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Home > Encyclopedia > 1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one

1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one

1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one structure

1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one 

structure
  • CAS No:

    674289-55-5

  • Formula:

    C18H16N2O2

  • Chemical Name:

    1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one

  • Synonyms:

    4H-Pyrrolo[2,3-b]quinolin-4-one,1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-;1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one;Blebbistatin

Description

Blebbistatin is a selective non-muscle myosin II (NMII) inhibitor, promotes directional migration of corneal endothelial cells (CECs) and accelerates wound healing, and better preserves cell junctional integrity and barrier function[1].


Blebbistatin is a pyrroloquinoline that is 1,2,3,3a-tetrahydro-H-pyrrolo[2,3-b]quinolin-4-one substituted by a hydroxy group at position 3a, a methyl group at position 6 and a phenyl group at position 1. It acts as an inhibitor of ATPase activity of non-muscle myosin II. It has a role as an inhibitor. It is a pyrroloquinoline, a cyclic ketone, a tertiary alcohol and a tertiary alpha-hydroxy ketone.

1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one Basic Attributes

292.33184

292.33

Characteristics

52.9

1.62

1.3±0.1 g/cm3

210-212°C

507.3±60.0 °C at 760 mmHg

260.6±32.9 °C

1.681

−20°C

Safety Information

20/21/22-36/37/38

26-36/37

Xn

Drug Information

blebbistatin

1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one Use and Manufacturing

(±)-Blebbistatin is a selective cell-permeable inhibitor of non-muscle myosin II ATPases.It rapidly and reversibly inhibits Mg-ATPase activity and in vitro motility of non-muscle myosin IIA and IIB for several species(IC50 = 0.5-5.0 μM), while poorly inhibiting smooth muscle myosin (IC50 = 80 μM).Through these effects, blebbistatin blocks apoptosis-related bleb formation, directed cell migration and cytokinesis in vertebrate cells.Blebbistatin is inactivated by UV light, which may be particularly important in fluorescent cell imaging applications.Purified enantiomers of Blebbistatin are also available from Cayman ((?)-Blebbistatin - ).

Computed Properties

Molecular Weight:292.3
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:292.121177757
Monoisotopic Mass:292.121177757
Topological Polar Surface Area:52.9
Heavy Atom Count:22
Complexity:497
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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