M8515

Monastrol

≥98% (HPLC), solid

• Synonym(s): 4-(3-Hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-4H-pyrimidin-5-carboxylic Acid Ethyl Ester
• Empirical Formula (Hill Notation): C₁₄H₁₆N₂O₃S
• CAS Number: 254753-54-3
• Molecular Weight: 292.35
• MDL number: MFCD00813077
• UNSPSC Code: 12352200
• PubChem Substance ID: 24897267
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: solid
• storage condition: protect from light
• color: white to off-white
• mp: 185-185.9 °C (lit.)
• solubility: DMSO: >5 mg/mL
• storage temp.: 2-8°C
• SMILES string: CCOC(=O)C1=C(C)NC(=S)NC1c2cccc(O)c2
• InChI: 1S/C14H16N2O3S/c1-3-19-13(18)11-8(2)15-14(20)16-12(11)9-5-4-6-10(17)7-9/h4-7,12,17H,3H2,1-2H3,(H2,15,16,20)
• InChI key: LOBCDGHHHHGHFA-UHFFFAOYSA-N

Description

Application

Monastrol has been used:

• to treat MDA-MB-231 cells as a non-microtubule-targeting agent
• as a antineoplastic agent, to treat mouse myeloma cell line SP 2/0, to induce apoptosis and to elucidate the role of metabotropic glutamate receptor 3 (Grm3) in apoptosis
• as an inhibitor of pteridine reductase in GFP-transfected promastigotes infected macrophages for flow cytometer-based growth inhibition assay and to evaluate anti-leishmanial activity of Leishmania donovani hamster model in vivo

Biochem/physiol Actions

Monastrol is a potent, cell-permeant inhibitor of mitosis. Monastrol arrested cells are characterized by monopolar spindles. This phenotype is induced through specific disruption of mitotic molecular motor kinesin Eg5 with IC₅₀ at 14 μM. No effect on other motor proteins and tubulin.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Packaging

Packaged under inert gas.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves