Molecule Details
InChIKeyMRBDMNSDAVCSSF-UHFFFAOYSA-N
Compound NamePhentolamine
Canonical SMILESCc1ccc(N(CC2=NCCN2)c2cccc(O)c2)cc1
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)10
Pfam Stratification Cross-Family
Avg pChEMBL7.55
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00692
Drug NamePhentolamine
CAS Number50-60-2
Groups approved investigational
ATC Codes V03AB36 C04AB01
DescriptionPhentolamine is a reversible, non-selective alpha-adrenergic blocker that induces vasodilation. While initially introduced to the market for the treatment of hypertension, this clinical use was halted due to cardiovascular and gastrointestinal adverse effects with the prolonged use of large oral dos...

Categories: Adrenergic Agents Adrenergic Antagonists Adrenergic alpha-1 Receptor Antagonists Adrenergic alpha-Antagonists Agents that produce hypertension Antidotes Antihypertensive Agents Cardiovascular Agents Drugs that are Mainly Renally Excreted Hypotensive Agents Imidazoles Imidazoline Derivatives Neurotransmitter Agents Non-selective Alfa-adrenergic Blocking Agents Peripheral Vasodilators Peripheral alpha-1 blockers Sympatholytic (Adrenergic Blocking) Agents Vasodilating Agents
Cross-references: BindingDB: 31046 ChEBI: 8081 CHEMBL597 ChemSpider: 5571 Drugs Product Database (DPD): 5974 Guide to Pharmacology: 502 IUPHAR: 502 PharmGKB: PA450926 PubChem:5775 PubChem:46506535 RxCUI: 8153 Therapeutic Targets Database: DAP000299 Wikipedia: Phentolamine ZINC: ZINC000000020251
Target Activities (10)
Target Gene Organism Category Pfam pChEMBL Type Source
P08913 ADRA2A Homo sapiens Human PF00001 8.4 Ki ChEMBL;BindingDB
P18089 ADRA2B Homo sapiens Human PF00001 8.1 Ki ChEMBL;BindingDB
Q9Y2I1 NISCH Homo sapiens Human PF25625 PF23142 PF00787 7.9 Ki ChEMBL;BindingDB
P35348 ADRA1A Homo sapiens Human PF00001 7.9 Ki ChEMBL;BindingDB
P18825 ADRA2C Homo sapiens Human PF00001 7.9 Ki ChEMBL;BindingDB
P35368 ADRA1B Homo sapiens Human PF00001 7.9 Kd ChEMBL;BindingDB
P25100 ADRA1D Homo sapiens Human PF00001 7.9 Ki ChEMBL;BindingDB
P28223 HTR2A Homo sapiens Human PF00001 6.7 IC50 ChEMBL
P28335 HTR2C Homo sapiens Human PF00001 6.5 IC50 ChEMBL
Q99720 SIGMAR1 Homo sapiens Human PF04622 6.3 IC50 ChEMBL;BindingDB
DrugBank Target Actions (4)
Target Gene Target Name Action Type
P08913 ADRA2A Alpha-2 adrenergic receptors antagonist targets
P14416 DRD2 D(2) dopamine receptor antagonist targets
P35348 ADRA1A Alpha-1 adrenergic receptors antagonist targets
Q14654 KCNJ11 ATP-sensitive inward rectifier potassium channel 11 blocker targets