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045145 Phenylmethylene hydantoin CAS: 80171-33-1

Specifications
References
CAS Number
80171-33-1
Grade
Highly Purified
Molecular Formula
C10H8N2O3
Molecular Weight
204.2
EU Commodity Code
38220090
Shipping Temp
RT
Storage Temp
4°C/-20°C

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.

Synonyms
PMH; 5(4-Hydroxybenzylidene)hydantoin
CAS Number
80171-33-1
Source
Isolated from an unidentifed marine sponge.
Molecular Weight
204.2
Molecular Formula
C10H8N2O3
Method for Determining Identity
Proton NMR
Solubility
Ethanol or DMSO
Appearance
Supplied as a greenish solid.
Purity
≥97% (HPLC)
Storage and Stability
Store short term at 4°C. Keep cool and dry, and protect from light. For long term storage, store solutions at -20°C in the dark. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards
 All products should be handled by qualified personnel only, trained in laboratory procedures.
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).
USBio References
No references available
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