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
- Molecular Weight:
- 381.42
- MDL Number:
- MFCD00931223
- MOL File:
- 161600-01-7.mol
- MSDS File:
- SDS
| 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 |
| FDA UNII | QOV2JZ647A |
MCC-555 price More Price(12)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML0896 | MCC-555 ≥98% (HPLC) | 161600-01-7 | 5mg | $97.6 | 2024-03-01 | Buy |
| Sigma-Aldrich | SML0896 | MCC-555 ≥98% (HPLC) | 161600-01-7 | 25mg | $382 | 2024-03-01 | Buy |
| Cayman Chemical | 70735 | MCC-555 ≥98% | 161600-01-7 | 1mg | $44 | 2024-03-01 | Buy |
| Cayman Chemical | 70735 | MCC-555 ≥98% | 161600-01-7 | 5mg | $117 | 2024-03-01 | Buy |
| Cayman Chemical | 70735 | MCC-555 ≥98% | 161600-01-7 | 10mg | $214 | 2024-03-01 | Buy |
MCC-555 Chemical Properties,Uses,Production
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.
Uses
Antidiabetic; orally-administered insulin action enhancer to lower the plasma glucose in patients with non-insulin dependent diabetes mellitus (Type II).
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
MCC-555 Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63711 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| HANGZHOU CLAP TECHNOLOGY CO.,LTD | 86-571-88216897,88216896 13588875226 | sales@hzclap.com | CHINA | 6313 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131981 | 58 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51471 | 80 |
| Pharmacodia (Beijing) Co.,Ltd | +86-400-851-9921 | sales@pharmacodia.com | China | 2317 | 55 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9709 | 58 |
| Lynnchem | 86-(0)29-85992781 17792393971 | info@lynnchem.com | China | 4587 | 58 |
| Novachemistry | 44-20819178-90 02081917890 | info@novachemistry.com | United Kingdom | 4381 | 58 |
| DC Chemicals | 021-58447131 13564518121 | sales@dcchemicals.com | China | 9414 | 58 |
| Supplier | Advantage |
|---|---|
| Alchem Pharmtech,Inc. | 58 |
| TargetMol Chemicals Inc. | 58 |
| HANGZHOU CLAP TECHNOLOGY CO.,LTD | 58 |
| Amadis Chemical Company Limited | 58 |
| Sigma-Aldrich | 80 |
| Pharmacodia (Beijing) Co.,Ltd | 55 |
| Shanghai EFE Biological Technology Co., Ltd. | 58 |
| Lynnchem | 58 |
| Novachemistry | 58 |
| DC Chemicals | 58 |