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645890

Trio N-Terminal RhoGEF Domain Inhibitor, ITX3

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

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Product Name

Trio N-Terminal RhoGEF Domain Inhibitor, ITX3, 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.

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

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

Quality Level

100

Related Categories

Disclaimer

Toxicity: Standard Handling (A)

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.

Other Notes

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

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.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
645890-10MGCN04055977262186

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