ChemicalBook CAS DataBase List 1141777-14-1

1141777-14-1

Name	(R)-3-amino-1-(3-(cyclohexylmethoxy)phenyl)propan-1-ol
CAS	1141777-14-1
Molecular Formula	C16H25NO2
MDL Number	MFCD26961089
Molecular Weight	263.38
MOL File	1141777-14-1.mol

Chemical Properties

Boiling point	430.9±40.0 °C(Predicted)
density	1.065±0.06 g/cm3(Predicted)
storage temp.	Store at -20°C
solubility	DMSO : ≥ 43 mg/mL (163.26 mM)
form	Oil
pka	14.01±0.20(Predicted)
color	Colorless to light yellow

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319
Precautionary statements	P261-P305+P351+P338

Hazard Information

Uses

Emixustat is an orally active RPE65 inhibitor with an IC50 value of 4.4 nM. Emixustat is also a visual cycle modulator, capable of regulating visual cycle activity by inhibiting retinol isomerization, and holds potential for studying vision disorders such as age-related macular degeneration (AMD)[1][2][3][4].

in vivo

Emixustat (1-10 mg/kg, oral administration, single dose, or twice daily for 6 days; 1 mg/kg, i.p., measurement after 30-60 minutes) reduced cation influx and oxygen consumption in the retinas of brown Norway rats under dark adaptation conditions^[3]. Emixustat (0.03-3.0 mg/kg, intravenous injection, once daily for 5 days) inhibits neovascularization and protects the retina in the oxygen-induced retinopathy mouse model^[4].

Animal Model:	Brown norway rats (200-300 g, 3 months old)^[3]
Dosage:	1, 5 or 10 mg/kg
Administration:	Oral gavage (p.o.), single dose (1, 10 mg/kg), 2 hours followed by 4 hours of dark adaptation, or twice a day for 6 days (5 mg/kg)
Result:	Reduced the conductance of the retinal cation channels after dark adaptation.

Animal Model:	Brown norway rats (200-300 g, 3 months old)^[3]
Dosage:	1 mg/kg
Administration:	Intravenous injection (i.v.), retinal PO₂ was measured 30-60 min later
Result:	Reduced the oxygen consumption during dark adaptation.

Animal Model:	Oxygen-induced retinopathy (OIR) mice model (BALB/c and 129/Sv / C57BL/6 mixed background)
Dosage:	0.03, 0.1, 0.3, 1.0, 3.0 mg/kg
Administration:	Intravenous injection (i.v.), once daily for 5 days
Result:	Dose-dependently reduced retinal neovascularization.

References

[1] Bavik C, et al. Visual Cycle Modulation as an Approach toward Preservation of Retinal Integrity. PLoS One. 2015 May 13;10(5):e0124940. DOI:10.1371/journal.pone.0124940
[2] Kiser PD, et al. Catalytic mechanism of a retinoid isomerase essential for vertebrate vision. Nat Chem Biol. 2015 Jun;11(6):409-15. DOI:10.1038/nchembio.1799
[3] Kubota R, et al. Emixustat Reduces Metabolic Demand of Dark Activity in the Retina. Invest Ophthalmol Vis Sci. 2019 Nov 1;60(14):4924-4930. DOI:10.1167/iovs.19-28194
[4] Bavik C, et al. Visual Cycle Modulation as an Approach toward Preservation of Retinal Integrity. PLoS One. 2015 May 13;10(5):e0124940. DOI:10.1371/journal.pone.0124940

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