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S6951

Sigma-Aldrich

Surfen hydrate

≥98% (HPLC)

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:
1241801-02-4
Molecular Weight:
372.42 (anhydrous basis)
MDL number:
MFCD17215963
UNSPSC Code:
12352200
PubChem Substance ID:
329824572
NACRES:
NA.77

Quality Level

100

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.

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.

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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