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Merck

S2671

Suramin sodium salt

≥98% (HPLC)

Synonyme(s) :

Suramine sodium salt

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A propos de cet article

Formule empirique (notation de Hill) :
C51H34N6Na6O23S6
Numéro CAS:
Poids moléculaire :
1429.17
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
204-949-3
Beilstein/REAXYS Number:
3694087
MDL number:
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InChI

1S/C51H40N6O23S6.6Na/c1-25-9-11-29(49(60)54-37-13-15-41(83(69,70)71)35-21-33(81(63,64)65)23-43(45(35)37)85(75,76)77)19-39(25)56-47(58)27-5-3-7-31(17-27)52-51(62)53-32-8-4-6-28(18-32)48(59)57-40-20-30(12-10-26(40)2)50(61)55-38-14-16-42(84(72,73)74)36-22-34(82(66,67)68)24-44(46(36)38)86(78,79)80;;;;;;/h3-24H,1-2H3,(H,54,60)(H,55,61)(H,56,58)(H,57,59)(H2,52,53,62)(H,63,64,65)(H,66,67,68)(H,69,70,71)(H,72,73,74)(H,75,76,77)(H,78,79,80);;;;;;/q;6*+1/p-6

InChI key

VAPNKLKDKUDFHK-UHFFFAOYSA-H

SMILES string

[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].Cc1ccc(cc1NC(=O)c2cccc(NC(=O)Nc3cccc(c3)C(=O)Nc4cc(ccc4C)C(=O)Nc5ccc(c6cc(cc(c56)S([O-])(=O)=O)S([O-])(=O)=O)S([O-])(=O)=O)c2)C(=O)Nc7ccc(c8cc(cc(c78)S([O-])(=O)=O)S([O-])(=O)=O)S([O-])(=O)=O

assay

≥98% (HPLC)

form

powder

impurities

<15% water (Karl Fischer)

color

white to light brown

solubility

H2O: >10 mg/mL

Quality Level

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Application

Suramin sodium salt has been used:
  • as a potent blocker of rat P2Y2 purinergic receptor
  • to study its effects on short circuit current (Isc) across strial marginal cells
  • to show its effects on initial burst of glial activity
  • to assess its neuroprotective potential in rats
  • as a purinoceptor inhibitor, to explore the mechanism of action of extracellular adenosine triphosphate (eATP)

Biochem/physiol Actions

Suramin is a polysulfonated naphthylurea anticancer agent that inhibits tumor cell proliferation. It inhibits the activity of topoisomerase II by blocking the binding of the enzyme to DNA. It′s antiangiogenic activity may be related to its ability to bind to and inhibit the activity of several growth factors, including FGFa, FGFb, and PGDF. It uncouples G-proteins from receptors. It is an broad spectrum antagonist at P2X and P2Y purinergic receptors. Suramin has well documented antiprotozoal and anthelmintic activity.

General description

Suramin is an antiparasitic drug, which blocks endothelial cell proliferation and increases tyrosine phosphorylation of many signalling proteins. It is associated with urticaria, paresthesias, vomiting and neurologic toxicity. Suramin is used to treat trypanosomiasis and onchocerciasis. It functions as an inhibitor of heparanase and also exhibits anti-AIDS (acquired immunodeficiency syndrome) property.

Other Notes

To gain a comprehensive understanding of our extensive range of Oligosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

Antiparasitic agents
Principles and Practice of Pediatric Infectious Diseases (Fourth Edition), 1518-1545 (2012)
Reactive blue 2, an antagonist of rat P2Y4, increases K+ secretion in rat cochlea strial marginal cells
Lee JHO, et al.
Hearing Research, 219(1-2), 66-73 (2006)
Valentina Nardone et al.
Cells, 9(11) (2020-11-04)
NF-Y is a transcription factor (TF) comprising three subunits (NF-YA, NF-YB, NF-YC) that binds with high specificity to the CCAAT sequence, a widespread regulatory element in gene promoters of prosurvival, cell-cycle-promoting, and metabolic genes. Tumor cells undergo "metabolic rewiring" through
Suramin reduces infarct volume in a model of focal brain ischemia in rats
Kharlamov A, et al.
Experimental Brain Research. Experimentelle Hirnforschung. Experimentation Cerebrale, 147(3), 353-359 (2002)
Drugs That Inhibit Signalling Pathways for Tumor Cell Growth and Proliferation
Medicinal Chemistry of Anticancer Drugs, 251-305 (2008)

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