A novel 5-lipoxygenase inhibitor
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Piriprost (potassium salt)

Item No. 18228

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,4(R),5(R),6-tetrahydro-5-hydroxy-4-[(1E,3S)-3-hydroxy-1-octenyl]-1-phenyl-cyclopenta[b]pyrrole-2-pentanoic acid, monopotassium salt
CAS Number
88851-62-1
Synonyms
  • U-60257B
Molecular Formula
C26H34NO4 • K
Formula Weight
463.7
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 8.6 mg/mlDMSO: 30 mg/mlEthanol: 43 mg/mlPBS (7.2): 0.5 mg/ml
λmax
239 nm
SMILES
CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC2=C1C=C(CCCCC([O-])=O)N2C3=CC=CC=C3.[K+]
InChi Code
InChI=1S/C26H35NO4.K/c1-2-3-5-13-21(28)15-16-22-23-17-20(12-8-9-14-26(30)31)27(24(23)18-25(22)29)19-10-6-4-7-11-19;/h4,6-7,10-11,15-17,21-22,25,28-29H,2-3,5,8-9,12-14,18H2,1H3,(H,30,31);/q;+1/p-1/b16-15+;/t21-,22+,25+;/m0./s1
InChi Key
UFJDMFZMRXDIKI-FFGYHVHASA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $59

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    5 mg

    $250

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    10 mg

    $439

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    50 mg

    $1,914

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    Product Description

    Piriprost is a structural analog of prostaglandin I2 (PGI2) with low IP receptor-mediated activity. Piriprost inhibits 5-lipoxygenase with an IC50 around 100 µM, as measured by the release of 5-HETE from cultured myometrial cells.1 Piriprost inhibits the release of histamine and leukotrienes from isolated porcine lung cells with an IC50 of 0.11 µM, implicating its role in inflammation and allergic responses.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cejic, S.S., and Kennedy, T.G. Examination of the effects of piriprost (U-60, 257B) on alkaline phosphatase activity of rat endometrial stromal cells in vitro. Prostaglandins 42(2), 179-189 (1991).

    2. McCormack, D.G., and Peterson, N.A.M. The contrasting influence of two lipoxygenase inhibitors on hypoxic pulmonary vasoconstriction in anesthetized pigs. Am. Rev. Respir. Dis. 139(1), 100-105 (1989).