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Acamprosate

Synopsis, Chemistry

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Also known as: 77337-73-6, Campral, Campral ec, Alcomed, Sobriol, Aotal

Molecular Formula

C₁₀H₂₀CaN₂O₈S₂

Molecular Weight

400.5 g/mol

InChI Key

BUVGWDNTAWHSKI-UHFFFAOYSA-L

FDA UNII

59375N1D0U

Structural analog of taurine that is used for the prevention of relapse in individuals with ALCOHOLISM.

1 2D Structure

Acamprosate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

calcium;3-acetamidopropane-1-sulfonate

2.1.2 InChI

InChI=1S/2C5H11NO4S.Ca/c2*1-5(7)6-3-2-4-11(8,9)10;/h2*2-4H2,1H3,(H,6,7)(H,8,9,10);/q;;+2/p-2

2.1.3 InChI Key

BUVGWDNTAWHSKI-UHFFFAOYSA-L

2.1.4 Canonical SMILES

CC(=O)NCCCS(=O)(=O)[O-].CC(=O)NCCCS(=O)(=O)[O-].[Ca+2]

2.2 Other Identifiers

2.2.1 UNII

59375N1D0U

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acamprosate

2. Acamprostate

3. Acetyl Homotaurinate, Calcium

4. Acetylhomotaurinate, Calcium

5. Acetylhomotaurine, Calcium

6. Acetylhomotaurine, Sodium

7. Aotal

8. Calcium Acetyl Homotaurinate

9. Calcium Acetylhomotaurinate

10. Calcium Acetylhomotaurine

11. Campral

12. Campral Ec

13. N Acetylhomotaurine

14. N Acetylhomotaurine, Monolithium Salt

15. N Acetylhomotaurine, Monopotassium Salt

16. N Acetylhomotaurine, Monosodium Salt

17. N-acetylhomotaurine

18. N-acetylhomotaurine, Calcium (2:1) Salt

19. N-acetylhomotaurine, Magnesium (2:1) Salt

20. N-acetylhomotaurine, Monolithium Salt

21. N-acetylhomotaurine, Monopotassium Salt

22. N-acetylhomotaurine, Monosodium Salt

23. N-acetylhomotaurine, Zinc (2:1) Salt

24. Regtect

25. Sodium Acetylhomotaurine

26. Zulex

2.3.2 Depositor-Supplied Synonyms

1. 77337-73-6

2. Campral

3. Campral Ec

4. Alcomed

5. Sobriol

6. Aotal

7. Calcium 3-acetamidopropane-1-sulfonate

8. Calcium Acetylhomotaurinate

9. Acamprosate Calcium [usan]

10. Calcium N-acetylhomotaurinate

11. Calcium 3-(acetylamino)propane-1-sulfonate

12. 1-propanesulfonic Acid, 3-(acetylamino)-, Calcium Salt (2:1)

13. Acamprosate (calcium)

14. Nsc-759186

15. Chebi:51042

16. Sn-102

17. 59375n1d0u

18. Calcium Bis(3-acetamidopropane-1-sulfonate)

19. Dsstox_cid_27529

20. Dsstox_rid_82399

21. Dsstox_gsid_47529

22. 77337-73-6 (calcium Salt); 77337-76-9 (free Acid).

23. Calcium Acamprosate

24. Cas-77337-73-6

25. Calcium(2+) 3-(acetylamino)propanesulphonate

26. Ncgc00167462-01

27. Einecs 278-665-3

28. N-acetylhomotaurine Calcium

29. Unii-59375n1d0u

30. Campral (tn)

31. Regtect (tn)

32. Calcium;3-acetamidopropane-1-sulfonate

33. Calcium 3-(acetylamino)propanesulphonate

34. Acamprosate Calcium- Bio-x

35. Schembl137771

36. 3-(acetylamino)-1-propanesulfonic Acid Calcium Salt

37. Acamprosate Calcium [mi]

38. Chembl2068724

39. Dtxsid6047529

40. Acamprosate Calcium (jan/usan)

41. Acamprosate Calcium [jan]

42. Hms3264j11

43. Hms3713l22

44. Pharmakon1600-01505711

45. Acamprosate Calcium [mart.]

46. Tox21_112466

47. Tox21_302606

48. Acamprosate Calcium [usp-rs]

49. Acamprosate Calcium [who-dd]

50. Mfcd00886588

51. Nsc759186

52. Akos015895192

53. Ab07649

54. Ac-5599

55. Calcium 3-acetamido-1-propanesulfonate

56. Ccg-213526

57. Ks-5292

58. Nsc 759186

59. Acamprosate Calcium [orange Book]

60. Ncgc00256899-01

61. Acamprosate Calcium [ep Monograph]

62. Ba164134

63. Acamprosate Calcium [usp Monograph]

64. Db-056209

65. Ft-0621712

66. 3-acetamido-1-propanesulfonate Calcium

67. 3-acetamido-1-propanesulphonate Calcium

68. D02780

69. T71327

70. 3-acetamido-1-propanesulfonic Acid Calcium Salt

71. A839056

72. Calcium 3-(acetylamino)propane-1-sulphonate

73. Q27122289

74. 3-(acetylamino)-1-propanesulfonic Acid Hemicalcium Salt

75. Z1696861853

76. 5-methoxy-2-methyl-1-propyl-1h-indole-3-carboxylicacid

77. 1-propanesulfonic Acid, 3-(acetylamino)-, Calcium Salt (2:1)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₂₀CaN₂O₈S₂
Molecular Weight	400.5 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	6
Exact Mass	400.0286988 g/mol
Monoisotopic Mass	400.0286988 g/mol
Topological Polar Surface Area	189 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	202
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	3

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Acamprosate calcium
Drug Label	Campral (acamprosate calcium) is supplied in an enteric-coated tablet for oral administration. Acamprosate calcium is a synthetic compound with a chemical structure similar to that of the endogenous amino acid homotaurine, which is a structural analo...
Active Ingredient	Acamprosate calcium
Dosage Form	Tablet, delayed release
Route	Oral
Strength	333mg
Market Status	Prescription
Company	Mylan Pharms; Glenmark Generics; Barr Labs Div Teva

2 of 2
Drug Name	Acamprosate calcium
Drug Label	Campral (acamprosate calcium) is supplied in an enteric-coated tablet for oral administration. Acamprosate calcium is a synthetic compound with a chemical structure similar to that of the endogenous amino acid homotaurine, which is a structural analo...
Active Ingredient	Acamprosate calcium
Dosage Form	Tablet, delayed release
Route	Oral
Strength	333mg
Market Status	Prescription
Company	Mylan Pharms; Glenmark Generics; Barr Labs Div Teva

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Alcohol Deterrents

Substances interfering with the metabolism of ethyl alcohol, causing unpleasant side effects thought to discourage the drinking of alcoholic beverages. Alcohol deterrents are used in the treatment of alcoholism. (See all compounds classified as Alcohol Deterrents.)

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