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Chemistry

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Also known as: 66898-62-2, Somalgen, Lomucin, Talniflumato, Ba 7602-06, Ba-7602-06
Molecular Formula
C21H13F3N2O4
Molecular Weight
414.3  g/mol
InChI Key
ANMLJLFWUCQGKZ-UHFFFAOYSA-N
FDA UNII
JFK78S0U9S

Talniflumate
Talniflumate, is an anti-inflammatory molecule studied and used as a mucin regulator in the treatment of cystic fibrosis, chronic obstructive pulmonary disease (COPD) and asthma. In addition, it is used in inflammatory conditions such as rheumatoid arthritis. Phase I trials with talniflumate for the treatment of cystic fibrosis and COPD were completed in August 2001, and phase II trials were performed in Ireland for the treatment of cystic fibrosis but this research has now been discontinued. Talniflumate has been approved for approximately 20 years in Argentina other countries (excluding the United States, Europe, and Japan).
1 2D Structure

Talniflumate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(3-oxo-1H-2-benzofuran-1-yl) 2-[3-(trifluoromethyl)anilino]pyridine-3-carboxylate
2.1.2 InChI
InChI=1S/C21H13F3N2O4/c22-21(23,24)12-5-3-6-13(11-12)26-17-16(9-4-10-25-17)19(28)30-20-15-8-2-1-7-14(15)18(27)29-20/h1-11,20H,(H,25,26)
2.1.3 InChI Key
ANMLJLFWUCQGKZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C2C(=C1)C(OC2=O)OC(=O)C3=C(N=CC=C3)NC4=CC=CC(=C4)C(F)(F)F
2.2 Other Identifiers
2.2.1 UNII
JFK78S0U9S
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 66898-62-2

2. Somalgen

3. Lomucin

4. Talniflumato

5. Ba 7602-06

6. Ba-7602-06

7. Phthalidyl 2-(3-trifluoromethylanilino)nicotinate

8. Ba7602-06; Somalgen

9. Jfk78s0u9s

10. [(1r)-3-oxo-1h-2-benzofuran-1-yl] 2-[3-(trifluoromethyl)anilino]pyridine-3-carboxylate

11. 3-phthalidyl Ester Of 2-((3-(trifluoromethyl)phenyl)amino)-3-pyridinecarboxylic Acid

12. Ncgc00167754-01

13. 3-ftalidilico Del Acido 2-((3-(trifluormetil)fenil)amino)-3-piridincarboxilico

14. (3-oxo-1h-2-benzofuran-1-yl) 2-[3-(trifluoromethyl)anilino]pyridine-3-carboxylate

15. Dsstox_cid_26740

16. Dsstox_rid_81869

17. Dsstox_gsid_46740

18. 2-[[3-(trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic Acid 1,3-dihydro-3-oxo-1-isobenzofuranyl Ester

19. Talniflumatum

20. Talniflumate [usan:inn]

21. Talniflumatum [inn-latin]

22. Talniflumato [inn-spanish]

23. 3-pyridinecarboxylic Acid, 2-((3-(trifluoromethyl)phenyl)amino)-, 1,3-dihydro-3-oxo-1-isobenzofuranyl Ester

24. Cas-66898-62-2

25. Unii-jfk78s0u9s

26. Brn 0503261

27. Somalgen (tn)

28. 3-pyridinecarboxylic Acid, 2-[[3-(trifluoromethyl)phenyl]amino]-, 1,3-dihydro-3-oxo-1-isobenzofuranyl Ester

29. Phthalidyl 2-(alpha,alpha,alpha-trifluoro-m-toluidino)nicotinate

30. Talniflumate [mi]

31. Talniflumate (usan/inn)

32. Talniflumate [inn]

33. 2-(alpha,alpha,alpha-trifluoro-m-toluidino)nicotinic Acid Phthalidyl Ester

34. Talniflumate [usan]

35. 3-ftalidilico Del Acido 2-((3-(trifluormetil)fenil)amino)-3-piridincarboxilico [spanish]

36. Schembl23691

37. Talniflumate [mart.]

38. Talniflumate [who-dd]

39. Chembl1081506

40. Dtxsid3046740

41. Chebi:91991

42. Hms3269m13

43. Hms3413d19

44. Hms3677d19

45. Msi-1995

46. Phthalidyl 2-(alpha,alpha,alpha,-trifluoro-m-toluidino)nicotinate

47. Tox21_112584

48. Mfcd00866135

49. S6439

50. Akos015895754

51. Tox21_112584_1

52. Db09295

53. Ks-5130

54. Nicotinic Acid, 2-(alpha,alpha,alpha-trifluoro-m-toluidino)-, Phthalidyl Ester

55. Ncgc00167754-02

56. Ac-14144

57. Db-054972

58. Hy-103370

59. Cs-0027765

60. Ft-0630769

61. T3101

62. D02701

63. T72807

64. 898t622

65. A835581

66. Brd-a98378129-001-01-4

67. Q22075910

68. Phthalidyl 2-(3'-trifluormethylanilino)-pyridin-3-carboxylate

69. Phthalidyl 2-(3-trifluoromethylanilino)-3-pyridinecarboxylate

70. Phthalidyl 2-(.alpha.,.alpha.,.alpha.-trifluoro-m-toluidino)nicotinate

71. 2-(.alpha.,.alpha.,.alpha.-trifluoro-m-toluidino)nicotinic Acid Phthalidyl Ester

72. 3-oxo-1,3-dihydroisobenzofuran-1-yl 2-(3-(trifluoromethyl)phenylamino)nicotinate

73. Nicotinic Acid, 2-(.alpha.,.alpha.,.alpha.-trifluoro-m-toluidino)-, Phthalidyl Ester

74. (3-oxo-1h-isobenzofuran-1-yl) 2-[3-(trifluoromethyl)anilino]pyridine-3-carboxylate;talniflumate

75. 2-[[3-(trifluoromethyl)phenyl]amino]-1,3-dihydro-3-oxo-1-isobenzofuranyl 3-pyridinecarboxylic Acid Ester

76. 2-[3-(trifluoromethyl)anilino]-3-pyridinecarboxylic Acid (3-oxo-1h-isobenzofuran-1-yl) Ester

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 414.3 g/mol
Molecular Formula C21H13F3N2O4
XLogP35.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Exact Mass414.08274139 g/mol
Monoisotopic Mass414.08274139 g/mol
Topological Polar Surface Area77.5 Ų
Heavy Atom Count30
Formal Charge0
Complexity644
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Talnifumate is a phthalidyl ester of nifumic acid, which has potent analgesic and anti-inflammatory effects and is widely used to treat inflammatory disorders, such as rheumatoid arthritis and osteoarthritis, and has also been studied for the management of cystic fibrosis.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Talniflumate is metabolized to its prodrug, niflumic acid, which has several pharmacodynamic effects. Firstly, it blocks synthesis of mucin. Secondly, talniflumate blocks prostaglandin synthesis by cyclooxygenases, which aids in pain and inflammation management.


5.2 Absorption, Distribution and Excretion

Volume of Distribution

In 12 subjects after a single oral administration, total plasma clearance of the main metabolite, niflumic acid, averaged 45 ml/min giving a distribution volume of 0.12 l/kg on average.


Clearance

This drug undergoes extensive first pass effect.


5.3 Metabolism/Metabolites

Extensive liver metabolism.


5.4 Biological Half-Life

Approximately 2h in 12 subjects


5.5 Mechanism of Action

Talniflumate is a strong and selective inhibitor of core mucin-synthesizing enzyme GCNT3 (core 2 b-1,6 N-acetylglucosaminyltransferase). Talniflumate decreases gene expression of GCNT3 and production of mucins in vivo and in vitro. Talniflumate improves response of pancreatic tumors to gefitinib (chemotherapy drug). Talniflumate is a strong calcium-activated chloride channel (CaCC) blocker.


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ABOUT THIS PAGE

Talniflumate Manufacturers

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

Talniflumate Suppliers

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

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

Talniflumate KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Talniflumate Drug Master File in Korea (Talniflumate KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Talniflumate. The MFDS reviews the Talniflumate KDMF as part of the drug registration process and uses the information provided in the Talniflumate KDMF to evaluate the safety and efficacy of the drug.

After submitting a Talniflumate KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Talniflumate API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Talniflumate suppliers with KDMF on PharmaCompass.

Talniflumate GMP

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

Talniflumate CoA

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

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

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