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Merck
CN

SML2045

R-IMPP hydrochloride

≥98% (HPLC)

Synonym(s):

(R)-N-(isoquinolin-1-yl)-3-(4-methoxyphenyl)-N-(piperidin-3-yl)propanamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C24H27N3O2 · xHCl
CAS Number:
Molecular Weight:
389.49 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77
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InChI

1S/C24H27N3O2.ClH/c1-29-21-11-8-18(9-12-21)10-13-23(28)27(20-6-4-15-25-17-20)24-22-7-3-2-5-19(22)14-16-26-24;/h2-3,5,7-9,11-12,14,16,20,25H,4,6,10,13,15,17H2,1H3;1H/t20-;/m1./s1

InChI key

OSIRDWNTKGVIOE-VEIFNGETSA-N

SMILES string

O=C(CCC1=CC=C(OC)C=C1)N([C@H]2CNCCC2)C3=C(C=CC=C4)C4=CC=N3.[H]Cl

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Biochem/physiol Actions

Potent and selective inhibitor of PCSK9 secretion
R-IMPP is a potent and selective inhibitor of proprotein convertase subtilisin/kexin type 9 (PCSK9) secretion that stimulates uptake of LDL-C in hepatoma cells by increasing LDL-R levels, without altering levels of secreted transferrin. R-IMPP binds selectively to human ribosomes and causes transcript-dependent inhibition of PCSK9 translation.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Donna N Petersen et al.
Cell chemical biology, 23(11), 1362-1371 (2016-10-18)
Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a secreted protein that downregulates low-density lipoprotein (LDL) receptor (LDL-R) levels on the surface of hepatocytes, resulting in decreased clearance of LDL-cholesterol (LDL-C). Phenotypic screening of a small-molecule compound collection was used to identify an

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