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(±)-Blebbistatin

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Formula: C18H16N2O2
CAS: 674289-55-5
search Element: blebbistatin plusmn

Identification

Structural Formula
(±)-Blebbistatin
CAS:
674289-55-5
EINECS:
Molecular Formula:
C18H16N2O2
MDL:
MFCD04113775
SMILES:
CC1=CC2=C(C=C1)N=C3C(C2=O)(CCN3C4=CC=CC=C4)O
Synonym:
(+/-)-1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4h-pyrrolo[2,3-b]quinolin-4-one ; (3ar)-1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4h-pyrrolo[2,3-b]quinolin-4-one ; (3ar)-1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4h-pyrrolo[2,3-β]quinolin-4-one ; 1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4h-pyrrolo[2,3-β]quinolin-4-one ; (r)-(+)-blebbistatin ; (+/-)-1-phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2,3-β]-7-methylquinolin-4-one ; (3as)-1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4h-pyrrolo[2,3-β]quinolin-4-one ; (±)bebbistatin ; (+/-)-1-phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2,3-b]-7-methylquinolin-4-one ; 4h-pyrrolo[2,3-b]quinolin-4-one, 1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-


Description

(±)-Blebbistatin is a 1-phenyl-2-pyrrolidinone derivative, which acts as a selective inhibitor of nonmuscle myosin II ATPase and several striated muscle myosins, while reversibly blocking cell blebbing and disrupting cytokinesis via ubiquitin-mediated proteolysis. In addition, (±)-Blebbistatin inhibits the contraction of the cleavage furrow without disrupting contractile ring assembly or mitosis. Studies using a Boyden chamber assay show that (±)-Blebbistatin, a 1-phenyl-2-pyrrolidinone derivative, inhibits cellular migration and invasiveness. Alternative studies indicate that (±)-Blebbistatin can effectively uncouple the excitation-contraction process in zebrafish hearts. Furthermore, (±)-Blebbistatin suppresses contraction and disrupts contractile filament organization.


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Properties for (±)-Blebbistatin

Molecular Weight:
292.33184 g·mol−1
Density:
1.31 g/cm3 (Predicted)
Melting point:
210-212 °C
Boiling point:
507.27° C at 760 mmHg (Predicted)
Solubility:
Chloroform, Dichloromethane, DMSO, Ethyl Acetate, Methanol