ChemicalBook > CAS DataBase List > (+/-)-BLEBBISTATIN

(+/-)-BLEBBISTATIN

Product Name: (+/-)-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
Formula Weight: 292.33
MOL File: 674289-55-5.mol

Less

(+/-)-BLEBBISTATIN Property

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
pka: 11.15±0.20(Predicted)
form: Bright yellow solid.
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

Less

Safety

Hazard Codes: Xn
Risk Statements: 20/21/22-36/37/38
Safety Statements: 26-36/37

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 203390
Product name: (±)-Blebbistatin - CAS 674289-55-5 - Calbiochem
Packaging: 5mg
Price: $280
Updated: 2025/07/31

Cayman Chemical

Product number: 13186
Product name: (±)-Blebbistatin
Purity: ≥98%
Packaging: 5mg
Price: $86
Updated: 2024/03/01

Cayman Chemical

Product number: 13186
Product name: (±)-Blebbistatin
Purity: ≥98%
Packaging: 10mg
Price: $189
Updated: 2024/03/01

Cayman Chemical

Product number: 13186
Product name: (±)-Blebbistatin
Purity: ≥98%
Packaging: 25mg
Price: $336
Updated: 2024/03/01

Cayman Chemical

Product number: 13186
Product name: (±)-Blebbistatin
Purity: ≥98%
Packaging: 50mg
Price: $629
Updated: 2024/03/01

Less

(+/-)-BLEBBISTATIN Chemical Properties,Usage,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

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

Less

(+/-)-BLEBBISTATIN Suppliers

Canada 1 China 66 Germany 1 India 1 Japan 2 Switzerland 1 United Kingdom 2 United States 13 Global 87

Shandong Yizhi Medical Technology Co., LTD

Tel: 13287715206 15508629772
Email: 2786175817@qq.com
Country: China
ProdList: 65
Advantage: 58

J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15838
Advantage: 69

Beijing HwrkChemical Technology Co., Ltd

Tel: 18515581800 18501085097
Fax: 010-89508210
Email: sales.bj@hwrkchemical.com
Country: China
ProdList: 9400
Advantage: 55

Beijing Ouhe Technology Co., Ltd

Tel: 010-010-82967028 13522913783
Fax: +86-10-82967029
Email: 2355560935@qq.com
Country: China
ProdList: 12000
Advantage: 60

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32321
Advantage: 50

Shanghai T&W Pharmaceutical Co., Ltd.

Tel: +86 21 61551611
Fax: +86 21 50676805
Country: China
ProdList: 9891
Advantage: 58

Zaozhuang Benefit Chemical Co., Ltd.

Tel: 0531-69958783 15508681609
Fax: 0531-69958783
Email: 1948129184@qq.com
Country: China
ProdList: 205
Advantage: 60

Finetech Industry Limited

Tel: 027-87465837 19945049750
Fax: 027-8777-2287
Email: sales@finetechnology-ind.com
Country: China
ProdList: 9637
Advantage: 58

Credit Asia Chemical Co., Ltd.

Tel: +86 (21) 61124340
Fax: +86 (21) 6129-4103
Country: China
ProdList: 9756
Advantage: 58

Shanghai EFE Biological Technology Co., Ltd.

Tel: 021-65675885 18964387627
Fax: 021-65675885
Email: info@efebio.com
Country: China
ProdList: 9803
Advantage: 58

Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
ProdList: 71826
Advantage: 60

Shanghai QianYan Bio-technology Co., Ltd

Tel: 02781293128
Email: orders@biochemsafebuy.com
Country: China
ProdList: 9923
Advantage: 55

Beijing Solarbio Science & Tecnology Co., Ltd.

Tel: 010-50973130 18101056239
Email: 3193328036@qq.com
Country: China
ProdList: 29760
Advantage: 68

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131957
Advantage: 58

Nanjing crow LuNing pharmaceutical technology co., LTD

Tel: 13382066392
Country: CHINA
ProdList: 4877
Advantage: 58

Zhengzhou Acme Chemical Co., Ltd.

Tel: 0371-63315541 13323832564
Fax: QQ:3001332135
Email: 3001332135@qq.com
Country: China
ProdList: 9972
Advantage: 58

Shenzhen Polymeri Biochemical Technology Co., Ltd.

Tel: +86-400-002-6226 +86-13028896684;
Email: sales@rrkchem.com
Country: China
ProdList: 57422
Advantage: 58

Fan De(Beijing) Biotechnology Co., Ltd.

Tel: 15911056312
Email: liming@bio-fount.com
Country: China
ProdList: 9729
Advantage: 58

Henan Alfa Chemical Co., Ltd

Tel: +8615838112936
Email: alfa10@alfachem.cn
Country: China
ProdList: 12921
Advantage: 58

Finetech Industry Limited

Tel: +86-27-8746-5837 +8619945049750
Fax: 86 27 87772287
Email: info@finetechnology-ind.com
Country: China
ProdList: 9629
Advantage: 58

Labnetwork lnc.

Tel: +86-27-50766799 +8618062016861
Email: contact@labnetwork.com
Country: China
ProdList: 19987
Advantage: 58

Hefei Hirisun Pharmatech Co., Ltd

Tel: +8615056975894
Fax: 86-0551-62678551
Email: shawn@hirisunpharm.com
Country: CHINA
ProdList: 9911
Advantage: 58

ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Tel: 18818260767
Fax: QQ 3610331285
Email: sales@chemegen.com
Country: China
ProdList: 11218
Advantage: 58

Shanghai Kaiwei Chemical Technology Co., Ltd.

Tel: 021-58461859 15821823057
Email: service@aiviche.com
Country: China
ProdList: 49312
Advantage: 58

ShangHai ChuanQian Chemcial Technique Centre

Tel: 15869524721
Email: 3525679403@qq.com
Country: China
ProdList: 4989
Advantage: 58

MedBioPharmaceutical Technology Inc

Tel: 021-69568360 18916172912
Email: order@med-bio.cn
Country: China
ProdList: 8140
Advantage: 58

Jinan Jiuli Biotechnology Co. , Ltd.

Tel: 15865264761
Email: 486064515@qq.com
Country: China
ProdList: 4810
Advantage: 58

Zhengzhou convergence chemical co., LTD

Tel: 0371-0371-55153829 18003835034
Email: 2853979819@qq.com
Country: China
ProdList: 9998
Advantage: 58

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 15801484223;
Email: psaitong@jm-bio.com
Country: China
ProdList: 29757
Advantage: 58

Beijing Stronger Science Co., Ltd.

Tel: 0531-88924771 15614660963
Email: elsa.hang@strongerscience.com
Country: China
ProdList: 10623
Advantage: 58

Shanghai Universal Biotech Co.,Ltd

Tel: 15921930842 15921930842
Email: yh-wang@univ-bio.com
Country: China
ProdList: 25004
Advantage: 58

Shanghai Taopu Industrial Co., LTD

Tel: 159-00573766 18018507602
Email: 394643792@qq.com
Country: China
ProdList: 4328
Advantage: 58

Bide Pharmatech Ltd.

Tel: 400-1647117 13681763483
Email: product02@bidepharm.com
Country: China
ProdList: 59936
Advantage: 58

TargetMol Chemicals Inc.

Tel: 4008200310
Email: marketing@tsbiochem.com
Country: China
ProdList: 24961
Advantage: 58

LGC Science (Shanghai) Ltd.

Tel: 17717235263
Email: cindy.yang@lgcgroup.com
Country: China
ProdList: 18003
Advantage: 58

Nantong QuanYi Biotechnology Co., Ltd

Tel: 0513-66337626 18051384581
Email: sales@chemhifuture.com
Country: China
ProdList: 5929
Advantage: 58

Hangzhou Bingochem Co., Ltd.

Tel: 0571-8512-5372
Email: sales@bingochem.com
Country: China
ProdList: 21669
Advantage: 58

Nanjing Shizhou Biology Technology Co.,Ltd

Tel: 025-85560043 15850508050
Fax: 025-85563444
Email: cindy.huang@synzest.com
Country: China
ProdList: 12000
Advantage: 58

Shanghai Aladdin Biochemical Technology Co.,Ltd.

Tel: 400-6206333 13167063860
Email: anhua.mao@aladdin-e.com
Country: China
ProdList: 48457
Advantage: 58

RD International Technology Co., Limited

Tel: 18024082417
Email: market@ubiochem.com
Country: China
ProdList: 9835
Advantage: 58

Shanghai Fine Biotech Co.，Ltd

Tel: 18221172427
Email: sale@fine-biotech.com
Country: China
ProdList: 2760
Advantage: 58

Chengdu Peter-like Biotechnology Co., Ltd.

Tel: 028-81700200 13308200041
Email: 2851167782@qq.com
Country: China
ProdList: 11146
Advantage: 58

R&D Systems, Inc

Tel: 18003437475
Fax: 1-612-656-4400
Email: rdname@qq.com
Country: China
ProdList: 6960
Advantage: 58

Sangon Biotech (Shanghai) Co.,Ltd.

Tel: 400-821-026
Email: Sales@sangon.com
Country: China
ProdList: 6710
Advantage: 58

Cayman Chemical Company

Tel: 800-364-9897
Email: sales@caymanchem.com
Country: China
ProdList: 6838
Advantage: 58

Enzo Biochem Inc

Tel: Enzo Biochem Inc. 13797054060
Email: Enzoname@qq.com
Country: China
ProdList: 6174
Advantage: 58

Merck KGaA

Tel: 21-20338288
Email: ordercn@merckgroup.com
Country: China
ProdList: 6394
Advantage: 58

Biosynth Biological Technology (Suzhou) Co Ltd

Tel: 51288865780
Email: sales@biosynth.com
Country: China
ProdList: 6051
Advantage: 58

Santa Cruz Biotechnology Inc

Tel: 021-60936350
Email: scbt@scbt.com
Country: China
ProdList: 6594
Advantage: 58

674289-55-5, (+/-)-BLEBBISTATINRelated Search:

(-)-Blebbistatin (+/-)-BLEBBISTATIN N-2,4-DIMETHYLPHENYL-N'-METHYLFORMAMIDINE 2-HYDROXY-2-METHYL-PROPIONAMIDINE 3-(3-METHYL-BENZYL)-PYRROLIDINE

(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

(±)-Blebbistatin, inhibitor of myosin II

(±)-Blebbistatin (DMSO Solution)

Blebbistatin, 10 mM in DMSO

(±)-Blebbistatin, inhibitor of myosin II

3a-hydroxy-6-methyl-1-phenyl-2H,3H-pyrrolo[2,3-b]quinolin-4-one - [AC78572]

674289-55-5

Caspases/Apoptosis

Chiral Reagents

Inhibitors

Intermediates & Fine Chemicals

Pharmaceuticals

All Inhibitors