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Meclofenamic Acid

Meclofenamic Acid

Synopsis, Chemistry

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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

Meclofenamic Acid

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 Formula	C₁₄H₁₀Cl₂NNaO₂
Molecular Weight	318.1 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	316.9986282 g/mol
Monoisotopic Mass	316.9986282 g/mol
Topological Polar Surface Area	52.2 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	332
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	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Meclofenamate sodium
PubMed Health	Meclofenamate Sodium (By mouth)
Drug Classes	Analgesic, Antimigraine, Antirheumatic, Central Nervous System Agent, Musculoskeletal Agent
Drug Label	Meclofenamate 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 Ingredient	Meclofenamate sodium
Dosage Form	Capsule
Route	Oral
Strength	eq 100mg base; eq 50mg base
Market Status	Prescription
Company	Mylan

2 of 2
Drug Name	Meclofenamate sodium
PubMed Health	Meclofenamate Sodium (By mouth)
Drug Classes	Analgesic, Antimigraine, Antirheumatic, Central Nervous System Agent, Musculoskeletal Agent
Drug Label	Meclofenamate 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 Ingredient	Meclofenamate sodium
Dosage Form	Capsule
Route	Oral
Strength	eq 100mg base; eq 50mg base
Market Status	Prescription
Company	Mylan

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.)