tolazoline Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
2695 59-98-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • tolazoline monohydrochloride
  • benzalolin
  • tolazoline
  • benzazoline
  • benzidazol
  • benzolin
  • benzylimidazoline
  • imidaline
  • imidalin
  • phenylmethylimidazoline
  • priscoline
  • vasodil
  • tolazoline hydrochloride
  • tolazoline HCl
A vasodilator that apparently has direct actions on blood vessels and also increases cardiac output. Tolazoline can interact to some degree with histamine, adrenergic, and cholinergic receptors, but the mechanisms of its therapeutic effects are not clear. It is used in treatment of persistent pulmonary hypertension of the newborn.
  • Molecular weight: 160.22
  • Formula: C10H12N2
  • CLOGP: 2.65
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 1
  • TPSA: 24.39
  • ALOGS: -2.07
  • ROTB: 2

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
75 mg O

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 12.48 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
March 17, 1948 FDA NOVARTIS

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC C04AB02 CARDIOVASCULAR SYSTEM
PERIPHERAL VASODILATORS
PERIPHERAL VASODILATORS
Imidazoline derivatives
ATC M02AX02 MUSCULO-SKELETAL SYSTEM
TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
Other topical products for joint and muscular pain
MeSH PA D018663 Adrenergic Agents
CHEBI has role CHEBI:37890 alpha-adrenergic antagonist
CHEBI has role CHEBI:35674 antihypertensive agent
CHEBI has role CHEBI:35620 vasodilator agent
MeSH PA D000317 Adrenergic alpha-Antagonists
MeSH PA D018674 Adrenergic Antagonists
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D014665 Vasodilator Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Disorder of blood vessel indication 27550009 DOID:178
Cerebrovascular disease indication 62914000 DOID:6713
Persistent pulmonary hypertension of the newborn indication 233815004 DOID:13042
Dysmenorrhea off-label use 266599000
Tachyarrhythmia contraindication 6285003
Low blood pressure contraindication 45007003
Arterial hemorrhage contraindication 234003006

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.97 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Alpha-2B adrenergic receptor GPCR ANTAGONIST Ki 5.50 WOMBAT-PK CHEMBL
Alpha-1A adrenergic receptor GPCR ANTAGONIST Ki 5.50 WOMBAT-PK CHEMBL
Alpha-2A adrenergic receptor GPCR ANTAGONIST Ki 6.64 WOMBAT-PK CHEMBL
Alpha-2C adrenergic receptor GPCR ANTAGONIST Ki 5.43 WOMBAT-PK CHEMBL
Trace amine-associated receptor 1 GPCR Ki 5.79 CHEMBL
Adrenergic receptor alpha-1 GPCR IC50 5.68 CHEMBL
Adrenergic receptor alpha-2 GPCR Ki 6.74 CHEMBL

External reference:

IDSource
4019951 VUID
N0000148036 NUI
C0040373 UMLSCUI
D00997 KEGG_DRUG
4220008 SNOMEDCT_US
4019951 VANDF
363554004 SNOMEDCT_US
10634 RXNORM
d00741 MMSL
004739 NDDF
CHH9H12AQ3 UNII
4213 INN_ID
5504 PUBCHEM_CID
CHEBI:28502 CHEBI
CHEMBL770 ChEMBL_ID
DB00797 DRUGBANK_ID
CHEMBL1689 ChEMBL_ID
59-97-2 SECONDARY_CAS_RN
D014043 MESH_DESCRIPTOR_UI
7310 IUPHAR_LIGAND_ID

Pharmaceutical products:

None