15-keto Fluprostenol isopropyl ester
Item № 16786
CAS № 404830-45-1
Purity ≥98%
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
1 mg $71.00 $0.00
5 mg $320.00 $0.00
10 mg $568.00 $0.00
25 mg $1,243.00 $0.00

Pricing updated 2016-05-25. Prices are subject to change without notice.

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Description
Synonyms
  • 15-keto Travoprost

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.

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Technical Information
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
Synonyms
  • 15-keto Travoprost
Molecular Formula C26H33F3O6
Formula Weight 498.5
Purity ≥98%
Formulation A solution in methyl acetate
λmax 224 nm
SMILES O[C@@H]1[C@H](C/C=C\CCCC(OC(C)C)=O)[C@@H](/C=C/C(COC2=CC(C(F)(F)F)=CC=C2)=O)[C@H](O)C1
InChI Code 1S/C26H33F3O6/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/h3,5,7-9,12-14,17,21-24,31-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t21-,22-,23+,24-/m1/s1
InChI Key KSDDYCRRTVADFZ-OHDKTVHDSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
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Additional Information

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References & Background Reading
Product Description References

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).

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