Surfen

Names

[ Name ]:
Surfen

[Synonym ]:
Aminoquincarbamide dihydrochloride
Aminoquinuride hydrochloride

Biological Activity

[Description]:

Surfen dihydrochloride is a potent HS (heparan sulfate) antagonist. Surfen binds to glycosaminoglycans. Surfen neutralizes the anticoagulant activity of both unfractionated and low molecular weight heparins. Surfen affects sulfation of heparin and inhibits degradation by heparin lyases. Surfen inhibits FGF2 binding and signaling. Surfen inhibits cell attachment, and virus infection[1].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> HSV

Research Areas >> Infection

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> FGFR

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> VEGFR

[Target]

FGFR2:5 μM (IC50)

HSV-1

[References]

[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.

Chemical & Physical Properties

[ Boiling Point ]:
587.2ºC at 760 mmHg

[ Molecular Formula ]:
C₂₁H₂₂Cl₂N₆O

[ Molecular Weight ]:
445.34

[ Flash Point ]:
308.9ºC

[ Exact Mass ]:
408.14700

[ PSA ]:
118.95000

[ LogP ]:
6.31860

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YS1950300

CHEMICAL NAME :: Urea, 1,3-bis(4-amino-2-methyl-6-quinolyl)-, dihydrochloride

CAS REGISTRY NUMBER :: 5424-37-3

LAST UPDATED :: 198308

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C21-H20-N6-O.2Cl-H

MOLECULAR WEIGHT :: 445.39

WISWESSER LINE NOTATION :: T66 BNJ C1 EZ HMVM- HT66 BNJ C1 EZ &GH 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 312 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes

REFERENCE :: ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3. Volume(issue)/page/year: 2,581,1952

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 16300 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes

REFERENCE :: ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3. Volume(issue)/page/year: 2,581,1952