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MCC-555

Product Name
MCC-555
CAS No.
161600-01-7
Chemical Name
MCC-555
Synonyms
MCC-555;RWJ 241947;Isaglitazone;Netoglitazone;Netoglitazone (MCC-555);5-((6-((2-Fluorobenzyl)oxy)naphthalen-2-yl)methyl)thiazolidine-2,4-dione;5-[[6-[(2-FLUOROPHENYL)METHOXY]-2-NAPHTHALENYL]METHYL]-2,4-THIAZOLIDINEDIONE;2,4-Thiazolidinedione, 5-[[6-[(2-fluorophenyl)methoxy]-2-naphthalenyl]methyl]-;5-[[6-[(2-fluorophenyl)methoxy]naphthalen-2-yl]methyl]-1,3-thiazolidine-2,4-dione;inhibit,MCC-555,PPAR,Peroxisome proliferator-activated receptors,MCC 555,MCC555,Inhibitor
CBNumber
CB9113556
Molecular Formula
C21H16FNO3S
Formula Weight
381.42
MOL File
161600-01-7.mol
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MCC-555 Property

Boiling point:
599.5±30.0 °C(Predicted)
Density 
1.369±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: soluble10mg/mL, clear
pka
6.28±0.50(Predicted)
form 
powder
color 
white to beige
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Safety

Hazard Codes 
N
Risk Statements 
50/53
Safety Statements 
60-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
RTECS 
XJ5813445
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0896
Product name
MCC-555
Purity
≥98% (HPLC)
Packaging
5mg
Price
$97.6
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0896
Product name
MCC-555
Purity
≥98% (HPLC)
Packaging
25mg
Price
$382
Updated
2024/03/01
Cayman Chemical
Product number
70735
Product name
MCC-555
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
70735
Product name
MCC-555
Purity
≥98%
Packaging
5mg
Price
$117
Updated
2024/03/01
Cayman Chemical
Product number
70735
Product name
MCC-555
Purity
≥98%
Packaging
10mg
Price
$214
Updated
2024/03/01
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MCC-555 Chemical Properties,Usage,Production

Uses

Antidiabetic; orally-administered insulin action enhancer to lower the plasma glucose in patients with non-insulin dependent diabetes mellitus (Type II).

Uses

MCC 555 belongs to the thiazolidinedion class, a group of compounds with anti-diabetic properties. In addition, MCC 555 has been found to induce apoptosis in pancreatic and colorectal cancer cells involving the?Nonsteroidal anti-inflammatory drug (NSAID)-activated gene?(NAG-1). MCC 555 is an agent with anti-diabetic and anti-cancer properties.

Biological Activity

mcc-555, also known as rwj-241947, is a novel peroxisome proliferator–activated receptor γ ligand [1].the pparγ receptors mainly express in adipose tissue, colon and macrophages involved in regulating fatty acid storage and glucose metabolism. it has been identified that pparγ is the major functional receptor for the thiazolidinedione class of insulin-sensitizing drugs. the pparγ receptor is implicated in the processes of adipogenesis and systemic insulin action [2].mcc-555 (5 μmol/l) exhibited an apoptotic activity in human colorectal cancer cells. mcc-555 significantly increased nag-1 expression in a pparγ-independent manner. in hct-116 cells, treatment with mcc-555 induced apoptosis. mcc-555 affected nag-1 mrna stability. mcc-555 treatment induced rapid phosphorylation of erk1/2 [1]. in various solid and hematological tumor cell lines, mcc-555 showed antiproliferative activity against prostate cancer cells, with the strongest effect against the androgen-independent pc-3 prostate cancer cells [2].in male beige/nude/x-linked immunodeficient (bnx) mice, treatment with mcc-555 profoundly suppressed growth of pc-3 prostate cancer xenografts with prominent apoptosis, fibrosis, and inflammatory and giant cell reaction. the experimented mice showed significantly decreased cholesterol [3].

Biochem/physiol Actions

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.

References

[1] yamaguchi k, lee s h, eling t e, et al. a novel peroxisome proliferator–activated receptor γ ligand, mcc-555, induces apoptosis via posttranscriptional regulation of nag-1 in colorectal cancer cells[j]. molecular cancer therapeutics, 2006, 5(5): 1352-1361.
[2] spiegelman b m. ppar-gamma: adipogenic regulator and thiazolidinedione receptor[j]. diabetes, 1998, 47(4): 507-514.
[3] kumagai t, ikezoe t, gui d, et al. rwj-241947 (mcc-555), a unique peroxisome proliferator-activated receptor-γ ligand with antitumor activity against human prostate cancer in vitro and in beige/nude/x-linked immunodeficient mice and enhancement of apoptosis in myeloma cells induced by arsenic trioxide[j]. clinical cancer research, 2004, 10(4): 1508-1520.

MCC-555 Preparation Products And Raw materials

Raw materials

Preparation Products

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MCC-555 Suppliers

Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58

161600-01-7, MCC-555Related Search:


  • MCC-555
  • NETOGLITAZONE,2,4-THIAZOLIDINEDIONE, 5-[[6-[(2-FLUOROPHENYL)METHOXY]-2-NAPHTHALENYL]METHYL]-
  • Isaglitazone
  • Netoglitazone
  • RWJ 241947
  • 5-[[6-[(2-fluorophenyl)methoxy]naphthalen-2-yl]methyl]-1,3-thiazolidine-2,4-dione
  • 5-[[6-[(2-FLUOROPHENYL)METHOXY]-2-NAPHTHALENYL]METHYL]-2,4-THIAZOLIDINEDIONE
  • 5-((6-((2-Fluorobenzyl)oxy)naphthalen-2-yl)methyl)thiazolidine-2,4-dione
  • 2,4-Thiazolidinedione, 5-[[6-[(2-fluorophenyl)methoxy]-2-naphthalenyl]methyl]-
  • Netoglitazone (MCC-555)
  • inhibit,MCC-555,PPAR,Peroxisome proliferator-activated receptors,MCC 555,MCC555,Inhibitor
  • 161600-01-7
  • C21H16FNO3S