A structural homolog of rosiglitazone
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MCC-555

Item No. 70735

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[[6-[(2-fluorophenyl)methoxy]-2-naphthalenyl]methyl]-2,4-thiazolidinedione
CAS Number
161600-01-7
Synonyms
  • Isaglitazone
  • Netoglitazone
  • RWJ 241947
Molecular Formula
C21H16FNO3S
Formula Weight
381.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 1 mg/mlEthanol: 1 mg/ml
SMILES
FC1=CC=CC=C1COC2=CC(C=CC(CC3SC(NC3=O)=O)=C4)=C4C=C2
InChi Code
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)
InChi Key
PKWDZWYVIHVNKS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    MCC-555 is a structural homolog of rosiglitazone and the other TZDs. MCC-555 binds with about 1/10 the affinity of rosiglitazone to PPARγ.1 Despite this, MCC-555 is a more potent antidiabetic agent in whole animal experiments than rosiglitazone and several other prototypic TZDs; the ED50 value in these experiments was 2.7 mg/kg for MCC-555 compared with 7.1 mg/kg for rosiglitazone. MCC-555 is therefore a unique new member of the TZD class and may be useful in differentiating some of the multiple activities attributed to this class of compounds.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Reginato, M.J., Bailey, S.T., Krakow, S.L., et al. A potent antidiabetic thiazolidinedione with unique peroxisome proliferator-activated receptor g -activating properties. The Journal of Biological Chemisty 273, 32679-32684 (1998).