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Surfen (dihydrochloride)

CAT: 0804-HY-122704A-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-122704A-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Surfen dihydrochloride is a potent heparan sulfate antagonist. Surfen inhibits FGF2 binding and signal transduction. Surfen binds to glycosaminoglycans and reduces tau hyperphosphorylation. Surfen dihydrochloride inhibits the activity of recombinant uronyl 2-O-sulfotransferase with an IC50 of approximately 2 μM. Surfen dihydrochloride inhibits HSV-1 viral infection. Surfen dihydrochloride inhibits neural differentiation, delays remyelination, and alleviates EAE[1][2][3][4][5][6].
CAS Number
5424-37-3
Product Name Alternative
Aminoquinuride (dihydrochloride)
UNSPSC
12352005
Target
FGFR; HSV; Tau Protein
Type
Reference compound
Related Pathways
Anti-infection; Neuronal Signaling; Protein Tyrosine Kinase/RTK
Applications
COVID-19-anti-virus
Field of Research
Infection; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/surfen-dihydrochloride.html
Concentration
10mM
Purity
99.93
Solubility
H2O : 8 mg/mL (ultrasonic; warming) |DMSO : 50 mg/mL (ultrasonic)
Smiles
O=C(NC1=CC=C2N=C(C)C=C(N)C2=C1)NC3=CC=C4N=C(C)C=C(N)C4=C3.Cl.Cl
Molecular Formula
C21H22Cl2N6O
Molecular Weight
445.34
References & Citations
[1]Schuksz M, et al. Surfen, a small molecule antagonist of heparan sulfate. Proc Natl Acad Sci U S A. 2008 Sep 2;105 (35) :13075-80.|[2]Huang ML, et al. Small Molecule Antagonist of Cell Surface Glycosaminoglycans Restricts Mouse Embryonic Stem Cells in a Pluripotent State. Stem Cells. 2018 Jan;36 (1) :45-54.|[3]Varatharajan A, et al. Visual determination of heparin in serum utilizing surfen-induced aggregation emission enhancement of gold nanoclusters and heparin-induced fluorescence enhancement of surfen. Spectrochim Acta A Mol Biomol Spectrosc. 2025 Apr 15;339:126251.|[4]Alavi Naini SM, et al. Surfen and oxalyl surfen decrease tau hyperphosphorylation and mitigate neuron deficits in vivo in a zebrafish model of tauopathy. Transl Neurodegener. 2018 Mar 16;7:6.|[5]Warford JR, et al. Surfen, a proteoglycan binding agent, reduces inflammation but inhibits remyelination in murine models of Multiple Sclerosis. Acta Neuropathol Commun. 2018 Jan 4;6 (1) :4.|[6]Warford J, et al. Murine T cell activation is regulated by surfen (bis-2-methyl-4-amino-quinolyl-6-carbamide) . Biochem Biophys Res Commun. 2014 Jan 10;443 (2) :524-30.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
HSV-1

Chemical Information

Aminoquinuride hydrochloride
CAS Number5424-37-3
PubChem CID79472
IUPAC Name1,3-bis(4-amino-2-methylquinolin-6-yl)urea;dihydrochloride
Molecular FormulaC21H22Cl2N6O
Molecular Weight445.3
Topological Polar Surface Area119
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count30
Formal Charge0
Complexity513
SMILES
CC1=CC(=C2C=C(C=CC2=N1)NC(=O)NC3=CC4=C(C=C(N=C4C=C3)C)N)N.Cl.Cl
InChI
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
InChIKey
GKQYGRWQCWWSHN-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Aminoquinuride hydrochloride
CAS: 5424-37-3
CID: 79472
Formula: C21H22Cl2N6O
MW: 445.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight445.3
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass444.1232147
Monoisotopic Mass444.1232147
Topological Polar Surface Area119 Ų
Heavy Atom Count30
Formal Charge0
Complexity513
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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