Beraprost
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Beraprost
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CAS No:
88430-50-6
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Formula:
C24H30O5
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Chemical Name:
Beraprost
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Synonyms:
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)-;1H-Cyclopenta[b]benzofuran-5-butanoic acid,2,3,3a,8b-tetrahydro-2-hydroxy-1-(3-hydroxy-4-methyl-1-octen-6-ynyl)-;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;Beraprost;ML 1229;MDL 201229
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CAS No:
Beraprost Basic Attributes
398.49
398.49
1312995-182-4
DTXSID7049136
B - Blood and blood forming organs
Drug Information
Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system. (See all compounds classified as Platelet Aggregation Inhibitors.)|Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)
4-(1,2,3a,8b-tetrahydro-2-hydroxy-1-(3-hydroxy-4-methyloct-6-yne-1-enyl)-5-cyclopenta(b)benzofuranyl)butyrate
Beraprost Use and Manufacturing
Alcohol (I) is oxidatively dehydrogenated with dimethyl sulfoxide-dicyclohexylcarbodiimide (DCC) in anhydrous benzene and pyridine to give aldehyde (Ⅱ); then under the protection of argon, immediately add the phosphide (Ⅲ) ) And sodium hydride in ethylene glycol dimethyl ether, condensation to obtain compound (IV), a yield of 80%. (IV) Reduction with lithium aluminum hydride to obtain 44% of compound (V), and finally hydrolysis to obtain beraprost.
Platelet aggregation inhibitor; stable analog of Prostacyclin. Antithrombotic; vasodilator (peripheral).
Computed Properties
Molecular Weight:398.5
XLogP3:3.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:8
Exact Mass:398.20932405
Monoisotopic Mass:398.20932405
Topological Polar Surface Area:87
Heavy Atom Count:29
Complexity:659
Undefined Atom Stereocenter Count:6
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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