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Also known as: 129722-12-9, Abilify, Abilitat, Opc-14597, Abilify discmelt, Opc 14597
Molecular Formula
C23H27Cl2N3O2
Molecular Weight
448.4  g/mol
InChI Key
CEUORZQYGODEFX-UHFFFAOYSA-N
FDA UNII
82VFR53I78

Aripiprazole
A piperazine and quinolone derivative that is used primarily as an antipsychotic agent. It is a partial agonist of SEROTONIN RECEPTOR, 5-HT1A and DOPAMINE D2 RECEPTORS, where it also functions as a post-synaptic antagonist, and an antagonist of SEROTONIN RECEPTOR, 5-HT2A. It is used for the treatment of SCHIZOPHRENIA and BIPOLAR DISORDER, and as an adjunct therapy for the treatment of depression.
Aripiprazole is an Atypical Antipsychotic.
1 2D Structure

Aripiprazole

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one
2.1.2 InChI
InChI=1S/C23H27Cl2N3O2/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29)
2.1.3 InChI Key
CEUORZQYGODEFX-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CC(=O)NC2=C1C=CC(=C2)OCCCCN3CCN(CC3)C4=C(C(=CC=C4)Cl)Cl
2.2 Other Identifiers
2.2.1 UNII
82VFR53I78
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butyloxy)-3,4-dihydro-2(1h)-quinolinone

2. Abilify

3. Aripiprazol

4. Opc 14597

5. Opc-14597

2.3.2 Depositor-Supplied Synonyms

1. 129722-12-9

2. Abilify

3. Abilitat

4. Opc-14597

5. Abilify Discmelt

6. Opc 14597

7. Opc 31

8. Aripiprex

9. Abilify Maintena

10. Abilify Mycite

11. Opc-31

12. 7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1h-quinolin-2-one

13. 7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-3,4-dihydroquinolin-2(1h)-one

14. 7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydrocarbostyril

15. Nsc-759266

16. Chembl1112

17. 7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydrocarbostyril

18. 7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-2(1h)-quinolinone

19. 7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2(1h)-quinolinone

20. 7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-3,4-dihydroquinolin-2(1h)-one

21. Aripiprazol

22. Discmelt

23. Chebi:31236

24. 82vfr53i78

25. 129722-12-9 (free Base)

26. Mfcd00892072

27. 2(1h)-quinolinone, 7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3,4-dihydro-

28. 7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one

29. Ncgc00159510-02

30. Aripiprazole [usan]

31. 2(1h)-quinolinone, 7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-

32. Dsstox_cid_26083

33. Dsstox_rid_81324

34. Dsstox_gsid_46083

35. Aripiprazolum

36. 7-[4-[4-[2,3-bis(chloranyl)phenyl]piperazin-1-yl]butoxy]-3,4-dihydro-1h-quinolin-2-one

37. 7-{4-[4-(2,3-dichloro-phenyl)-piperazin-1-yl]-butoxy}-3,4-dihydro-1h-quinol In-2-one

38. Smr000466383

39. Abilify (tn)

40. Abilify Maintena Kit

41. Cas-129722-12-9

42. Hsdb 7320

43. Sr-01000759353

44. Unii-82vfr53i78

45. Abilify Digital

46. 7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butyloxy)-3,4-dihydro-2(1h)-quinolinone

47. Aripiprazole [usan:inn:ban]

48. 7-(4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy)-3,4-dihydrocarbostyril

49. 7-{4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy}-3,4-dihydrocarbostyril

50. Abilify Od

51. 7-(4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy)-3,4-dihydroquinolin-2(1h)-one

52. Aripiprazole Depot

53. 9sc

54. Aripiprazole Solution

55. Aripiprazole- Bio-x

56. Bms-337039

57. Ks-1030

58. Aripiprazole (abilify)

59. Cpd000466383

60. Aripiprazole-d8 Solution

61. Abilify Mycite Kit

62. Aripiprazole [mi]

63. Aripiprazole [inn]

64. Aripiprazole [jan]

65. Gtpl34

66. Aripiprazole [hsdb]

67. Aripiprazole-d8(butyl-d8)

68. Schembl8255

69. Aripiprazole [vandf]

70. Aripiprazole [mart.]

71. Mls000759517

72. Mls001165779

73. Mls001195621

74. Mls001424078

75. Mls006011892

76. Aripiprazole [usp-rs]

77. Aripiprazole [who-dd]

78. Aripiprazole (jan/usp/inn)

79. Schembl5335696

80. Aripiprazole [ema Epar]

81. Aristada (aripiprazole Lauroxil)

82. Dtxsid3046083

83. Schembl12961254

84. Aripiprazole [orange Book]

85. Hms2051i18

86. Hms2089m20

87. Hms2093f22

88. Hms2230m18

89. Hms3373d04

90. Hms3393i18

91. Hms3657k13

92. Hms3715j07

93. Hms3744a13

94. Hms3884e18

95. Pharmakon1600-01505851

96. Aripiprazole [ep Monograph]

97. Act03221

98. Bcp04902

99. Zinc1851149

100. Aripiprazole [usp Monograph]

101. Tox21_111728

102. Bbl029082

103. Bdbm50130293

104. Dl-178

105. Nsc759266

106. S1975

107. Stk625160

108. Akos005558247

109. Tox21_111728_1

110. Ab07660

111. Ac-1554

112. Bcp9000317

113. Ccg-100891

114. Cs-0766

115. Db01238

116. Nc00141

117. Nsc 759266

118. Aripiprazole 1.0 Mg/ml In Acetonitrile

119. Ncgc00159510-03

120. Ncgc00159510-04

121. Ncgc00159510-05

122. Ba164218

123. Hy-14546

124. Sy053146

125. Sbi-0206870.p001

126. Am20090766

127. Ft-0600352

128. Ft-0662278

129. Ft-0662279

130. Sw197521-3

131. A19454

132. D01164

133. Ab00639935-09

134. Ab00639935_10

135. Ab00639935_11

136. 722a129

137. L001339

138. Q411188

139. J-005707

140. Sr-01000759353-4

141. Sr-01000759353-6

142. Brd-k70358946-001-06-6

143. Z1541632800

144. 7-[4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy]-3,4-dihydro-2(1h)-quinolinone

145. 7-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]3,4-dihydro-2(1h)-quinolinone

146. 7-[4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy]-3,4-dihydro-quinolin-2(1h)-one

147. 7-{4-[-4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy}-3,4-dihydrocarbostyril

148. 7-{4-[4-(2,3-dichloro-phenyl)-piperazin-1-yl]-butoxy}-3,4-dihydro-1h-quinolin-2-one

149. 7-{4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butoxy}-3, 4-dihydrocarbostyril

150. 7-{4-[4-(2,3-dichlorophenyl)piperazino]butoxy}-3,4-dihydro-2(1h)-quinolinone

151. Aripiprazole; 7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydrocarbostyril

152. 1026778-41-5

153. 24-29-3

154. Aripiprazole Solution, 1.0 Mg/ml (50:50 Methanol/water With 1% 1n Hcl), Ampule Of 1 Ml, Certified Reference Material

155. Aripiprazole Solution, 1.0 Mg/ml In Acetonitrile, Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 448.4 g/mol
Molecular Formula C23H27Cl2N3O2
XLogP34.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Exact Mass447.1480325 g/mol
Monoisotopic Mass447.1480325 g/mol
Topological Polar Surface Area44.8 Ų
Heavy Atom Count30
Formal Charge0
Complexity559
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
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 NameAbilify
PubMed HealthAripiprazole (Injection)
Drug ClassesAntipsychotic
Drug LabelAripiprazole is a psychotropic drug that is available as ABILIFY (aripiprazole) Tablets, ABILIFY DISCMELT (aripiprazole) Orally Disintegrating Tablets, ABILIFY (aripiprazole) Oral Solution, and ABILIFY (aripiprazole) Injection, a solution for...
Active IngredientAripiprazole
Dosage FormSolution; Injectable; Tablet, orally disintegrating; Tablet
RouteIntramuscular; Oral
Strength30mg; 10mg; 5mg; 9.75mg/1.3ml (7.5mg/ml); 15mg; 1mg/ml; 20mg; 2mg
Market StatusPrescription
CompanyOtsuka

2 of 4  
Drug NameAripiprazole
PubMed HealthAripiprazole
Drug ClassesAntipsychotic
Drug LabelAripiprazole is a psychotropic drug that is available as ABILIFY (aripiprazole) Tablets, ABILIFY DISCMELT (aripiprazole) Orally Disintegrating Tablets, ABILIFY (aripiprazole) Oral Solution, and ABILIFY (aripiprazole) Injection, a solution for...
Active IngredientAripiprazole
Dosage FormTablet, orally disintegrating; Tablet
Routeorally disintegrating; oral
Strength5mg; 2mg; 30mg; 10mg; 15mg; 20mg
Market StatusTentative Approval
CompanyApotex; Alembic Pharms; Torrent Pharms; Zydus Pharms Usa; Barr Labs; Sun Pharma Global

3 of 4  
Drug NameAbilify
PubMed HealthAripiprazole (Injection)
Drug ClassesAntipsychotic
Drug LabelAripiprazole is a psychotropic drug that is available as ABILIFY (aripiprazole) Tablets, ABILIFY DISCMELT (aripiprazole) Orally Disintegrating Tablets, ABILIFY (aripiprazole) Oral Solution, and ABILIFY (aripiprazole) Injection, a solution for...
Active IngredientAripiprazole
Dosage FormSolution; Injectable; Tablet, orally disintegrating; Tablet
RouteIntramuscular; Oral
Strength30mg; 10mg; 5mg; 9.75mg/1.3ml (7.5mg/ml); 15mg; 1mg/ml; 20mg; 2mg
Market StatusPrescription
CompanyOtsuka

4 of 4  
Drug NameAripiprazole
PubMed HealthAripiprazole
Drug ClassesAntipsychotic
Drug LabelAripiprazole is a psychotropic drug that is available as ABILIFY (aripiprazole) Tablets, ABILIFY DISCMELT (aripiprazole) Orally Disintegrating Tablets, ABILIFY (aripiprazole) Oral Solution, and ABILIFY (aripiprazole) Injection, a solution for...
Active IngredientAripiprazole
Dosage FormTablet, orally disintegrating; Tablet
Routeorally disintegrating; oral
Strength5mg; 2mg; 30mg; 10mg; 15mg; 20mg
Market StatusTentative Approval
CompanyApotex; Alembic Pharms; Torrent Pharms; Zydus Pharms Usa; Barr Labs; Sun Pharma Global

4.2 Therapeutic Uses

Antipsychotic Agents

National Library of Medicine's Medical Subject Headings. Aripiprazole. Online file (MeSH, 2014). Available from, as of December 18, 2014: https://www.nlm.nih.gov/mesh/2014/mesh_browser/MBrowser.html


Aripiprazole is used IM for the acute management of agitation associated with schizophrenia or bipolar disorder, mixed or manic, in adults for whom treatment with aripiprazole is appropriate and who require an IM antipsychotic agent for rapid control of behaviors that interfere with diagnosis and care (e.g., threatening behaviors, escalating or urgently distressing behavior, self-exhausting behavior).

American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 2428


Aripiprazole is used orally for the acute treatment of irritability associated with autistic disorder.

American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 2428


Aripiprazole is used orally as an adjunct to antidepressants for the acute treatment of major depressive disorder in adults.

American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 2428


For more Therapeutic Uses (Complete) data for ARIPIPRAZOLE (6 total), please visit the HSDB record page.


4.3 Drug Warning

/BOXED WARNING/ WARNING: INCREASED MORTALITY IN ELDERLY PATIENTS WITH DEMENTIA-RELATED PSYCHOSIS. Elderly patients with dementia-related psychosis treated with antipsychotic drugs are at an increased risk of death. Analyses of seventeen placebo-controlled trials (modal duration of 10 weeks), largely in patients taking atypical antipsychotic drugs, revealed a risk of death in drug-treated patients of between 1.6 to 1.7 times the risk of death in placebo-treated patients. Over the course of a typical 10-week controlled trial, the rate of death in drug-treated patients was about 4.5%, compared to a rate of about 2.6% in the placebo group. Although the causes of death were varied, most of the deaths appeared to be either cardiovascular (eg, heart failure, sudden death) or infectious (eg, pneumonia) in nature. Observational studies suggest that, similar to atypical antipsychotic drugs, treatment with conventional antipsychotic drugs may increase mortality. The extent to which the findings of increased mortality in observational studies may be attributed to the antipsychotic drug as opposed to some characteristic(s) of the patients is not clear. ABILIFY (aripiprazole) is not approved for the treatment of patients with dementia-related psychosis. /Included in label/

NIH; DailyMed. Current Medication Information for ABILIFY- aripiprazole tablet; ABILIFY- aripiprazole solution; ABILIFY DISCMELT- aripiprazole tablet, orally disintegrating; ABILIFY- aripiprazole injection, solution (Updated: July 2014). Available from, as of March 31, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=c040bd1d-45b7-49f2-93ea-aed7220b30ac


/BOXED WARNING/ WARNING: INCREASED SUICIDALTHOUGHTS AND BEHAVIORS. Antidepressants increased the risk compared to placebo of suicidal thinking and behavior (suicidality) in children, adolescents, and young adults in short-term studies of major depressive disorder (MDD) and other psychiatric disorders. Anyone considering the use of adjunctive ABILIFY or any other antidepressant in a child, adolescent, or young adult must balance this risk with the clinical need. Short-term studies did not show an increase in the risk of suicidality with antidepressants compared to placebo in adults beyond age 24; there was a reduction in risk with antidepressants compared to placebo in adults aged 65 and older. Depression and certain other psychiatric disorders are themselves associated with increases in the risk of suicide. Patients of all ages who are started on antidepressant therapy should be monitored appropriately and observed closely for clinical worsening, suicidality, or unusual changes in behavior. Families and caregivers should be advised of the need for close observation and communication with the prescriber. ABILIFY is not approved for use in pediatric patients with depression. /Included in label/

NIH; DailyMed. Current Medication Information for ABILIFY- aripiprazole tablet; ABILIFY- aripiprazole solution; ABILIFY DISCMELT- aripiprazole tablet, orally disintegrating; ABILIFY- aripiprazole injection, solution (Updated: July 2014). Available from, as of March 31, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=c040bd1d-45b7-49f2-93ea-aed7220b30ac


Contraindications: Known hypersensitivity reaction to aripiprazole or any ingredient in the formulation; such reactions have ranged from pruritus/urticaria to anaphylaxis.

American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 2429


Safety and effectiveness in pediatric patients with bipolar mania were established in a 4-week, placebo-controlled clinical trial in 197 pediatric patients aged 10 to 17 years. The incidence of discontinuation due to adverse reactions between aripiprazole-treated and placebo-treated pediatric patients (10 to 17 years) was 7% and 2%, respectively. Commonly observed adverse reactions associated with the use of aripiprazole in pediatric patients with bipolar mania (incidence of 5% or greater and aripiprazole incidence at least twice that for placebo) somnolence, extrapyramidal disorder, fatigue, nausea, akathisia, blurred vision, salivary hypersecretion, and dizziness. Although maintenance efficacy in pediatric patients has not been systematically evaluated, maintenance efficacy can be extrapolated from adult data along with comparisons of aripiprazole pharmacokinetic parameters in adult and pediatric patients.

NIH; DailyMed. Current Medication Information for ABILIFY- aripiprazole tablet; ABILIFY- aripiprazole solution; ABILIFY DISCMELT- aripiprazole tablet, orally disintegrating; ABILIFY- aripiprazole injection, solution (Updated: July 2014). Available from, as of September 4, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=c040bd1d-45b7-49f2-93ea-aed7220b30ac


For more Drug Warnings (Complete) data for ARIPIPRAZOLE (27 total), please visit the HSDB record page.


4.4 Drug Indication

Aripiprazole is indicated for manic and mixed episodes associated with bipolar I disorder, irritability associated with autism spectrum disorder, treatment of schizophrenia, treatment of Tourette's disorder, and as an adjunctive treatment of major depressive disorder. An injectable formulation of aripiprazole is indicated for agitation associated with schizophrenia or bipolar mania.


FDA Label


Aripiprazole Accord is indicated for the treatment of schizophrenia in adults and in adolescents aged 15 years and older.

Aripiprazole Accord is indicated for the treatment of moderate to severe manic episodes in Bipolar I Disorder and for the prevention of a new manic episode in adults who experienced predominantly manic episodes and whose manic episodes responded to aripiprazole treatment.

Aripiprazole Accord is indicated for the treatment up to 12 weeks of moderate to severe manic episodes in Bipolar I Disorder in adolescents aged 13 years and older.


Aripiprazole Mylan Pharma is indicated for the treatment of schizophrenia in adults and in adolescents aged 15 years and older.

Aripiprazole Mylan Pharma is indicated for the treatment of moderate to severe manic episodes in Bipolar I Disorder and for the prevention of a new manic episode in adults who experienced predominantly manic episodes and whose manic episodes responded to aripiprazole treatment.

Aripiprazole Mylan Pharma is indicated for the treatment up to 12 weeks of moderate to severe manic episodes in Bipolar I Disorder in adolescents aged 13 years and older.


Abilify is indicated for the treatment of schizophrenia in adults and in adolescents aged 15 years and older.

Abilify is indicated for the treatment of moderate to severe manic episodes in Bipolar I Disorder and for the prevention of a new manic episode in adults who experienced predominantly manic episodes and whose manic episodes responded to aripiprazole treatment.

Abilify is indicated for the treatment up to 12 weeks of moderate to severe manic episodes in Bipolar I Disorder in adolescents aged 13 years and older.


Aripiprazole Zentiva is indicated for the treatment of schizophrenia in adults and in adolescents aged 15 years and older.

Aripiprazole Zentiva is indicated for the treatment of moderate to severe manic episodes in Bipolar I Disorder and for the prevention of a new manic episode in adults who experienced predominantly manic episodes and whose manic episodes responded to aripiprazole treatment.

Aripiprazole Zentiva is indicated for the treatment up to 12 weeks of moderate to severe manic episodes in Bipolar I Disorder in adolescents aged 13 years and older.


Aripiprazole Sandoz is indicated for the treatment of schizophrenia in adults and in adolescents aged 15 years and older.

Aripiprazole Sandoz is indicated for the treatment of moderate to severe manic episodes in Bipolar I Disorder and for the prevention of a new manic episode in adults who experienced predominantly manic episodes and whose manic episodes responded to aripiprazole treatment.

Aripiprazole Sandoz is indicated for the treatment up to 12 weeks of moderate to severe manic episodes in Bipolar I Disorder in adolescents aged 13 years and older.


Maintenance treatment of schizophrenia in adult patients stabilised with oral aripiprazole.


Treatment of bipolar affective disorder, Treatment of schizophrenia


5 Pharmacology and Biochemistry
5.1 Pharmacology

Aripiprazole has high affinity for serotonin type 2 (5HT2), dopamine type 2 (D2), alpha1 and 2 adrenergic, and H1 histaminergic receptors. It also acts on a number of other receptors with lower affinity. The exact method by which aripiprazole's action on these receptors translates to a clinically relevant effect is not yet known.


5.2 MeSH Pharmacological Classification

Antidepressive Agents

Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems. (See all compounds classified as Antidepressive Agents.)


Dopamine Agonists

Drugs that bind to and activate dopamine receptors. (See all compounds classified as Dopamine Agonists.)


Dopamine D2 Receptor Antagonists

Compounds and drugs that bind to and inhibit or block the activation of DOPAMINE D2 RECEPTORS. (See all compounds classified as Dopamine D2 Receptor Antagonists.)


Serotonin 5-HT1 Receptor Agonists

Endogenous compounds and drugs that specifically stimulate SEROTONIN 5-HT1 RECEPTORS. Included under this heading are agonists for one or more of the specific 5-HT1 receptor subtypes. (See all compounds classified as Serotonin 5-HT1 Receptor Agonists.)


Serotonin 5-HT2 Receptor Antagonists

Drugs that bind to but do not activate SEROTONIN 5-HT2 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT2 RECEPTOR AGONISTS. Included under this heading are antagonists for one or more specific 5-HT2 receptor subtypes. (See all compounds classified as Serotonin 5-HT2 Receptor Antagonists.)


Antipsychotic Agents

Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
ARIPIPRAZOLE
5.3.2 FDA UNII
82VFR53I78
5.3.3 Pharmacological Classes
Atypical Antipsychotic [EPC]
5.4 ATC Code

N05AX12


N05AX12


N05AX12


N05AX12


N05AX12


N05AX12


N05AX12

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


N - Nervous system

N05 - Psycholeptics

N05A - Antipsychotics

N05AX - Other antipsychotics

N05AX12 - Aripiprazole


5.5 Absorption, Distribution and Excretion

Absorption

Aripiprazole tablets are 87% bioavailable and reach peak plasma concentrations in 3 to 5 hours. These tablets can be taken with or without food, but a high fat meal can delay the time to max concentration by 3 hours and up to 12 hours for the active metabolite.


Route of Elimination

25% of a given dose will be eliminated in urine and 55% in the feces. <1% of a dose is eliminated in the urine as unmetabolized aripiprazole and approximately 18% of a dose will be eliminated in the feces unmetabolized.


Volume of Distribution

404L or 4.9L/kg.


Clearance

0.8mL/min/kg. Other studies have reported a clearance rate of 32971042mL/hr.


Oral availability 87%. Aripiprazole is well absorbed and can be administered with or without food. Administration with a high fat meal did not affect the Cmax or AUC, but delayed Tmax by 3 hours for aripiprazole, and 12 hours for dehydro-aripiprazole.

American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 2431


Time to peak concentration: Peak plasma concentrations: within 3 to 5 hours.

American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 2431


The steady-state volume of distribution of aripiprazole following intravenous administration is high (404 L or 4.9 L/kg), indicating extensive extravascular distribution. At therapeutic concentrations, aripiprazole and its major metabolite are greater than 99% bound to serum proteins, primarily to albumin.

American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 2431


There was dose-dependent D2-receptor occupancy indicating brain penetration of aripiprazole in healthy human volunteers administered 0.5 to 30 mg per day.

American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 2431


For more Absorption, Distribution and Excretion (Complete) data for ARIPIPRAZOLE (8 total), please visit the HSDB record page.


5.6 Metabolism/Metabolites

Metabolism of aripiprazole is predominantly hepatic, mediated mostly by cytochrome P450 (CYP)3A4 and CYP2D6. These enzymes perform dehydrogenation and hydroxylation while CYP3A4 alone performs N-dealkylation. At any given time, the active metabolite dehydro-aripiprazole is approximately 40% of the drug available in plasma.


Aripiprazole is extensively metabolized in the liver principally via dehydrogenation, hydroxylations, and N-dealkylation by the cytochrome P-450 (CYP) 2D6 and 3A4 isoenzymes. The major active metabolite of aripiprazole, dehydro-aripiprazole, exhibits affinity for D2 receptors similar to that of the parent compound and represents approximately 40% of the aripiprazole area under the concentration-time curve (AUC) in plasma. Steady-state plasma concentrations of both aripiprazole and dehydro-aripiprazole are achieved within 14 days.

American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 2433


ABILIFY activity is presumably primarily due to the parent drug, aripiprazole, and to a lesser extent, to its major metabolite, dehydro-aripiprazole, which has been shown to have affinities for D2 receptors similar to the parent drug and represents 40% of the parent drug exposure in plasma.

NIH; DailyMed. Current Medication Information for ABILIFY- aripiprazole tablet; ABILIFY- aripiprazole solution; ABILIFY DISCMELT- aripiprazole tablet, orally disintegrating; ABILIFY- aripiprazole injection, solution (Updated: July 2014). Available from, as of September 4, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=c040bd1d-45b7-49f2-93ea-aed7220b30ac


Aripiprazole has known human metabolites that include 2,3-dichlorophenylpiperazine, 4-Hydroxyaripiprazole, 4-[(2-oxo-3,4-dihydro-1H-quinolin-7-yl)oxy]butanal, and dehydro-aripiprazole.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


5.7 Biological Half-Life

The half life of aripiprazole is 75 hours while the half life of the active metabolite is 94 hours. For populations that are poor CYP2D6 metabolizers, the half life of aripiprazole is 146 hours and these patients should be treated with half the normal dose. Other studies have reported a half life of 61.0319.59 hours for aripiprazole and 279299 hours for the active metabolite.


The mean elimination half-lives are about 75 hours and 94 hours for aripiprazole and dehydro-aripiprazole, respectively.

NIH; DailyMed. Current Medication Information for ABILIFY- aripiprazole tablet; ABILIFY- aripiprazole solution; ABILIFY DISCMELT- aripiprazole tablet, orally disintegrating; ABILIFY- aripiprazole injection, solution (Updated: July 2014). Available from, as of September 4, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=c040bd1d-45b7-49f2-93ea-aed7220b30ac


5.8 Mechanism of Action

The antipsychotic action of aripiprazole is likely due to the agonism of D2 and 5-HT1A receptors though the exact mechanism has not been defined. Some adverse effects may be due to action on other receptors. For example, orthostatic hypotension may be explained by antagonism of the adrenergic alpha1 receptors.


The exact mechanism of antipsychotic action of aripiprazole has not been fully elucidated but, like that of other atypical antipsychotic agents (e.g.,olanzipine, risperidone, ziprasidon), may involve the drug's activity at dopamine D2 and serotonin type (5-HT1A) and type 2 (5-HT2A) receptors. However, aripiprazole appears to differ from other atypical antipsychotic agents because the drug demonstrates partial agonist activity at D2 and 5-HT1A receptors and antagonist activity at 5-HT2A receptors. Antagonism at other receptors (e.g., alpha1-adrenergic receptors, histamine H1 receptors) may contribute to other therapeutic and adverse effects (e.g., orthostatic hypotension, somnolence) observed with aripiprazole.

American Society of Health-System Pharmacists 2015; Drug Information 2015. Bethesda, MD. 2015, p. 2432


...Aripiprazole exhibits typical antagonism at dopamine (D2) receptors in the mesolimbic pathway, as well as having unique partial agonist activity at D2 receptors in the mesocortical pathway. As exemplified by other atypical antipsychotics, it displays strong 5-HT(2a) receptor antagonism and is similar to ziprasidone in also having agonistic activity at the 5-HT(1a) receptor. Among the atypical antipsychotics, aripiprazole displays the lowest affinity for alpha(1)adrenergic (alpha(1)), histamine (H1) and muscarinic (M1) receptors. This combination of effects may be responsible for its efficacy in positive and negative symptoms of schizophrenia and in bipolar disorder. ...Other early data suggest that aripiprazole may induce reductions in plasma prolactin, as well as in plasma glucose and lipid profiles ...

PMID:12472374 Goodnick PJ, Jerry JM; Expert Opin Pharmacother 3 (12): 1773-81 (2002)


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Aripiprazole

About the Company : We, Hana Pharmaceutical Co., Ltd. was founded the name of Woo-Chun Pharmaceutical Company in 1958. We also changed our company name to Hana in 1996. Our aim to support people can ...

We, Hana Pharmaceutical Co., Ltd. was founded the name of Woo-Chun Pharmaceutical Company in 1958. We also changed our company name to Hana in 1996. Our aim to support people can be summarized by the following sentence: " For people's better life, by the better medicine." Located in Hyangnam Pharmaceutical Complex Area, our Sangsin plant was certified on August, 1994 as the KGMP qualified plant and prepared the complete manufacturing system based on Korean Good Manufacturing Practice (KGMP) standard.
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05-Jan-2021
30-Sep-2024
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Drugs in Development

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Details:

Abilify Maintena (aripiprazole) is an atypical antipsychotic approved for maintaining treatment of schizophrenia in adults stabilized with aripiprazole.


Lead Product(s): Aripiprazole

Therapeutic Area: Psychiatry/Psychology Brand Name: Abilify Maintena

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable March 27, 2024

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01

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : Abilify Maintena (aripiprazole) is an atypical antipsychotic approved for maintaining treatment of schizophrenia in adults stabilized with aripiprazole.

Brand Name : Abilify Maintena

Molecule Type : Small molecule

Upfront Cash : Not Applicable

March 27, 2024

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Details:

Aripiprazole action includes a combination of partial agonist activity at D2 and 5-HT1A receptors and antagonist activity at 5-HT2A receptors. It is approved by USFDA for the treatment of schizophrenia and bipolar I disorder in adults.


Lead Product(s): Aripiprazole

Therapeutic Area: Psychiatry/Psychology Brand Name: Abilify-Generic

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 30, 2023

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02

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : Aripiprazole action includes a combination of partial agonist activity at D2 and 5-HT1A receptors and antagonist activity at 5-HT2A receptors. It is approved by USFDA for the treatment of schizophrenia and bipolar I disorder in adults.

Brand Name : Abilify-Generic

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 30, 2023

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Details:

Abilify (aripiprazole) action includes a combination of partial agonist activity at D2 and 5-HT1A receptors and antagonist activity at 5-HT2A receptors. It is approved by USFDA for the treatment of schizophrenia and for bipolar I disorder in adults.


Lead Product(s): Aripiprazole

Therapeutic Area: Psychiatry/Psychology Brand Name: Abilify Asimtufii

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Otsuka Holdings

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable April 28, 2023

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03

H. Lundbeck AS

Denmark
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SupplySide West 2024
Not Confirmed

H. Lundbeck AS

Denmark
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SupplySide West 2024
Not Confirmed

Details : Abilify (aripiprazole) action includes a combination of partial agonist activity at D2 and 5-HT1A receptors and antagonist activity at 5-HT2A receptors. It is approved by USFDA for the treatment of schizophrenia and for bipolar I disorder in adults.

Brand Name : Abilify Asimtufii

Molecule Type : Small molecule

Upfront Cash : Not Applicable

April 28, 2023

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Details:

Abilify Maintena (aripiprazole) is a long-acting injectable provided in a single-chamber-type, ready-to-use pre-filled syringe, intended for dosing every two months via IM injection in the gluteal muscle in the same patient as indicated for once-monthly ABILIFY MAINTENA.


Lead Product(s): Aripiprazole

Therapeutic Area: Psychiatry/Psychology Brand Name: Abilify Maintena

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: H. Lundbeck AS

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable April 05, 2023

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04

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : Abilify Maintena (aripiprazole) is a long-acting injectable provided in a single-chamber-type, ready-to-use pre-filled syringe, intended for dosing every two months via IM injection in the gluteal muscle in the same patient as indicated for once-monthly ...

Brand Name : Abilify Maintena

Molecule Type : Small molecule

Upfront Cash : Not Applicable

April 05, 2023

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Details:

If approved, Abilify (aripiprazole) 2-month ready-to-use, long-acting injectable (LAI) would be the first 2-month, LAI antipsychotic indicated for both treatment of schizophrenia and the maintenance treatment of bipolar I disorder in U.S.


Lead Product(s): Aripiprazole

Therapeutic Area: Psychiatry/Psychology Brand Name: Abilify Asimtufii

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: H. Lundbeck AS

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable September 13, 2022

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05

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : If approved, Abilify (aripiprazole) 2-month ready-to-use, long-acting injectable (LAI) would be the first 2-month, LAI antipsychotic indicated for both treatment of schizophrenia and the maintenance treatment of bipolar I disorder in U.S.

Brand Name : Abilify Asimtufii

Molecule Type : Small molecule

Upfront Cash : Not Applicable

September 13, 2022

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Details:

Aripiprazole is dopamine D2 partial agonist with weak 5-HT1a partial agonism and 5-HT2A receptor antagonism. It is available as a daily oral tablet, orally disintegrating tablet, and oral solution (Abilify®), or a once monthly LAI formulation (Abilify Maintena®).


Lead Product(s): Aripiprazole

Therapeutic Area: Psychiatry/Psychology Brand Name: Abilify Maintena

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 17, 2022

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06

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : Aripiprazole is dopamine D2 partial agonist with weak 5-HT1a partial agonism and 5-HT2A receptor antagonism. It is available as a daily oral tablet, orally disintegrating tablet, and oral solution (Abilify®), or a once monthly LAI formulation (Abilify M...

Brand Name : Abilify Maintena

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 17, 2022

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Details:

Otsuka Pharmaceutical created ABILFY MAINTENA, an atypical antipsychotic, which first received regulatory approval in 2013 in the U.S. and E.U. for the treatment of adult schizophrenia.


Lead Product(s): Aripiprazole

Therapeutic Area: Psychiatry/Psychology Brand Name: Abilify Maintena

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable September 26, 2020

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07

SupplySide West 2024
Not Confirmed
SupplySide West 2024
Not Confirmed

Details : Otsuka Pharmaceutical created ABILFY MAINTENA, an atypical antipsychotic, which first received regulatory approval in 2013 in the U.S. and E.U. for the treatment of adult schizophrenia.

Brand Name : Abilify Maintena

Molecule Type : Small molecule

Upfront Cash : Not Applicable

September 26, 2020

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FDA Orange Book

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01

BRECKENRIDGE

U.S.A
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SupplySide West 2024
Not Confirmed

ARIPIPRAZOLE

Brand Name : ARIPIPRAZOLE

Dosage Form : TABLET;ORAL

Dosage Strength : 2MG

Approval Date : 2017-01-09

Application Number : 91279

RX/OTC/DISCN : DISCN

RLD : No

TE Code :

Breckenridge Pharmaceutical

02

BRECKENRIDGE

U.S.A
arrow
SupplySide West 2024
Not Confirmed

ARIPIPRAZOLE

Brand Name : ARIPIPRAZOLE

Dosage Form : TABLET;ORAL

Dosage Strength : 5MG

Approval Date : 2017-01-09

Application Number : 91279

RX/OTC/DISCN : DISCN

RLD : No

TE Code :

Breckenridge Pharmaceutical

03

BRECKENRIDGE

U.S.A
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SupplySide West 2024
Not Confirmed

ARIPIPRAZOLE

Brand Name : ARIPIPRAZOLE

Dosage Form : TABLET;ORAL

Dosage Strength : 10MG

Approval Date : 2017-01-09

Application Number : 91279

RX/OTC/DISCN : DISCN

RLD : No

TE Code :

Breckenridge Pharmaceutical

04

BRECKENRIDGE

U.S.A
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SupplySide West 2024
Not Confirmed

ARIPIPRAZOLE

Brand Name : ARIPIPRAZOLE

Dosage Form : TABLET;ORAL

Dosage Strength : 15MG

Approval Date : 2017-01-09

Application Number : 91279

RX/OTC/DISCN : DISCN

RLD : No

TE Code :

Breckenridge Pharmaceutical

05

BRECKENRIDGE

U.S.A
arrow
SupplySide West 2024
Not Confirmed

ARIPIPRAZOLE

Brand Name : ARIPIPRAZOLE

Dosage Form : TABLET;ORAL

Dosage Strength : 20MG

Approval Date : 2017-01-09

Application Number : 91279

RX/OTC/DISCN : DISCN

RLD : No

TE Code :

Breckenridge Pharmaceutical

06

BRECKENRIDGE

U.S.A
arrow
SupplySide West 2024
Not Confirmed

ARIPIPRAZOLE

Brand Name : ARIPIPRAZOLE

Dosage Form : TABLET;ORAL

Dosage Strength : 30MG

Approval Date : 2017-01-09

Application Number : 91279

RX/OTC/DISCN : DISCN

RLD : No

TE Code :

Breckenridge Pharmaceutical

07

SupplySide West 2024
Not Confirmed
arrow
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SupplySide West 2024
Not Confirmed

ARIPIPRAZOLE

Brand Name : ARIPIPRAZOLE

Dosage Form : TABLET, ORALLY DISINTEGRATING; ORAL

Dosage Strength : 15MG

Approval Date :

Application Number : 78612

RX/OTC/DISCN :

RLD :

TE Code :

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08

LUPIN

India
SupplySide West 2024
Not Confirmed
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LUPIN

India
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SupplySide West 2024
Not Confirmed

ARIPIPRAZOLE

Brand Name : ARIPIPRAZOLE

Dosage Form : TABLET;ORAL

Dosage Strength : 2MG

Approval Date : 2024-03-18

Application Number : 205589

RX/OTC/DISCN : RX

RLD : No

TE Code : AB

blank

09

SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

ARIPIPRAZOLE

Brand Name : ABILIFY MAINTENA KIT

Dosage Form : FOR SUSPENSION, EXTENDED RELEASE;INTRAMUSCULAR

Dosage Strength : 400MG

Approval Date : 2014-09-29

Application Number : 202971

RX/OTC/DISCN : RX

RLD : Yes

TE Code :

blank

10

SupplySide West 2024
Not Confirmed
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SupplySide West 2024
Not Confirmed

ARIPIPRAZOLE

Brand Name : ARIPIPRAZOLE

Dosage Form : TABLET;ORAL

Dosage Strength : 10MG

Approval Date : 2016-09-29

Application Number : 206383

RX/OTC/DISCN : RX

RLD : No

TE Code : AB

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DRUG PRODUCT COMPOSITIONS

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DOSAGE - FOR SUSPENSION, EXTENDED RELEASE;INT...DOSAGE - FOR SUSPENSION, EXTENDED RELEASE;INTRAMUSCULAR - 300MG/VIAL

USFDA APPLICATION NUMBER - 202971

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DOSAGE - FOR SUSPENSION, EXTENDED RELEASE;INT...DOSAGE - FOR SUSPENSION, EXTENDED RELEASE;INTRAMUSCULAR - 400MG/VIAL

USFDA APPLICATION NUMBER - 202971

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DOSAGE - TABLET;ORAL - 10MG

USFDA APPLICATION NUMBER - 207202

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DOSAGE - TABLET;ORAL - 15MG

USFDA APPLICATION NUMBER - 207202

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DOSAGE - TABLET;ORAL - 20MG

USFDA APPLICATION NUMBER - 207202

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DOSAGE - TABLET;ORAL - 2MG

USFDA APPLICATION NUMBER - 207202

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DOSAGE - TABLET;ORAL - 30MG

USFDA APPLICATION NUMBER - 207202

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DOSAGE - TABLET;ORAL - 5MG

USFDA APPLICATION NUMBER - 207202

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DOSAGE - TABLET;ORAL - 10MG

USFDA APPLICATION NUMBER - 21436

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DOSAGE - TABLET;ORAL - 15MG

USFDA APPLICATION NUMBER - 21436

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DOSAGE - TABLET;ORAL - 20MG

USFDA APPLICATION NUMBER - 21436

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DOSAGE - TABLET;ORAL - 2MG

USFDA APPLICATION NUMBER - 21436

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DOSAGE - TABLET;ORAL - 30MG

USFDA APPLICATION NUMBER - 21436

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DOSAGE - TABLET;ORAL - 5MG

USFDA APPLICATION NUMBER - 21436

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