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6018-19-5

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Also known as: 6018-19-5, Parasal sodium, Sodium 4-amino-2-hydroxybenzoate dihydrate, Sodium aminosalicylate, Pamisyl sodium, Aminosalicylate sodium

Molecular Formula

C₇H₁₀NNaO₅

Molecular Weight

211.15 g/mol

InChI Key

GMUQJDAYXZXBOT-UHFFFAOYSA-M

FDA UNII

S38B9W6AXW

An antitubercular agent often administered in association with ISONIAZID. The sodium salt of the drug is better tolerated than the free acid.

1 2D Structure

6018-19-5

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;4-amino-2-hydroxybenzoate;dihydrate

2.1.2 InChI

InChI=1S/C7H7NO3.Na.2H2O/c8-4-1-2-5(7(10)11)6(9)3-4;;;/h1-3,9H,8H2,(H,10,11);;2*1H2/q;+1;;/p-1

2.1.3 InChI Key

GMUQJDAYXZXBOT-UHFFFAOYSA-M

2.1.4 Canonical SMILES

C1=CC(=C(C=C1N)O)C(=O)[O-].O.O.[Na+]

2.2 Other Identifiers

2.2.1 UNII

S38B9W6AXW

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4 Aminosalicylic Acid

2. 4-aminosalicylic Acid

3. Acid, Aminosalicylic

4. Alumino 4 Aminosalicylic Acid

5. Alumino-4-aminosalicylic Acid

6. Aminosalicylic Acid

7. P Aminosalicylic Acid

8. P Aminosalicylic Acid Monolithium Salt

9. P Aminosalicylic Acid Monopotassium Salt

10. P Aminosalicylic Acid Monosodium Salt

11. P-aminosalicylic Acid

12. P-aminosalicylic Acid Monolithium Salt

13. P-aminosalicylic Acid Monopotassium Salt

14. P-aminosalicylic Acid Monosodium Salt

15. P-aminosalicylic Acid, Aluminum (2:1) Salt

16. P-aminosalicylic Acid, Calcium (2:1) Salt

17. P-aminosalicylic Acid, Monosodium Salt, Dihydrate

18. Pamisyl

19. Para Aminosalicylic Acid

20. Para-aminosalicylic Acid

21. Rezipas

2.3.2 Depositor-Supplied Synonyms

1. 6018-19-5

2. Parasal Sodium

3. Sodium 4-amino-2-hydroxybenzoate Dihydrate

4. Sodium Aminosalicylate

5. Pamisyl Sodium

6. Aminosalicylate Sodium

7. Teebacin

8. 4-aminosalicylic Acid Sodium Salt Dihydrate

9. Benzoic Acid, 4-amino-2-hydroxy-, Monosodium Salt, Dihydrate

10. Aminacyl

11. Nemasol Sodium

12. Paramisan Sodium

13. Sodium 4-aminosalicylate (dihydrate)

14. Sodium Aminosalicylate Dihydrate

15. 4-amino-salicylic Acid Sodium Salt

16. Para-aminosodium Salicylate

17. Monosodium 4-aminosalicylate Dihydrate

18. S38b9w6axw

19. Aminosalicylate Sodium [usp]

20. P-aminosalicylic Acid Sodium Salt Dihydrate

21. Nsc-755862

22. Sodium;4-amino-2-hydroxybenzoate;dihydrate

23. 4-aminosalicylic Acid (sodium Salt Dihydrate)

24. Aminosalicylate Sodium (usp)

25. Sodium P.a.s.

26. P.a.s. Sodium

27. Unii-s38b9w6axw

28. Mfcd00151044

29. Parasal Sodium (tn)

30. Aminosalyle Sodium

31. Aminosalicylate Sodium Dihydrate

32. Natrium-p-aminosalicylatdihydrat

33. Sodium4-aminosalicylatedihydrate

34. Chembl2096646

35. Dtxsid5036638

36. Hy-i0447a

37. Sodium P Aminosalicylate Dihydrate

38. Sodium P-aminosalicylate Dihydrate

39. Cs-m3079

40. Aminosalicylate Sodium [vandf]

41. P-aminosalicylic Acid Monosodium Salt

42. Akos024258376

43. Nsc 755862

44. As-11771

45. Para-aminosodium Salicylate [vandf]

46. Aminosalicylate Sodium [orange Book]

47. P-aminosalicylate Acid Sodium Salt Dihydrate

48. Aminosalicylate Sodium [usp Impurity]

49. Ft-0617611

50. Sodium 4-azanyl-2-oxidanyl-benzoate Dihydrate

51. D00875

52. D78312

53. Sodium Aminosalicylate Dihydrate [vandf]

54. Beta-d-ribopyranose1,2,3,4-tetraacetate

55. Sodium Aminosalicylate Dihydrate [mart.]

56. Sodium Aminosalicylate Dihydrate [who-dd]

57. A832630

58. Neopasalate Component Aminosalicylate Sodium

59. Sodium 4-aminosalicylate Dihydrate, >=97.0% (t)

60. Aminosalicylate Sodium Component Of Neopasalate

61. Q27288525

62. Sodium Aminosalicylate Dihydrate [ep Monograph]

63. F1905-7110

64. P-aminosalicylic Acid Sodium Salt Dihydrate [mi]

65. Sodium Aminosalicylate Dihydrate For Equipment Qualification

66. Benzoic Acid, 4-amino-2-hydroxy-, Sodium Salt, Hydrate (1:1:2)

67. Sodium Aminosalicylate Dihydrate, European Pharmacopoeia (ep) Reference Standard

68. Sodium Aminosalicylate Dihydrate For Equipment Qualification, European Pharmacopoeia (ep) Reference Standard

69. Sodium Aminosalicylate Dihydrate, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date

2007-07-12

3 Chemical and Physical Properties

Molecular Formula	C₇H₁₀NNaO₅
Molecular Weight	211.15 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	1
Exact Mass	211.04566670 g/mol
Monoisotopic Mass	211.04566670 g/mol
Topological Polar Surface Area	88.4 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	165
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	4

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antitubercular Agents

Drugs used in the treatment of tuberculosis. They are divided into two main classes: "first-line" agents, those with the greatest efficacy and acceptable degrees of toxicity used successfully in the great majority of cases; and "second-line" drugs used in drug-resistant cases or those in which some other patient-related condition has compromised the effectiveness of primary therapy. (See all compounds classified as Antitubercular Agents.)

4.2 ATC Code

J - Antiinfectives for systemic use

J04 - Antimycobacterials

J04A - Drugs for treatment of tuberculosis

J04AA - Aminosalicylic acid and derivatives

J04AA02 - Sodium aminosalicylate