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    Chemistry

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    Also known as: 58-32-2, Persantin, Dipyridamol, Dipyridamine, Persantine, Dipyudamine
    Molecular Formula
    C24H40N8O4
    Molecular Weight
    504.6  g/mol
    InChI Key
    IZEKFCXSFNUWAM-UHFFFAOYSA-N
    FDA UNII
    64ALC7F90C
    Dipyridamole
    A phosphodiesterase inhibitor that blocks uptake and metabolism of adenosine by erythrocytes and vascular endothelial cells. Dipyridamole also potentiates the antiaggregating action of prostacyclin. (From AMA Drug Evaluations Annual, 1994, p752)
    Dipyridamole is a Platelet Aggregation Inhibitor. The physiologic effect of dipyridamole is by means of Decreased Platelet Aggregation.
    1 2D Structure

    Dipyridamole

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[[2-[bis(2-hydroxyethyl)amino]-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidin-6-yl]-(2-hydroxyethyl)amino]ethanol
    2.1.2 InChI
    InChI=1S/C24H40N8O4/c33-15-11-31(12-16-34)23-26-20-19(21(27-23)29-7-3-1-4-8-29)25-24(32(13-17-35)14-18-36)28-22(20)30-9-5-2-6-10-30/h33-36H,1-18H2
    2.1.3 InChI Key
    IZEKFCXSFNUWAM-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CCN(CC1)C2=NC(=NC3=C2N=C(N=C3N4CCCCC4)N(CCO)CCO)N(CCO)CCO
    2.2 Other Identifiers
    2.2.1 UNII
    64ALC7F90C
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Antistenocardin

    2. Apo Dipyridamole

    3. Apo-dipyridamole

    4. Cerebrovase

    5. Clridium

    6. Curantil

    7. Curantyl

    8. Dipyramidole

    9. Kurantil

    10. Miosen

    11. Novo Dipiradol

    12. Novo-dipiradol

    13. Persantin

    14. Persantine

    2.3.2 Depositor-Supplied Synonyms

    1. 58-32-2

    2. Persantin

    3. Dipyridamol

    4. Dipyridamine

    5. Persantine

    6. Dipyudamine

    7. Curantyl

    8. Stimolcardio

    9. Cardoxin

    10. Kurantil

    11. Stenocardil

    12. Cardioflux

    13. Dipiridamol

    14. Dipyridan

    15. Peridamol

    16. Anginal

    17. Apricor

    18. Coribon

    19. Corosan

    20. Coroxin

    21. Stenocardiol

    22. Agilease

    23. Chilcolan

    24. Justpertin

    25. Permiltin

    26. Piroan

    27. Cleridium 150

    28. Coronarine

    29. Gulliostin

    30. Prandiol

    31. Natyl

    32. Prandiol 75

    33. Usaf Ge-12

    34. Dypyridamol

    35. Dipyridamolum

    36. Dypyridamole

    37. 2,2',2'',2'''-((4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine-2,6-diyl)bis(azanetriyl))tetraethanol

    38. Ra 8

    39. Ra-8

    40. Nsc-515776

    41. Dipyridamole (persantine)

    42. Nsc 515776

    43. Mls000028420

    44. 2-[[2-[bis(2-hydroxyethyl)amino]-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidin-6-yl]-(2-hydroxyethyl)amino]ethanol

    45. Cleridium

    46. 2-({6-[bis(2-hydroxyethyl)amino]-4,8-bis(piperidin-1-yl)pyrimido[5,4-d][1,3]diazin-2-yl}(2-hydroxyethyl)amino)ethan-1-ol

    47. Chembl932

    48. 2,6-bis(diethanolamino)-4,8-dipiperidinopyrimido(5,4-d)pyrimidine

    49. Iv Persantine

    50. Smr000058382

    51. 64alc7f90c

    52. Chebi:4653

    53. Cardoxil

    54. B01ac07

    55. Pyrimido(5,4-d)pyrimidine, 2,6-bis(bis(2-hydroxyethyl)amino)-4,8-dipiperidino-

    56. Nsc515776

    57. Ethanol, 2,2',2'',2'''-[(4,8-di-1-piperidinylpyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetrakis-

    58. Cas-58-32-2

    59. Ncgc00015385-12

    60. Coridil

    61. Protangix

    62. 2,6-bis(diethanolamino)-4,8-dipiperidinopyrimido[5,4-d]pyrimidine

    63. Dsstox_cid_20668

    64. Dsstox_rid_79531

    65. Dsstox_gsid_40668

    66. 2,2',2'',2'''-((4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine-2,6-diyl)bis(azanetriyl))tetrakis(ethan-1-ol)

    67. 2,2',2'',2'''-{[4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine-2,6-diyl]dinitrilo}tetraethanol

    68. Ethanol, 2,2',2'',2'''-((4,8-di-1-piperidinylpyrimido(5,4-d)pyrimidine-2,6-diyl)dinitrilo)tetrakis-

    69. Dipiridamol [inn-spanish]

    70. Dipyridamolum [inn-latin]

    71. Permole

    72. Persantine (tn)

    73. (3e)-3-[[(1s,4as,8as)-decahydro-5,5,8a-trimethyl-2-methylene-1-naphthalenyl]methylene]dihydro-5-methoxy-2(3h)3-[(1e)-2-[(1s,4as,8as)-decahydro-5,5,8a-trimethyl-2-methylene-1-naphthalenyl]ethenyl]furan; (+)-coronarin E-furanone; Coronarin D Methyl Ethe

    74. 2,2',2'',2'''-((4,8-di(piperidin-1-yl)pyrimido[5,4-d]-pyrimidine-2,6-diyl)bis(azanetriyl))tetraethanol

    75. Sr-01000003065

    76. Einecs 200-374-7

    77. Brn 0068373

    78. Unii-64alc7f90c

    79. Dipridacot

    80. Curanty

    81. Prestwick_145

    82. Mfcd00010555

    83. Dipyridamole [usan:usp:inn:ban:jan]

    84. Spectrum_001004

    85. Tocris-0691

    86. Opera_id_494

    87. Prestwick0_000142

    88. Prestwick1_000142

    89. Prestwick2_000142

    90. Prestwick3_000142

    91. Spectrum2_000972

    92. Spectrum3_000402

    93. Spectrum4_000522

    94. Spectrum5_000839

    95. Dipyridamole [mi]

    96. Lopac-d-9766

    97. Dipyridamole [inn]

    98. Dipyridamole [jan]

    99. Upcmld-dp072

    100. D 9766

    101. Dipyridamole [usan]

    102. Cid_3108

    103. 2,2',2'',2'''-((4,8-dipiperidinopyrimido(5,4-d)pyrimidine-2,6-diyl)dinitrilo)tetraethanol

    104. Dipyridamole [vandf]

    105. Lopac0_000464

    106. Schembl16119

    107. Bspbio_000244

    108. Bspbio_001554

    109. Bspbio_001924

    110. Dipyridamole [mart.]

    111. Kbiogr_001123

    112. Kbioss_001484

    113. 4-26-00-03840 (beilstein Handbook Reference)

    114. Mls001076306

    115. Mls001333724

    116. Mls002548866

    117. Dipyridamole [usp-rs]

    118. Dipyridamole [who-dd]

    119. Divk1c_000696

    120. Spectrum1500259

    121. Spbio_001003

    122. Spbio_002183

    123. Bpbio1_000270

    124. Gtpl4807

    125. Dtxsid6040668

    126. Thymidine,6-dihydro-6-methoxy-

    127. Upcmld-dp072:001

    128. Bdbm23620

    129. Dipyridamole (jp17/usp/inn)

    130. Hms502c18

    131. Izekfcxsfnuwam-uhfffaoysa-

    132. Kbio1_000696

    133. Kbio2_001484

    134. Kbio2_004052

    135. Kbio2_006620

    136. Kbio3_001144

    137. Ninds_000696

    138. Bcpp000256

    139. Dipyridamole [orange Book]

    140. Hms1568m06

    141. Hms1791n16

    142. Hms1920i10

    143. Hms1989n16

    144. Hms2089n15

    145. Hms2091o18

    146. Hms2095m06

    147. Hms2232e19

    148. Hms3259c03

    149. Hms3261m10

    150. Hms3266j17

    151. Hms3371j03

    152. Hms3402n16

    153. Hms3411b03

    154. Hms3655i20

    155. Hms3675b03

    156. Hms3712m06

    157. Hms3742o03

    158. Hms3867f13

    159. Pharmakon1600-01500259

    160. Zinc643046

    161. Dipyridamole [ep Monograph]

    162. Amy40468

    163. Bcp26947

    164. Hy-b0312

    165. Dipyridamole [usp Monograph]

    166. Tox21_110133

    167. Tox21_500464

    168. 2,6-bis(diethanolamine)-4,8-dipiperidinopyrimido[5,4-d]pyrimidine

    169. Bbl027781

    170. Ccg-40190

    171. Nsc756743

    172. S1895

    173. Stl377790

    174. Aggrenox Component Dipyridamole

    175. Akos000509426

    176. Tox21_110133_1

    177. Bcp9000613

    178. Db00975

    179. Dipyridamole, >=98% (tlc), Powder

    180. Hs-0041

    181. Lp00464

    182. Nc00448

    183. Nsc-619103

    184. Nsc-756743

    185. Sdccgsbi-0050449.p005

    186. Idi1_000696

    187. Smp2_000208

    188. Dipyridamole Component Of Aggrenox

    189. Ncgc00015385-01

    190. Ncgc00015385-02

    191. Ncgc00015385-03

    192. Ncgc00015385-04

    193. Ncgc00015385-05

    194. Ncgc00015385-06

    195. Ncgc00015385-07

    196. Ncgc00015385-08

    197. Ncgc00015385-09

    198. Ncgc00015385-10

    199. Ncgc00015385-11

    200. Ncgc00015385-13

    201. Ncgc00015385-14

    202. Ncgc00015385-15

    203. Ncgc00015385-16

    204. Ncgc00015385-17

    205. Ncgc00015385-18

    206. Ncgc00015385-29

    207. Ncgc00023914-02

    208. Ncgc00023914-04

    209. Ncgc00023914-05

    210. Ncgc00023914-06

    211. Ncgc00023914-07

    212. Ncgc00023914-08

    213. Ncgc00023914-09

    214. Ncgc00023914-10

    215. Ncgc00023914-11

    216. Ncgc00261149-01

    217. 2-({6-[bis(2-hydroxyethyl)amino]-4,8-bis(piperidin-1-yl)-[1,3]diazino[5,4-d]pyrimidin-2-yl}(2-hydroxyethyl)amino)ethan-1-ol

    218. 2-[[2-[bis(2-hydroxyethyl)amino]-4,8-bis(1-piperidyl)pyrimido[5,4-d]pyrimidin-6-yl]-(2-hydroxyethyl)amino]ethanol

    219. Ac-18100

    220. Ac-30804

    221. Ethanol, 2,2',2'',2'''-((4,8-dipiperidinopyrimido(5,4-d)pyrimidine-2,6-diyl)dinitrilo)tetra-

    222. Ethanol,2,2',2'',2'''-[(4,8-di-1-piperidinylpyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetrakis-

    223. Nci60_005689

    224. Sbi-0050449.p004

    225. 2,8-dipiperidinopyrimido[5,4-d]pyrimidine

    226. Ab00051974

    227. B1933

    228. Eu-0100464

    229. Ft-0603242

    230. Sw196456-3

    231. En300-70723

    232. Bim-0050449.0001

    233. D00302

    234. O10551

    235. Ab00051974-18

    236. Ab00051974-19

    237. Ab00051974_20

    238. Ab00051974_21

    239. A828156

    240. A831828

    241. Q419374

    242. Sr-01000003065-2

    243. Sr-01000003065-4

    244. Sr-01000003065-5

    245. Sr-01000003065-7

    246. W-105400

    247. Brd-k86301799-001-04-1

    248. Brd-k86301799-001-19-9

    249. Brd-k86301799-001-24-9

    250. Z1259192074

    251. Dipyridamole, British Pharmacopoeia (bp) Reference Standard

    252. Dipyridamole, European Pharmacopoeia (ep) Reference Standard

    253. 2,6-bis(diethanolamino)-4,8-dipiperidinopyrimido-[5,4-d]pyrimidin

    254. Dipyridamole, United States Pharmacopeia (usp) Reference Standard

    255. Pyrimido(5, 2,6-bis[bis(2-hydroxyethyl)amino]-4,8-diperidino-

    256. 2,2'',2'''-[4,8-dipiperidinopyrimido[5,4-d]pyrimidine-2,6-diyl]dinitrilotetraethanol

    257. 2,2',2'',2'''-(4,8-dipiperidinopyrimido(5,4-d)pyrimidine-2,6-diyl)dinitrilotetraethanol

    258. 2-[[2-(bis(2-hydroxyethyl)amino)-4,8-di(piperidin-1-yl)pyrimido[6,5-e]pyrimidin-

    259. Dipyridamole For Peak Identification, European Pharmacopoeia (ep) Reference Standard

    260. Ethanol,2',2'',2'''-(4,8-dipiperidinopyrimido[5,4-d]pyrimidine-2,6-diyldinitrilo)tetra-

    261. Wln: T66 Bn Dn Gn Inj Ccn Hcn E- At6ntj B2q F2q& J- At6ntj B2q F2q

    262. 2,2',2'',2'''-(4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine-2,6-diyl)bis(azanetriyl)tetraethanol

    263. 2,2',2'',2'''-[(4,8-dipiperidin-1-ylpyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetraethanol

    264. 2,2',2'',2'''-[(4,8-dipiperidinylpyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetraethanol

    265. 2,2',2'',2'''-[(4,8-dipiperidinylpyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetrakisethanol

    266. 2-[[2-[bis(2-hydroxyethyl)amino]-4,8-bis(1-piperidinyl)-6-pyrimido[5,4-d]pyrimidinyl]-(2-hydroxyethyl)amino]ethanol

    267. Ethanol, 2,2',2'',2'''-(4,8-dipiperidinopyrimido(5,4-d)pyrimidine-2,6-diyldinitrilo)tetra-

    268. Ethanol, 2,2',2',2'''-((4,8-di-1-iperidinylpyrimido(5,4-d)pyrimidine-2,6-diyl)dinitrilo)tetrakis-

    269. Ethanol,2',2'',2'''-[(4,8-di-1-piperidinylpyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetrakis-

    270. Ethanol,2',2'',2'''-[(4,8-dipiperidinopyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetra-

    271. H9f

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 504.6 g/mol
    Molecular Formula C24H40N8O4
    XLogP30.7
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count12
    Exact Mass504.31725179 g/mol
    Monoisotopic Mass504.31725179 g/mol
    Topological Polar Surface Area145 Ų
    Heavy Atom Count36
    Formal Charge0
    Complexity561
    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 6  
    Drug NameAggrenox
    PubMed HealthAspirin/Dipyridamole (By mouth)
    Drug ClassesPlatelet Aggregation Inhibitor, Phosphodiesterase Inhibitor/Salicylate, Aspirin Combination
    Active IngredientAspirin; dipyridamole
    Dosage FormCapsule, extended release
    RouteOral
    Strength200mg; 25mg
    Market StatusPrescription
    CompanyBoehringer Ingelheim

    2 of 6  
    Drug NameDipyridamole
    PubMed HealthDipyridamole
    Drug ClassesDiagnostic Agent, Cardiac Function, Platelet Aggregation Inhibitor
    Drug LabelDipyridamole is a coronary vasodilator described as 2,6 bis-(diethanolamino)-4,8 dipiperidino-pyrimido-(5,4-d) pyrimidine. The structural formula is:C24H40N8O4MW 504.63Dipyri...
    Active IngredientDipyridamole
    Dosage FormInjectable; Tablet
    RouteInjection; Oral
    Strength75mg; 5mg/ml; 25mg; 50mg
    Market StatusPrescription
    CompanyBedford; Fresenius Kabi Usa; Hikma Maple; Lannett; Purepac Pharm; Zydus Pharms Usa; Impax Labs; Murty Pharms; Barr

    3 of 6  
    Drug NamePersantine
    PubMed HealthDipyridamole
    Drug ClassesDiagnostic Agent, Cardiac Function, Platelet Aggregation Inhibitor
    Drug LabelPERSANTINE (dipyridamole USP) is a platelet inhibitor chemically described as 2,2',2",2"'-[(4,8- Dipiperidinopyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]-tetraethanol. It has the following structural formula:Dipyridamole is an odorles
    Active IngredientDipyridamole
    Dosage FormTablet
    RouteOral
    Strength25mg; 75mg; 50mg
    Market StatusPrescription
    CompanyBoehringer Ingelheim

    4 of 6  
    Drug NameAggrenox
    PubMed HealthAspirin/Dipyridamole (By mouth)
    Drug ClassesPlatelet Aggregation Inhibitor, Phosphodiesterase Inhibitor/Salicylate, Aspirin Combination
    Active IngredientAspirin; dipyridamole
    Dosage FormCapsule, extended release
    RouteOral
    Strength200mg; 25mg
    Market StatusPrescription
    CompanyBoehringer Ingelheim

    5 of 6  
    Drug NameDipyridamole
    PubMed HealthDipyridamole
    Drug ClassesDiagnostic Agent, Cardiac Function, Platelet Aggregation Inhibitor
    Drug LabelDipyridamole is a coronary vasodilator described as 2,6 bis-(diethanolamino)-4,8 dipiperidino-pyrimido-(5,4-d) pyrimidine. The structural formula is:C24H40N8O4MW 504.63Dipyri...
    Active IngredientDipyridamole
    Dosage FormInjectable; Tablet
    RouteInjection; Oral
    Strength75mg; 5mg/ml; 25mg; 50mg
    Market StatusPrescription
    CompanyBedford; Fresenius Kabi Usa; Hikma Maple; Lannett; Purepac Pharm; Zydus Pharms Usa; Impax Labs; Murty Pharms; Barr

    6 of 6  
    Drug NamePersantine
    PubMed HealthDipyridamole
    Drug ClassesDiagnostic Agent, Cardiac Function, Platelet Aggregation Inhibitor
    Drug LabelPERSANTINE (dipyridamole USP) is a platelet inhibitor chemically described as 2,2',2",2"'-[(4,8- Dipiperidinopyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]-tetraethanol. It has the following structural formula:Dipyridamole is an odorles
    Active IngredientDipyridamole
    Dosage FormTablet
    RouteOral
    Strength25mg; 75mg; 50mg
    Market StatusPrescription
    CompanyBoehringer Ingelheim

    4.2 Drug Indication

    For as an adjunct to coumarin anticoagulants in the prevention of postoperative thromboembolic complications of cardiac valve replacement and also used in prevention of angina.

    FDA Label

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Dipyridamole, a non-nitrate coronary vasodilator that also inhibits platelet aggregation, is combined with other anticoagulant drugs, such as warfarin, to prevent thrombosis in patients with valvular or vascular disorders. Dipyridamole is also used in myocardial perfusion imaging, as an antiplatelet agent, and in combination with aspirin for stroke prophylaxis.

    5.2 MeSH Pharmacological Classification

    Vasodilator Agents

    Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

    Phosphodiesterase Inhibitors

    Compounds which inhibit or antagonize the biosynthesis or actions of phosphodiesterases. (See all compounds classified as Phosphodiesterase Inhibitors.)

    Platelet Aggregation Inhibitors

    Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system. (See all compounds classified as Platelet Aggregation Inhibitors.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    DIPYRIDAMOLE
    5.3.2 FDA UNII
    64ALC7F90C
    5.3.3 Pharmacological Classes
    Platelet Aggregation Inhibitor [EPC]; Decreased Platelet Aggregation [PE]
    5.4 ATC Code

    B - Blood and blood forming organs

    B01 - Antithrombotic agents

    B01A - Antithrombotic agents

    B01AC - Platelet aggregation inhibitors excl. heparin

    B01AC07 - Dipyridamole

    5.5 Absorption, Distribution and Excretion

    Absorption

    70%

    Route of Elimination

    Dipyridamole is metabolized in the liver to the glucuronic acid conjugate and excreted with the bile.

    Volume of Distribution

    1 to 2.5 L/kg

    Clearance

    2.3-3.5 mL/min/kg

    5.6 Metabolism/Metabolites

    hepatic

    5.7 Biological Half-Life

    40 minutes

    5.8 Mechanism of Action

    Dipyridamole likely inhibits both adenosine deaminase and phosphodiesterase, preventing the degradation of cAMP, an inhibitor of platelet function. This elevation in cAMP blocks the release of arachidonic acid from membrane phospholipids and reduces thromboxane A2 activity. Dipyridamole also directly stimulates the release of prostacyclin, which induces adenylate cyclase activity, thereby raising the intraplatelet concentration of cAMP and further inhibiting platelet aggregation.

    API Reference Price

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    02-Jun-2021
    23-Sep-2024
    KGS
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    Average Price (USD/KGS)

    Number of Transactions

    Total Quantity (KGS)

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    Quantity (KGS) & Unit rate (USD/KGS) over time

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    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - TABLET;ORAL - 25MG

    USFDA APPLICATION NUMBER - 12836

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    DOSAGE - TABLET;ORAL - 50MG

    USFDA APPLICATION NUMBER - 12836

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    DOSAGE - TABLET;ORAL - 75MG

    USFDA APPLICATION NUMBER - 12836

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    DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 25M...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 25MG;200MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20884

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