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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
$113
Updated
2024/03/01
Sigma-Aldrich
Product number
475879
Product name
Monastrol
Purity
A potent, cell-permeable, non-tubulin-interacting mitosis inhibitor.
Packaging
5mg
Price
$373
Updated
2024/03/01
Sigma-Aldrich
Product number
M8515
Product name
Monastrol
Purity
≥98% (HPLC), solid
Packaging
1mg
Price
$138
Updated
2024/03/01
Sigma-Aldrich
Product number
M8515
Product name
Monastrol
Purity
≥98% (HPLC), solid
Packaging
5mg
Price
$469
Updated
2024/03/01
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

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

Uses

Inhibitor of mammalian cell mitosis.

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) Mayer?et al. (1999), Small molecule inhibitor of mitotic spindle bipolarity identified in a phenotype-based screen; Science,?286?971 2) Kapoor?et al.?(2000),?Probing spindle assembly mechanisms with monastrol, a small molecule inhibitor of mitotic kinesin, Eg5; J. Cell Biol.,?150?975 3) Ari?et al.?(2014),?Alzheimer amyloid beta inhibition of Eg5/kinesin 5 reduces neurotrophin and/or transmitter receptor function; Neurobiol. Aging,?35?1839 4) Lin?et al. (2011),?Inhibition of Kinesin-5, a microtubule-based motor protein, as a strategy for enhancing regeneration of adult axons; Traffic,?12?269

MONASTROL Preparation Products And Raw materials

Raw materials

Preparation Products

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MONASTROL Suppliers

Canada 1 China 41 Germany 1 Switzerland 3 United Kingdom 8 United States 12 Global 66
Tocris Bioscience
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customerservice@tocris.co.uk
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United Kingdom
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Leancare Ltd.
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enquiry@leancare.co.uk
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United Kingdom
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MOLEKULA Ltd.
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kevinbanks@molekula.com
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United Kingdom
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CARBONE SCIENTIFIC CO.,LTD
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sales@carbonesci.com
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United Kingdom
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UK GREEN SCIENTIFIC CO.,LIMITED
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sales@gs-chem.com
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United Kingdom
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6098
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Fluorochem Ltd
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vernam@fluorochem.co.uk
Country
United Kingdom
ProdList
6375
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Fluorochem Ltd.
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enquiries@fluorochem.co.uk
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United Kingdom
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VWR International
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solutions@vwr.com
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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:

CHAETOGLOBOSIN A Epothilone B 2-Fluoro-N-[2-(2-methyl-1H-indol-3-yl)ethyl]benzamide LATRUNCULIN A 5-Pyrimidinecarboxylic acid AKOS B029858 4-(3-PHENOXY-PHENYL)-6-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDRO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER 6-METHYL-4-(3-PHENOXY-PHENYL)-2-THIOXO-1,2,3,4-TETRAHYDRO-PYRIMIDINE-5-CARBOXYLIC ACID BENZYL ESTER AKOS B029856 6-METHYL-4-(3-PHENOXY-PHENYL)-2-THIOXO-1,2,3,4-TETRAHYDRO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER AKOS B029860 (4R)-MONASTROL MONASTROL

  • 4-(3-HYDROXYPHENYL)-6-METHYL-2-THIOXO-1,2,3,4-TETRAHYDRO-4H-PYRIMIDIN-5-CARBOXYLIC ACID ETHYL ESTER
  • 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
  • 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
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  • Apoptosis and Cell Cycle
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