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(+/-)-BLEBBISTATIN

(+/-)-BLEBBISTATIN Structure
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
MOL File:
674289-55-5.mol
MSDS File:
SDS
Modify Date:
2023/6/30 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

SAFETY

Risk and Safety Statements

Symbol(GHS) 
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(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 203390 (±)-Blebbistatin - CAS 674289-55-5 - Calbiochem (±)-Blebbistatin, CAS 674289-55-5, is a cell-permeable, selective, and reversible inhibitor of nonmuscle myosin II. Blocks cell blebbing and disrupts 674289-55-5 5MG ₹28660 2022-06-14 Buy
Product number Packaging Price Buy
203390 5MG ₹28660 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 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.

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

Raw materials

Preparation Products

(+/-)-BLEBBISTATIN Suppliers

Global( 62)Suppliers
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CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Finetech Industry Limited +86-27-87465837 +8618971612321 China 9640 58 Inquiry
Labnetwork lnc. +86-27-50766799 +8618062016861 China 19994 58 Inquiry
LEAP CHEM CO., LTD. +86-852-30606658 China 24738 58 Inquiry
Shanghai Acmec Biochemical Technology Co., Ltd. +undefined18621343501 China 33350 58 Inquiry
Aladdin Scientific +1-+1(833)-552-7181 United States 57511 58 Inquiry
SHANGHAI KEAN TECHNOLOGY CO., LTD. +8613817748580 China 40067 58 Inquiry
Amadis Chemical Company Limited 571-89925085 China 131980 58 Inquiry
Shanghai Hao Zhun Biological Technology Co., Ltd. 15800340161 CHINA 6846 58 Inquiry
(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 3a-Hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one 674289-55-5 Caspases/Apoptosis Chiral Reagents Inhibitors Intermediates & Fine Chemicals Pharmaceuticals All Inhibitors