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Chemistry

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Also known as: 70374-39-9, Chlortenoxicam, Xefocam, Xefo, Lorcam, Lornoxicamum
Molecular Formula
C13H10ClN3O4S2
Molecular Weight
371.8  g/mol
InChI Key
WLHQHAUOOXYABV-UHFFFAOYSA-N
FDA UNII
ER09126G7A

Lornoxicam
Lornoxicam is an orally bioavailable oxicam and non-steroidal anti-inflammatory drug (NSAID), with analgesic, anti-pyretic, anti-thrombotic and anti-inflammatory activities. Upon oral administration, lornoxicam binds to and inhibits the activity of the cyclooxygenase enzymes (COX) type 1 (COX-1) and type 2 (COX-2). This blocks COX-mediated signaling pathways, which leads to reduced prostaglandin and thromboxane production and decreased pain, fever and inflammation.
1 2D Structure

Lornoxicam

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
6-chloro-4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-ylthieno[2,3-e]thiazine-3-carboxamide
2.1.2 InChI
InChI=1S/C13H10ClN3O4S2/c1-17-10(13(19)16-9-4-2-3-5-15-9)11(18)12-7(23(17,20)21)6-8(14)22-12/h2-6,18H,1H3,(H,15,16,19)
2.1.3 InChI Key
WLHQHAUOOXYABV-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN1C(=C(C2=C(S1(=O)=O)C=C(S2)Cl)O)C(=O)NC3=CC=CC=N3
2.2 Other Identifiers
2.2.1 UNII
ER09126G7A
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Chlortenoxicam

2. Xefocam

2.3.2 Depositor-Supplied Synonyms

1. 70374-39-9

2. Chlortenoxicam

3. Xefocam

4. Xefo

5. Lorcam

6. Lornoxicamum

7. Ro 13-9297

8. Lornoxicamum [inn-latin]

9. Taigalor

10. Safem

11. Telos

12. Lorcam (tn)

13. Cltx

14. Lornoxicam (xefo)

15. Ccris 8589

16. Nsc-759620

17. Ro-13-9297

18. 6-chloro-4-hydroxy-2-methyl-1,1-dioxo-n-pyridin-2-ylthieno[2,3-e]thiazine-3-carboxamide

19. 6-chloro-4-hydroxy-2-methyl-n-(pyridin-2-yl)-2h-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

20. Chebi:31783

21. Er09126g7a

22. Chlortenoxicam;ro 13-9297;ts110

23. Ro-139297

24. 2h-thieno(2,3-e)-1,2-thiazine-3-carboxamide, 6-chloro-4-hydroxy-2-methyl-n-2-pyridinyl-, 1,1-dioxide

25. 6-chloro-4-hydroxy-2-methyl-n-pyridin-2-yl-2h-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

26. 70374-27-5

27. 6-chloro-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

28. Smr000550483

29. Lornoxicam [usan:inn:ban]

30. Brn 1039965

31. Unii-er09126g7a

32. 2h-thieno[2,3-e]-1,2-thiazine-3-carboxamide, 6-chloro-4-hydroxy-2-methyl-n-2-pyridinyl-, 1,1-dioxide

33. Mfcd00866163

34. Lornoxicam [mi]

35. Lornoxicam [inn]

36. Lornoxicam [jan]

37. Lornoxicam [usan]

38. Lornoxicam [mart.]

39. Lornoxicam [who-dd]

40. Schembl35101

41. Schembl35102

42. 6-chloro-4-hydroxy-2-methyl-n-2-pyridinyl-2h-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxide

43. 6-chloro-4-hydroxy-2-methyl-n-2-pyridyl-2h-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide

44. Mls001165721

45. Mls001304721

46. Mls006010084

47. Lornoxicam (jan/usan/inn)

48. Schembl1650239

49. Chembl1569487

50. Chembl3188235

51. Lornoxicam, >=98% (hplc)

52. Bdbm92331

53. Hms2231b07

54. Hms3264i20

55. Hms3655n13

56. Hms3887c17

57. Pharmakon1600-01502302

58. Ts110

59. Albb-014101

60. Bcp04666

61. Hy-b0367

62. Zinc5318420

63. Nsc759620

64. S2047

65. Stl504715

66. Ts-110

67. Zinc49089868

68. Akos000281810

69. Akos026750113

70. Zinc100015491

71. Ab07518

72. Ac-4675

73. Bcp9000860

74. Ccg-213023

75. Db06725

76. Ks-1080

77. Nsc 759620

78. Ncgc00246566-01

79. Ncgc00346667-01

80. Ncgc00346667-02

81. 6-chloro-4-hydroxy-2-methyl-3-(2-pyridylcarbamoyl)-2h-thieno[2,3-e]-1,2-thiazine-1,1-dioxide

82. Hn-10000

83. Bcp0726000036

84. Ft-0630797

85. Ft-0670854

86. L0239

87. Sw220125-1

88. C76243

89. D01866

90. Ab00876293_04

91. Ab00876293_06

92. 374l399

93. A836864

94. Sr-01000799148

95. Q-101309

96. Q2734874

97. Sr-01000799148-3

98. (3e)-6-chloro-3-[hydroxy(pyridin-2-ylamino)methylene]- 2-methyl-2,3-dihydro-4h-thieno[2,3-e][1,2] Thiazin- 4 - One 1,1-dioxide

99. (3e)-6-chloro-3-[hydroxyl(pyridin-2-ylamino)methylene]-2-methyl-2,3-dihydro-4h-thieno[2,3-e][1,2]thiazin-4-one 1,1-dioxide

100. (3z)-6-chloranyl-2-methyl-1,1-bis(oxidanylidene)-3-[oxidanyl-(pyridin-2-ylamino)methylidene]thieno[2,3-e][1,2]thiazin-4-one

101. (3z)-6-chloro-3-[hydroxy-(2-pyridinylamino)methylidene]-2-methyl-1,1-dioxo-4-thieno[2,3-e]thiazinone

102. 2h-thieno(3,2-e)-1,2-thiazine-3-carboxamide, 6-chloro-4-hydroxy-2-methyl-n-2-pyridinyl-, 1,1-dioxide

103. 6-chloro-4-hydroxy-2-methyl-1,1-dioxo-n-(pyridin-2-yl)-2h-1

104. E?-thieno[2,3-e][1,2]thiazine-3-carboxamide

105. 6-chloro-4-hydroxy-2-methyl-n-(2-pyridyl)-2h-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

106. 6-chloro-4-hydroxy-2-methyl-n-(pyridin-2-yl)-2h-thieno[2,3-e][1,2]thiazine-3-carboxamide1,1-dioxide

107. 6-chloro-4-hydroxy-2-methyl-n-pyridin-2-yl-2h-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide (lornoxicam)

108. 6-chloro-4-hydroxy-2-methyl-n-pyridin-2-yl-2h-thieno[2,3-e][1,2]thiazine-3-carboxamide-1,1-dioxide

2.4 Create Date
2011-12-26
3 Chemical and Physical Properties
Molecular Weight 371.8 g/mol
Molecular Formula C13H10ClN3O4S2
XLogP32.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass370.9801258 g/mol
Monoisotopic Mass370.9801258 g/mol
Topological Polar Surface Area136 Ų
Heavy Atom Count23
Formal Charge0
Complexity634
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 acute mild to moderate pain, as well as pain and inflammation of the joints caused by certain types of rheumatic diseases.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Lornoxicam is a non-steroidal anti-inflammatory drug (NSAID) that belongs to the oxicam class. As with other NSAIDS, lornoxicam is a potent inhibitor of the cyclooxgenase enzymes, which are responsible for catalyzing the formation of prostaglandins (act as messenger molecules in the process of inflammation) and thromboxane from arachidonic acid. Unlike some NSAIDS, lornoxicam's inhibition of cyclooxygenase does not lead to an increase in leukotriene formation, meaning that arachidonic acid is not moved to the 5-lipoxygenase cascade, resulting in the minimization of the risk of adverse events.


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.)


5.3 ATC Code

M - Musculo-skeletal system

M01 - Antiinflammatory and antirheumatic products

M01A - Antiinflammatory and antirheumatic products, non-steroids

M01AC - Oxicams

M01AC05 - Lornoxicam


5.4 Absorption, Distribution and Excretion

Absorption

Lornoxicam is absorbed rapidly and almost completely from the GI tract (90-100%).


5.5 Metabolism/Metabolites

Lornoxicam is metabolized completely by cyp 2C9 with the principal metabolite being 5'-hydroxy-lornoxicam and only negligible amounts of intact lornoxicam are excreted unchanged in the urine. Approximately 2/3 of the drug is eliminated via the liver and 1/3 via the kidneys in the active form.


Lornoxicam has known human metabolites that include 5'-Hydroxylornoxicam.

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


5.6 Biological Half-Life

3-5 hours


5.7 Mechanism of Action

Like other NSAIDS, lornoxicam's anti-inflammatory and analgesic activity is related to its inhibitory action on prostaglandin and thromboxane synthesis through the inhibition of both COX-1 and COX-2. This leads to the reduction of inflammation, pain, fever, and swelling, which are mediated by prostaglandins. However, the exact mechanism of lornoxicam, like that of the other NSAIDs, has not been fully determined.


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Lornoxicam manufacturers, exporters & distributors 1

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

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Lornoxicam manufacturer or Lornoxicam supplier.

PharmaCompass also assists you with knowing the Lornoxicam API Price utilized in the formulation of products. Lornoxicam API Price is not always fixed or binding as the Lornoxicam Price is obtained through a variety of data sources. The Lornoxicam Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Lornoxicam

Synonyms

70374-39-9, Chlortenoxicam, Xefocam, Xefo, Lorcam, Lornoxicamum

Cas Number

70374-39-9

Unique Ingredient Identifier (UNII)

ER09126G7A

About Lornoxicam

Lornoxicam is an orally bioavailable oxicam and non-steroidal anti-inflammatory drug (NSAID), with analgesic, anti-pyretic, anti-thrombotic and anti-inflammatory activities. Upon oral administration, lornoxicam binds to and inhibits the activity of the cyclooxygenase enzymes (COX) type 1 (COX-1) and type 2 (COX-2). This blocks COX-mediated signaling pathways, which leads to reduced prostaglandin and thromboxane production and decreased pain, fever and inflammation.

Lornoxicam Manufacturers

A Lornoxicam manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Lornoxicam, including repackagers and relabelers. The FDA regulates Lornoxicam manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Lornoxicam 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 Lornoxicam manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Lornoxicam Suppliers

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

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

Lornoxicam USDMF

A Lornoxicam DMF (Drug Master File) is a document detailing the whole manufacturing process of Lornoxicam active pharmaceutical ingredient (API) in detail. Different forms of Lornoxicam DMFs exist exist since differing nations have different regulations, such as Lornoxicam USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Lornoxicam DMF submitted to regulatory agencies in the US is known as a USDMF. Lornoxicam USDMF includes data on Lornoxicam's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Lornoxicam USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Lornoxicam suppliers with USDMF on PharmaCompass.

Lornoxicam JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Lornoxicam Drug Master File in Japan (Lornoxicam JDMF) empowers Lornoxicam API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Lornoxicam JDMF during the approval evaluation for pharmaceutical products. At the time of Lornoxicam JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Lornoxicam suppliers with JDMF on PharmaCompass.

Lornoxicam WC

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

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

Lornoxicam GMP

Lornoxicam 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 Lornoxicam 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 Lornoxicam GMP manufacturer or Lornoxicam GMP API supplier for your needs.

Lornoxicam CoA

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

Lornoxicam CoA mostly includes findings from lab analyses of a specific batch. For each Lornoxicam 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.

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