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2D Structure
Also known as: 149845-07-8, Tiludronic acid disodium salt, Skelid, Disodium tiludronate, Sr 41319b, Tiludronate disodium [usan]
Molecular Formula
C7H7ClNa2O6P2S
Molecular Weight
362.57  g/mol
InChI Key
SKUHWSDHMJMHIW-UHFFFAOYSA-L
FDA UNII
BH6M93CIA0

Tiludronate Disodium is the disodium salt form of tiludronate, a first-generation, non-nitrogenous bisphosphonate analogue of endogenous pyrophosphate. Tiludronate adsorbs to hydroxyapatite cells, and although the exact mechanism through which this bisphosphonate exerts its effect has yet to be fully elucidated, tiludronate appears to inhibit protein-tyrosine-phosphatase (PTP) in osteoclasts, thereby disrupting the cytoskeletal ring structure and suppressing the bone resorbing activity of osteoclasts. In addition, tiludronate appears to inhibit the vacuolar-type proton ATPase (V-ATPase) in osteoclasts. Altogether, this may reduce the number of osteoclasts, inhibit abnormal bone resorption and reduce bone turnover.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
disodium;[(4-chlorophenyl)sulfanyl-[hydroxy(oxido)phosphoryl]methyl]-hydroxyphosphinate
2.1.2 InChI
InChI=1S/C7H9ClO6P2S.2Na/c8-5-1-3-6(4-2-5)17-7(15(9,10)11)16(12,13)14;;/h1-4,7H,(H2,9,10,11)(H2,12,13,14);;/q;2*+1/p-2
2.1.3 InChI Key
SKUHWSDHMJMHIW-UHFFFAOYSA-L
2.1.4 Canonical SMILES
C1=CC(=CC=C1SC(P(=O)(O)[O-])P(=O)(O)[O-])Cl.[Na+].[Na+]
2.2 Other Identifiers
2.2.1 UNII
BH6M93CIA0
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (4-chlorophenyl)thiomethylene Bisphosphonic Acid

2. (chloro-4-phenyl)thiomethylene Biphosphonate

3. (chloro-4-phenyl)thiomethylene Bisphosphonate

4. Cl2smbp

5. Skelid

6. Tiludronate

7. Tiludronic Acid

2.3.2 Depositor-Supplied Synonyms

1. 149845-07-8

2. Tiludronic Acid Disodium Salt

3. Skelid

4. Disodium Tiludronate

5. Sr 41319b

6. Tiludronate Disodium [usan]

7. Tiludronate Sodium

8. Tiludronic Acid, Disodium Salt

9. Sr-41319b

10. Tiludronic Acid (disodium)

11. Bh6m93cia0

12. Tiludronate (disodium)

13. Tiludronate Disodium Anhydrous

14. Disodium Dihydrogen (((p-chlorophenyl)thio)methylene)diphosphonate

15. 149845-07-8 (sodium)

16. Phosphonic Acid, (((4-chlorophenyl)thio)methylene)bis-, Disodium Salt

17. Tiludronate Disodium (usan)

18. [(4-chlorophenyl)sulfanyl-[hydroxy(oxido)phosphoryl]methyl]-hydroxyphosphinate Disodium

19. Phosphonic Acid, [[(4-chlorophenyl)thio]methylene]bis-, Sodium Salt (1:2)

20. Ncgc00182026-01

21. Unii-bh6m93cia0

22. Skelid (tn)

23. Cl-tmbp

24. Dsstox_cid_28547

25. Dsstox_rid_82819

26. Dsstox_gsid_48621

27. Schembl41053

28. Chembl1200448

29. Dtxsid1048621

30. Bcp22736

31. Tiludronate Sodium [who-dd]

32. Tiludronate Disodium [vandf]

33. Tox21_112961

34. Disodium [[(4-chlorophenyl)thio]methylene]bis(hydrogenphosphonate)

35. Mfcd04039691

36. Tiludronate Disodium [mart.]

37. Akos015894005

38. Me-3737

39. Disodium;[(4-chlorophenyl)sulfanyl-[hydroxy(oxido)phosphoryl]methyl]-hydroxyphosphinate

40. Tiludronate Disodium [green Book]

41. As-73111

42. Tiludronate Disodium [orange Book]

43. Tiludronic Acid Disodium Salt [mi]

44. Cas-149845-07-8

45. D4167

46. Ft-0675237

47. D02285

48. D90259

49. J-008635

50. Q27274665

51. Disodium Hydrogen {[(4-chlorophenyl)sulfanyl](hydrogen Phosphonato)methyl}phosphonate

52. Disodium [(4-chlorophenyl)sulfanyl-(hydroxy-oxido-phosphoryl)methyl]-hydroxy-oxido-oxo-phosphorane

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 362.57 g/mol
Molecular Formula C7H7ClNa2O6P2S
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass361.8922494 g/mol
Monoisotopic Mass361.8922494 g/mol
Topological Polar Surface Area146 Ų
Heavy Atom Count19
Formal Charge0
Complexity320
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Bone Density Conservation Agents

Agents that inhibit BONE RESORPTION and/or favor BONE MINERALIZATION and BONE REGENERATION. They are used to heal BONE FRACTURES and to treat METABOLIC BONE DISEASES such as OSTEOPOROSIS. (See all compounds classified as Bone Density Conservation Agents.)