ChemicalBook CAS DataBase List 1194396-71-8

1194396-71-8

Name	Hexanoic acid, 6-(nitrooxy)-, (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	1194396-71-8
Molecular Formula	C31H46N2O8
Molecular Weight	574.71
MOL File	1194396-71-8.mol

Chemical Properties

Boiling point	739.4±60.0 °C(Predicted)
density	1.180±0.06 g/cm3(Predicted)
storage temp.	-20°C
solubility	DMSO: 10 mg/ml,Ethanol: 10 mg/ml
form	Oil
pka	14.53±0.70(Predicted)
color	Colorless to light yellow

Safety Data

Symbol(GHS)	GHS02,GHS08
Signal word	Danger
Hazard statements	H225-H361
Precautionary statements	P201-P202-P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P308+P313-P370+P378-P403+P235-P405-P501

Hazard Information

Uses

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].

Biological Activity

15-(6-nitroxyhexanoyl)-17-phenyl trinor Prostaglandin F2α (15-(6-nitroxyhexanoyl)-17-phenyl trinor PGF2α) is a nitric oxide-donating derivative of 17-phenyl trinor PGF2α .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 PGF2α (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%.

in vivo

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].

Animal Model:	New Zealand white rabbits with 0.1 mL 5% sodium chloride solution injection^[2]
Dosage:	0.14%
Administration:	Instillation; 0.14% 30 μL; once
Result:	Significantly blunted the IOP rise throughout the experimental period in transiently ocular hypertensive New Zealand white rabbits.

storage

-20°C

References

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

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