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Merck
CN

SML2052

LCAT activator compound A

≥98% (HPLC)

Synonym(s):

3-[[5-(Ethylthio)-1,3,4-thiadiazol-2-yl]thio]-2-pyrazinecarbonitrile, 3-[[5-(Ethylthio)-1,3,4-thiadiazol-2-yl]thio]pyrazine-2-carbonitrile, Compound A

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About This Item

Empirical Formula (Hill Notation):
C9H7N5S3
CAS Number:
Molecular Weight:
281.38
UNSPSC Code:
41106609
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
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assay

≥98% (HPLC)

form

powder

color

white to brown

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

CCSC1=NN=C(S1)SC2=NC=CN=C2C#N

InChI

1S/C9H7N5S3/c1-2-15-8-13-14-9(17-8)16-7-6(5-10)11-3-4-12-7/h3-4H,2H2,1H3

InChI key

UBSFSJMIJHSGDZ-UHFFFAOYSA-N

Biochem/physiol Actions

LCAT activator compound A is an activator of Lecithin:cholesterol acyltransferase (LCAT) including some mutant LCATs found in Familial LCAT Deficiency (FLD). LCAT activator compound A forms a covalent hydrophobic adduct with LCAT Cys 31. The chronic treatment with LCAT activator compound A results in a significant increase in HDLc, HDL particle, size, plasma apolipoprotein A-I level, plasma cholesteryl ester to free cholesterol ratio, and a significant reduction in very low-density lipoprotein cholesterol in hamsters.
Lecithin:cholesterol acyltransferase (LCAT) including some FLD mutant LCATs


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Zhu Chen et al.
Metabolism: clinical and experimental, 61(4), 470-481 (2011-10-18)
The objective was to assess whether pharmacological activation of lecithin cholesterol acyltransferase (LCAT) could exert beneficial effects on lipoprotein metabolism. A putative small molecule activator (compound A) was used as a tool compound in in vitro and in vivo studies.
Lita A Freeman et al.
The Journal of pharmacology and experimental therapeutics, 362(2), 306-318 (2017-06-04)
Lecithin:cholesterol acyltransferase (LCAT) catalyzes plasma cholesteryl ester formation and is defective in familial lecithin:cholesterol acyltransferase deficiency (FLD), an autosomal recessive disorder characterized by low high-density lipoprotein, anemia, and renal disease. This study aimed to investigate the mechanism by which compound



Global Trade Item Number

SKUGTIN
SML2052-5MG04061833054000
SML2052-25MG04061833053997