CP-24879 HYDROCHLORIDE

Product NameCP-24879 HYDROCHLORIDE
CAS10141-51-2
MFC11H18ClNO
MW215.72
EINECS
MOL File10141-51-2.mol

Chemical Properties

Melting point	154-159 °C
storage temp.	room temp
solubility	DMSO: 22 mg/mL
form	solid
color	off-white
InChI	1S/C11H17NO.ClH/c1-9(2)7-8-13-11-5-3-10(12)4-6-11;/h3-6,9H,7-8,12H2,1-2H3;1H
InChIKey	GFESZSNFRSACMU-UHFFFAOYSA-N
SMILES	Cl[H].CC(C)CCOc1ccc(N)cc1

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
WGK Germany	3
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Uses

CP-24879 (hydrochloride) is a potent, selective and combined delta5D/delta6D inhibitor. CP-24879 (hydrochloride) can significantly reduce intracellular lipid accumulation and inflammatory injury in hepatocytes. CP-24879 (hydrochloride) exhibits superior antisteatotic and anti-inflammatory actions in fat-1 and ω-3-treated hepatocytes, and can be used for non-alcoholic steatohepatitis research[1][2].

Biochem/physiol Actions

delta5/delta6 (Δ5/Δ6) desaturase inhibitor.

in vivo

CP-24879 (hydrochloride) (3 mg/kg, IP, three times a day, for 6 or 4 days) inhibits Δ6 + Δ5 desaturase activities in vivo, causing depletion of AA in the livers of chow-fed mice and preventing repletion of AA in the livers of EFAD mice^[1].
CP-24879 (hydrochloride) (33 mg/kg, IV, once) is cleared quite rapidly and has a relatively short half-life^[1].

Animal Model:	Chow-fed and EFAD Balb/C mice (N = 5/group) ^[1]
Dosage:	3 mg/kg
Administration:	IP, three times a day, for 6 or 4 days
Result:	Inhibited approximately 80% combined Δ6 + Δ5 desaturase activities, causing depletion of AA in the livers of chow-fed mice and preventing repletion of AA in the livers of EFAD mice, and increased OA and LA, with a higher ratio of LA/AA in the livers of mice injected with CP-24879 versus saline (4.70 vs 2.00, Chow-fed mice; 2.46 vs 1.40, EFAD mice; respectively).

Animal Model:	Swiss-Webster mice (male, 25 g) ^[1]
Dosage:	33 mg/kg
Administration:	IV in the tail vein, once (Pharmacokinetic Analysis)
Result:	Was readily distributed to the peripheral tissues, with the volume of distribution (V) of 1.9 mL/g, was cleared quite rapidly (CL = 0.56 mL/min) and had a relatively short half-life (T_1/2 = 59 min).

References

[1] Obukowicz MG, et al. Identification and characterization of a novel delta6/delta5 fatty acid desaturase inhibitor as a potential anti-inflammatory agent. Biochem Pharmacol. 1998 Apr 1;55(7):1045-58. DOI:10.1016/s0006-2952(97)00665-5
[2] [2]López-Vicario C, et al. Molecular interplay between Δ5/Δ6 desaturases and long-chain fatty acids in the pathogenesis of non-alcoholic steatohepatitis. Gut. 2014 Feb;63(2):344-55. DOI:10.1136/gutjnl-2012-303179
[3] [3]Lee JY, Nam M, Son HY, et al. Polyunsaturated fatty acid biosynthesis pathway determines ferroptosis sensitivity in gastric cancer. Proc Natl Acad Sci U S A. 2020;117(51):32433-32442. DOI:10.1073/pnas.2006828117

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