Dapiprazole
Dapiprazole
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Dapiprazole

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Catalog Number PR72822129
CAS 72822-12-9
Description Dapiprazole is a N-arylpiperazine, a N-alkylpiperazine and a member of pyridines. It has a role as an alpha-adrenergic antagonist, a miotic, an ophthalmology drug and an antipsychotic agent.
Synonyms Dapiprazol; Glamidolo; Reversil; Dapirazol; Dapirazolum
IUPAC Name 3-[2-[4-(2-methylphenyl)piperazin-1-yl]ethyl]-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine
Molecular Weight 325.5
Molecular Formula C19H27N5
InChI RFWZESUMWJKKRN-UHFFFAOYSA-N
InChI Key InChI=1S/C19H27N5/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
Drug Categories Adrenergic Agents; Adrenergic alpha-1 Receptor Antagonists; Adrenergic alpha-Antagonists; Adrenergic Antagonists; Agents that produce hypertension; Antiglaucoma Preparations and Miotics; Antipsychotic Agents; Central Nervous System Agents; Central Nervous System Depressants; Neurotoxic agents; Neurotransmitter Agents; Ophthalmics; Ophthalmologicals; Sensory Organs; Tranquilizing Agents
Drug Interactions Alfuzosin-Dapiprazole may increase the hypotensive activities of Alfuzosin.
Avanafil-Dapiprazole may increase the hypotensive activities of Avanafil.
Baclofen-Baclofen may increase the central nervous system depressant (CNS depressant) activities of Dapiprazole.
Clobazam-The risk or severity of sedation, somnolence, and CNS depression can be increased when Clobazam is combined with Dapiprazole.
Cyclobenzaprine-The risk or severity of CNS depression can be increased when Cyclobenzaprine is combined with Dapiprazole.
Isomeric SMILES CC1=CC=CC=C1N2CCN(CC2)CCC3=NN=C4N3CCCC4
Standard In-house
Type Small Molecule
Therapeutic Category Ophthalmic Agents
Pharmacology

Indications

Dapiprazole is primarily indicated for the management of iatrogenically induced mydriasis, which can result from the application of adrenergic agents, such as phenylephrine, or parasympatholytic agents, like tropicamide, during ophthalmic examinations. Its use facilitates the reversal of pupil dilation, aiding in the restoration of normal visual function following diagnostic procedures.

Pharmacodynamics

As an alpha-adrenergic blocking agent, Dapiprazole exerts its effects by antagonizing alpha-adrenergic receptors located on the dilator muscle of the iris. This action induces miosis, or pupil constriction. Notably, Dapiprazole does not significantly impact the ciliary muscle's ability to contract, ensuring stability in the anterior chamber depth and lens thickness. Additionally, it does not alter intraocular pressure (IOP) in either normal eyes or those with elevated IOP. The agent may exhibit a marginally slower rate of pupillary constriction in individuals with brown irises compared to those with blue or green irises.

Absorption

The systemic absorption of Dapiprazole following topical administration is negligible. This limited absorption profile minimizes systemic exposure and reduces the potential for systemic side effects, emphasizing its targeted ophthalmic application.

Mechanism of Action

Dapiprazole exerts its effects by selectively antagonizing alpha1-adrenergic receptors located in the smooth muscle. Its primary action is to induce miosis by targeting the dilator muscle of the iris. Importantly, Dapiprazole does not significantly affect the contraction of the ciliary muscle. Consequently, there is no notable alteration in the anterior chamber depth or in the thickness of the lens.

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