S0826

S-PMH

≥98% (HPLC)

• Synonym(s): (Z)-5-(4-(ethylthio)benzylidene)-hydantoin, (Z)-5-[4-(Ethylthio)benzylidene]imidazolidine-2,4-dione, 5-(4-Ethylsulfanylbenzylidene)imidazolidine-2,4-dione
• Empirical Formula (Hill Notation): C₁₂H₁₂N₂O₂S
• CAS Number: 1134426-32-6
• Molecular Weight: 248.30
• MDL number: MFCD12912441
• UNSPSC Code: 12352202
• PubChem Substance ID: 329824180

Properties

• Assay: ≥98% (HPLC)
• form: powder
• color: yellow
• solubility: DMSO: >20 mg/mL
• storage temp.: 2-8°C
• SMILES string: CCSc1ccc(cc1)\C=C2/NC(=O)NC2=O
• InChI: 1S/C12H12N2O2S/c1-2-17-9-5-3-8(4-6-9)7-10-11(15)14-12(16)13-10/h3-7H,2H2,1H3,(H2,13,14,15,16)/b10-7-
• InChI key: UWMDBDYLNJITCD-YFHOEESVSA-N

Description

Biochem/physiol Actions

S-PMH augments cell-cell adhesion by enhancing tight and adherens junctions (TJ and AJ) and by abolishing the destabilizing actions of Calcitonin (CT) on these complexes. Calcitonin and its receptor are expressed in prostate cell cancers and plays a pivotal role in metastasis and tumorgenesis. It appears that CT promotes prostate cancer metastasis by reducing cell-cell adhesion through the disassembly of tight and adherens junctions and activation of B-catenin signaling. S-PMH apparently blocks CT-stimulated alphavbeta3 activity (a key factor in bone metastasis). In a nude mice model I.p. administered S-PMH and its S-ethyl derivative decreased orthotopic tumor growth and inhibited the formation of tumor micrometastases in distant organs. S-PMH is relatively nontoxic in a cell proliferation assay.

Features and Benefits

This compound is featured on the Calcitonin Gene-Related Peptides page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable