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Eprosartan Mesylate

Eprosartan Mesylate

Synopsis, Chemistry

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Also known as: 144143-96-4, Teveten, Eprosartan mesilate, Eprosartan methanesulfonate, Eprosartan monomethanesulfonate, Eprosartan (mesylate)

Molecular Formula

C₂₄H₂₈N₂O₇S₂

Molecular Weight

520.6 g/mol

InChI Key

DJSLTDBPKHORNY-XMMWENQYSA-N

FDA UNII

8N2L1NX8S3

Eprosartan Mesylate is the mesylate salt form of eprosartan, a non-biphenyl, non-tetrazole, nonpeptide angiotensin II antagonist with antihypertensive activity. Eprosartan mesylate antagonizes angiotensin II type I receptors in tissues such as vascular smooth muscle and the adrenal gland. This prevents angiotensin II-induced vasoconstriction and prevents angiotensin II-mediated stimulation of aldosterone secretion by the adrenal cortex, which decreases the excretion of sodium and water and increases the excretion of potassium.

1 2D Structure

Eprosartan Mesylate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[[2-butyl-5-[(E)-2-carboxy-3-thiophen-2-ylprop-1-enyl]imidazol-1-yl]methyl]benzoic acid;methanesulfonic acid

2.1.2 InChI

InChI=1S/C23H24N2O4S.CH4O3S/c1-2-3-6-21-24-14-19(12-18(23(28)29)13-20-5-4-11-30-20)25(21)15-16-7-9-17(10-8-16)22(26)27;1-5(2,3)4/h4-5,7-12,14H,2-3,6,13,15H2,1H3,(H,26,27)(H,28,29);1H3,(H,2,3,4)/b18-12+;

2.1.3 InChI Key

DJSLTDBPKHORNY-XMMWENQYSA-N

2.1.4 Canonical SMILES

CCCCC1=NC=C(N1CC2=CC=C(C=C2)C(=O)O)C=C(CC3=CC=CS3)C(=O)O.CS(=O)(=O)O

2.1.5 Isomeric SMILES

CCCCC1=NC=C(N1CC2=CC=C(C=C2)C(=O)O)/C=C(\CC3=CC=CS3)/C(=O)O.CS(=O)(=O)O

2.2 Other Identifiers

2.2.1 UNII

8N2L1NX8S3

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-thiophenepropanoic Acid, Alpha-((2-butyl-1-((4- Carboxyphenyl)methyl)-lh-imidazol-5-yl)methylene)-, (e)-

2. Eprosartan

3. Sk And F 108566

4. Skf-108566

5. Teveten

2.3.2 Depositor-Supplied Synonyms

1. 144143-96-4

2. Teveten

3. Eprosartan Mesilate

4. Eprosartan Methanesulfonate

5. Eprosartan Monomethanesulfonate

6. Eprosartan (mesylate)

7. Sk&f 108566-j

8. Sk&f-108566-j

9. 8n2l1nx8s3

10. Chebi:48409

11. (e)-2-butyl-1-(p-carboxybenzyl)-alpha-2-thenylimidazole-5-acrylic Acid, Monomethanesulfonate

12. 4-[[2-butyl-5-[(e)-2-carboxy-3-thiophen-2-ylprop-1-enyl]imidazol-1-yl]methyl]benzoic Acid;methanesulfonic Acid

13. Eprosartan Mesylate (usan)

14. Dsstox_cid_24217

15. Dsstox_rid_80124

16. Dsstox_gsid_44217

17. Eprosartan Mesylate [usan]

18. 4-({2-butyl-5-[(1e)-2-carboxy-2-(thiophen-2-ylmethyl)eth-1-en-1-yl]-1h-imidazol-1-yl}methyl)benzoic Acid; Methanesulfonic Acid

19. Cas-144143-96-4

20. Eprosartan Mesylate [usan:ban]

21. Ncgc00164557-01

22. Unii-8n2l1nx8s3

23. Futuran

24. Navixen

25. Regulaten

26. Tevetenz

27. Epro-sartan Mesylate Dihydrate

28. Sr-05000001450

29. Eprosartanmesylate

30. Teveten Sb

31. Skf-108566j

32. Teveten (tn)

33. Schembl41396

34. Chembl1200987

35. Dtxsid7044217

36. Hms3262b17

37. Hms3885b05

38. Eprosartan Mesylate [vandf]

39. Eprosartan Mesilate [mart.]

40. Tox21_112186

41. Tox21_500808

42. Eprosartan Mesilate [who-dd]

43. Eprosartan Mesylate [usp-rs]

44. Hy-15834a

45. Mfcd08141807

46. S4102

47. Akos015994738

48. Eprosartan Mesylate, >=98% (hplc)

49. Tox21_112186_1

50. Am84399

51. Ccg-222112

52. Ks-1233

53. Eprosartan Mesylate [orange Book]

54. Ncgc00167505-02

55. Ncgc00261493-01

56. (e)-4-((2-butyl-5-(2-carboxy-3-(thiophen-2-yl)prop-1-en-1-yl)-1h-imidazol-1-yl)methyl)benzoic Acid Compound With Methanesulfonic Acid (1:1)

57. 2-thiophenepropanoic Acid, Alpha-((2-butyl-1-((4-carboxyphenyl)methyl)-1h-imidazol-5-yl)methylene)-, (e)-, Monomethanesulfonate

58. Eprosartan Mesylate [usp Monograph]

59. Eprosartan Monomethanesulfonate [mi]

60. E-145

61. E1161

62. Sw219286-1

63. A13747

64. D02082

65. Teveten Hct Component Eprosartan Mesylate

66. 143e964

67. A808180

68. Eprosartan Mesylate Component Of Teveten Hct

69. J-007923

70. Sr-05000001450-2

71. Q27121190

72. Eprosartan Mesylate, United States Pharmacopeia (usp) Reference Standard

73. (e)-2-butyl-1-(p-carboxybenzyl)-.alpha.-2-thenylimidazole-5-acrylic Acid, Monomethanesulfonate

74. (e)-2-butyl-1-(p-carboxybenzyl)-.alpha.-2-thenylimidazole-5-acrylic Acid, Monomethanesulphonate

75. (e)-4-((2-butyl-5-(2-carboxy-3-(thiophen-2-yl)prop-1-en-1-yl)-1h-imidazol-1-yl)methyl)benzoic Acid Methanesulfonic Acid Salt

76. (e)-alpha-((2-butyl-1-((4-carboxyphenyl)methyl)-1h-imidazol-5-yl)methylene)-2-thiophenepropanoic Acid Monomethanesulfonate

77. 2-thiophenepropanoic Acid, .alpha.-((2-butyl-1-((4-carboxyphenyl)methyl)-1h-imidazol-5-yl)methylene)-, (e)-, Monomethanesulfonate

78. 2-thiophenepropanoic Acid, .alpha.-((2-butyl-1-((4-carboxyphenyl)methyl)-1h-imidazol-5-yl)methylene)-, (e)-, Monomethanesulphonate

79. 2-thiophenepropanoic Acid, Alpha-[[2-butyl-1-[(4-carboxyphenyl)methyl]-1h-imidazol-5-yl]methylene]-, (alphae)-, Methanesulfonate (1:1)

80. 4-({2-butyl-5-[(1e)-2-carboxy-3-(2-thienyl)prop-1-en-1-yl]-1h-imidazol-1-yl}methyl)benzoic Acid Methanesulfonate

81. 4-[[2-butyl-5-[(e)-2-carboxy-3-(2-thienyl)prop-1-enyl]imidazol-1-yl]methyl]benzoic Acid; Methanesulfonic Acid

82. 4-[[2-butyl-5-[(e)-2-carboxy-3-thiophen-2-ylprop-1-enyl]imidazol-1-yl]methyl]benzoic Acid;methanesulfonic Acid.

83. Eprosartan Mesylate

84. Sk&f 108566

85. (?e)-?-[[2-butyl-1-[(4-carboxyphenyl)methyl]-1h-imidazol-5-yl]methylene]-2-thiophenepropanoic Acid Methanesulfonate

2.4 Create Date

2005-10-11

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₈N₂O₇S₂
Molecular Weight	520.6 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	10
Exact Mass	520.13379358 g/mol
Monoisotopic Mass	520.13379358 g/mol
Topological Polar Surface Area	183 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	711
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Eprosartan mesylate
PubMed Health	Eprosartan (By mouth)
Drug Classes	Cardiovascular Agent, Renal Protective Agent
Drug Label	TEVETEN (eprosartan mesylate) is a non-biphenyl non-tetrazole angiotensin II receptor (AT1) antagonist. A selective non-peptide molecule, TEVETEN is chemically described as the monomethanesulfonate of (E )-2-butyl-1-(p-carboxybenzyl)--2-thienyl...
Active Ingredient	Eprosartan mesylate
Dosage Form	Tablet
Route	Oral
Strength	eq 600mg base; eq 400mg base
Market Status	Prescription
Company	Mylan Pharms

2 of 4
Drug Name	Teveten
Drug Label	TEVETEN (eprosartan mesylate) is a non-biphenyl non-tetrazole angiotensin II receptor (AT1) antagonist. A selective non-peptide molecule, TEVETEN is chemically described as the monomethanesulfonate of (E )-2-butyl-1-(p-carboxybenzyl)--2-thienyl...
Active Ingredient	Eprosartan mesylate
Dosage Form	Tablet
Route	Oral
Strength	eq 600mg base; eq 400mg base
Market Status	Prescription
Company	Abbvie

3 of 4
Drug Name	Eprosartan mesylate
PubMed Health	Eprosartan (By mouth)
Drug Classes	Cardiovascular Agent, Renal Protective Agent
Drug Label	TEVETEN (eprosartan mesylate) is a non-biphenyl non-tetrazole angiotensin II receptor (AT1) antagonist. A selective non-peptide molecule, TEVETEN is chemically described as the monomethanesulfonate of (E )-2-butyl-1-(p-carboxybenzyl)--2-thienyl...
Active Ingredient	Eprosartan mesylate
Dosage Form	Tablet
Route	Oral
Strength	eq 600mg base; eq 400mg base
Market Status	Prescription
Company	Mylan Pharms

4 of 4
Drug Name	Teveten
Drug Label	TEVETEN (eprosartan mesylate) is a non-biphenyl non-tetrazole angiotensin II receptor (AT1) antagonist. A selective non-peptide molecule, TEVETEN is chemically described as the monomethanesulfonate of (E )-2-butyl-1-(p-carboxybenzyl)--2-thienyl...
Active Ingredient	Eprosartan mesylate
Dosage Form	Tablet
Route	Oral
Strength	eq 600mg base; eq 400mg base
Market Status	Prescription
Company	Abbvie

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

Angiotensin II Type 2 Receptor Blockers

Agents that antagonize the ANGIOTENSIN II TYPE 2 RECEPTOR. (See all compounds classified as Angiotensin II Type 2 Receptor Blockers.)