An α-adrenergic receptor antagonist
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Dapiprazole (hydrochloride)

Item No. 29222

Technical Information
Formal Name
5,6,7,8-tetrahydro-3-[2-[4-(2-methylphenyl)-1-piperazinyl]ethyl]-1,2,4-triazolo[4,3-a]pyridine, monohydrochloride
CAS Number
72822-13-0
Molecular Formula
C19H27N5 • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 2 mg/mlDMSO: 3 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
236 nm
SMILES
CC(C=CC=C1)=C1N(CC2)CCN2CCC3=NN=C4N3CCCC4.Cl
InChi Code
InChI=1S/C19H27N5.ClH/c1-16-6-2-3-7-17(16)23-14-12-22(13-15-23)11-9-19-21-20-18-8-4-5-10-24(18)19;/h2-3,6-7H,4-5,8-15H2,1H3;1H
InChi Key
ZIODNPFQZIHCOE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dapiprazole is an α-adrenergic receptor (α-AR) antagonist.1 It inhibits norepinephrine-induced contractions in rat vas deferens, guinea pig spleen, and rat aorta, regions that express high levels of α1A-AR, α1B-AR, and α1D-ARs, respectively (pA2s = 7.93, 7.13, and 8.26, respectively). It also inhibits contractions induced by histamine, angiotensin II, pentagastrin (Item No. 28546), carbamoylcholine (carbachol; Item No. 14486), and serotonin (Item No. 14332) in guinea pig ileum in a dose-dependent manner.2 Dapiprazole (0.05%, intracameral) reverses pupil dilation induced by a combination of the α1A-AR agonist phenylephrine and the muscarinic M4 antagonist tropicamide (Item No. 16606) in rabbits.3 Formulations containing dapiprazole have been used in the treatment of iatrogenically induced mydriasis by adrenergic or parasympatholytic agents in certain eye examinations.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Eltze, M. Affinity of the miotic drug, dapiprazole, at α1-adrenoceptor subtypes A, B and D. J. Pharm. Pharmacol. 49(11), 1091-1095 (1997).

    2. Lograno, M.D., and Reibaldi, A. Effects of dapiprazole on contractile responses of guinea pig isolated ileum. Pharmacol. Res. Commun. 19(3), 209-221 (1987).

    3. Bonomi, L., Marchini, G., Pagello, P., et alEffects of intraocular dapiprazole in the rabbit eye. J. Cataract Refract. Surg. 15(6), 681-684 (1989).