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Merck
CN

S2671

Suramin sodium salt

≥98% (HPLC)

Synonym(s):

Suramine sodium salt

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About This Item

Empirical Formula (Hill Notation):
C51H34N6Na6O23S6
CAS Number:
129-46-4
Molecular Weight:
1429.17
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24277738
EC Number:
204-949-3
Beilstein/REAXYS Number:
3694087
MDL number:
MFCD00210217

Key Documents

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Quality Level

200

assay

≥98% (HPLC)

form

powder

impurities

<15% water (Karl Fischer)

color

white to light brown

solubility

H2O: >10 mg/mL

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

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

Gene Information

human ... EGF(1950), FGF1(2246), P2RX1(5023), P2RY1(5028), PDGFA(5154), PLD1(5337)

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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.

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.

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.

wgk

WGK 3

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000450248
0000448617
0000450248
0000448617
0000431561

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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
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)
Drugs That Inhibit Signalling Pathways for Tumor Cell Growth and Proliferation
Medicinal Chemistry of Anticancer Drugs, 251-305 (2008)
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)
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Related Content

Product Information Sheet - S2671

Product Information Sheet

Global Trade Item Number

SKUGTIN
S2671-100MG04061836920401
S2671-500MG04061836920425
S2671-25MG04065266168464

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