Inhibitor of Rac1
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NSC 23766 (hydrochloride)

Item No. 13196

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N6-[2-[[4-(diethylamino)-1-methylbutyl]amino]-6-methyl-4-pyrimidinyl]-2-methyl-4,6-quinolinediamine, trihydrochloride
CAS Number
1177865-17-6
Molecular Formula
C24H35N7 • 3HCl
Formula Weight
531.0
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 20 mg/mlEthanol: 3 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
219, 288, 324 nm
SMILES
CC1=NC2=C(C(N)=C1)C=C(NC3=NC(NC(C)CCCN(CC)CC)=NC(C)=C3)C=C2
InChi Code
InChI=1S/C24H35N7/c1-6-31(7-2)12-8-9-16(3)27-24-28-18(5)14-23(30-24)29-19-10-11-22-20(15-19)21(25)13-17(4)26-22/h10-11,13-16H,6-9,12H2,1-5H3,(H2,25,26)(H2,27,28,29,30)
InChi Key
DEFBCZWQLILOJF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Rac1 is a GTPase that is involved in the regulation of the cell cycle, cell-cell adhesion, motility, and differentiation.1 Rac1 is activated by its interaction with specific guanine nucleotide exchange factors (GEFs). NSC 23766 is a cell-permeable, reversible inhibitor of Rac1 activation by the Rac-specific GEFs TrioN and Tiam 1 (IC50 = 50 μM).2 It has no effect on the closely related GTPases, Cdc42 and RhoA. NSC 23766 has been used to investigate the role of Rac1 in such diverse cellular functions as stem cell mobilization, epithelial cell migration, angiogenesis, leukemia cell migration and growth, and gene expression.3,4,5,6,7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bosco, E.E., Mulloy, J.C., and Zheng, Y. Rac1 GTPase: A "Rac" of all trades. Cell. Mol. Life Sci. 66(3), 370-374 (2009).

    2. Gao, Y., Dickerson, J.B., Guo, F., et al. Rational design and characterization of a Rac GTPase-specific small molecule inhibitor. Proc. Natl. Acad. Sci. USA 101(20), 7618-7623 (2004).

    3. Cancelas, J.A., Lee, A.W., Prabhakar, R., et al. Rac GTPases differentially integrate signals regulating hematopoietic stem cell localization. Nat. Med. 11(8), 886-891 (2005).

    4. Rao, J.N., Liu, S.V., Zou, T., et al. Rac1 promotes intestinal epithelial restitution by increasing Ca2+ influx through interaction with phospholipase C-γ1 after wounding. Am. J. Physiol. Cell Physiol. 295(6), C1499-C1509 (2008).

    5. Sawada, N., Salomone, S., Kim, H.H., et al. Regulation of endothelial nitric oxide synthase and postnatal angiogenesis by Rac1. Circ. Res. 103(4), 360-368 (2008).

    6. Wang, J., Rao, Q., Wang, M., et al. Overexpression of Rac1 in leukemia patients and its role in leukemia cell migration and growth. Biochem. Biophys. Res. Commun. 386(4), 769-774 (2009).

    7. Vallon, M., Rohde, F., Janssen, K.P., et al. Tumor endothelial marker 5 expression in endothelial cells during capillary morphogenesis is induced by the small GTPase Rac and mediates contact inhibition of cell proliferation. Exp. Cell Res. 316(3), 412-421 (2010).