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HomeProduct name listMONASTROL

MONASTROL

Synonym(s):4-(3-Hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-4H-pyrimidin-5-carboxylic Acid Ethyl Ester

MONASTROL Structural

What is MONASTROL?

The Uses of MONASTROL

Monastrol is a small molecule that inhibits mitotic kinesin Eg5 and arrests cells in mitosis with monopolar spindles (1, 2).Monastrol is an anticancer agent against MCF-7 tumor cells (3).

Definition

ChEBI: A member of the class of thioureas that is 3,4-dihydropyrimidine-2(1)-thione substituted by a 3-hydroxyphenyl group at position 4, a methyl group at position 6 and a ethoxycarbonyl group at position 5.

Biological Activity

monastrol is a cell-permeable small molecule inhibitor of the mitotic kinesin, eg5. like other kinesins, eg5 can drive the movement of microtubules in vitro.

in vitro

previous study found that monastrol did not inhibit progression through s and g2 phases of the cell cycle or centrosome duplication. the mitotic arrest due to monastrol was also reversible rapidly. chromosomes in monastrol-treated cells frequently had both sister kinetochores attached to microtubules extending to the center of the monoaster. monastrol also inhibited bipolar spindle formation in xenopus egg extracts, however, monastrol did not prevent the targeting of eg5 to the monoastral spindles that form [1].

in vivo

previous study investigated the rat pk and tk of lasom 65, a monastrol derivative. results showed that lasom 65 had good bioavailability and linear pk after oral doses. lasom 65 distributed consistently in lung and fatty tissues. other investigated tissues presented smaller penetration ratios. adverse symptoms were observed only after iv administration, and regressed 3 h after dosing. no statistical differences were found for serum analysis, body weight and relative organ weight, indicating no acute toxicological effects. [2].

References

[1] kapoor tm,mayer tu,coughlin ml,mitchison tj. probing spindle assembly mechanisms with monastrol, a small molecule inhibitor of the mitotic kinesin, eg5. j cell biol.2000 sep 4;150(5):975-88.
[2] torres bg,ucha fde t,pigatto mc,azeredo fj,haas se,dallegrave e,canto rf,eifler-lima vl,dalla costa t. pre-clinical pharmacokinetics and acute toxicological evaluation of a monastrol derivative anticancer candidate lasom 65 in rats. xenobiotica.2014 mar;44(3):254-63.

Properties of MONASTROL

Melting point: 190-193℃ (ethanol )
Boiling point: 441.3±55.0 °C(Predicted)
Density  1.34±0.1 g/cm3 (20 ºC 760 Torr)
RTECS  UV6262400
storage temp.  under inert gas (nitrogen or Argon) at 2-8°C
solubility  DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Heated)
form  White to light yellow solid.
pka 9.63±0.10(Predicted)
color  White to Off-White
Sensitive  Light Sensitive

Safety information for MONASTROL

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H227:Flammable liquids
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.
P370+P378:In case of fire: Use … for extinction.
P403+P235:Store in a well-ventilated place. Keep cool.

Computed Descriptors for MONASTROL

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