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17-phenyl trinor Prostaglandin F amide

Cayman Chemical Item Number 16821

Bimatoprost amide; 17-phenyl trinor PGF amide (CAS 155205-89-3)

17-phenyl trinor Prostaglandin F2α amide (CAS 155205-89-3)

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Description

17-phenyl trinor Prostaglandin F amide (17-phenyl trinor PGF amide) is an F-series PG analog in which the C-1 carboxyl group has been modified to an unsubstituted amide. PG esters have been shown to have ocular hypotensive activity.1 PG N-ethyl amides were recently introduced as alternative PG hypotensive prodrugs.2 Although it has been claimed that PG amides are not converted to the free acids in vivo,2 studies have shown that bovine and human corneal tissue converts the amides of various PGs to the free acids with a conversion efficiency of about 10-20% relative to the hydrolysis of isopropyl esters.3 17-phenyl trinor PGF amide would be expected to show the typical intraocular effects of latanoprost, but with the much slower hydrolysis pharmacokinetics of the PG N-amides.

1 Bito, L.Z. Comparison of the ocular hypotensive efficacy of eicosanoids and related compounds. Exp Eye Res 38 181-184 (1984).

2 Woodward, D.F., Krauss, A.H., Chen, J., et al. The pharmacology of Bimatoprost (Lumigan). Surv Ophthalmol 45 S337-S345 (2001).

3 Maxey, K.M., Johnson, J., Camras, C.B., et al. The hydrolysis of bimatoprost in corneal tissue generates a potent prostanoid FP receptor agonist. Surv Ophthalmol 47(4) 34-40 (2002).

Synonyms
  • Bimatoprost amide
  • 17-phenyl trinor PGF2α amide
Formal Name 9α,​11α,​15S-​trihydroxy-​17-​phenyl-​18,​19,​20-​trinor-​prosta-​5Z,​13E-​dien-​1-​amide
CAS Number 155205-89-3
Molecular Formula C23H33NO4
Formula Weight 387.5
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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NC(=O)​CCC/C=C\CC1C(O)​CC(O)​[C@@H]​1\C=C\C(O)​CCc1ccccc1

Background Reading

Bito, L.Z. Comparison of the ocular hypotensive efficacy of eicosanoids and related compounds. Exp Eye Res 38 181-184 (1984).

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

Maxey, K.M., Johnson, J., Camras, C.B., et al. The hydrolysis of bimatoprost in corneal tissue generates a potent prostanoid FP receptor agonist. Surv Ophthalmol 47(4) 34-40 (2002).

17-phenyl trinor Prostaglandin F2α amide is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $46.00 $0.00
5 mg $207.00 $0.00
10 mg $368.00 $0.00
100 mg $2,760.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-26. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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