A PGF2α analog and prodrug form of (+)-fluprostenol
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Fluprostenol isopropyl ester

Item No. 16769

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]cyclopentyl]-5Z-heptenoic acid, 1-methylethyl ester
CAS Number
157283-68-6
Synonyms
  • AL-6221
  • Flu-Ipr
  • 16-m-trifluoromethylphenoxy tetranor PGF2α isopropyl ester
  • Travoprost
Molecular Formula
C26H35F3O6
Formula Weight
500.6
Purity
≥98%
Formulation
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (1:1): 500 µg/mlDMSO: 20 mg/mlEthanol: 25 mg/ml
λmax
222, 280 nm
SMILES
O[C@@H](C[C@H]([C@@H]1/C=C/[C@@H](O)COC2=CC=CC(C(F)(F)F)=C2)O)[C@@H]1C/C=C\CCCC(OC(C)C)=O
InChi Code
InChI=1S/C26H35F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,19,21-24,30-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t19-,21-,22-,23+,24-/m1/s1
InChi Key
MKPLKVHSHYCHOC-AHTXBMBWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $77

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    5 mg

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    10 mg

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    Product Description

    Fluprostenol isopropyl ester is an analog of prostaglandin F2α (PGF2α; Item Nos. 16010 | 16020) and an isopropyl ester prodrug form of (+)-fluprostenol (Item No. 16768).1,2 Fluprostenol isopropyl ester is an FP receptor agonist, inducing phosphoinositide turnover in HEK293 cells expressing the human ocular FP receptor with an EC50 value of 40.2 nM.3 Topical application of fluprostenol isopropyl ester (0.01, 0.03, and 0.1 μg) induces miosis in conscious cats in a dose-dependent manner.2 It reduces intraocular pressure in a cynomolgus monkey model of ocular hypertension when administered topically at doses of 0.1 and 0.3 μg twice per day. Formulations containing fluprostenol isopropyl ester have been used in the treatment of open-angle glaucoma and ocular hypertension.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sorbera, L.A., and Castañer, J. Travoprost. Drugs Future 25(1), 41-45 (2000).

    2. Hellberg, M.R., Sallee, V.L., McLaughlin, M.A., et al. Preclinical efficacy of travoprost, a potent and selective FP prostaglandin receptor agonist. J. Ocul. Pharmacol. Ther. 17(5), 421-432 (2001).

    3. Sharif, N.A., Kelly, C.R., Crider, J.Y., et al. Ocular hypotensive FP prostaglandin (PG) analogs: PG receptor subtype binding affinities and selectivities, and agonist potencies at FP and other PG receptors in cultured cells. J. Ocul. Pharmacol. Ther. 19(6), 501-515 (2003).