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    Chemistry

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    Also known as: 72956-09-3, Coreg, Dilatrend, Eucardic, Kredex, Carvedilolum [latin]
    Molecular Formula
    C24H26N2O4
    Molecular Weight
    406.5  g/mol
    InChI Key
    OGHNVEJMJSYVRP-UHFFFAOYSA-N
    FDA UNII
    0K47UL67F2
    Carvedilol
    A carbazole and propanol derivative that acts as a non-cardioselective beta blocker and vasodilator. It has blocking activity for ALPHA 1 ADRENERGIC RECEPTORS and, at higher doses, may function as a blocker of CALCIUM CHANNELS; it also has antioxidant properties. Carvedilol is used in the treatment of HYPERTENSION; ANGINA PECTORIS; and HEART FAILURE. It can also reduce the risk of death following MYOCARDIAL INFARCTION.
    Carvedilol is an alpha-Adrenergic Blocker and beta-Adrenergic Blocker. The mechanism of action of carvedilol is as an Adrenergic alpha-Antagonist and Adrenergic beta1-Antagonist and Adrenergic beta2-Antagonist.
    1 2D Structure

    Carvedilol

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-(9H-carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)ethylamino]propan-2-ol
    2.1.2 InChI
    InChI=1S/C24H26N2O4/c1-28-21-10-4-5-11-22(21)29-14-13-25-15-17(27)16-30-23-12-6-9-20-24(23)18-7-2-3-8-19(18)26-20/h2-12,17,25-27H,13-16H2,1H3
    2.1.3 InChI Key
    OGHNVEJMJSYVRP-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    COC1=CC=CC=C1OCCNCC(COC2=CC=CC3=C2C4=CC=CC=C4N3)O
    2.2 Other Identifiers
    2.2.1 UNII
    0K47UL67F2
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 14c-labeled Carvedilol

    2. Bm 14190

    3. Bm-14190

    4. Bm14190

    5. Carvedilol Hydrochloride

    6. Carvedilol, (+)

    7. Carvedilol, (+)-isomer

    8. Carvedilol, (+-)-isomer

    9. Carvedilol, (-)

    10. Carvedilol, (-)-isomer

    11. Carvedilol, (r)-isomer

    12. Carvedilol, (s)-isomer

    13. Carvedilol, 14c Labeled

    14. Carvedilol, 14c-labeled

    15. Coreg

    16. Coropres

    17. Dilatrend

    18. Eucardic

    19. Kredex

    20. Querto

    2.3.2 Depositor-Supplied Synonyms

    1. 72956-09-3

    2. Coreg

    3. Dilatrend

    4. Eucardic

    5. Kredex

    6. Carvedilolum [latin]

    7. Carvedilolum

    8. Querto

    9. Bm 14190

    10. 1-(9h-carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)ethyl]amino]-2-propanol

    11. Bm-14190

    12. Dimitone

    13. Artist

    14. Skf 105517

    15. 1-(9h-carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)ethylamino]propan-2-ol

    16. 1-((9h-carbazol-4-yl)oxy)-3-((2-(2-methoxyphenoxy)ethyl)amino)propan-2-ol

    17. Coronis

    18. Korvasan

    19. Talliton

    20. Dq 2466

    21. Dq-2466

    22. C07ag02

    23. (+-)-1-(carbazol-4-yloxy)-3-((2-(o-methoxyphenoxy)ethyl)amino)-2-propanol

    24. Chembl723

    25. Nsc-758694

    26. Sk&f-105517

    27. Bm 14.190

    28. Bm-14-190

    29. Bm-14.190

    30. Chebi:3441

    31. 0k47ul67f2

    32. [3-(9h-carbazol-4-yloxy)-2-hydroxypropyl][2-(2-methoxyphenoxy)ethyl]amine

    33. 1-(9h-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol

    34. Skf-105517

    35. (r)-bm 14190

    36. (s)-bm 14190

    37. Coropress

    38. Dibloc

    39. R-(+)-carvedilol

    40. S-(-)-carvedilol

    41. 1-(9h-carbazol-4-yloxy)-3-[(2-{[2-(methyloxy)phenyl]oxy}ethyl)amino]propan-2-ol

    42. Smr000449280

    43. Artist (tn)

    44. Coreg (tn)

    45. Hsdb 7044

    46. Sr-01000759289

    47. Unii-0k47ul67f2

    48. Mfcd00869663

    49. 1-(9h-carbazol-4-yloxy)-3-(2-(2-methoxyphenoxy)ethylamino)propan-2-ol

    50. Carvedilol D5

    51. Eg-p042

    52. Mfcd00864692

    53. Carvedilol - Bio-x

    54. Bm14190

    55. Carvedilol [usan:usp:inn:ban:jan]

    56. Spectrum_001665

    57. Carvedilol [mi]

    58. Carvedilol [inn]

    59. Carvedilol [jan]

    60. Spectrum2_001673

    61. Spectrum3_001182

    62. Spectrum4_000636

    63. Spectrum5_001436

    64. Carvedilol [hsdb]

    65. Carvedilol [usan]

    66. Carvedilol [vandf]

    67. Carvedilol [mart.]

    68. Carvedilol [usp-rs]

    69. Carvedilol [who-dd]

    70. Schembl22293

    71. Gtpl551

    72. Kbiogr_001252

    73. Kbioss_002145

    74. Mls000758299

    75. Mls000759508

    76. Mls001424092

    77. Mls006011886

    78. Spbio_001885

    79. Carvedilol (jp17/usp/inn)

    80. Carvedilol [orange Book]

    81. Dtxsid8022747

    82. Schembl10082334

    83. Schembl13287211

    84. Bdbm25759

    85. Kbio2_002145

    86. Kbio2_004713

    87. Kbio2_007281

    88. Kbio3_002323

    89. Carvedilol [ep Monograph]

    90. (r)-1-[(4-carbazolyl)oxy]-3-[[2-(2-methoxyphenoxy)ethyl]amino]-2-propanol

    91. Carvedilol [usp Monograph]

    92. Hms2051n03

    93. Hms2089b09

    94. Hms2093e12

    95. Hms3261e15

    96. Hms3269n11

    97. Hms3393n03

    98. Hms3413b14

    99. Hms3655o14

    100. Hms3677b14

    101. Hms3715d15

    102. Hms3750i15

    103. Hms3884e12

    104. Pharmakon1600-01504257

    105. Carvedilol 1.0 Mg/ml In Methanol

    106. ((c)i)-carvedilol-d4(ethyl-d4)

    107. Amy40801

    108. Bcp23386

    109. Ex-a5746

    110. Hy-b0006

    111. Tox21_500347

    112. Bbl029064

    113. Mfcd00869664

    114. Nsc758694

    115. S1831

    116. Stk621453

    117. Akos005554967

    118. Carvedilol, >=98% (hplc), Solid

    119. Ac-1641

    120. Bcp9000493

    121. Ccg-100917

    122. Ccg-207952

    123. Cs-1194

    124. Db01136

    125. Ks-1037

    126. Lp00347

    127. Nc00167

    128. Nsc 758694

    129. Sb17441

    130. Sdccgsbi-0206771.p002

    131. 2-propanol, 1-(9h-carbazol-4-yloxy)-3-((2-(2-methoxyphenoxy)ethyl)amino)-, (+-)-

    132. Ncgc00167832-01

    133. Ncgc00167832-02

    134. Ncgc00167832-03

    135. Ncgc00167832-04

    136. Ncgc00167832-19

    137. Ncgc00261032-01

    138. Bc164291

    139. Sy129821

    140. Sy283162

    141. Bcp0726000253

    142. Sbi-0206771.p001

    143. Db-055704

    144. Db-057556

    145. Db-057557

    146. Ft-0603055

    147. Ft-0603057

    148. Ft-0652640

    149. Ft-0664397

    150. Sw197547-3

    151. C06875

    152. D00255

    153. F19969

    154. Ab00639903-07

    155. Ab00639903-09

    156. Ab00639903_10

    157. Ab00639903_11

    158. Ab00639903_12

    159. 956c093

    160. L001243

    161. Q412534

    162. Q-200801

    163. Sr-01000759289-5

    164. Sr-01000759289-6

    165. Sr-01000759289-9

    166. Brd-a10977446-001-04-8

    167. Brd-a10977446-001-05-5

    168. Brd-a10977446-045-01-1

    169. Z2786051695

    170. Carvedilol, European Pharmacopoeia (ep) Reference Standard

    171. Ethyl 2-(9-(pyridin-4-ylmethyl)-9h-fluoren-9-yl)acetate

    172. Carvedilol, United States Pharmacopeia (usp) Reference Standard

    173. 1-(9h-carbazol-4-yloxy)-3-[2-(2-methoxy-phenoxy)-ethylamino]-propan-2-ol

    174. Carvedilol, Pharmaceutical Secondary Standard; Certified Reference Material

    175. (+/-)-1-carbazol-4-yloxy)-3-((2-(o-methoxyphenoxy)ethyl)amino)-2-propanol

    176. 1-(carbazol-4-yloxy)-3-((2-(o-methoxy-phenoxy)ethyl)amino)-2-propanol

    177. Carvedilol For System Suitability, European Pharmacopoeia (ep) Reference Standard

    178. 107741-96-8

    179. 2-propanol, 1-(9h-carbazol-4-yloxy)-3-((2-(2-methoxyphenoxy)ethyl)amino)-, (+/-)-

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 406.5 g/mol
    Molecular Formula C24H26N2O4
    XLogP34.2
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count10
    Exact Mass406.18925731 g/mol
    Monoisotopic Mass406.18925731 g/mol
    Topological Polar Surface Area75.7 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity508
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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 6  
    Drug NameCarvedilol
    PubMed HealthCarvedilol (By mouth)
    Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
    Drug LabelCarvedilol is a nonselective -adrenergic blocking agent with 1-blocking activity. It is ()-1-(Carbazol-4-yloxy)-3-[[2-(o-methoxyphenoxy)ethyl]amino]-2-propanol. Carvedilol is a racemic mixture with the following structure:Carvedilol tablets, US...
    Active IngredientCarvedilol
    Dosage FormTablet
    RouteOral
    Strength6.25mg; 25mg; 3.125mg; 12.5mg
    Market StatusPrescription
    CompanyRanbaxy; Glenmark Generics; Teva; Apotex; Aurobindo Pharma; Sun Pharm Inds; Beximco Usa; Pliva Hrvatska Doo; Taro; Lupin; Zydus Pharms Usa; Dr Reddys Labs; Sandoz; Cipla; Mylan; Hikma

    2 of 6  
    Drug NameCoreg
    PubMed HealthCarvedilol (By mouth)
    Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
    Drug LabelCarvedilol is a nonselective -adrenergic blocking agent with 1-blocking activity. It is ()-1-(Carbazol-4-yloxy)-3-[[2-(o-methoxyphenoxy)ethyl]amino]-2-propanol. Carvedilol is a racemic mixture with the following structure:COREG is a white, oval...
    Active IngredientCarvedilol
    Dosage FormTablet
    RouteOral
    Strength6.25mg; 25mg; 3.125mg; 12.5mg
    Market StatusPrescription
    CompanySmithkline Beecham

    3 of 6  
    Drug NameCoreg cr
    PubMed HealthCarvedilol (By mouth)
    Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
    Active IngredientCarvedilol phosphate
    Dosage FormCapsule, extended release
    RouteOral
    Strength10mg; 80mg; 40mg; 20mg
    Market StatusPrescription
    CompanySb Pharmco

    4 of 6  
    Drug NameCarvedilol
    PubMed HealthCarvedilol (By mouth)
    Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
    Drug LabelCarvedilol is a nonselective -adrenergic blocking agent with 1-blocking activity. It is ()-1-(Carbazol-4-yloxy)-3-[[2-(o-methoxyphenoxy)ethyl]amino]-2-propanol. Carvedilol is a racemic mixture with the following structure:Carvedilol tablets, US...
    Active IngredientCarvedilol
    Dosage FormTablet
    RouteOral
    Strength6.25mg; 25mg; 3.125mg; 12.5mg
    Market StatusPrescription
    CompanyRanbaxy; Glenmark Generics; Teva; Apotex; Aurobindo Pharma; Sun Pharm Inds; Beximco Usa; Pliva Hrvatska Doo; Taro; Lupin; Zydus Pharms Usa; Dr Reddys Labs; Sandoz; Cipla; Mylan; Hikma

    5 of 6  
    Drug NameCoreg
    PubMed HealthCarvedilol (By mouth)
    Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
    Drug LabelCarvedilol is a nonselective -adrenergic blocking agent with 1-blocking activity. It is ()-1-(Carbazol-4-yloxy)-3-[[2-(o-methoxyphenoxy)ethyl]amino]-2-propanol. Carvedilol is a racemic mixture with the following structure:COREG is a white, oval...
    Active IngredientCarvedilol
    Dosage FormTablet
    RouteOral
    Strength6.25mg; 25mg; 3.125mg; 12.5mg
    Market StatusPrescription
    CompanySmithkline Beecham

    6 of 6  
    Drug NameCoreg cr
    PubMed HealthCarvedilol (By mouth)
    Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
    Active IngredientCarvedilol phosphate
    Dosage FormCapsule, extended release
    RouteOral
    Strength10mg; 80mg; 40mg; 20mg
    Market StatusPrescription
    CompanySb Pharmco

    4.2 Therapeutic Uses

    Adrenergic alpha-1 Receptor Antagonists; Adrenergic beta-Antagonists; Antihypertensive Agents; Vasodilator Agents

    National Library of Medicine's Medical Subject Headings online file (MeSH, 2009)

    Carvedilol is indicated for the treatment of mild-to-severe chronic heart failure of ischemic or cardiomyopa