A potent P2X1 receptor antagonist
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NF449 (sodium salt)

Item No. 13324

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,4',4'',4'''-[carbonylbis[imino-5,1,3-benzenetriylbis(carbonylimino)]]tetrakis-1,3-benzenedisulfonic acid, octasodium salt
CAS Number
627034-85-9
Molecular Formula
C41H24N6O29S8 • 8Na
Formula Weight
1505.1
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
λmax
277 nm
SMILES
O=C(NC1=CC(C(NC2=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C=C2)=O)=CC(C(NC3=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C=C3)=O)=C1)NC4=CC(C(NC5=CC=C(S([O-])(=O)=O)C=C5S([O-])(=O)=O)=O)=CC(C(NC6=CC=C(S([O-])(=O)=O)C=C6S([O-])(=O)=O)=O)=C4.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C41H32N6O29S8.8Na/c48-37(44-29-5-1-25(77(53,54)55)15-33(29)81(65,66)67)19-9-20(38(49)45-30-6-2-26(78(56,57)58)16-34(30)82(68,69)70)12-23(11-19)42-41(52)43-24-13-21(39(50)46-31-7-3-27(79(59,60)61)17-35(31)83(71,72)73)10-22(14-24)40(51)47-32-8-4-28(80(62,63)64)18-36(32)84(74,75)76;;;;;;;;/h1-18H,(H,44,48)(H,45,49)(H,46,50)(H,47,51)(H2,42,43,52)(H,53,54,55)(H,56,57,58)(H,59,60,61)(H,62,63,64)(H,65,66,67)(H,68,69,70)(H,71,72,73)(H,74,75,76);;;;;;;;/q;8*+1/p-8
InChi Key
KCBZSNWCUJBMHF-UHFFFAOYSA-F
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

    $99

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    10 mg

    $178

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    50 mg

    $775

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    Product Description

    NF449 is an analog of suramin that selectively inhibits P2X1 purinergic receptors (pIC50 = 6.3) with a potency 19-fold greater than at P2X3, P2Y1, P2Y2, or P2Y11.1,2 Through selective inhibition of the P2X1 receptor, 10 mg/kg NF449 has been used to decrease intravascular platelet aggregation in a mouse model of systemic thromboembolism.3 NF449 has also demonstrated selective antagonism of the Gsα-subunit G protein, which suppresses the association rate of GTPγS binding to Gsα-s, inhibits the stimulation of adenylyl cyclase activity, and blocks G protein coupling to certain GPCRs.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kassack, M.U., Braun, K., Ganso, M., et al. Structure-activity relationships of analogues of NF449 confirm NF449 as the most potent and selective known P2X1 receptor antagonist. Eur. J. Med. Chem. 39(4), 345-357 (2004).

    2. El-Ajouz, S., Ray, D., Allsopp, R.C., et al. Molecular basis of selective antagonism of the P2X1 receptor for ATP by NF449 and suramin: Contribution of basic amino acids in the cysteine-rich loop. Br. J. Pharmacol. 165(2), 390-400 (2012).

    3. Hechler, B., Magnenat, S., Zighetti, M.L., et al. Inhibition of platelet functions and thrombosis through selective or nonselective inhibition of the platelet P2 receptors with increasing doses of NF449 [4,4',4'',4'''-(carbonylbis(imino-5,1,3-benzenetriylbis-(carbonylimino)))tetrakis-benzene-1,3-disulfonic acid octasodium salt]. J. Pharmacol. Exp. Ther. 314(1), 232-243 (2005).

    4. Hohenegger, M., Waldhoer, M., Beindl, W., et al. Gsα-selective G protein antagonists. Proc. Natl. Acad. Sci. USA 95(1), 346-351 (1998).