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Chemistry

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Also known as: Corgard, 42200-33-9, Solgol, (2r,3s)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol, Sq-11725, Anabet
Molecular Formula
C17H27NO4
Molecular Weight
309.4  g/mol
InChI Key
VWPOSFSPZNDTMJ-UCWKZMIHSA-N
FDA UNII
FEN504330V

Nadolol
A non-selective beta-adrenergic antagonist with a long half-life, used in cardiovascular disease to treat arrhythmias, angina pectoris, and hypertension. Nadolol is also used for MIGRAINE DISORDERS and for tremor.
Nadolol is a beta-Adrenergic Blocker. The mechanism of action of nadolol is as an Adrenergic beta-Antagonist.
1 2D Structure

Nadolol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3S)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol
2.1.2 InChI
InChI=1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,18-21H,7-10H2,1-3H3/t12?,14-,15+/m1/s1
2.1.3 InChI Key
VWPOSFSPZNDTMJ-UCWKZMIHSA-N
2.1.4 Canonical SMILES
CC(C)(C)NCC(COC1=CC=CC2=C1CC(C(C2)O)O)O
2.1.5 Isomeric SMILES
CC(C)(C)NCC(COC1=CC=CC2=C1C[C@@H]([C@@H](C2)O)O)O
2.2 Other Identifiers
2.2.1 UNII
FEN504330V
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Corgard

2. Solgol

3. Sq 11725

4. Sq-11725

5. Sq11725

2.3.2 Depositor-Supplied Synonyms

1. Corgard

2. 42200-33-9

3. Solgol

4. (2r,3s)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol

5. Sq-11725

6. Anabet

7. (2r,3s)-5-(3-(tert-butylamino)-2-hydroxypropoxy)-1,2,3,4-tetrahydronaphthalene-2,3-diol

8. Nadolol [mi]

9. Nadolol [hsdb]

10. Nadolol [inn]

11. Nadolol [jan]

12. Nadolol [usan]

13. Nadolol [vandf]

14. Nadolol [mart.]

15. Nadolol [who-dd]

16. Corzide Component Nadolol

17. Chembl649

18. Nadolol [orange Book]

19. Nsc-758430

20. Nadolol Component Of Corzide

21. Nadolol [usp Monograph]

22. Mls000028580

23. Fen504330v

24. Smr000058975

25. Dsstox_cid_3342

26. Dsstox_rid_76983

27. Dsstox_gsid_23342

28. 1403-22-1

29. 1-(tert-butylamino)-3-((5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy)-2-propanol

30. Cis-5-(3-((1,1-dimethylethyl)amino)-2-hydroxy-propoxy)-1,2,3,4-tetrahydro-2,3-naphthalenediol

31. Sr-01000000251

32. 2,3-naphthalenediol, 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-1,2,3,4-tetrahydro-, Cis-

33. Sq11725

34. Unii-fen504330v

35. Candidin B

36. Ncgc00016851-01

37. 220045-89-6

38. Prestwick_108

39. Nadolol [ep]

40. Nadolol [usp]

41. Cas-42200-33-9

42. Nadolol [usp-rs]

43. Spectrum_001643

44. Opera_id_1099

45. Prestwick0_000818

46. Prestwick1_000818

47. Prestwick2_000818

48. Spectrum2_001546

49. Spectrum3_001586

50. Spectrum4_000193

51. Spectrum5_001255

52. Schembl4177

53. Nadolol, Analytical Standard

54. Bspbio_003152

55. Gtpl554

56. Kbiogr_000765

57. Kbioss_002123

58. Cid_39147

59. Mls001148087

60. Mls002548875

61. Divk1c_000427

62. Nadolol (jp17/usp/inn)

63. Nadolol [ep Impurity]

64. Spectrum1503260

65. Spbio_001392

66. Spbio_002636

67. Nadolol [ep Monograph]

68. Inv102

69. Nadolol 1.0 Mg/ml In Methanol

70. Bdbm25766

71. Hms501f09

72. Kbio1_000427

73. Kbio2_002123

74. Kbio2_004691

75. Kbio2_007259

76. Kbio3_002652

77. Inv-102

78. Ninds_000427

79. Hms1570d17

80. Hms1922o05

81. Hms2093a15

82. Hms2233e12

83. Hms3259c07

84. Hms3714d17

85. Pharmakon1600-01503260

86. Tox21_110646

87. Ccg-39324

88. Nsc758430

89. S5023

90. Akos015895037

91. Tox21_110646_1

92. Db01203

93. Nc00464

94. Idi1_000427

95. Smp1_000203

96. Ncgc00021623-03

97. Ncgc00021623-05

98. Ncgc00089811-02

99. (2r,3s)-5-({3-[(1,1-dimethylethyl)amino]-2-hydroxypropyl}oxy)-1,2,3,4-tetrahydronaphthalene-2,3-diol

100. Sbi-0051806.p002

101. En300-50860

102. Vu0239635-6

103. A12516

104. D00432

105. Ab00052338_13

106. 200n339

107. Q424952

108. Sr-01000000251-2

109. Sr-01000000251-3

110. Brd-a87606379-001-03-4

111. Brd-a87606379-001-13-3

112. Nadolol, European Pharmacopoeia (ep) Reference Standard

113. Nadolol, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 309.4 g/mol
Molecular Formula C17H27NO4
XLogP30.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass309.19400834 g/mol
Monoisotopic Mass309.19400834 g/mol
Topological Polar Surface Area82 Ų
Heavy Atom Count22
Formal Charge0
Complexity344
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameCorgard
PubMed HealthNadolol (By mouth)
Drug ClassesAntianginal, Antihypertensive, Antimigraine, Cardiovascular Agent
Drug LabelCORGARD (nadolol) is a synthetic nonselective beta-adrenergic receptor blocking agent designated chemically as 1-(tert-butylamino)-3-[(5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy]-2-propanol. Structural formula:C17H27NO4MW 309...
Active IngredientNadolol
Dosage FormTablet
RouteOral
Strength80mg; 40mg; 20mg
Market StatusPrescription
CompanyKing Pharms

2 of 4  
Drug NameNadolol
PubMed HealthNadolol (By mouth)
Drug ClassesAntianginal, Antihypertensive, Antimigraine, Cardiovascular Agent
Drug LabelNadolol is a synthetic nonselective beta-adrenergic receptor blocking agent designated chemically as 1-(tert-butylamino)-3-[(5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy]-2-propanol. Its structural formula is:Nadolol is a white crystalline pow...
Active IngredientNadolol
Dosage FormTablet
RouteOral
Strength80mg; 40mg; 20mg
Market StatusPrescription
CompanySandoz; Ivax Sub Teva Pharms; Mylan

3 of 4  
Drug NameCorgard
PubMed HealthNadolol (By mouth)
Drug ClassesAntianginal, Antihypertensive, Antimigraine, Cardiovascular Agent
Drug LabelCORGARD (nadolol) is a synthetic nonselective beta-adrenergic receptor blocking agent designated chemically as 1-(tert-butylamino)-3-[(5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy]-2-propanol. Structural formula:C17H27NO4MW 309...
Active IngredientNadolol
Dosage FormTablet
RouteOral
Strength80mg; 40mg; 20mg
Market StatusPrescription
CompanyKing Pharms

4 of 4  
Drug NameNadolol
PubMed HealthNadolol (By mouth)
Drug ClassesAntianginal, Antihypertensive, Antimigraine, Cardiovascular Agent
Drug LabelNadolol is a synthetic nonselective beta-adrenergic receptor blocking agent designated chemically as 1-(tert-butylamino)-3-[(5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy]-2-propanol. Its structural formula is:Nadolol is a white crystalline pow...
Active IngredientNadolol
Dosage FormTablet
RouteOral
Strength80mg; 40mg; 20mg
Market StatusPrescription
CompanySandoz; Ivax Sub Teva Pharms; Mylan

4.2 Therapeutic Uses

Adrenergic beta-Antagonists; Anti-Arrhythmia Agents; Antihypertensive Agents; Sympatholytics

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)


... Nadolol /is/ indicated in the treatment of hypertension when used alone or in combination with other antihypertensive medication. ... /Included in US product labeling/

MICROMEDEX Thomson Health Care. USPDI - Drug Information for the Health Care Professional. 23rd ed. Volume 1. MICROMEDEX Thomson Health Care, Greenwood Village, CO. 2003. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 550


Nadolol has been used in a limited number of patients with atrial flutter or fibrillation for the management of frequent ventricular premature contractions, paroxysmal atrial tachycardia, and sinus tachycardia and to decrease heart rate. Nadolol has been used with some success in a limited number of patients for the prophylaxis of common migraine headache.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1771


/Exptl/ This investigation reports pilot data on two points originally raised in the earliest reports of the efficacy of beta-blockers in akathisia: their potential utility in the akathisia of idiopathic Parkinson's disease and the possibility of determining a central vs a peripheral site of action by comparing the time course of the effects of lipophilic and hydrophilic agents. Akathisia improved in 4 patients with idiopathic Parkinson's disease after low dose propranolol treatment. Six patients with neuroleptic induced akathisia were treated with the hydrophilic beta-blocker nadolol. Effects on akathisia occurred, but evolved much more slowly than after treatment with lipophilic agents, such as propranolol and metoprolol, thus suggesting a central site of action.

Adler LA et al; Psychopharmacol Bul 27 (2): 107-11 (1991)


For more Therapeutic Uses (Complete) data for NADOLOL (16 total), please visit the HSDB record page.


4.3 Drug Warning

Nadolol is contraindicated in patients with bronchial asthma, sinus bradycardia and heart block greater than first degree, cardiogenic shock, or overt cardiac failure.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1773


Nadolol should be used with caution in patients with renal or hepatic impairment, and it may be necessary to reduce the dosage of the drug in those with renal impairment.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1773


Signs of hyperthyroidism (eg, tachycardia) may be masked by nadolol, and patients having or suspected of developing thyrotoxicosis should be monitored closely because abrupt withdrawal of beta-adrenergic blockade might precipitate thyroid storm. It is recommended that nadolol be used with caution in patients with diabetes mellitus (especially those with labile diabetes or those prone to hypoglycemia) since the drug may also mask the signs and symptoms associated with acute hypoglycemia (eg, tachycardia and blood pressure changes but not sweating), the drug should be used with caution in patients with diabetes mellitus receiving hypoglycemic agents, especially in those with labile disease or those prone to hypoglycemia. Beta-adrenergic blocking agents may also impair glucose tolerance; delay the rate of recovery of blood glucose concentration following drug-induced hypoglycemia; alter the hemodynamic response to hypoglycemia, possibly resulting in an exaggerated hypertensive response; and possibly impair peripheral circulation. If nadolol is used in diabetic patients receiving hypoglycemic agents, it may be necessary to adjust the dosage of the hypoglycemic agent. In one study in nondiabetic patients, nadolol therapy did not produce changes in glucose tolerance.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1773


Nadolol is distributed into milk. Because of the potential for adverse reactions to nadolol in nursing infants, a decision should be made whether to discontinue nursing or the drug, taking into account the importance of the drug to the woman.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1773


For more Drug Warnings (Complete) data for NADOLOL (10 total), please visit the HSDB record page.


4.4 Drug Indication

Nadolol is indicated to treat angina pectoris and hypertension. Another product formulated with [bendroflumethiazide] is indicated to treat hypertension.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Nadolol is a nonselective beta adrenal receptor blocker that is used to lower blood pressure. It has a long duration of action as it is usually taken once daily and a wide therapeutic index as patients start at doses of 40mg daily but may be increased to doses as high as 240mg daily. Patients taking nadolol should not aburptly stop taking it as this may lead to exacerbation of ischemic heart disease.


5.2 MeSH Pharmacological Classification

Adrenergic beta-Antagonists

Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety. (See all compounds classified as Adrenergic beta-Antagonists.)


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.)


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.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
NADOLOL
5.3.2 FDA UNII
FEN504330V
5.3.3 Pharmacological Classes
beta-Adrenergic Blocker [EPC]; Adrenergic beta-Antagonists [MoA]
5.4 ATC Code

C - Cardiovascular system

C07 - Beta blocking agents

C07A - Beta blocking agents

C07AA - Beta blocking agents, non-selective

C07AA12 - Nadolol


5.5 Absorption, Distribution and Excretion

Absorption

Oral doses of nadolol are approximately 30% absorbed. In healthy subjects, nadolol has a Tmax of 2.7h with a Cmax or 6915ng/mL following a 60mg oral dose and 13227ng/mL after a 120mg oral dose. The AUC following a 60mg oral dose was 1021ng\*h/mL and following a 120mg oral dose was 1913382ng\*h/mL.


Route of Elimination

Nadolol is not metabolized in the liver and excreted mainly in the urine. In healthy subjects, following intravenous dosing, 60% of a dose is eliminated in the urine and 15% in the feces after 72 hours. The remainder of the dose is expected to be eliminated in the feces afterwards.


Volume of Distribution

In healthy subjects, the volume of distribution of nadolol is 147-157L.


Clearance

In healthy subjects, the total body clearance of nadolol is 219-250mL/min and the renal clearance is 131-150mL/min.


Following oral administration of nadolol, absorption is variable and averages about 30-40% of a dose. The presence of food in the GI tract does not affect the rate or extent of absorption. After oral administration of 2 mg of nadolol (in a capsule), peak plasma concentrations usually occur in 2-4 hours. In one study in hypertensive adults who received 80 mg, 160 mg, or 320 mg of nadolol daily, mean steady state plasma concentrations were 25.5-35.5 ng/ml, 51.7-74.1 ng/ml, and 154-191.4 ng/ml, respectively. With doses of 40-320 mg daily, the duration of nadolol's antihypertensive and antianginal effects is at least 24 hours.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1774


Following oral administration of 2 mg of radiolabeled nadolol (in a capsule) in one study in patients with normal renal function, about 24.6% and 76.9% of the radioactivity was recovered in urine and feces, respectively, in 4 days.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1774


Nadolol is widely distributed into body tissues. In dogs, minimal amounts of nadolol were detected in the brain and, in rats, the drug crosses the placenta. The drug is distributed into bile. Nadolol is distributed into milk. About 30% of nadolol in serum is bound to plasma proteins.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1774


The beta-adrenoceptor antagonists ... are adequately absorbed, and some like atenolol, sotalol and nadolol which are poorly lipid-soluble are excreted unchanged in the urine, accumulating in renal failure but cleared normally in liver disease. The more lipid-soluble drugs are subject to variable metabolism in the liver, which may be influenced by age, phenotype, environment, disease and other drugs, leading to more variable plasma concentrations. Their clearance is reduced in liver disease but is generally unchanged in renal dysfunction. All the beta-adrenoceptor antagonists reduce cardiac output and this may reduce hepatic clearance of highly extracted drugs. In addition, the metabolised drugs compete with other drugs for enzymatic biotransformation and the potential for interaction is great, but because of the high therapeutic index of beta-adrenoceptor antagonists, any unexpected clinical effects are more likely to be due to changes in the kinetics of the other drug.

PMID:2886244 Riddell JG et al; Clin Pharmacokinet 12 (5): 305-20 (1987)


Nadolol 20 mg was administered orally as a single-blind, single dose to nine patients about to undergo cataract extraction. Intraocular pressures fell by a mean of 24% 3 hr after administration. During the operation, aqueous humor and serum samples were taken for measurement of nadolol concentrations. Aqueous nadolol concentrations ranged from 3.8 to 13.4 ng/mL, and correlated with the serum drug concentrations (r=0.84). The fall in intraocular pressure did not correlate with either the aqueous humor or plasma concentrations of nadolol.

PMID:3203065 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1386505 Tiong T et al; Br J Clin Pharmacol 26 (1): 92-5 (1988)


5.6 Metabolism/Metabolites

Nadolol is not metabolized by the liver in humans.


Nadolol is not metabolized.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1774


5.7 Biological Half-Life

The half life of nadolol is 20 to 24 hours.


The elimination half-life of nadolol is 18 hr. /From table/

Ellenhorn, M.J., S. Schonwald, G. Ordog, J. Wasserberger. Ellenhorn's Medical Toxicology: Diagnosis and Treatment of Human Poisoning. 2nd ed. Baltimore, MD: Williams and Wilkins, 1997., p. 525


In patients with normal renal function, the plasma half-life of nadolol is 10-24 hr and, with once daily doses, steady state is attained in 6-9 days. In patients with renal impairment, plasma half-life is increased.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1774


5.8 Mechanism of Action

Although nadolol is described as a non selective beta blocker, it does not interact with beta 3 adrenal receptors. Antagonism of beta-1 and beta-2 adrenoceptors in the heart inhibits cyclic AMP and its signalling pathway, decreasing the strength and speed of contractions as well as the speed of relaxation and conduction. Antagonism of beta-2 adrenoceptors in the smooth muscle cells of the vasculature inhibits their relaxation, leading to an increase in peripheral vascular resistance and reducing the risk of severe hypotension. The increase in peripheral vascular resistance may contribute to the decrease in insulin sensitivity associated with nadolol use. Antagonism of beta-1 adrenoceptors in the juxtaglomerular apparatus of the kidney inhibits the release of renin, and therefore angiotensin II mediated vasoconstriction, aldosterone mediated water retention, and the release of epinephrine. Antagonism of beta-2 adrenoceptors in the liver and skeletal muscle inhibits glycogenolysis, in the lungs prevents bronchodilation, and in the pancrease inhibits insulin release.


Nadolol inhibits response to adrenergic stimuli by competitively blocking beta1-adrenergic receptors within the myocardium and beta2-adrenergic receptors within bronchial and vascular smooth muscle.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1774


In the management of angina pectoris, the mechanism of action of nadolol is thought to be blockade of catecholamine induced increases in heart rate, velocity and extent of myocardial contraction, and blood pressure which result in a net decrease in myocardial oxygen consumption. However, nadolol may increase oxygen requirements by increasing left ventricular fiber length and end diastolic pressure, particularly in patients with heart failure.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1774


Through its beta-adrenergic blocking action, nadolol increases airway resistance (especially in asthmatic patients) and inhibits the release of free fatty acids and insulin by adrenergic stimulation.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1774


It has been postulated that beta-adrenergic blocking agents reduce blood pressure by blocking peripheral (especially cardiac) adrenergic receptors (decreasing cardiac output), by decreasing sympathetic outflow from the CNS, and/or by suppressing renin release. Nadolol decreases blood pressure in both supine and standing positions.

McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 2003. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2003 (Plus Supplements)., p. 1774


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30-Jan-2021
18-Sep-2024
KGS
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DOSAGE - TABLET;ORAL - 20MG

USFDA APPLICATION NUMBER - 18063

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DOSAGE - TABLET;ORAL - 40MG

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USFDA APPLICATION NUMBER - 18647

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DOSAGE - TABLET;ORAL - 5MG;80MG **Federal Reg...DOSAGE - TABLET;ORAL - 5MG;80MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 18647

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