α,β-Methylene-ATP
Based on 1 publication(s) in Google Scholar
α,β-Methylene-ATP is an agonist of P2X1 and P2X3 receptors and can cross the blood-brain barrier. α,β-Methylene-ATP can trigger a reflex pressor response by activating P2X receptors in peripheral muscles and the central locus coeruleus (LC); this effect can be blocked by the P2X antagonist PPADS (HY-108960). α,β-Methylene-ATP also activates noradrenergic neurons in the central locus coeruleus, mediating antinociceptive effects; this effect can be attenuated by the locus coeruleus damaging agent DSP-4 (HY-103210/HY-121602). α,β-Methylene-ATP can be used to study the pathological mechanisms of neuropathic pain, cardiovascular reflex regulation, and antinociceptive effects of the central nervous system.
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- CAS No.: 7292-42-4
- Formula: C11H18N5O12P3
- Molecular Weight:505.21
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Publications Citing Use of MedChemExpress (MCE) α,β-Methylene-ATP
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Biological Activity
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Cell Line
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Type | Value | Description | References |
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| Oocyte | EC50 |
100 μM
Compound: alpha,beta-meATP
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Antagonist activity against recombinant rat receptor P2X purinoceptor 2 (P2X2) at 10 uM, expressed in Xenopus oocytes
Antagonist activity against recombinant rat receptor P2X purinoceptor 2 (P2X2) at 10 uM, expressed in Xenopus oocytes
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[PMID: 12213051] |
| Oocyte | EC50 |
33 μM
Compound: alpha,beta-meATP
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Antagonist activity against recombinant rat P2X purinoceptor 4 (P2X4) at 30 uM, expressed in Xenopus oocytes
Antagonist activity against recombinant rat P2X purinoceptor 4 (P2X4) at 30 uM, expressed in Xenopus oocytes
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[PMID: 12213051] |
Electrophysiological activity: α,β-Methylene-ATP (10 μM; 3 seconds) evokes a fast inward current in rat dorsal root ganglion (DRG) neurons, associated with P2X3 receptor activation. 10 μM Diinosine pentaphosphate (Ip5I) can significantly inhibit this inward current[1].
α,β-Methylene-ATP (10 μM; transient) enhances the amplitude of the current evoked by Acetylcholine (HY-B0282) in rat adrenal medullary chromaffin cells and increases the proportion of the current sensitive to α-conotoxin RgIA (HY-P5845)[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
α,β-Methylene-ATP (10 nmol/rat; intracerebroventricular injection; single dose) produces an anti-mechanical nociceptive effect in Sprague-Dawley rats, which is significantly attenuated by pretreatment with DSP-4 (HY-121602/HY-103210) (10 mg/kg DSP-4; intraperitoneal injection)[3].
α,β-Methylene-ATP (0.1-1 nmol/side; bilateral microinjection into the locus coeruleus; single dose) increases the pain threshold of Sprague-Dawley rats in a dose-dependent manner, an effect that could be antagonized by co-injection of PPADS (HY-108960) (0.1-1 nmol/side)[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Decerebrate cats[2]
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Dosage:5, 20, 50 µg/kg
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Administration:Left popliteal artery injection, single dose
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Result:Significantly increased mean arterial pressure.
The pressor response was attenuated by sciatic nerve section and completely blocked by prior popliteal artery injection of PPADS (10 mg/kg), indicating involvement of P2X receptors in muscle afferents.
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Animal Model:Sprague-Dawley rats (male, 180-250 g, 6-8 weeks old)[3]
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Dosage:10 nmol/rat
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Administration:Intracerebroventricular injection, single dose
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Result:Elevated the mechanical nociceptive threshold by 63.6% at 5 min post-injection. Pretreatment with DSP-4 (50 mg/kg, i.p.), a noradrenergic neurotoxin, reduced the antinociceptive effect to baseline levels, suggesting involvement of locus coeruleus noradrenergic neurons.
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Animal Model:Sprague-Dawley rats (male, 180-250 g, 6-8 weeks old)[3]
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Dosage:0.1-1 nmol/side
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Administration:Bilateral locus coeruleus microinjection, single dose, no cycle
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Result:Dose-dependently increased the nociceptive threshold (peak at 5 min, 117.9% above control at 1 nmol/side).
Co-injection of PPADS (1 nmol/side) completely antagonized the antinociceptive effect, confirming P2X receptor-mediated mechanism.
Chemical Information
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CAS No. 7292-42-4
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Molecular Weight 505.21
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Formula C11H18N5O12P3
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SMILES
OP(OP(CP(OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C3=NC=NC(N)=C3N=C2)O1)(O)=O)(O)=O)(O)=O
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Publications (1)
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Journal Impact Factor
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Most Recent
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Research (Wash D C)
2025 Oct 20:8:0932. PMID: 41122266
Purity & Documentation
References
[1]. Arribas-Blázquez M, et al. Overexpression of P2X3 and P2X7 Receptors and TRPV1 Channels in Adrenomedullary Chromaffin Cells in a Rat Model of Neuropathic Pain. Int J Mol Sci. 2019 Jan 3;20(1). [Content Brief]
[2]. Hanna RL, et al. alpha,beta-Methylene ATP elicits a reflex pressor response arising from muscle in decerebrate cats. J Appl Physiol (1985). 2002 Sep;93(3):834-41. [Content Brief]
[3]. Fukui M, et al. Involvement of locus coeruleus noradrenergic neurons in supraspinal antinociception by alpha,beta-methylene-ATP in rats. J Pharmacol Sci. 2004 Feb;94(2):153-60 [Content Brief]
Calculators
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