ChemicalBook > CAS DataBase List > MONASTROL

MONASTROL

Product Name: MONASTROL
CAS No.: 254753-54-3
Chemical Name: MONASTROL
Synonyms: CS-2432;Monastrol（b）;(S)-Monastrol;O-(4-Hydroxy-3-iodophenyl)-3;Monastrol - CAS 254753-54-3 - Calbiochem;6-METHYL-4-(3-HYDROXYPHENYL)-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE;1,2,3,4-TETRAHYDRO-4-(3-HYDROXYPHENYL)-6-METHYL-2-THIOXO-5-PYRIMIDINECARBOXYLIC ACID, ETHYL ESTER;ethyl (4S)-4-(3-hydroxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate;4-(3-HYDROXYPHENYL)-6-METHYL-2-THIOXO-1,2,3,4-TETRAHYDRO-4H-PYRIMIDIN-5-CARBOXYLIC ACID ETHYL ESTER;5-Pyrimidinecarboxylic acid, 1,2,3,4-tetrahydro-4-(3-hydroxyphenyl)-6-methyl-2-thioxo-, ethyl ester, (4S)-
CBNumber: CB7745337
Molecular Formula: C14H16N2O3S
Formula Weight: 292.35
MOL File: 254753-54-3.mol

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MONASTROL Property

Melting point:: 185-185.9 °C(lit.)
Boiling point:: 441.3±55.0 °C(Predicted)
Density: 1.34±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: 100 mg/mL
pka: 9.63±0.10(Predicted)
form: White solid
color: white to off-white
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
CAS DataBase Reference: 254753-54-3(CAS DataBase Reference)

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Safety

Safety Statements: 22-24/25
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 475879
Product name: Monastrol
Purity: A potent, cell-permeable, non-tubulin-interacting mitosis inhibitor.
Packaging: 1mg
Price: $116
Updated: 2025/07/31

Sigma-Aldrich

Product number: 475879
Product name: Monastrol
Purity: A potent, cell-permeable, non-tubulin-interacting mitosis inhibitor.
Packaging: 5mg
Price: $383
Updated: 2025/07/31

Sigma-Aldrich

Product number: M8515
Product name: Monastrol
Purity: ≥98% (HPLC), solid
Packaging: 1mg
Price: $134.9
Updated: 2025/07/31

Sigma-Aldrich

Product number: M8515
Product name: Monastrol
Purity: ≥98% (HPLC), solid
Packaging: 5mg
Price: $482
Updated: 2025/07/31

TRC

Product number: M505753
Product name: Monastrol
Packaging: 1mg
Price: $75
Updated: 2021/12/16

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MONASTROL Chemical Properties,Usage,Production

Description

Monastrol (254753-54-3) is a potent, cell-permeable, small molecule inhibitor of mitosis. Monastrol-arrested cells are characterized by monopolar spindles.1?Does not affect other motor proteins or tubulin. Specifically inhibits the mitotic molecular motor kinesin Eg5, a motor protein required for spindle formation (IC50?= 14 μM).2?Mimics the effect of amyloid β on long term potentiation in a cellular model of learning and memory.3?Enhances regeneration of adult axons.4

Chemical Properties

Crystalline Solid

Uses

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

Uses

Inhibitor of mammalian cell mitosis.

Uses

A cell-permeablesmall molecule inhibitor of the mitotic kinesin, Eg5, arrests cells in mitosis with monoastral spindles

Definition

ChEBI: Monastrol is a racemate comprising equimolar amounts of R- and S-monastrol. It has a role as an antineoplastic agent, an EC 3.5.1.5 (urease) inhibitor, an antileishmanial agent and an antimitotic. It contains a (R)-monastrol and a (S)-monastrol.

Biological Activity

Potent, cell-permeable, small molecule mitosis inhibitor that does not interact with tubulin. Arrests cells in mitosis and specifically inhibits the motility of the mitotic kinesin Eg5, a motor protein required for mitotic spindle formation and maintenance (IC 50 = 14 μ M).

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.

storage

Store at RT

References

[1] MAKOTO KINOSHITA Naoki W. [Small molecule inhibitor of mitotic spindle bipolarity identified in a phenotype-based screen].[J]. Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme, 2007, 52 13 Suppl: 1796-1799.
[2] T M KAPOOR. Probing spindle assembly mechanisms with monastrol, a small molecule inhibitor of the mitotic kinesin, Eg5.[J]. Journal of Cell Biology, 2000, 150 5: 975-988. DOI:10.1083/jcb.150.5.975
[3] CSILLA ARI . Alzheimer amyloid beta inhibition of Eg5/kinesin 5 reduces neurotrophin and/or transmitter receptor function[J]. Neurobiology of Aging, 2014, 35 8: Pages 1839-1849. DOI:10.1016/j.neurobiolaging.2014.02.006
[4] SHEN LIN. Inhibition of Kinesin-5, a microtubule-based motor protein, as a strategy for enhancing regeneration of adult axons.[J]. Traffic (Copenhagen, Denmark), 2011: 269-286. DOI:10.1111/j.1600-0854.2010.01152.x

MONASTROL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from MONASTROL manufacturers

Career Henan Chemica Co

Product: MONASTROL 254753-54-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: MIn98%HPLC/LC
Supply Ability: 100KGS
Release date: 2020-10-29

254753-54-3, MONASTROLRelated Search:

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Monastrol - CAS 254753-54-3 - Calbiochem

CS-2432

5-Pyrimidinecarboxylic acid, 1,2,3,4-tetrahydro-4-(3-hydroxyphenyl)-6-methyl-2-thioxo-, ethyl ester, (4S)-

O-(4-Hydroxy-3-iodophenyl)-3

Monastrol（b）

(S)-Monastrol

ethyl (4S)-4-(3-hydroxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate

254753-54-3

C14H16N2O3S

BioChemical

Cell Biology

Cell Signaling and Neuroscience

Cell Cycle

Cell Cycle Regulators

Apoptosis and Cell Cycle

All Inhibitors

Inhibitors