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(+/-)-BLEBBISTATIN

(+/-)-BLEBBISTATIN Struktur
674289-55-5
CAS-Nr.
674289-55-5
Englisch Name:
(+/-)-BLEBBISTATIN
Synonyma:
(±)Bebbistatin;(+/-)-BLEBBISTATIN;(R)-(+)-BLEBBISTATIN;E1249 (+/-)-Blebbi- Calbiochem;(±)-Blebbistatin (DMSO Solution);Blebbistatin,Inhibitor,Myosin,inhibit;(±)-Blebbistatin, inhibitor of myosin II;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
CBNumber:
CB0787697
Summenformel:
C18H16N2O2
Molgewicht:
292.33
MOL-Datei:
674289-55-5.mol

(+/-)-BLEBBISTATIN Eigenschaften

Schmelzpunkt:
210-212°C
Siedepunkt:
507.3±60.0 °C(Predicted)
Dichte
1.31±0.1 g/cm3(Predicted)
storage temp. 
−20°C
L?slichkeit
Chloroform (Slightly), Dichloromethane, DMSO, Ethyl Acetate, Methanol
Aggregatzustand
Bright yellow solid.
pka
11.15±0.20(Predicted)
Farbe
Yellow
CAS Datenbank
674289-55-5
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn
R-S?tze: 20/21/22-36/37/38
S-S?tze: 26-36/37
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.

(+/-)-BLEBBISTATIN Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R20/21/22:Gesundheitssch?dlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.

Beschreibung

(±)-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.

Chemische Eigenschaften

Bright Yellow Solid

Verwenden

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.

Biologische Aktivit?t

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 Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


(+/-)-BLEBBISTATIN Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 67)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000
marketing@targetmol.com United States 32161 58
Finetech Industry Limited
+86-27-87465837 +8618971612321
info@finetechnology-ind.com China 9639 58
Hefei Hirisun Pharmatech Co., Ltd
+8615056975894
shawn@hirisunpharm.com CHINA 9911 58
Henan Alfa Chemical Co., Ltd

China 11865 58
Labnetwork lnc.
+86-27-50766799 +8618062016861
contact@labnetwork.com China 19987 58
LEAP CHEM CO., LTD.
+86-852-30606658
market18@leapchem.com China 24727 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501
product@acmec-e.com China 33338 58
Aladdin Scientific
+1-+1(833)-552-7181
sales@aladdinsci.com United States 57505 58
SHANGHAI KEAN TECHNOLOGY CO., LTD.
+8613817748580
cooperation@kean-chem.com China 40066 58
Amadis Chemical Company Limited
571-89925085
sales@amadischem.com China 131957 58

  • (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)
  • 674289-55-5
  • Caspases/Apoptosis
  • Chiral Reagents
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • All Inhibitors
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