Structure via PubChem · Public domain (PubChem)
urapidil
Sign in to saveUrapidil is a sympatholytic antihypertensive drug. It acts as an α1-adrenoceptor antagonist and as an 5-HT1A receptor agonist. Although an initial report suggested that urapidil was also an α2-adrenoceptor agonist, this was not substantiated in later studies that demonstrated it was devoid of agonist actions in the dog saphenous vein and the guinea-pig ileum. Unlike some other α1-adrenoceptor antagonists, urapidil does not elicit reflex tachycardia, and this may be related to its weak β1-adrenoceptor antagonist activity, as well as its effect on cardiac vagal drive. Urapidil is currently not a
Chemical data
- Formula
- C20H29N5O3
- Molecular weight
- 387.5 g/mol
- IUPAC name
- 6-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino]-1,3-dimethylpyrimidine-2,4-dione
- SMILES
- CN1C(=CC(=O)N(C1=O)C)NCCCN2CCN(CC2)C3=CC=CC=C3OC
- InChIKey
- ICMGLRUYEQNHPF-UHFFFAOYSA-N
- XLogP
- 1.5
- Polar surface area
- 68.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- hypertension, preeclampsia, stroke, cerebrovascular disorder
via ChEMBL · EBI
Research
841 papers- Urapidil. A reappraisal of its use in the management of hypertension.Drugs · 1998
- Urapidil, a multiple-action alpha-blocking drug.The American journal of cardiology · 1989
- Urapidil, compared to nitroglycerin, has better clinical safety in the treatment of hypertensive patients with acute heart failure: a meta-analysis.Drug design, development and therapy · 2019
- Urapidil, a dual-acting antihypertensive agent: Current usage considerations.Advances in therapy · 2010
- [Urapidil: an unknown / known antihypertensive].Vnitrni lekarstvi · 2022
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 387.227
- Has use
- medication
Show 6 more facts
- chemical formula
- C₂₀H₂₉N₅O₃
- canonical SMILES
- CN1C(=CC(=O)N(C1=O)C)NCCCN2CCN(CC2)C3=CC=CC=C3OC
- route of administration
- oral administration
- subject has role
- alpha blocker
- Commons category
- Urapidil
- defined daily dose
- 50
via Wikidata · CC0
~3 min read
Encyclopedic overview
4 sectionsContents
- Medical uses
- D/T and reperfusion injuries
- See also
- References
{{Drugbox | IUPAC_name = 6-({3-[4-(2-methoxyphenyl)piperazin-1-yl]propyl}amino)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione | image = Urapidil structure.svg | image_class = skin-invert-image | width = 250px
| tradename = | Drugs.com = | pregnancy_category = | legal_status = Rx-only | routes_of_administration = Oral
Excerpted from Wikipedia’s “urapidil” article, available under the CC BY-SA 4.0 licence.