An internal standard for the quantification of urapidil by GC- or LC-MS
Related Products
Unlabeled Version(s)
29004Urapidil (hydrochloride)
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Urapidil-d3

Item No. 43811

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-((3-(4-(2-(methoxy-d3)phenyl)piperazin-1-yl)propyl)amino)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
CAS Number
1398066-08-4
Molecular Formula
C20H26D3N5O3
Formula Weight
390.5
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly solublePBS (7.2 pH): Slightly soluble
SMILES
CN(C(NCCCN(CC1)CCN1C2=CC=CC=C2OC([2H])([2H])[2H])=CC(N3C)=O)C3=O
InChi Code
InChI=1S/C20H29N5O3/c1-22-18(15-19(26)23(2)20(22)27)21-9-6-10-24-11-13-25(14-12-24)16-7-4-5-8-17(16)28-3/h4-5,7-8,15,21H,6,9-14H2,1-3H3/i3D3
InChi Key
ICMGLRUYEQNHPF-HPRDVNIFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $153

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    1 mg

    $291

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    Product Description

    Urapidil-d3 is intended for use as an internal standard for the quantification of urapidil (Item No. 29004) by GC- or LC-MS. Urapidil is an antagonist of α1-adrenergic receptors (α1-ARs) and a partial agonist of the serotonin (5-HT) receptor subtype 5-HT1A.1,2 It selectively binds to α1- over α2-ARs (IC50s = 0.74 and 42 μM, respectively) and to 5-HT1A over 5-HT1B and 5-HT2 receptors (IC50s = 0.4, 20.4, and >10 μM, respectively) in rat cortex.1 Urapidil inhibits cAMP accumulation induced by forskolin in calf hippocampus as a functional model for 5-HT1A receptors (EC50 = 390 nM).3 It is also a β1-AR antagonist that inhibits the positive chronotropic response induced by isoproterenol (Item No. 15592) in isolated rat atria (pA2 = 6.05).4 Urapidil (1 μmol/kg, i.v.) lowers mean arterial pressure (MAP) in anesthetized cats, an effect that is reduced by central administration of the 5-HT1A receptor antagonist spiroxatrine.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gross, G., Hanft, G., and Kolassa, N. Urapidil and some analogues with hypotensive properties show high affinities for 5-hydroxytryptamine (5-HT) binding sites of the 5-HT1A subtype and for α1-adrenoceptor binding sites. Naunyn Schmiedebergs Arch Pharmacol. 336(6), 597-601 (1987).

    2. van Zwieten, P.A. Pharmacologic profile of urapidil. Am. J. Cardiol. 64(7), 1D-6D (1989).

    3. Schoeffter, P., and Hoyer, D. Centrally acting hypotensive agents with affinity for 5-HT1A binding sites inhibit forskolin-stimulated adenylate cyclase activity in calf hippocampus. Br. J. Pharmacol. 95(3), 975-985 (1988).

    4. Verberne, A.J., and Rand, M.J. Effect of urapidil on β-adrenoceptors of rat atria. Eur. J. Pharmacol. 108(2), 193-196 (1985).

    5. Kolassa, N., Beller, K.D., and Sanders, K.H. Involvement of brain 5-HT1A receptors in the hypotensive response to urapidil. Am. J. Cardiol. 64(7), 7D-10D (1989).