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645890

Trio N-Terminal RhoGEF Domain Inhibitor, ITX3

Name: Trio N-Terminal RhoGEF Domain Inhibitor, ITX3
Brand: MM

The Trio N-Terminal RhoGEF Domain Inhibitor, ITX3, also referenced under CAS 347323-96-0, controls the biological activity of Trio N-Terminal RhoGEF Domain. This small molecule/inhibitor is primarily used for Cell Structure applications.

Synonym(s):

Trio N-Terminal RhoGEF Domain Inhibitor, ITX3, (2E)-(-2-((2,5-Dimethyl-1-phenyl-pyrrol-3-yl)methylene)thiazolo[3,2-a]benzimidazol-1-one, Inhibitor of Ttrio e Xchange 3

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₁₇N₃OS

CAS Number:

347323-96-0

Molecular Weight:

371.45

UNSPSC Code:

12352200

NACRES:

NA.32

MDL number:

MFCD02629172

Assay:

≥95% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, protect from light

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Properties

Quality Level

100

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, protect from light

color

yellow

solubility

DMSO: 2 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

S1c2[n](c5c(n2)cccc5)C(=O)\C\1=C/c3c([n](c(c3)C)c4ccccc4)C

InChI

1S/C22H17N3OS/c1-14-12-16(15(2)24(14)17-8-4-3-5-9-17)13-20-21(26)25-19-11-7-6-10-18(19)23-22(25)27-20/h3-13H,1-2H3/b20-13+

InChI key

SJMYMKPBODEZSH-DEDYPNTBSA-N

Description

General description

A cell-permeable thiazolo-benzimidazolone compound that inhibits Trio N-terminal RhoGEF domain- (TrioN) mediated RhoG activation (IC₅₀ = 76 µM) and effectively reduces cellular Rac activation (by 80% with 50 µM ITX3) caused by TrioN, but not GEF337 (RhoA GEF), Tiam1 (Rac GEF), or Vav2 (Rac1/RhoA/Cdc42 GEF), overexpression in HEK293T cells. Culture treatment of ITX at 100 µM is shown to reduce NGF-induced neurite outgrowth of rat PC12 pheochromocytoma cells by 50% and block the formation of multinucleated myotubes by 78% in C2C12 mouse myoblasts cultures induced for differentiation, while the differentiation-associated Myogenin and Troponin T expressions in Trio knock-down C2C12 cells are not affected by ITX at the same concentration.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Bouquier, N., et al. 2009. Chem. Biol.16, 657.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c