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Key Documents

SML2356

Sigma-Aldrich

A939572

≥98% (HPLC)

Synonym(s):

4-(2-Chlorophenoxy)-N-(3-(methylcarbamoyl)phenyl)piperidine-1-carboxamide, 4-(2-Chlorophenoxy)-N-[3-[(methylamino)carbonyl]phenyl]-1-piperidinecarboxamide, A 939572, A939

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About This Item

Empirical Formula (Hill Notation):
C20H22ClN3O3
CAS Number:
Molecular Weight:
387.86
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Pricing and availability is not currently available.

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C20H22ClN3O3/c1-22-19(25)14-5-4-6-15(13-14)23-20(26)24-11-9-16(10-12-24)27-18-8-3-2-7-17(18)21/h2-8,13,16H,9-12H2,1H3,(H,22,25)(H,23,26)

InChI key

DPYTYQFYDLYWHZ-UHFFFAOYSA-N

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Show Differences

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This Item
SML0895SML0662SML0143
A939572 ≥98% (HPLC)

SML2356

A939572

AGI-6780 ≥98% (HPLC)

SML0895

AGI-6780

UNC1215 ≥98% (HPLC)

SML0662

UNC1215

form

powder

form

powder

form

powder

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 5 mg/mL, clear

solubility

DMSO: ≥15 mg/mL

color

white to beige

color

white to light brown

color

white to beige

color

white to tan

Biochem/physiol Actions

A939572 is an orally available piperidine-aryl urea-based small molecule that inhibits stearoyl-CoA desaturase 1 (SCD1) with high potency (IC50 = 37 nM/hSCD1 and <4 nM/mSCD1) with little hERG channel blockade activity (IC50 >100 μM). When administered in ob/ob mice, A939572 effectively reduces desaturation indices in vivo (18:0/18:1n9 ratio from 26.9 to 8.47 in liver; from 15.4 to 7.35 in plasma post 5-day 10 mg/kg bid p.o.). A939572 is a useful tool for probing SCD1-mediated physiological and pathological processes both in cultures (50 nM-10 μM) and in vivo (5-10 mg/kg i.p. or 10 mg/kg p.o. in mice).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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    Justyna Janikiewicz et al.
    Journal of lipid research, 56(10), 1901-1911 (2015-08-22)
    Autophagy is indispensable for the proper architecture and flawless functioning of pancreatic β-cells. A growing body of evidence indicates reciprocal communication between autophagic pathways, apoptosis, and intracellular lipids. The way in which elevated levels of free saturated or unsaturated FAs
    Mark Kin Fai Ma et al.
    Journal of hepatology, 67(5), 979-990 (2017-06-26)
    We investigated the functional role and clinical significance of stearoyl-CoA desaturase-1 (SCD1) mediated endoplasmic reticulum (ER) stress in regulating liver tumor-initiating cells (T-ICs) and sorafenib resistance, with the aim of developing a novel therapeutic strategy against hepatocellular carcinomas (HCCs). We
    Keane K Y Lai et al.
    Gastroenterology, 152(6), 1477-1491 (2017-02-02)
    Stearoyl-CoA desaturase (SCD) synthesizes monounsaturated fatty acids (MUFAs) and has been associated with the development of metabolic syndrome, tumorigenesis, and stem cell characteristics. We investigated whether and how SCD promotes liver fibrosis and tumor development in mice. Rodent primary hepatic
    Ling Chen et al.
    Scientific reports, 6, 19665-19665 (2016-01-28)
    Inhibition of stearoyl-CoA desaturase 1 (SCD1) has been found to effectively suppress tumor cell proliferation and induce apoptosis in numerous neoplastic lesions. However, mechanism underlying SCD1-mediated anti-tumor effect has maintained unclear. Herein, we reported endo-lipid messenger ceramides played a critical
    Uri Ben-David et al.
    Cell stem cell, 12(2), 167-179 (2013-01-16)
    The use of human pluripotent stem cells (hPSCs) in cell therapy is hindered by the tumorigenic risk from residual undifferentiated cells. Here we performed a high-throughput screen of over 52,000 small molecules and identified 15 pluripotent cell-specific inhibitors (PluriSIns), nine

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