This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Ketanserin
Accession Number
DB12465
Type
Small Molecule
Groups
Investigational
Description

Ketanserin has been investigated for the treatment of Septic Shock, Severe Sepsis, and Diabetic Foot Ulcer.

Structure
Thumb
Synonyms
  • Ketanserin
  • ketanserina
External IDs
R-41,468 / R-41468
Categories
UNII
97F9DE4CT4
CAS number
74050-98-9
Weight
Average: 395.434
Monoisotopic: 395.164519743
Chemical Formula
C22H22FN3O3
InChI Key
FPCCSQOGAWCVBH-UHFFFAOYSA-N
InChI
InChI=1S/C22H22FN3O3/c23-17-7-5-15(6-8-17)20(27)16-9-11-25(12-10-16)13-14-26-21(28)18-3-1-2-4-19(18)24-22(26)29/h1-8,16H,9-14H2,(H,24,29)
IUPAC Name
3-{2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl}-1,2,3,4-tetrahydroquinazoline-2,4-dione
SMILES
FC1=CC=C(C=C1)C(=O)C1CCN(CCN2C(=O)NC3=CC=CC=C3C2=O)CC1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U5-hydroxytryptamine receptor 2A
inverse agonist
Human
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
(R)-warfarinThe risk or severity of adverse effects can be increased when Ketanserin is combined with (R)-warfarin.
(S)-WarfarinThe risk or severity of adverse effects can be increased when Ketanserin is combined with (S)-Warfarin.
1-(3-Mercapto-2-Methyl-Propionyl)-Pyrrolidine-2-Carboxylic Acid1-(3-Mercapto-2-Methyl-Propionyl)-Pyrrolidine-2-Carboxylic Acid may increase the hypotensive activities of Ketanserin.
2,5-Dimethoxy-4-ethylamphetamineThe risk or severity of serotonin syndrome can be increased when 2,5-Dimethoxy-4-ethylamphetamine is combined with Ketanserin.
2,5-Dimethoxy-4-ethylthioamphetamineThe risk or severity of serotonin syndrome can be increased when Ketanserin is combined with 2,5-Dimethoxy-4-ethylthioamphetamine.
3,4-MethylenedioxyamphetamineThe risk or severity of serotonin syndrome can be increased when 3,4-Methylenedioxyamphetamine is combined with Ketanserin.
4-Bromo-2,5-dimethoxyamphetamineThe risk or severity of serotonin syndrome can be increased when 4-Bromo-2,5-dimethoxyamphetamine is combined with Ketanserin.
4-hydroxycoumarinThe risk or severity of adverse effects can be increased when Ketanserin is combined with 4-hydroxycoumarin.
4-MethoxyamphetamineThe risk or severity of adverse effects can be increased when 4-Methoxyamphetamine is combined with Ketanserin.
5-methoxy-N,N-dimethyltryptamineThe risk or severity of serotonin syndrome can be increased when Ketanserin is combined with 5-methoxy-N,N-dimethyltryptamine.
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C07464
PubChem Compound
3822
PubChem Substance
347828704
ChemSpider
3690
BindingDB
21395
ChEBI
6123
ChEMBL
CHEMBL51
Wikipedia
Ketanserin
ATC Codes
C02KD01 — Ketanserin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1RecruitingBasic ScienceBasic Science1
1, 2CompletedTreatmentDiabetic Foot Ulcers (DFU)1
3CompletedTreatmentSevere Sepsis / Shock, Septic1
3TerminatedPreventionAcute Renal Failure (ARF)1
4Not Yet RecruitingTreatmentCritical Illness1
Not AvailableCompletedBasic ScienceHealthy Volunteers1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.156 mg/mLALOGPS
logP2.92ALOGPS
logP3.61ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)11.42ChemAxon
pKa (Strongest Basic)7.29ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area69.72 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity109.11 m3·mol-1ChemAxon
Polarizability39.89 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbonyl compounds
Direct Parent
Alkyl-phenylketones
Alternative Parents
Quinazolines / Aryl alkyl ketones / Benzoyl derivatives / Pyrimidones / Fluorobenzenes / Hydroxypyrimidines / Gamma-amino ketones / Aryl fluorides / Piperidines / Heteroaromatic compounds
show 7 more
Substituents
Alkyl-phenylketone / Diazanaphthalene / Quinazoline / Benzoyl / Aryl alkyl ketone / Fluorobenzene / Halobenzene / Hydroxypyrimidine / Pyrimidone / Aryl fluoride
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
piperidines, organofluorine compound, aromatic ketone, quinazolines (CHEBI:6123)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inverse agonist
General Function
Virus receptor activity
Specific Function
G-protein coupled receptor for 5-hydroxytryptamine (serotonin). Also functions as a receptor for various drugs and psychoactive substances, including mescaline, psilocybin, 1-(2,5-dimethoxy-4-iodop...
Gene Name
HTR2A
Uniprot ID
P28223
Uniprot Name
5-hydroxytryptamine receptor 2A
Molecular Weight
52602.58 Da
References
  1. Muntasir HA, Bhuiyan MA, Ishiguro M, Ozaki M, Nagatomo T: Inverse agonist activity of sarpogrelate, a selective 5-HT2A-receptor antagonist, at the constitutively active human 5-HT2A receptor. J Pharmacol Sci. 2006 Oct;102(2):189-95. Epub 2006 Oct 7. [PubMed:17031071]

Drug created on October 20, 2016 16:29 / Updated on December 16, 2018 06:59