AdipoGen Life Sciences

Phenylmethylene hydantoin

CHF 230.00
In stock
AG-CN2-0041-M0011 mgCHF 230.00
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Product Details
Synonyms PMH; 5(4-Hydroxybenzylidene)hydantoin
Product Type Chemical
Properties
Formula

C10H8N2O3

MW 204.2
CAS 80171-33-1
Source/Host Chemicals Isolated from an unidentifed marine sponge.
Purity Chemicals ≥97% (HPLC)
Appearance Greenish solid.
Solubility Soluble in ethanol or DMSO.
Identity Determined by 1H-NMR.
InChi Key UPDDIBZITPTASO-YVMONPNESA-N
Smiles OC1=CC=C(\C=C2/NC(=O)NC2=O)C=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Store solutions at -20°C in the dark.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
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-3β (GSK-3 β) inhibitor [4].
Product References
  1. 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)
  2. 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)
  3. 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)
  4. 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)
  5. 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)
  6. 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)
  7. Methods for evaluation of structural and biological properties of antiinvasive natural products: M. Mudit, et al.; Meth. Mol. Biol. 716, 55 (2011)
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