An α1-AR antagonist and 5-HT1A receptor partial agonist
Related Products
Labeled Version(s)
43811Urapidil-d3
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Urapidil (hydrochloride)

Item No. 29004

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-[[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione monohydrochloride
CAS Number
64887-14-5
Molecular Formula
C20H29N5O3 • HCl
Formula Weight
423.9
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 3mg/mLPBS (pH 7.2): 10mg/mL
λmax
267 nm
SMILES
COC1=CC=CC=C1N2CCN(CCCNC3=CC(N(C)C(N3C)=O)=O)CC2.Cl
InChi Code
InChI=1S/C20H29N5O3.ClH/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;1H
InChi Key
KTMLZVUAXJERAT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    250 mg

    $81

    Add

    500 mg

    $135

    Add

    1 g

    $255

    Add
    Product Description

    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).