(+/-)-BLEBBISTATIN
- CAS No.
- 674289-55-5
- Chemical Name:
- (+/-)-BLEBBISTATIN
- Synonyms
- (±)Bebbistatin;(+/-)-BLEBBISTATIN;(R)-(+)-BLEBBISTATIN;Blebbistatin, 10 mM in DMSO;E1249 (+/-)-Blebbi- Calbiochem;(±)-Blebbistatin (DMSO Solution);Blebbistatin,Inhibitor,Myosin,inhibit;(±)-Blebbistatin, inhibitor of myosin II;(±)-Blebbistatin, inhibitor of myosin II;3a-hydroxy-6-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one
- CBNumber:
- CB0787697
- Molecular Formula:
- C18H16N2O2
- Molecular Weight:
- 292.33
- MDL Number:
- MFCD04113775
- MOL File:
- 674289-55-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| InChI | InChI=1S/C18H16N2O2/c1-12-7-8-15-14(11-12)16(21)18(22)9-10-20(17(18)19-15)13-5-3-2-4-6-13/h2-8,11,22H,9-10H2,1H3 |
| InChIKey | LZAXPYOBKSJSEX-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=C(C)C=C2)C(=O)C2(O)CCN(C3=CC=CC=C3)C=12 |
| CAS DataBase Reference | 674289-55-5 |
| FDA UNII | 20WC4J7CQ6 |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
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 | |||||||||
| WGK Germany | WGK 2 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
(+/-)-BLEBBISTATIN price More Price(55)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 203390 | (±)-Blebbistatin - CAS 674289-55-5 - Calbiochem | 674289-55-5 | 5mg | $300 | 2026-04-30 | Buy |
| Cayman Chemical | 13186 | (±)-Blebbistatin ≥98% | 674289-55-5 | 5mg | $98 | 2026-04-30 | Buy |
| Cayman Chemical | 13186 | (±)-Blebbistatin ≥98% | 674289-55-5 | 10mg | $186 | 2026-04-30 | Buy |
| Cayman Chemical | 13186 | (±)-Blebbistatin ≥98% | 674289-55-5 | 25mg | $318 | 2026-04-30 | Buy |
| Cayman Chemical | 13186 | (±)-Blebbistatin ≥98% | 674289-55-5 | 50mg | $539 | 2026-04-30 | 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.
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 - ).
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
References
[1] AARON F. STRAIGHT. Dissecting Temporal and Spatial Control of Cytokinesis with a Myosin II Inhibitor[J]. Science, 2003, 299 5613. DOI: 10.1126/science.1081412
[2] MIHáLY KOVáCS. Mechanism of blebbistatin inhibition of myosin II.[J]. The Journal of Biological Chemistry, 2004, 279 34: 35557-35563. DOI: 10.1074/jbc.m405319200
[3] JOHN LIMOUZE. Specificity of blebbistatin, an inhibitor of myosin II.[J]. Journal of Muscle Research and Cell Motility, 2004, 25 4-5: 337-341. DOI: 10.1007/s10974-004-6060-7
[4] KOLEGA J. Phototoxicity and photoinactivation of blebbistatin in UV and visible light[J]. Biochemical and biophysical research communications, 2004, 320 3: Pages 1020-1025. DOI: 10.1016/j.bbrc.2004.06.045
[5] TAKESHI SAKAMOTO. Blebbistatin, a Myosin II Inhibitor, Is Photoinactivated by Blue Light[J]. Biochemistry Biochemistry, 2004, 44 2: 584-588. DOI: 10.1021/bi0483357
[6] CRISTINA LUCAS-LOPEZ. Absolute Stereochemical Assignment and Fluorescence Tuning of the Small Molecule Tool, (–)-Blebbistatin[J]. European Journal of Organic Chemistry, 2005, 2005 9: 1736-1740. DOI: 10.1002/ejoc.200500103
(+/-)-BLEBBISTATIN Preparation Products And Raw materials
Raw materials
Preparation Products
(+/-)-BLEBBISTATIN Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shandong Yizhi Medical Technology Co., LTD | 13287715206 15508629772 | 2786175817@qq.com | China | 65 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| Shanghai T&W Pharmaceutical Co., Ltd. | +86 21 61551611 | China | 9874 | 58 | |
| Zaozhuang Benefit Chemical Co., Ltd. | 0531-69958783 15508681609 | 1948129184@qq.com | China | 207 | 60 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Finetech Industry Limited | 027-87465837 19945049750 | sales@finetechnology-ind.com | China | 9331 | 58 |
View Latest Price from (+/-)-BLEBBISTATIN manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-17 | Blebbistatin
674289-55-5
|
$30.00-70.00 | 99.88% | 10g | TargetMol Chemicals Inc. |
-
- Blebbistatin
674289-55-5
- $30.00-70.00
- 99.88%
- TargetMol Chemicals Inc.
