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Also known as: Vyndaqel, 951395-08-7, Fx-1006a, Fx1006a, Fx 1006a, Zu7cf08a1a
Molecular Formula
C21H24Cl2N2O8
Molecular Weight
503.3  g/mol
InChI Key
DQJDBUPLRMRBAB-WZTVWXICSA-N
FDA UNII
ZU7CF08A1A

Tafamidis Meglumine
Tafamidis Meglumine is a soft gelatin capsule formulation containing the meglumine salt form of tafamidis, a small molecule and pharmacological chaperone with potential disease-modifying activity. Tafamidis binds to and stabilizes wild-type and variant (V122I) transthyretin (TTR), thereby preventing tetramer dissociation into monomers; this prevents misfolding of the TTR protein and inhibits the formation of TTR amyloid fibrils and the subsequent deposition of these insoluble protein clusters in peripheral nerve tissues and organs. TTR is a 127 amino acid transport protein for thyroxine and retinol and is secreted by the liver.
1 2D Structure

Tafamidis Meglumine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-(3,5-dichlorophenyl)-1,3-benzoxazole-6-carboxylic acid;(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
2.1.2 InChI
InChI=1S/C14H7Cl2NO3.C7H17NO5/c15-9-3-8(4-10(16)6-9)13-17-11-2-1-7(14(18)19)5-12(11)20-13;1-8-2-4(10)6(12)7(13)5(11)3-9/h1-6H,(H,18,19);4-13H,2-3H2,1H3/t;4-,5+,6+,7+/m.0/s1
2.1.3 InChI Key
DQJDBUPLRMRBAB-WZTVWXICSA-N
2.1.4 Canonical SMILES
CNCC(C(C(C(CO)O)O)O)O.C1=CC2=C(C=C1C(=O)O)OC(=N2)C3=CC(=CC(=C3)Cl)Cl
2.1.5 Isomeric SMILES
CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.C1=CC2=C(C=C1C(=O)O)OC(=N2)C3=CC(=CC(=C3)Cl)Cl
2.2 Other Identifiers
2.2.1 UNII
ZU7CF08A1A
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Fx 1006a

2. Fx-1006a

3. Fx1006a

4. Tafamidis

5. Vyndamax

6. Vyndaqel

2.3.2 Depositor-Supplied Synonyms

1. Vyndaqel

2. 951395-08-7

3. Fx-1006a

4. Fx1006a

5. Fx 1006a

6. Zu7cf08a1a

7. Chebi:79345

8. 951395-08-7 (meglumine)

9. (2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentaol 2-(3,5-dichlorophenyl)benzo[d]oxazole-6-carboxylate

10. (2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentaol 2-(3,5-dichlorophenyl)benzo[d]oxazole-6-carboxylic Acid

11. Unii-zu7cf08a1a

12. Tafamidis Meglumine [usan]

13. Tafamidis Meglumine [usan:inn]

14. Vyndaqel (tn)

15. Chembl2105675

16. Schembl14783506

17. Tafamidis Meglumine [mi]

18. Tafamidis Meglumine (jan/usan)

19. Dtxsid50915094

20. Tafamidis Meglumine [jan]

21. Ex-a3550

22. Hy-14852a

23. Mfcd28502032

24. Tafamidis Meglumine [who-dd]

25. Akos037649321

26. At18247

27. D-glucitol, 1-deoxy-1-(methylamino)-, 2-(3,5-dichlorophenyl)-6-benzoxazolecarboxylate

28. Tafamidis Meglumine [orange Book]

29. Bs-18043

30. Cs-0045567

31. Pf-06291826

32. D09674

33. Q27148396

34. 1-deoxy-1-(methylazaniumyl)-d-glucitol 2-(3,5-dichlorophenyl)-1,3-benzoxazole-6-carboxylate

35. 2-(3,5-dichlorophenyl)-1,3-benzoxazole-6-carboxylic Acid--1-deoxy-1-(methylamino)-d-glucitol (1/1)

36. 2-(3,5-dichlorophenyl)-1,3-benzoxazole-6-carboxylic Acid--1-deoxy-1-(methylamino)hexitol (1/1)

37. 2-(3,5-dichlorophenyl)-1,3-benzoxazole-6-carboxylic Acid;(2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentol

38. D-glucitol, 1-deoxy-1-(methylamino)-, 2-(3,5-dichlorophenyl)-6-benzoxazolecarboxylate (1:1)

39. D-gluco-2,3,4,5,6-pentahydroxy-n-methylhexan-1-aminium 2-(3,5-dichlorophenyl)benzoxazole-6-carboxylate

2.4 Create Date
2008-10-20
3 Chemical and Physical Properties
Molecular Weight 503.3 g/mol
Molecular Formula C21H24Cl2N2O8
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count8
Exact Mass502.0909711 g/mol
Monoisotopic Mass502.0909711 g/mol
Topological Polar Surface Area177 Ų
Heavy Atom Count33
Formal Charge0
Complexity506
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in amyloidosis.


Neuropathic heredofamilial amyloidosis


5 Pharmacology and Biochemistry
5.1 Mechanism of Action

Fx-1006A is a first-in-class, disease-modifying compound that is designed to inhibit the formation of amyloid deposits by preventing the misfolding and deposition of the transthyretin protein (TTR), which is associated with amyloidosis.


API Reference Price

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03-Mar-2021
08-Jul-2024
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