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2D Structure
Also known as: 6385-02-0, Meclomen, Meclofenamic acid sodium salt, Meclonax, Movens, Sodium meclofenamate
Molecular Formula
C14H10Cl2NNaO2
Molecular Weight
318.1  g/mol
InChI Key
OGPIIGMUPMPMNT-UHFFFAOYSA-M
FDA UNII
9MMQ0YER4E

A non-steroidal anti-inflammatory agent with antipyretic and antigranulation activities. It also inhibits prostaglandin biosynthesis.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;2-(2,6-dichloro-3-methylanilino)benzoate
2.1.2 InChI
InChI=1S/C14H11Cl2NO2.Na/c1-8-6-7-10(15)13(12(8)16)17-11-5-3-2-4-9(11)14(18)19;/h2-7,17H,1H3,(H,18,19);/q;+1/p-1
2.1.3 InChI Key
OGPIIGMUPMPMNT-UHFFFAOYSA-M
2.1.4 Canonical SMILES
CC1=C(C(=C(C=C1)Cl)NC2=CC=CC=C2C(=O)[O-])Cl.[Na+]
2.2 Other Identifiers
2.2.1 UNII
9MMQ0YER4E
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Benzoic Acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, Monosodium Salt, Monohydrate

2. Meclofenamate

3. Meclofenamate Sodium Anhydrous

4. Meclofenamate Sodium Monohydrate

5. Meclofenamate, Sodium

6. Meclofenamic Acid

7. Meclomen

8. Sodium Meclofenamate

2.3.2 Depositor-Supplied Synonyms

1. 6385-02-0

2. Meclomen

3. Meclofenamic Acid Sodium Salt

4. Meclonax

5. Movens

6. Sodium Meclofenamate

7. Meclofenamic Acid Sodium

8. Meclofenamic Acid (sodium)

9. Meclodium

10. Sodium 2-((2,6-dichloro-3-methylphenyl)amino)benzoate

11. Meclofenamate (sodium)

12. 9mmq0yer4e

13. 2-[(2,6-dichloro-3-methylphenyl)amino]benzoic Acid Sodium Salt

14. Sodium;2-(2,6-dichloro-3-methylanilino)benzoate

15. Mls000069578

16. Chebi:6711

17. Benzoic Acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, Monosodium Salt

18. Smr000058785

19. Meclomen (tn)

20. Sodium Meclophenamate

21. Chembl876

22. Cl-583.na Salt

23. Meclofenamate Sodium Anhydrous

24. Nsc-757088

25. Benzoic Acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, Monosodium Salt, Monohydrate

26. Einecs 228-983-3

27. Unii-9mmq0yer4e

28. Ci 583

29. Mfcd00077376

30. Meclofenamate Sodium [usan:usp]

31. Monosodium N-(2,6-dichloro-m-tolyl)anthranilate

32. N-(2,6-dichloro-m-tolyl)anthranilic Acid Sodium Salt

33. Benzoic Acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, Sodium Salt (1:1)

34. Opera_id_596

35. Anthranilic Acid, N-(2,6-dichloro-m-tolyl)-, Monosodium Salt

36. Lopac-m-4531

37. Mls001056523

38. Mls001077271

39. Schembl1649454

40. Dtxsid8045567

41. Sodium Meclofenamate (anhydrous)

42. Hms501j06

43. Hms2091b08

44. Hms2231h18

45. Hms3259f13

46. Hms3262a16

47. Hms3372d22

48. Hms3649o09

49. Hms3652l10

50. Hms3885h19

51. Hy-b1320

52. Tox21_500727

53. Ccg-40117

54. S4295

55. Meclofenamate Sodium [who-dd]

56. Akos009157878

57. Ccg-267676

58. Lp00727

59. Nc00649

60. Nsc 757088

61. Ncgc00016169-01

62. Ncgc00016169-02

63. Ncgc00016169-03

64. Ncgc00094073-01

65. Ncgc00094073-02

66. Ncgc00261412-01

67. Db-054565

68. 2-(2,6-dichloro-3-methyl-anilino)benzoate

69. Cs-0013081

70. Eu-0100727

71. Ft-0603690

72. M1269

73. Sw219723-1

74. En300-51912

75. A12520

76. C02996

77. D08162

78. D81964

79. M 4531

80. Q27107307

81. Sodium 2-(2,6-dichloro-3-methylphenylamino)benzoate

82. Sodium2-((2,6-dichloro-3-methylphenyl)amino)benzoate

83. 2-([2,6-dichloro-3-methylphenyl]amino)benzoic Acid Sodium

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 318.1 g/mol
Molecular Formula C14H10Cl2NNaO2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass316.9986282 g/mol
Monoisotopic Mass316.9986282 g/mol
Topological Polar Surface Area52.2 Ų
Heavy Atom Count20
Formal Charge0
Complexity332
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameMeclofenamate sodium
PubMed HealthMeclofenamate Sodium (By mouth)
Drug ClassesAnalgesic, Antimigraine, Antirheumatic, Central Nervous System Agent, Musculoskeletal Agent
Drug LabelMeclofenamate sodium, USP is N-(2,6-dichloro-m-tolyl) anthranilic acid, sodium salt, monohydrate. It is an anti-inflammatory drug for oral administration. Meclofenamate sodium capsules, USP contain 50 mg or 100 mg meclofenamic acid as the sodium salt...
Active IngredientMeclofenamate sodium
Dosage FormCapsule
RouteOral
Strengtheq 100mg base; eq 50mg base
Market StatusPrescription
CompanyMylan

2 of 2  
Drug NameMeclofenamate sodium
PubMed HealthMeclofenamate Sodium (By mouth)
Drug ClassesAnalgesic, Antimigraine, Antirheumatic, Central Nervous System Agent, Musculoskeletal Agent
Drug LabelMeclofenamate sodium, USP is N-(2,6-dichloro-m-tolyl) anthranilic acid, sodium salt, monohydrate. It is an anti-inflammatory drug for oral administration. Meclofenamate sodium capsules, USP contain 50 mg or 100 mg meclofenamic acid as the sodium salt...
Active IngredientMeclofenamate sodium
Dosage FormCapsule
RouteOral
Strengtheq 100mg base; eq 50mg base
Market StatusPrescription
CompanyMylan

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)


Cyclooxygenase Inhibitors

Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)