S6951

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
• 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

Properties

• 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

Description

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.

Safety Information

• Hazard Statements: H413
• Precautionary Statements: P273 - P501
• Hazard Classifications: Aquatic Chronic 4
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable