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Merck

SML0896

Sigma-Aldrich

MCC-555

≥98% (HPLC)

Synonym(e):

5-[[6-[(2-Fluorophenyl)methoxy]-2-naphthalenyl]methyl]-2,4-thiazolidinedione, Isaglitazone, Netoglitazone, RWJ 241947

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About This Item

Empirische Formel (Hill-System):
C21H16FNO3S
CAS-Nummer:
Molekulargewicht:
381.42
UNSPSC-Code:
12352200
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 10 mg/mL, clear

Lagertemp.

2-8°C

InChI

1S/C21H16FNO3S/c22-18-4-2-1-3-16(18)12-26-17-8-7-14-9-13(5-6-15(14)11-17)10-19-20(24)23-21(25)27-19/h1-9,11,19H,10,12H2,(H,23,24,25)

InChIKey

PKWDZWYVIHVNKS-UHFFFAOYSA-N

Biochem./physiol. Wirkung

MCC-555 is a thiazolidinedione class anti-diabetic compound.
MCC-555 is a thiazolidinedione class anti-diabetic compound. In rodent models, MCC-555 attenuates the development of diabetes, maintains B-cell function and improves insulin sensitivity. The compound MCC-555 also inhibits proliferation of several cancer cell lines and reduces tumor growth in xenograft models.

Piktogramme

Environment

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Aquatic Acute 1 - Aquatic Chronic 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Lucy C Pickavance et al.
International journal of experimental pathology, 84(2), 83-89 (2003-06-13)
The Zucker Diabetic Fatty (ZDF) rat is a model of impaired insulin sensitivity arising from hyperphagia owing to a mutation in the leptin receptor. In time, young ZDF rats, which are not initially diabetic, develop impaired pancreatic beta-cell function leading
[Insulin-sensitizing agents].
T Kadowaki
Nihon rinsho. Japanese journal of clinical medicine, 57(3), 688-694 (1999-04-13)
Takashi Kumagai et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 10(4), 1508-1520 (2004-02-24)
RWJ-241947 (MCC-555) is a novel peroxisome proliferator-activated receptor-gamma ligand of the thiazolidinedione class that was recently developed as an antidiabetic drug with unique properties. Some thiazolidinediones have anticancer activity against solid and hematological malignancies; the anticancer potency of RWJ-241947 has
M J Reginato et al.
The Journal of biological chemistry, 273(49), 32679-32684 (1998-11-26)
Thiazolidinediones (TZDs) constitute an exciting new class of antidiabetic compounds, which function as activating ligands for peroxisome proliferator-activated receptor gamma (PPARgamma). Until now, there has been an excellent correlation between in vivo hypoglycemic potency and in vitro binding and activation
S Ulrich et al.
Experimental cell research, 310(1), 196-204 (2005-08-23)
Histone deacetylase-inhibitors affect growth and differentiation of intestinal epithelial cells by inducing expression of several transcription factors, e.g. Peroxisome proliferator-activated receptor gamma (PPARgamma) or vitamin D receptor (VDR). While activation of VDR by butyrate mainly seems to be responsible for

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