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Metoproferm

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ACTIVE PHARMA INGREDIENTS

2 API Suppliers, 2 EU WC

2 API Suppliers
2 EU WC

FINISHED DOSAGE FORMULATIONS

1 FDF Dossiers, 1 Listed Dossiers

1 FDF Dossiers
1 Listed Dossiers

Synopsis

ACTIVE PHARMA INGREDIENTS

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USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

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Chemistry

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Also known as: Beloc, Lopresor, Selopral, Betaloc, Prelis, 56392-17-7

Molecular Formula

C₃₄H₅₆N₂O₁₂

Molecular Weight

684.8 g/mol

InChI Key

YGULWPYYGQCFMP-CEAXSRTFSA-N

FDA UNII

W5S57Y3A5L

A selective adrenergic beta-1 blocking agent that is commonly used to treat ANGINA PECTORIS; HYPERTENSION; and CARDIAC ARRHYTHMIAS.

1 2D Structure

Metoproferm

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3R)-2,3-dihydroxybutanedioic acid;1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol

2.1.2 InChI

InChI=1S/2C15H25NO3.C4H6O6/c2*1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;5-1(3(7)8)2(6)4(9)10/h2*4-7,12,14,16-17H,8-11H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1

2.1.3 InChI Key

YGULWPYYGQCFMP-CEAXSRTFSA-N

2.1.4 Canonical SMILES

CC(C)NCC(COC1=CC=C(C=C1)CCOC)O.CC(C)NCC(COC1=CC=C(C=C1)CCOC)O.C(C(C(=O)O)O)(C(=O)O)O

2.1.5 Isomeric SMILES

CC(C)NCC(COC1=CC=C(C=C1)CCOC)O.CC(C)NCC(COC1=CC=C(C=C1)CCOC)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

W5S57Y3A5L

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Beloc Duriles

2. Beloc-duriles

3. Betaloc

4. Betaloc Astra

5. Betaloc-astra

6. Betalok

7. Cgp 2175

8. Cgp-2175

9. Cgp2175

10. H 93 26

11. H 93-26

12. H 9326

13. Lopressor

14. Metoprolol

15. Metoprolol Cr Xl

16. Metoprolol Cr-xl

17. Metoprolol Succinate

18. Seloken

19. Spesicor

20. Spesikor

21. Toprol

22. Toprol Xl

23. Toprol-xl

2.3.2 Depositor-Supplied Synonyms

1. Beloc

2. Lopresor

3. Selopral

4. Betaloc

5. Prelis

6. 56392-17-7

7. Metoprolol Hemitartrate

8. Seloken

9. Cgp 2175e

10. W5s57y3a5l

11. Cgp-2175e

12. 1-isopropylamino-3-(p-(2-methoxyethyl)phenoxy)-2-propanol (2:1) Dextro-tartrate Salt

13. Metoproferm

14. Selectadril

15. Arbralene

16. Azumetop

17. Beprolo

18. Bloksan

19. Cardoxone

20. Jeprolol

21. Kapodine

22. Mepolol

23. Metoberag

24. Metoberta

25. Metocard

26. Metolol

27. Metomerck

28. Metoprolin

29. Prolaken

30. Ritmolol

31. Sigaprolol

32. Topromel

33. Vasocardin

34. Bloxan

35. Lanoc

36. Metop

37. Metoprolol Acis

38. Metoprolol-rpm

39. Slow Lopresor

40. Metoprolol Atid

41. Metoprolol-wolf

42. Apo-metoprolol

43. Slow-lopresor

44. Metoprolol Al

45. Metoprolol Pb

46. Metoprolol Stada

47. Metoprolol Verla

48. Metoprolol-gry

49. Meto-isis

50. Metoprolol Basics

51. Proken M

52. Metoprolol Heumann

53. Meto Abz

54. Dsstox_cid_17248

55. Dsstox_rid_79315

56. Dsstox_gsid_37248

57. Metoprolol Apogepha

58. Metropress

59. Pms-metroprolol-b

60. Metoprolol-radiopharm

61. Metoprolol Tartrate (2:1)

62. Einecs 260-148-9

63. Unii-w5s57y3a5l

64. Nsc-757105

65. Ncgc00017119-01

66. (2r,3r)-2,3-dihydroxybutanedioic Acid;1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol

67. H 93/26

68. Cas-56392-17-7

69. Metoprolol Tartrate [usan:usp:jan]

70. (+-)-1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol Hemi-l-tartrate

71. (+-)-1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol L-(+)-tartrate (2:1) (salt)

72. (+-)-1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol Tartrate (2:1)

73. 2-propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-, (+-)-, Tartrate (2:1)

74. Chebi:6906

75. Schembl1649321

76. Chembl3186768

77. Metoprolol Tartrate [mi]

78. Metoprolol Tartrate [jan]

79. Metoprolol Tartrate (jp17/usp)

80. Hms2097c08

81. Hms3714c08

82. Hms3884o12

83. Metoprolol Tartrate [usan]

84. Metoprolol Tartrate [vandf]

85. Metoprolol Tartrate [mart.]

86. (?)-metoprolol (+)-tartrate Salt

87. Tox21_110787

88. Tox21_113528

89. Metoprolol Tartrate [usp-rs]

90. Metoprolol Tartrate [who-dd]

91. S1856

92. 1-(isopropylamino)-3-[4-(beta-methoxyethyl)phenoxy]-2-propanol (+)-tartrate

93. Akos015961630

94. Tox21_110787_1

95. Ccg-220733

96. Nsc 757105

97. 2-propanol, 1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-, (+-)-, Tartrate (2:1)

98. Metoprolol Tartrate [orange Book]

99. Ncgc00021148-08

100. 2-propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-, (+-)-, (r-(r*,r*))-2,3-dihydroxybutanedioate (2:1) (salt)

101. As-10163

102. Metoprolol Tartrate [ep Monograph]

103. Metoprolol Tartrate [usp Monograph]

104. Metoprolol Tartrat 100 Microg/ml In Water

105. M2555

106. Sw199199-2

107. D00601

108. D91610

109. Lopressidone Component Metoprolol Tartrate

110. Lopressor Hct Component Metoprolol Tartrate

111. Sr-01000872674

112. Metoprolol Tartrate Component Of Lopressidone

113. Sr-01000872674-1

114. Metoprolol Tartrate Component Of Lopressor Hct

115. Q27292351

116. (+/-)-metoprolol (+)-tartrate Salt, Analytical Standard

117. Metoprolol Tartrate 1.0 Mg/ml In Methanol (as Free Base)

118. (+/-)-metoprolol (+)-tartrate Salt, >=98% (titration), Powder

119. Metoprolol Tartrate, British Pharmacopoeia (bp) Reference Standard

120. Metoprolol Tartrate, European Pharmacopoeia (ep) Reference Standard

121. Metoprolol Tartrate, United States Pharmacopeia (usp) Reference Standard

122. 1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol (2:1) Dextro-tartrate Salt

123. 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)- Amino]-2-propanol Tartrate

124. Metoprolol Tartrate, Pharmaceutical Secondary Standard; Certified Reference Material

125. (+/-)-1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol L-(+)-tartrate (2:1) (salt)

126. 2-propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-, (+/-)-, (r-(r*,r*))-2,3-dihydroxybutanedioate (2:1) (salt)

127. Butanedioic Acid, 2,3-dihydroxy-, (2r,3r)-, Compd. With 1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol (1:2)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₃₄H₅₆N₂O₁₂
Molecular Weight	684.8 g/mol
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	21
Exact Mass	684.38332523 g/mol
Monoisotopic Mass	684.38332523 g/mol
Topological Polar Surface Area	217 Å²
Heavy Atom Count	48
Formal Charge	0
Complexity	349
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

Adrenergic beta-1 Receptor Antagonists

Drugs that bind to and block the activation of ADRENERGIC BETA-1 RECEPTORS. (See all compounds classified as Adrenergic beta-1 Receptor Antagonists.)

Sympatholytics

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here. (See all compounds classified as Sympatholytics.)

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.)

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