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(+/-)-BLEBBISTATIN

CAS No.
674289-55-5
Chemical Name:
(+/-)-BLEBBISTATIN
Synonyms
(±)Bebbistatin;(+/-)-BLEBBISTATIN;(R)-(+)-BLEBBISTATIN;E1249 (+/-)-Blebbi- Calbiochem;Blebbistatin,Inhibitor,Myosin,inhibit;3a-hydroxy-6-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one;3a-hydroxy-6-methyl-1-phenyl-3,3a-dihydro-1H-pyrrolo[2,3-b]quinolin-4(2H)-one;(+/-)-1-PHENYL-1,2,3,4-TETRAHYDRO-4-HYDROXYPYRROLO[2,3-B]-7-METHYLQUINOLIN-4-ONE;1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-β]quinolin-4-one;(+/-)-1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2,3-β]-7-methylquinolin-4-one
CBNumber:
CB0787697
Molecular Formula:
C18H16N2O2
Molecular Weight:
292.33
MDL Number:
MFCD04113775
MOL File:
674289-55-5.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

(+/-)-BLEBBISTATIN Properties

Melting point 210-212°C
Boiling point 507.3±60.0 °C(Predicted)
Density 1.31±0.1 g/cm3(Predicted)
storage temp. −20°C
solubility Chloroform (Slightly), Dichloromethane, DMSO, Ethyl Acetate, Methanol
form Bright yellow solid.
pka 11.15±0.20(Predicted)
color Yellow
CAS DataBase Reference 674289-55-5
FDA UNII 20WC4J7CQ6

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xn
Risk Statements  20/21/22-36/37/38
Safety Statements  26-36/37
NFPA 704
0
3 0

(+/-)-BLEBBISTATIN price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 203390 (±)-Blebbistatin - CAS 674289-55-5 - Calbiochem 674289-55-5 5mg $272 2024-03-01 Buy
Cayman Chemical 13186 (±)-Blebbistatin ≥98% 674289-55-5 5mg $86 2024-03-01 Buy
Cayman Chemical 13186 (±)-Blebbistatin ≥98% 674289-55-5 10mg $189 2024-03-01 Buy
Cayman Chemical 13186 (±)-Blebbistatin ≥98% 674289-55-5 25mg $336 2024-03-01 Buy
Cayman Chemical 13186 (±)-Blebbistatin ≥98% 674289-55-5 50mg $629 2024-03-01 Buy
Product number Packaging Price Buy
203390 5mg $272 Buy
13186 5mg $86 Buy
13186 10mg $189 Buy
13186 25mg $336 Buy
13186 50mg $629 Buy

(+/-)-BLEBBISTATIN Chemical Properties,Uses,Production

Description

(±)-Blebbistatin is a racemic mixture of (–)-blebbistatin and (+)-blebbistatin , the active and inactive forms, respectively. (–)-Blebbistatin is a selective cell-permeable inhibitor of non-muscle myosin II ATPases. (–)-Blebbistatin rapidly and reversibly inhibits Mg-ATPase activity and in vitro motility of non-muscle myosin IIA and IIB for several species (IC50s = 0.5-5 μM), while poorly inhibiting smooth muscle myosin (IC50 = 8 μM). Through these effects, (–)-blebbistatin blocks apoptosis-related bleb formation, directed cell migration, and cytokinesis in vertebrate cells. However, prolonged exposure to blue light (450-490 nm) results in degradation of blebbistatin to an inactive product via cytotoxic intermediates, which may be problematic for its use in fluorescent live cell imaging applications. (S)-nitro-Blebbistatin and (R)-nitro-blebbistatin are more stable forms of (–)-blebbistatin and (+)-blebbistatin, respectively. The addition of a nitro group stabilizes the molecules to circumvent their degradation by prolonged blue light exposure. (S)-nitro-Blebbistatin and (R)-nitro-blebbistatin have the same stereochemistry of the active and inactive enantiomers, respectively.

Chemical Properties

Bright Yellow Solid

Uses

(±)-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 - ).

Uses

Blebbistatin blocked myosin II-dependent cell processes. It blocks cell blebbing rapidly and reversibly. Also rapidly disrupted directed cell migration and cytokinesis in vertebrate cell. It blocks both blebbing and cytokinesis at 50-100μM. (±)-1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2,3-b]-7-methylquinolin-4-one Selective inhibitor of nonmuscle myosin II; inhibits contraction of the cleavage furrow without disrupting mitosis or contractile ring assembly. Rapidly and reversibly blocks cell blebbing, and disrupts directed cell migration and cytokinesis in vertebrate cells.

Definition

ChEBI: 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 ac ivity of non-muscle myosin II.

Biological Activity

Selective inhibitor of myosin II ATPase activity; inhibits contraction of the cleavage furrow without disrupting mitosis or contractile ring assembly. Rapidly and reversibly blocks cell blebbing, and disrupts directed cell migration and cytokinesis in vertebrate cells.

storage

Store at +4°C

(+/-)-BLEBBISTATIN Preparation Products And Raw materials

Raw materials

Preparation Products

(+/-)-BLEBBISTATIN Suppliers

Global( 55)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Hefei Hirisun Pharmatech Co., Ltd
+8615056975894 shawn@hirisunpharm.com CHINA 9923 58
Labnetwork lnc.
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LEAP CHEM CO., LTD.
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Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33349 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 132020 58
Shandong Yizhi Medical Technology Co., LTD 13287715206 2786175817@qq.com China 42 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
Beijing Ouhe Technology Co., Ltd 010-82967028 13552068683 2355560935@qq.com China 12426 60
(R)-(+)-BLEBBISTATIN (3AS)-(-)-1,2,3,3A-TETRAHYDRO-3A-HYDROXY-6-METHYL-1-PHENYL-4H-PYRROLO[2,3-B]QUINOLIN-4-ONE (+/-)-1-PHENYL-1,2,3,4-TETRAHYDRO-4-HYDROXYPYRROLO[2,3-B]-7-METHYLQUINOLIN-4-ONE (+/-)-1,2,3,3A-TETRAHYDRO-3A-HYDROXY-6-METHYL-1-PHENYL-4H-PYRROLO[2,3-B]QUINOLIN-4-ONE (+/-)-1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2,3-β]-7-methylquinolin-4-one 1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-β]quinolin-4-one (3aS)-1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-β]quinolin-4-one (3aR)-1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-β]quinolin-4-one (3aR)-1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one (±)Bebbistatin (+/-)-BLEBBISTATIN 4H-Pyrrolo[2,3-b]quinolin-4-one, 1,2,3,3a-tetrahydro-3a-hydroxy-6-Methyl-1-phenyl- 3a-hydroxy-6-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one Blebbistatin,Inhibitor,Myosin,inhibit 3a-hydroxy-6-methyl-1-phenyl-3,3a-dihydro-1H-pyrrolo[2,3-b]quinolin-4(2H)-one E1249 (+/-)-Blebbi- Calbiochem 674289-55-5 Caspases/Apoptosis Chiral Reagents Inhibitors Intermediates & Fine Chemicals Pharmaceuticals All Inhibitors