested according to a variety of international standards, such as European Pharmacopoeia (Tilcotil EP), Tilcotil JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Tilcotil USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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