tolazoline   

GtoPdb Ligand ID: 7310

Synonyms: TCMDC-125842
tolazoline is an approved drug (FDA (1948))
Compound class: Synthetic organic
Comment: Tolazoline is a non-selective α-adrenoceptor antagonist.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 24.39
Molecular weight 160.1
XLogP 1.5
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES c1ccc(cc1)CC1=NCCN1
Isomeric SMILES c1ccc(cc1)CC1=NCCN1
InChI InChI=1S/C10H12N2/c1-2-4-9(5-3-1)8-10-11-6-7-12-10/h1-5H,6-8H2,(H,11,12)
InChI Key JIVZKJJQOZQXQB-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
Used as a vasodilator, to treat vasoconstriction in the pulmonary arteries. FDA marketing authorisation has been discontinued and the EMA does not approve use of this drug in the EU. Other national approval agencies may continue to grant marketing authorisation.
Mechanism Of Action and Pharmacodynamic Effects
The precise mechanisms underlying the beneficial clinical effects of this drug are not clear. It has anti-adrenergic activity at α-adrenoceptors which likely accounts for the vasodilatory effect [2]. Drug-induced histamine release via activation of the histamine H1 receptors may synergise with the adrenergic vasodilatory effect. See the DrugBank link for further details.