Beraprost

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 447623508

| 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-yl}butanoic acid

| image = Beraprost.svg

| width = 300

| tradename = Dorner

| Drugs.com = {{drugs.com|international|beraprost}}

| pregnancy_category =

| legal_status =

| routes_of_administration = Oral

| bioavailability = 50–70%

| metabolism = Unknown

| elimination_half-life = 35–40 minutes

| excretion =

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 88430-50-6

| CAS_supplemental = {{CAS|88475-69-8}}

| ATC_prefix = B01

| ATC_suffix = AC19

| ChEBI = 135633

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 1207745

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 5293169

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = CTPOHARTNNSRSR-APJZLKAGSA-N

| PubChem = 6917951

| IUPHAR_ligand = 1967

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 35E3NJJ4O6

| C=24 | H=30 | O=5

| 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

}}

Beraprost is a pharmaceutical drug used in several Asian countries, including Japan and South Korea, as a vasodilator and antiplatelet agent.{{Cite web | url = https://www.drugs.com/international/beraprost.html | title = Beraprost | publisher = drugs.com}} It is classified as a prostacyclin analog.{{cite journal | vauthors = Melian EB, Goa KL | title = Beraprost: a review of its pharmacology and therapeutic efficacy in the treatment of peripheral arterial disease and pulmonary arterial hypertension | journal = Drugs | volume = 62 | issue = 1 | pages = 107–33 | date = 2002 | pmid = 11790158 | doi = 10.2165/00003495-200262010-00005 }}

It has been studied for the treatment of pulmonary hypertension and for use in avoiding reperfusion injury.

Clinical pharmacology

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

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

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{{Antithrombotics}}

{{PAH rx}}

{{Prostaglandins}}

{{Prostanoidergics}}

Category:Prostaglandins

Category:Alkyne derivatives

Category:Alkene derivatives

Category:Secondary alcohols