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Synopsis

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Chemistry

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Also known as: Medronic acid, 1984-15-2, Phosphonic acid, methylenebis-, Phosphonomethylphosphonic acid, Medronate, Methanediphosphonic acid

Molecular Formula

CH₆O₆P₂

Molecular Weight

176.00 g/mol

InChI Key

MBKDYNNUVRNNRF-UHFFFAOYSA-N

FDA UNII

73OS0QIN3O

Medronic Acid is a methylene-substituted bisphosphonate. Medronic acid has affinity for and adheres to the surface of hydroxyapatite crystals in the bone matrix. This agent accumulates at sites of osteoid mineralization and can be used, complexed with radioisotopes such as technetium 99m, in bone imaging.

1 2D Structure

Methylene Diphosphonate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

phosphonomethylphosphonic acid

2.1.2 InChI

InChI=1S/CH6O6P2/c2-8(3,4)1-9(5,6)7/h1H2,(H2,2,3,4)(H2,5,6,7)

2.1.3 InChI Key

MBKDYNNUVRNNRF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C(P(=O)(O)O)P(=O)(O)O

2.2 Other Identifiers

2.2.1 UNII

73OS0QIN3O

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Disodium Methanediphosphonate

2. Methane Diphosphonate

3. Methylene Diphosphonate

4. Methylene Diphosphonate, (32)p-labeled

5. Methylene Diphosphonate, Disodium Salt

6. Methylene Diphosphonate, Tetrasodium Salt

7. Methylene Diphosphonate, Tetrasodium Salt, (32)p-labeled

8. Methylene Diphosphonate, Tin(4+) Salt, (113)sn-labeled

9. Methylene Diphosphonate, Trisodium Salt

10. Methylene Diphosphonic Acid

2.3.2 Depositor-Supplied Synonyms

1. Medronic Acid

2. 1984-15-2

3. Phosphonic Acid, Methylenebis-

4. Phosphonomethylphosphonic Acid

5. Medronate

6. Methanediphosphonic Acid

7. Acido Medronico

8. Acide Medronique

9. Acidum Medronicum

10. Methylene Diphosphonic Acid

11. Methylenebis(phosphonic Acid)

12. Mdp-bracco

13. Methanediylbis(phosphonic Acid)

14. Methanebisphosphonic Acid

15. Methylene-1,1-bisphosphonic Acid

16. Einecs 217-851-0

17. Phosphonic Acid, Methylenedi-

18. 73os0qin3o

19. Mls000048571

20. Chembl180570

21. (phosphonomethyl)phosphonic Acid

22. Chebi:43945

23. Medronic Acid (usan)

24. Smr000060476

25. Medronic Acid [usan]

26. Mdn

27. Acide Medronique [inn-french]

28. Acido Medronico [inn-spanish]

29. Acidum Medronicum [inn-latin]

30. Unii-73os0qin3o

31. Medronic-acid

32. Medronic Acid [usan:inn:ban]

33. Methylene Diphsphonate

34. Methandiphosphonic Acid

35. Opera_id_703

36. Medronic Acid [ii]

37. Medronic Acid [mi]

38. Dsstox_cid_25696

39. Dsstox_rid_81068

40. Medronic Acid [inn]

41. Dsstox_gsid_45696

42. Schembl66716

43. Methylene Bis-phosphonic Acid

44. Mdp, Methanediphosphonic Acid

45. Bis(dihydroxyphosphoryl)methane

46. Phosphonomethyl-phosphonic Acid

47. Medronic Acid [mart.]

48. Medronic Acid [who-dd]

49. Dtxsid8045696

50. Mbkdynnuvrnnrf-uhfffaoysa-

51. Amy31948

52. Bcp20495

53. Methylenediphosphonic Acid, >=99%

54. Zinc8015016

55. Tox21_110974

56. Bdbm50162816

57. Mfcd00002139

58. Phosphonic Acid, P,p'-methylenebis-

59. Stl302043

60. Akos001031749

61. Db14078

62. Ncgc00037856-01

63. Ncgc00037856-02

64. Cas-1984-15-2

65. Methylene Diphosphonic Acid [vandf]

66. Db-009770

67. Hy-108309

68. Cs-0028208

69. Ft-0628882

70. M0843

71. D04887

72. Diethylenetriaminepentakis(methylphosphonic Acid)

73. T72027

74. A928713

75. Methylenediphosphonic Acidmethylenediphosphonic Acid

76. Q2823283

77. Medronic Acid, European Pharmacopoeia (ep) Reference Standard

78. Methylenediphosphonic Acid, For Molecular Studies & Mass Spectrometry

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	CH₆O₆P₂
Molecular Weight	176.00 g/mol
XLogP3	-3.3
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	2
Exact Mass	175.96396190 g/mol
Monoisotopic Mass	175.96396190 g/mol
Topological Polar Surface Area	115 Å²
Heavy Atom Count	9
Formal Charge	0
Complexity	152
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Mdp-bracco
Active Ingredient	Technetium tc-99m medronate kit
Dosage Form	Injectable
Route	Injection
Strength	n/a
Market Status	Prescription
Company	Bracco

2 of 2
Drug Name	Mdp-bracco
Active Ingredient	Technetium tc-99m medronate kit
Dosage Form	Injectable
Route	Injection
Strength	n/a
Market Status	Prescription
Company	Bracco

5 Pharmacology and Biochemistry

5.1 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.)

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