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15-keto Fluprostenol isopropyl ester Exclusive

Cayman Chemical Item Number 16786

15-keto Travoprost (CAS 404830-45-1)

15-keto Fluprostenol isopropyl ester (CAS 404830-45-1)

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Description

Travoprost is an F-series prostaglandin analog which has been approved for use as an ocular hypotensive drug.1,2 Oxidation of the C-15 hydroxyl group without isopropyl ester hydrolysis produces 15-keto fluprostenol isopropyl ester (15-keto travoprost). 15-keto Travoprost is a potential metabolite of travoprost when administered to intact animals. 15-keto Travoprost is also one of the common minor impurities found in commercial preparations of the bulk drug compound. In general, F-series prostaglandin analogs with a 15-keto functional group lose a great deal of their FP receptor binding affinity, but retain enough to show a continued weak IOP hypotensive response.3 The efficacy of 15-keto travoprost as an ocular hypotensive has not been established.

1 Sorbera, L.A., and Castañer, J. Travoprost. Drugs Future 25 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 Taniguchi, T., Haque, M.S.R., Sugiyama, K., et al. Ocular hypotensive mechanism of topical isopropyl unoprostone, a novel prostaglandin metabolite-related drug, in rabbits. J Ocul Pharmacol 12 489-498 (1996).

Synonyms
  • 15-keto Travoprost
Formal Name (±)-​15-​oxo-​9α,​11α-​dihydroxy-​16-​(3-​(trifluoromethyl)phenoxy)-​17,​18,​19,​20-​tetranor-​prosta-​5Z,​13E-​dien-​1-​oic acid,​ isopropyl ester
CAS Number 404830-45-1
Molecular Formula C26H33F3O6
Formula Weight 498.5
Formulation A solution in methyl acetate
Purity ≥98%
λmax 224 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CC(C)​OC(=O)​CCC/C=C\CC1C(O)​CC(O)​[C@@H]​1\C=C\C(=O)​COc1cccc(c1)​C(F)​(F)​F

Background Reading

Taniguchi, T., Haque, M.S.R., Sugiyama, K., et al. Ocular hypotensive mechanism of topical isopropyl unoprostone, a novel prostaglandin metabolite-related drug, in rabbits. J Ocul Pharmacol 12 489-498 (1996).

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

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).

15-keto Fluprostenol isopropyl ester is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $64.00 $0.00
5 mg $288.00 $0.00
10 mg $512.00 $0.00
25 mg $1,120.00 $0.00
Bulk Contact
Cart Total $0.00

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

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Warning This product is not for human or veterinary use.

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