Bimatoprost grenod

For research use only. Not for therapeutic Use.

  • CAT Number: I033116
  • CAS Number: 1194396-71-8
  • Molecular Formula: C31H46N2O8
  • Molecular Weight: 574.71
  • Purity: ≥95%
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Bimatoprost grenod (NCX 470) is a second-generation nitric oxide (NO)-donating prostaglandin analogue. Bimatoprost grenod effectively lowers intraocular pressure (IOP) in animal models of ocular hypertension and glaucoma by activating bimatoprost-mediated uveoscleral outflow and NO mediated conventional outflow. Bimatoprost grenod can be used for the research of cular hypertension and glaucoma[1][2].
Bimatoprost grenod shows a better intraocular pressure-lowering efficacy than that of equimolar doses of bimatoprost in well-established animal models of glaucoma and ocular hypertension[1].
Bimatoprost grenod (0.14% 30 μL; instillation; once) reduces IOP in transient ocular hypertensive rabbits[2].
Bimatoprost grenod (0.042% 30 μL; instillation; once) is more effective than equimolar bimatoprost in cynomolgus monkeys with laser-induced ocular hypertension (OHT-monkeys), and normotensive dogs (ONT-dogs) at 18 hours post dosing[2].


Catalog Number I033116
CAS Number 1194396-71-8
Synonyms

[(E,3S)-1-[(1R,2R,3S,5R)-2-[(Z)-7-(ethylamino)-7-oxohept-2-enyl]-3,5-dihydroxycyclopentyl]-5-phenylpent-1-en-3-yl] 6-nitrooxyhexanoate

Molecular Formula C31H46N2O8
Purity ≥95%
InChI 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
InChIKey NTQMJNDRYSYWNJ-BPXWCPHMSA-N
SMILES CCNC(=O)CCCC=CCC1C(CC(C1C=CC(CCC2=CC=CC=C2)OC(=O)CCCCCO[N+](=O)[O-])O)O
Reference

[1]. Impagnatiello F, et al. Prostaglandin analogues and nitric oxide contribution in the treatment of ocular hypertension and glaucoma. Br J Pharmacol. 2019 Apr;176(8):1079-1089.
 [Content Brief]

[2]. Impagnatiello F, et al. Intraocular Pressure-Lowering Activity of NCX 470, a Novel Nitric Oxide-Donating Bimatoprost in Preclinical Models. Invest Ophthalmol Vis Sci. 2015 Oct;56(11):6558-64.
 [Content Brief]

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