A prostaglandin F derivative similar to latanoprost free acid
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17-trifluoromethylphenyl-13,14-dihydro trinor Prostaglandin F2α

Item No. 16895

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-[3-(trifluoromethyl)phenyl]pentyl]cyclopentyl]-5-heptenoic acid
CAS Number
294856-01-2
Synonyms
  • 17-trifluoromethylphenyl-13,14-dihydro trinor PGF2α
Molecular Formula
C24H33O5F3
Formula Weight
458.5
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O[C@@H]1[C@H](C/C=C\CCCC(O)=O)[C@@H](CC[C@@H](O)CCC2=CC(C(F)(F)F)=CC=C2)[C@H](O)C1
InChi Code
InChI=1S/C24H33F3O5/c25-24(26,27)17-7-5-6-16(14-17)10-11-18(28)12-13-20-19(21(29)15-22(20)30)8-3-1-2-4-9-23(31)32/h1,3,5-7,14,18-22,28-30H,2,4,8-13,15H2,(H,31,32)/b3-1-/t18-,19+,20+,21-,22+/m0/s1
InChi Key
GGAGMUSEFHEEBF-XPRPYWGDSA-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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    10 mg

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    Product Description

    A number of 17-phenyl trinor prostaglandin F2α (17-phenyl trinor PGF2α) derivatives have been approved for the treatment of glaucoma.1,2,3 Of these, the ones wherein the 13,14-double bond has been hydrogenated retain relatively good potency, but show a significantly reduced incidence of local irritant side effects.4 17-trifluoromethylphenyl-13,14-dihydro trinor PGF2α bears an aromatic ring which is reminiscent of the trifluoromethyl-phenoxy ring of travoprost ((+)-fluprostenol isopropyl ester). As an ocular hypotensive agent, it would be expected that 17-trifluoromethylphenyl-13,14-dihydro trinor PGF2α would act very much like the free acid of latanoprost.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Woodward, D.F., Krauss, A.H., Chen, J., et al. The pharmacology of bimatoprost (Lumigan™). Surv. Ophthalmol. 45(Suppl. 4), S337-S345 (2001).

    2. Stjernschantz, J.W. From PGF2α-isopropyl ester to latanoprost: A review of the development of xalatan. The proper lecture. Invest. Ophthalmol. Vis. Sci. 42(6), 1134-1145 (2001).

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

    4. Resul, B., Stjernschantz, J., No, K., et al. Phenyl-substituted prostaglandins: Potent and selective antiglaucoma agents. J. Med. Chem. 36(2), 243-248 (1993).