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Beraprost

CAS No.
88430-50-6
Chemical Name:
Beraprost
Synonyms
Domer;ML 1229;BERAPROST;Befaprost;MDL 201229;Beraprostum;Unii-35E3njj4o6;Beraprostum [inn-latin];88475-69-8 (Hydrochloride salt);JWH-018 Impurity 5(N-Pentyl-5-carboxylic Acid)
CBNumber:
CB8746083
Molecular Formula:
C24H30O5
Molecular Weight:
398.49
MDL Number:
MFCD01745574
MOL File:
88430-50-6.mol
Last updated:2022-12-21 16:56:50

Beraprost Properties

Boiling point 572.1±50.0 °C(Predicted)
Density 1.254±0.06 g/cm3(Predicted)
pka 4.76±0.10(Predicted)
FDA UNII 35E3NJJ4O6
ATC code B01AC19

Beraprost price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation API0001669 BERAPROST 95.00% 88430-50-6 5MG $1842.23 2021-12-16 Buy
American Custom Chemicals Corporation API0001669 BERAPROST 95.00% 88430-50-6 10MG $2728.69 2021-12-16 Buy
AK Scientific K578 Beraprost 88430-50-6 10mg $4505 2021-12-16 Buy
AHH MT-47782 Beraprost 98% 88430-50-6 1g $330 2021-12-16 Buy
Product number Packaging Price Buy
API0001669 5MG $1842.23 Buy
API0001669 10MG $2728.69 Buy
K578 10mg $4505 Buy
MT-47782 1g $330 Buy

Beraprost Chemical Properties,Uses,Production

Uses

Platelet aggregation inhibitor; stable analog of Prostacyclin. Antithrombotic; vasodilator (peripheral).

Mechanism of action

Beraprost is a chemically stable, oral form of prostacyclin that is readily absorbed from GI tract. Like natural prostacyclin, beraprost dilates blood vessels, prevents platelet aggregation, and prevents proliferation of smooth muscle cells surrounding blood vessels. It may be an important treatment for early stage PVD and for early stage pulmonary hypertension. Intermittent oral doses of beraprost, however, do not seem to provide the consistent blood levels necessary to treat the advanced stages of pulmonary hypertension.

Clinical Use

Beraprost is an oral formulation of a prostacyclin analog for the treatment of early stage pulmonary hypertension as well as early stage PVD.

Side effects

Adverse effects include headache, flushing, jaw pain, and diarrhea.

Enzyme inhibitor

This orally active epoprostenol analogue (FW = 398.50 g/mol; CAS 88475- 69-8; Soluble to 25 mM in DMSO), also named TRA-418 and 2,3,3a,8b- tetrahydro-2-hydroxy-1- (3-hydroxy-4-methyl-1-octen-6-yn-1-yl) -1H- cyclopenta[b]benzofuran-5-butanoic acid, is a potent agonist for the Prostacyclin Receptor, a member of the G-protein coupled receptor family. Prostacyclin, the major product of cyclooxygenase in macrovascular endothelium, elicits a potent vasodilation and inhibition of platelet aggregation through binding to this receptor. Beraprost potently inhibits ADP-induced platelet aggregation (pIC50 = 8.26) and P-selectin expression in vitro (pIC50 = 8.56). It also increases vasodilation and reduces pulmonary hypertension in vivo. TRA-418 inhibited platelet GPIIb/IIIa activation as well as induction of P-selectin expression by adenosine 5'-diphosphate, Thrombin Receptor Agonist Peptide 1-6 (Ser-Phe-Leu-Leu-Arg-Asn-NH2), and U-46619 in the presence of epinephrine. TRA-418 also inhibits platelet aggregation induced by those platelet-stimulants in Ca2+-chelating anticoagulant, citrate and in nonchelating anticoagulant, d-phenylalanyl-l- prolyl-l-arginyl-chloromethyl ketone (PPACK). The TP-receptor antagonist SQ-29548 inhibited only U-46619+epinephrine-induced GPIIb/IIIa activation, P-selectin expression, and platelet aggregation. The IP-receptor agonist beraprost sodium inhibited platelet activation. Beraprost also inhibited platelet aggregation induced by platelet stimulants we tested in citrate and in PPACK. The GPIIb/IIIa inhibitor abciximab blocked GPIIb/IIIa activation and platelet aggregation. However, abciximab showed slight inhibitory effects on P-selectin expression. TRA-418 is more advantageous as an antiplatelet agent than TP-receptor antagonists or IP- receptor agonists separately used. TRA-418 showed a different inhibitory profile from abciximab in the effects on P-selectin expression.

Beraprost Preparation Products And Raw materials

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2-Hydroxy-1-(3-hydroxy-4-methyl-1-octen-6-ynyl)-2,3,3A,8B-tetrahydro-1H-cyclopenta(B)benzofuran-5-butanoic acid 88475-69-8 (Hydrochloride salt) Beraprostum Beraprostum [inn-latin] Unii-35E3njj4o6 2,3,3a,8b-Tetrahydro-2-hydroxy-1-(3-hydroxy-4-methyl-1-octen-6-ynyl)-1H-cyclopenta[b]benzofuran-5-butanoic acid BERAPROST 1H-Cyclopenta[b]benzofuran-5-butanoic acid, 2,3,3a,8b-tetrahydro-2-hydroxy-1-(3-hydroxy-4-methyl-1-octen-6-ynyl)- MDL 201229 ML 1229 2,3,3α,8b-Tetrahydro-2-hydroxy-1-(3-hydroxy-4-methyl-1-octen-6-ynyl)-1H-cyclopenta[b]benzofuran-5-butanoic acid Befaprost Domer 4-[(1R,2R,3aS,8bS)-2-hydroxy-1-[(E,3S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-5-yl]butanoic acid 1H-Cyclopenta[b]benzofuran-5-butanoic acid, 2,3,3a,8b-tetrahydro-2-hydroxy-1-(3-hydroxy-4-methyl-1-octen-6-yn-1-yl)- JWH-018 Impurity 5(N-Pentyl-5-carboxylic Acid) 88430-50-6