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

MOL File:: 88430-50-6.mol

Modify Date:: 2022/12/21 16:56:50

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Beraprost Properties

Boiling point	572.1±50.0 °C(Predicted)
Density	1.254±0.06 g/cm3(Predicted)
pka	4.76±0.10(Predicted)

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

Raw materials

Argon Sodium hydride Anhydrous benzene Lithium Aluminum Hydride Phosphine

1,2-Dimethoxyethane Dicyclohexylcarbodiimide

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Preparation Products

Beraprost Suppliers

Global( 41)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
CLEARSYNTH LABS LTD.	+91-22-45045900	Hyderabad, India	6351	58	Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd	+91-172-5066494	Haryana, India	6773	58	Inquiry
SynZeal Research Pvt Ltd	+1 226-802-2078	Gujarat, India	6522	58	Inquiry
Pharma Affiliates	172-5066494	Haryana, India	6761	58	Inquiry
CONIER CHEM AND PHARMA LIMITED	+8618523575427	China	49391	58	Inquiry
Career Henan Chemica Co	+86-0371-86658258 +8613203830695	China	30253	58	Inquiry
AFINE CHEMICALS LIMITED	+86-0571-85134551	China	15395	58	Inquiry
Hefei TNJ Chemical Industry Co.,Ltd.	0551-65418684 +8618949823763	China	25363	58	Inquiry
TargetMol Chemicals Inc.	+1-781-999-5354	United States	19973	58	Inquiry
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd	+86-19164747840 +86-13119157289	China	2971	58	Inquiry

Supplier	Advantage
CLEARSYNTH LABS LTD.	58
Pharmaffiliates Analytics and Synthetics P. Ltd	58
SynZeal Research Pvt Ltd	58
Pharma Affiliates	58
CONIER CHEM AND PHARMA LIMITED	58
Career Henan Chemica Co	58
AFINE CHEMICALS LIMITED	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
TargetMol Chemicals Inc.	58
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd	58

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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