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Chemical Structure
Chemical Structure
Chemical Structure

Phenylmethylene hydantoin [80171-33-1]

Research Use Only
AG-CN2-0041
AdipoGen Life Sciences
Estimated Purity>97% (HPLC)
Product group Chemicals
Molecular Weight204.2
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Phenylmethylene hydantoin [80171-33-1]
  • Delivery Days Customer
    10
  • Certification
    Research Use Only
  • Estimated Purity
    >97% (HPLC)
  • Hazard Information
    Non-hazardous
  • Molecular Formula
    C10H8N2O3
  • Molecular Weight
    204.2
  • Scientific Description
    Anticancer compound [2, 3, 5, 6]. Chemopreventive [2, 3, 5, 6, 7]. Shows anti-metastatic activity in prostate cancer cells through enhancement of cell-cell adhesion [2, 3]. Anti-invasive compound [5, 6, 7]. Glycogen synthase kinase-3beta (GSK-3 beta) inhibitor [4]. - Chemical. CAS: 80171-33-1. Formula: C10H8N2O3. MW: 204.2. Isolated from an unidentifed marine sponge. Anticancer compound. Chemopreventive. Shows anti-metastatic activity in prostate cancer cells through enhancement of cell-cell adhesion. Anti-invasive compound. Glycogen synthase kinase-3beta (GSK-3 beta) inhibitor.
  • SMILES
    OC1=CC=C(\C=C2/NC(=O)NC2=O)C=C1
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

References

  • The synthesis of amino-acids: Piperidine and diethylamine as catalysts in the condensation of aromatic aldehydes with hydantoins: W.J. Boyd & W. Robson; Biochem. J. 29, 542 (1935)
  • Identification of a small molecule class to enhance cell-cell adhesion and attenuate prostate tumor growth and metastasis: G.V. Shah, et al.; Mol. Cancer Ther. 8, 509 (2009)
  • Discovery, design, and synthesis of anti-metastatic lead phenylmethylene hydantoins inspired by marine natural products: M. Mudit, et al.; Bioorg. Med. Chem. 17, 1731 (2009)
  • The marine natural-derived inhibitors of glycogen synthase kinase-3beta phenylmethylene hydantoins: In vitro and in vivo activities and pharmacophore modeling: M.A. Khanfar, et al.; Bioorg. Med. Chem. 17, 6032 (2009)
  • Phenylmethylene hydantoins as prostate cancer invasion and migration inhibitors. CoMFA approach and QSAR analysis: M.A. Khanfar & K.A. El Sayed; Eur. J. Med. Chem. 45, 5397 (2010)
  • Phenyl-methylene hydantoins alter CD44-specific ligand binding of benign and malignant prostate cells and suppress CD44 isoform expression: K. Yang, et al.; Am. J. Transl. Res. 2, 88 (2010)
  • Methods for evaluation of structural and biological properties of antiinvasive natural products: M. Mudit, et al.; Meth. Mol. Biol. 716, 55 (2011)