S6951
Surfen hydrate
≥98% (HPLC), Heparan sulfate antagonist, powder
Synonym(s):
(bis-2-methyl-4-amino-quinolyl-6-carbamide hydrate, 1,3-Bis(4-amino-2-methyl-6-quinolyl)urea hydrate, Aminokinuride, Aminoquincarbamide, Aminoquinuride, N,N′-Bis(4-amino-2-methyl-6-quinolyl)urea, NSC 12155
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About This Item
Empirical Formula (Hill Notation):
C21H20N6O · xH2O
CAS Number:
Molecular Weight:
372.42 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Surfen hydrate, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
O.Cc1cc(N)c2cc(NC(=O)Nc3ccc4nc(C)cc(N)c4c3)ccc2n1
InChI
1S/C21H20N6O.H2O/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);1H2
InChI key
UXYZYUHSZVKWTR-UHFFFAOYSA-N
Application
Surfen hydrate may be used as an antagonist to heparin.
Surfen hydrate has been used in the inhibition of multiple voltage-gated calcium channels in human embryonic kidney cells.
Surfen hydrate has been used in the inhibition of multiple voltage-gated calcium channels in human embryonic kidney cells.
Biochem/physiol Actions
Surfen is a heparan sulfate antagonist, originally developed in the late thirties as an excipient for the production of depot insulin. Heparan sulfate (HS) is structurally related to heparin but contains fewer sulfate groups per disaccharide, and it exists almost exclusively attached to protein cores of proteoglycans, which cells either display on the plasma membrane or secrete into the extracellular matrix. Surfen binds to the chains of glycosaminoglycan (GAG)/HS and prevents binding of the enzymes and proteins thus act as HS antagonist. Surfen is more potent than protamine, a clinically used heparin antagonist.
Surfen is a heparan sulfate antagonist.
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 4
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Carl W White et al.
iScience, 24(1), 102011-102011 (2021-01-26)
Secreted chemokines are critical mediators of cellular communication that elicit intracellular signaling by binding membrane-bound receptors. Here we demonstrate the development and use of a sensitive real-time approach to quantify secretion and receptor binding of native chemokines in live cells
Sapthaswaran Veerapathiran et al.
eLife, 9 (2020-11-26)
Wnt3 proteins are lipidated and glycosylated signaling molecules that play an important role in zebrafish neural patterning and brain development. However, the transport mechanism of lipid-modified Wnts through the hydrophilic extracellular environment for long-range action remains unresolved. Here we determine
urfen is a broad-spectrum calcium channel inhibitor with analgesic properties in mouse models of acute and chronic inflammatory pain
Rivas-Ramirez P, et al.
Pflugers Archiv : European Journal of Physiology, 469, 1325-1334 (2017)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| S6951-25MG | 04061833221365 |
| S6951-5MG | 04061833221372 |