A nitric oxide-donating derivative of 17-phenyl trinor prostaglandin F
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15-(6-nitroxyhexanoyl)-17-phenyl trinor Prostaglandin F

Item No. 32791

Technical Information
Formal Name
6-(nitrooxy)-hexanoic acid, (1S,2E)-3-[(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxo-2-hepten-1-yl]-3,5-dihydroxycyclopentyl]-1-(2-phenylethyl)-2-propen-1-yl ester
CAS Number
1194396-71-8
Synonyms
  • 15-(6-nitroxyhexanoyl)-17-phenyl trinor PGF
  • 15-(6-nitroxyhexanoyl)-Bimatoprost
  • NCX 470
Molecular Formula
C31H46N2O8
Formula Weight
Purity
≥98%
A 10 mg/ml solution in ethanol
DMSO: 10 mg/mlEthanol: 10 mg/ml
SMILES
O[C@@H]1C[C@H](O)[C@H](C/C=C\CCCC(NCC)=O)[C@H]1/C=C/[C@H](CCC2=CC=CC=C2)OC(CCCCCO[N+]([O-])=O)=O
InChi Code
InChI=1S/C31H46N2O8/c1-2-32-30(36)16-10-4-3-9-15-26-27(29(35)23-28(26)34)21-20-25(19-18-24-13-7-5-8-14-24)41-31(37)17-11-6-12-22-40-33(38)39/h3,5,7-9,13-14,20-21,25-29,34-35H,2,4,6,10-12,15-19,22-23H2,1H3,(H,32,36)/b9-3-,21-20+/t25-,26+,27+,28-,29+/m0/s1
InChi Key
NTQMJNDRYSYWNJ-BPXWCPHMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    15-(6-nitroxyhexanoyl)-17-phenyl trinor Prostaglandin F (15-(6-nitroxyhexanoyl)-17-phenyl trinor PGF) is a nitric oxide-donating derivative of 17-phenyl trinor PGF (Item No. 16810).1 It increases cGMP levels in rabbit aqueous humor and iris ciliary body when topically administered at a concentration of 0.042%. Topical administration of 15-(6-nitroxylhexanoyl)-17-phenyl trinor PGF (0.14%) reduces intraocular hypertension (IOP) in a rabbit model of hypertonic saline-induced transient ocular pressure. It also reduces IOP in a cynomolgus monkey model of laser-induced ocular hypertension when administered topically at a concentration of 0.042%.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Impagnatiello, F., Toris, C.B., Batugo, M., et alIntraocular pressure-lowering activity of NCX 470, a novel nitric oxide-donating bimatoprost in preclinical models. Invest. Ophthalmol. Vis. Sci. 56(11), 6558-6564 (2015).