A stable, orally active analog of prostacyclin
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Beraprost (sodium salt)

Item No. 18230

Technical Information
Formal Name
2,3,3a,8b-tetrahydro-2-hydroxy-1-(3-hydroxy-4-methyl-1-octen-6-yn-1y-l)-1H-cyclopenta[b]benzofuran-5-butanoic acid, monosodium salt
CAS Number
88475-69-8
Synonyms
  • ML 1129
  • Procyclin
  • TRK 100
Molecular Formula
C24H29O5 • Na
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 77 mg/mlDMSO: 43 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 19 mg/ml
λmax
222, 281, 287 nm
SMILES
O[C@H]1C(/C=C/[C@@H](O)C(C)CC#CC)[C@@H](C(C=CC=C2CCCC([O-])=O)=C2O3)[C@@H]3C1.[Na+]
InChi Code
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)/p-1/b13-12+/t15?,17?,19-,20-,21+,23+/m1/s1
InChi Key
CTPOHARTNNSRSR-DIWPNRAGSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Beraprost is an analog of prostacyclin in which the unstable enol-ether has been replaced by a benzofuran ether function. This modification increases the plasma half-life from 30 seconds to several hours, and permits the compound to be taken orally. Doses of 20-100 µg in humans, given 1 to 3 times per day, have been demonstrated to improve clinical end points in diseases responsive to prostacyclin. Oral beraprost therapy improved the survival and pulmonary hemodynamics of patients with primary pulmonary hypertension.1 Beraprost inhibits platelet aggregation in healthy subjects and in diabetic patients at similar doses.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nagaya, N., Uematsu, M., Okano, Y., et alEffect of orally active prostacyclin analogue on survival of outpatients with primary pulmonary hypertension. J. Am. Coll. Cardiol. 34(4), 1188-1192 (1999).

    2. Nony, P., Ffrench, P., Girard, P., et alPlatelet-aggregation inhibition and hemodynamic effects of beraprost sodium, a new oral prostacyclin derivative: A study in healthy male subjects. Can. J. Physiol. Pharmacol. 74(8), 887-893 (1996).

    3. Kato, H., Takashima, T., Kishikawa, H., et alEffect of beraprost sodium, a stable prostaglandin I2 analogue, on platelet aggregation in diabetes mellitus. Int. J. Clin. Pharmacol. Res. 16(4-5), 99-102 (1996).

    Product Citations

    Ahmad, S., Panda, B.P., Fahim, M., et alAmeliorative effect of beraprost sodium on celecoxib induced cardiotoxicity in rats. Iran. J. Pharm. Res. 17(1), 155-163 (2018).