The prodrug form of a potent DP receptor agonist
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ZK 118182 isopropyl ester

Item No. 13673

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[[(2Z)-4-[(1R,2R,3R,5R)-5-chloro-2-[(1E,3S)-3-cyclohexyl-3-hydroxy-1-propenyl]-3-hydroxycyclopentyl]-2-butenyl]oxy]-acetic acid, 1-methylethyl ester
CAS Number
154927-31-8
Molecular Formula
C23H37ClO5
Formula Weight
429.0
Purity
≥98%
Formulation
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlDMSO: 2 mg/mlEthanol: 12.5 mg/mlEthanol:PBS (pH 7.2) (1:10): 0.1 mg/ml
SMILES
Cl[C@H]1[C@H](C/C=C\COCC(OC(C)C)=O)[C@@H](/C=C/[C@@H](O)C2CCCCC2)[C@H](O)C1
InChi Code
InChI=1S/C23H37ClO5/c1-16(2)29-23(27)15-28-13-7-6-10-18-19(22(26)14-20(18)24)11-12-21(25)17-8-4-3-5-9-17/h6-7,11-12,16-22,25-26H,3-5,8-10,13-15H2,1-2H3/b7-6-,12-11+/t18-,19-,20-,21-,22-/m1/s1
InChi Key
QLJUNFBXIBNQOL-LMJZMJOFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 µg

    $229

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    500 µg

    $1,018

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    Product Description

    Elevated intraocular pressure (IOP) is an important risk factor in developing glaucoma. Certain prostaglandins (PGs) such as PGF2α and PGD2, have been shown to reduce IOP. ZK 118182 is a PG analog that has potent DP-agonist activity (EC50 = 16.5 nM) and a high nanomolar affinity for the DP receptor (Ki = 74 nM).1 ZK 118182 isopropyl ester is a prodrug formulation of ZK 118182 designed to enhance corneal absorption. At 0.03 μg, ZK 118182 isopropyl ester has been shown to lower monkey and rabbit IOP 46% and 20%, respectively, two hours after dosing, demonstrating a much more potent effect compared to the free acid.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sharif, N.A., Williams, G.W., Crider, J.Y., et al. Molecular pharmacology of the DP/EP2 class prostaglandin AL-6598 and quantitative autoradiographic visualization of DP and EP2 receptor sites in human eyes. J. Ocul. Pharmacol. Ther. 20(6), 489-508 (2004).

    2. Hellberg, M.R., Conrow, R.E., Sharif, N.A., et al. 3-Oxa-15-cyclohexyl prostaglandin DP receptor agonists as topical antiglaucoma agents. Bioorg. Med. Chem. 10(6), 2031-2049 (2002).