17-trifluoromethylphenyl trinor Prostaglandin F

Cayman Chemical Item Number 16890

17-trifluoromethylphenyl trinor PGF (CAS 221246-34-0)

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Description

A number of 17-phenyl trinor prostaglandin F (17-phenyl trinor PGF) derivatives have been approved for the treatment of glaucoma.1,2,3 Of these, the unsubstituted or meta-substituted aromatic derivatives are the most potent FP receptor agonists.4 17-trifluoromethylphenyl trinor PGF 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 trinor PGF would act very much like the free acid of travoprost. 17-phenyl trinor PGF is a potent luteolytic and abortifacient, with a potency equal to or greater than fluprostenol and cloprostenol.4

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

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

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

4. deLong, M.A., Amburgey, J., Taylor, C., et al. Synthesis and in vitro evaluation of human FP-receptor selective prostaglandin analogues. Bioorg Med Chem Lett 10 1519-1522 (2000).

Synonyms
  • 17-trifluoromethylphenyl trinor PGF
Formal Name 9α,​11α,​15S-​trihydroxy-​17-​trifluoromethylphenyl-​18,​19,​20-​trinor-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 221246-34-0
Molecular Formula C24H31O5F3
Formula Weight 456.5
Formulation A solution in methyl acetate
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O[C@@H]​1[C@H]​(C/C=C\CCCC(O)​=O)​[C@@H]​(/C=C/[C@@H]​(O)​CCC2=CC(C(F)​(F)​F)​=CC=C2)​[C@H]​(O)​C1
InCHI Code
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​1S/C24H31F3O5/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/h1,3,5-7,12-14,18-22,28-30H,2,4,8-11,15H2,(H,31,32)​/b3-1-,13-12+/t18-,19+,20+,21-,22+/m0/s1
InCHI Key
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CMLNDCUXASGBMQ-NQUQXYBYSA-N

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17-trifluoromethylphenyl trinor Prostaglandin F is available in the following screening library:

Size Price Quantity Subtotal
1 mg $49.00 $0.00
5 mg $221.00 $0.00
10 mg $392.00 $0.00
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Cart Total $0.00

Pricing updated 2015-07-06. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

Related Products

15(S)-15-methyl Prostaglandin F isopropyl ester
17-phenyl trinor Prostaglandin F
17-trifluoromethylphenyl-13,14-dihydro trinor Prostaglandin F
17-trifluoromethylphenyl trinor Prostaglandin F isopropyl ester
17-trifluoromethylphenyl trinor Prostaglandin F methyl ester
(+)-Cloprostenol
(+)-Cloprostenol methyl amide
(+)-Cloprostenol methyl ester
Fluprostenol isopropyl ester
Latanoprost
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Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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