An antagonist of cell surface glycosaminoglycans
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Surfen (hydrochloride)

Item No. 26670

Technical Information
Formal Name
N,N′-bis(4-amino-2-methyl-6-quinolinyl)-urea, dihydrochloride
CAS Number
5424-37-3
Synonyms
  • Aminoquincarbamide
Molecular Formula
C21H20N6O • 2HCl
Formula Weight
Purity
≥98%
A solid
Acetonitrile:Water (1:1): Slightly Soluble: 0.1-1 mg/mlDMSO: Sparingly Soluble: 1-10 mg/mlMethanol: Sparingly Soluble: 1-10 mg/ml
SMILES
CC1=CC(N)=C(C=C(NC(NC2=CC(C(N)=CC(C)=N3)=C3C=C2)=O)C=C4)C4=N1.Cl.Cl
InChi Code
InChI=1S/C21H20N6O.2ClH/c1-11-7-17(22)15-9-13(3-5-19(15)24-11)26-21(28)27-14-4-6-20-16(10-14)18(23)8-12(2)25-20;;/h3-10H,1-2H3,(H2,22,24)(H2,23,25)(H2,26,27,28);2*1H
InChi Key
GKQYGRWQCWWSHN-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Surfen is an antagonist of cell surface glycosaminoglycans.1,2 It binds to heparin, dermatan sulfate, heparan sulfate, and chondroitin sulfate and prevents heparin-induced inhibition of Factor Xa in cell-free assays.1 Surfen inhibits FGF2 binding to CHO cells (IC50 = 5 µM) and FGF2-induced tube formation by primary mouse endothelial cells. It also inhibits neural differentiation and increases pluripotency in murine embryonic stem cells (mESCs) when used at a concentration of 5 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schuksz, M., Fuster, M.M., Brown, J.R., et alSurfen, a small molecule antagonist of heparan sulfate. Proc. Natl. Acad. Sci. USA 105(35), 13075-13080 (2008).

    2. Huang, M.L., Michalak, A.L., Fisher, C.J., et alSmall molecule antagonist of cell surface glycosaminoglycans restricts mouse embryonic stem cells in a pluripotent state. Stem Cells 36(1), 45-54 (2018).