Beraprost
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Beraprost
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Clinical data |
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AHFS/Drugs.com
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International Drug Names |
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Routes of administration |
Oral |
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ATC code |
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Pharmacokinetic data |
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Bioavailability |
50–70% |
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Metabolism |
Unknown |
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Elimination half-life
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35–40 minutes |
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Identifiers |
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IUPAC name - 4-(1R,2R,3aS,8bS)-2-Hydroxy-1-[(1E,3S)-3-hydroxy-4-methyl-1-octen-6-yn-1-yl]-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-5-ylbutanoic acid
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CAS Number |
88430-50-6 Y88475-69-8
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PubChem CID
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IUPHAR/BPS |
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ChemSpider |
5293169 Y
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UNII |
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ChEMBL |
ChEMBL1207745 N
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Chemical and physical data |
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Formula |
C24H30O5 |
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Molar mass |
398.492 g/mol |
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3D model (JSmol) |
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SMILES CC#CCC(C)[C@@H](/C=C/[C@H]1[C@@H](C[C@H]2[C@@H]1C3=CC=CC(=C3O2)CCCC(=O)O)O)O
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InChI InChI=1S/C24H30O5/c1-3-4-7-15(2)19(25)13-12-17-20(26)14-21-23(17)18-10-5-8-16(24(18)29-21)9-6-11-22(27)28/h5,8,10,12-13,15,17,19-21,23,25-26H,6-7,9,11,14H2,1-2H3,(H,27,28)/b13-12+/t15?,17-,19+,20+,21-,23-/m0/s1 Y
Key:CTPOHARTNNSRSR-APJZLKAGSA-N Y
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.mw-parser-output .noboldfont-weight:normal NY (what is this?) (verify)
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Beraprost is a pharmaceutical drug used in several Asian countries, including Japan and South Korea, as a vasodilator and antiplatelet agent.[1] It is classified as a prostacyclin analog.[1][2]
It has been studied for the treatment of pulmonary hypertension and for use in avoiding reperfusion injury.
Clinical pharmacology[edit]
As an analog of prostacyclin PGI2, beraprost affects vasodilation, which in turn lowers blood pressure. Beraprost also inhibits platelet aggregation, though the role this phenomenon may play in relation to pulmonary hypertension has yet to be determined.
Dosage and administration[edit]
Beraprost is administered orally as a pill available in strength of 20 mcg. Dose ranges from 60 to 180 mcg in divided doses after meals.
References[edit]
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^ Melian EB, Goa KL (2002). "Beraprost: a review of its pharmacology and therapeutic efficacy in the treatment of peripheral arterial disease and pulmonary arterial hypertension". Drugs. 62 (1): 107–33. doi:10.2165/00003495-200262010-00005.
Antithrombotics (thrombolytics, anticoagulants and antiplatelet drugs) (B01)
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Antiplatelet drugs |
Glycoprotein IIb/IIIa inhibitors |
- Abciximab
- Eptifibatide
- Orbofiban
- Roxifiban
Sibrafiban§
- Tirofiban
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ADP receptor/P2Y12 inhibitors
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Thienopyridines
- Clopidogrel
- Prasugrel
- Ticlopidine
Nucleotide/nucleoside analogs
- Cangrelor
- Elinogrel
- Ticagrelor
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Prostaglandin analogue (PGI2) |
- Beraprost
- Iloprost
- Prostacyclin
- Treprostinil
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COX inhibitors |
Acetylsalicylic acid/Aspirin#
- Aloxiprin
- Carbasalate calcium
- Indobufen
- Triflusal
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Thromboxane inhibitors |
Thromboxane synthase inhibitors
Dipyridamole (+ aspirin)
- Picotamide
- Terbogrel
Receptor antagonists
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Phosphodiesterase inhibitors |
- Cilostazol
- Dipyridamole
- Triflusal
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Other |
- Cloricromen
- Ditazole
- Vorapaxar
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Anticoagulants |
Vitamin K antagonists (inhibit II, VII, IX, X) |
Coumarins: Acenocoumarol
- Coumatetralyl
- Dicoumarol
- Ethyl biscoumacetate
- Phenprocoumon
Warfarin#
1,3-Indandiones: Clorindione
- Diphenadione
- Phenindione
- Other: Tioclomarol
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Factor Xa inhibitors (with some II inhibition) |
Heparin group/ glycosaminoglycans/ (bind antithrombin) |
Low molecular weight heparin
- Bemiparin
- Certoparin
- Dalteparin
- Enoxaparin
- Nadroparin
- Parnaparin
- Reviparin
- Tinzaparin
Oligosaccharides
Heparinoids
- Danaparoid
- Dermatan sulfate
- Sulodexide
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Direct Xa inhibitors ("xabans") |
- Apixaban
- Betrixaban
Darexaban§
- Edoxaban
Otamixaban§
- Rivaroxaban
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Direct thrombin (IIa) inhibitors |
Bivalent: Hirudin
- Bivalirudin
- Desirudin
- Lepirudin
Univalent: Argatroban
- Dabigatran
- Efegatran
Inogatran§
Melagatran‡
Ximelagatran‡
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Other |
- Antithrombin III
- Defibrotide
Protein C
- Ramatroban
- REG1
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Thrombolytic drugs/ fibrinolytics
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Plasminogen activators: r-tPA
- Alteplase
- Reteplase
- Tenecteplase
Desmoteplase†
- UPA
- Anistreplase
- Monteplase
Streptokinase#
- Other serine endopeptidases: Ancrod
- Brinase
- Fibrinolysin
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Non-medicinal |
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#WHO-EM
‡Withdrawn from market
Clinical trials:
†Phase III
§Never to phase III
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Medications used in the management of pulmonary arterial hypertension (B01, C02)
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Prostacyclin analogues |
- Beraprost
- Epoprostenol
- Iloprost
- Selexipag
- Treprostinil
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Endothelin receptor antagonists |
- Ambrisentan
- Bosentan
- Macitentan
- Sitaxentan
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PDE5 inhibitors |
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sGC stimulators |
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Adjunctive therapy |
- Calcium channel blockers
- Diuretics
- Digoxin
- Oxygen therapy
- Warfarin
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Eicosanoids
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Precursor |
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Prostanoids |
Prostaglandins (PG) |
Precursor |
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Active |
D/J |
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E/F |
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I |
I2 (Prostacyclin/Epoprostenol):
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Thromboxanes (TX) |
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Leukotrienes (LT) |
Precursor |
- Arachidonic acid 5-hydroperoxide
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Initial |
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SRS-A |
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Eoxins (EX) |
Precursor |
- Arachidonic acid 15-hydroperoxide
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Eoxins |
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Nonclassic |
Lipoxins (LX) (A4, B4)
- Virodhamine
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By function |
vasoconstriction
vasodilation
platelets: induce
inhibit
leukocytes: induce
inhibit
labor stimulation:
PGE2 (Dinoprostone)
PGF2α (Dinoprost)
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Prostanoid signaling modulators
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Receptor (ligands)
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Enzyme (inhibitors)
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COX (PTGS) |
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PGD2S |
- Retinoids
Selenium (selenium tetrachloride, sodium selenite, selenium disulfide)
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PGES |
HQL-79 |
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PGFS |
Bimatoprost |
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PGI2S |
Tranylcypromine |
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TXAS |
- Camonagrel
- Dazmegrel
- Dazoxiben
- Furegrelate
- Isbogrel
- Midazogrel
- Nafagrel
- Nicogrelate
- Ozagrel
- Picotamide
- Pirmagrel
- Ridogrel
- Rolafagrel
- Samixogrel
- Terbogrel
- U63557A
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Others |
Precursors: Linoleic acid
- γ-Linolenic acid (gamolenic acid)
- Dihomo-γ-linolenic acid
- Diacylglycerol
- Arachidonic acid
- Prostaglandin G2
- Prostaglandin H2
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- See also
- Receptor/signaling modulators
- Leukotriene signaling modulators
- Nuclear receptor modulators
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Categories:
- Prostaglandins
- Alkynes
- Alkene derivatives
- Secondary alcohols
Hidden categories:
- Template:drugs.com link with non-standard subpage
- Articles with changed EBI identifier
- Chemical pages without DrugBank identifier
- Articles without KEGG source
- Drugs with no legal status
- Drugboxes which contain changes to verified fields
- Drugboxes which contain changes to watched fields
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