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480418

NF279

Name: NF279
Brand: MM

A suramin analog that acts as a highly selective, competitive, and reversible ATP-antagonist of P2X receptor (IC₅₀/KB ~ 1 µM in smooth muscle).

Synonym(s):

NF279, 8,8ʹ-(Carbonylbis(imino-4,1-phenylenecarbonylimino-4,1-phenylenecarbonylimino))bis-1,3,5-naphthalenetrisulfonic Acid, Na

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About This Item

Empirical Formula (Hill Notation):

C₄₉H₃₀N₆O₂₃S₆ · 6Na

CAS Number:

202983-32-2

Molecular Weight:

1401.12

MDL number:

MFCD01861187

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥99% (HPLC)

Form:

solid

Storage condition:

OK to freeze, desiccated, protect from light

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Properties

Quality Segment

100

assay

≥99% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, desiccated, protect from light

color

white

solubility

DMSO: 14 mg/mL, water: 35 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[S](=O)(=O)([O-])c1c2c(c(cc(c2)[S](=O)(=O)[O-])[S](=O)(=O)O)c(cc1)\N=C(/[O-])\c3ccc(cc3)NC(=O)c4ccc(cc4)NC(=O)Nc5ccc(cc5)C(=O)Nc6ccc(cc6)\C(=N\c7c8c(c(cc7)[S](=O)(=O)[O-])cc(cc8[S](=O)(=O)O)[S](=O)(=O)[O-])\[O-]

InChI

1S/C49H36N6O23S6.6Na/c56-45(50-29-9-1-27(2-10-29)47(58)54-37-17-19-39(81(67,68)69)35-21-33(79(61,62)63)23-41(43(35)37)83(73,74)75)25-5-13-31(14-6-25)52-49(60)53-32-15-7-26(8-16-32)46(57)51-30-11-3-28(4-12-30)48(59)55-38-18-20-40(82(70,71)72)36-22-34(80(64,65)66)24-42(44(36)38)84(76,77)78;;;;;;/h1-24H,(H,50,56)(H,51,57)(H,54,58)(H,55,59)(H2,52,53,60)(H,61,62,63)(H,64,65,66)(H,67,68,69)(H,70,71,72)(H,73,74,75)(H,76,77,78);;;;;;/q;6*+1/p-6

InChI key

RJMCMLNRWDKUDB-UHFFFAOYSA-H

Description

General description

A suramin analog that acts as a highly selective, competitive, and reversible ATP-antagonist of P2X receptor (IC₅₀/K_B ~1 µM in smooth muscle). Effectively discriminates between P2Y and P2X receptors with no discernible effects on α_1A adrenoceptors, adenosine A₁ and A_2B receptors, histamine H₁, muscarinic M₃ and neuronal nicotinic acetylcholine receptors. Displays a selectivity profile of P2X₁ >P2X₂ >P2X₃ >P2X₄ (IC₅₀ = 19 nM, 770 nM, 1.62 µM and >300 µM, respectively) in Xenopus oocytes pre-incubated with ATP. In rat and human tissues, exhibits a potency profile of rat P2X₁ > human P2X₁ » rat P2X₂ > rat P2X₃ ~human P2X₇ » human P2X₄. Not degraded by ecto-nucleotidases.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
P2X receptor

Product competes with ATP.

Reversible: yes

Target IC₅₀: ~ 1 µM as antagonist of P2X receptor in smooth muscle; 19 nM, 770 nM, 1.62 µM and <300 µM, against P2X1, P2X2, P2X3, P2X4, respectively, in Xenopus oocytes pre-incubated with ATP

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Other Notes

Klapperstück, M., et al. 2000. Eur. J. Pharmacol.387, 245.
Rettinger, J., et al. 2000. Neuropharmacol.39, 2044.
Lambrecht, G., et al. 1999. Prog. Brain Res.120,107.
Damer, S., et al. 1998. Eur. J. Pharmacol.350, R5.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c