Eprazinone

Identification

Name
Eprazinone
Accession Number
DB08990
Type
Small Molecule
Groups
Experimental, Withdrawn
Description

Eprazinone (trade name Eftapan) is a mucolytic drug, and relieves bronchospasms.

Structure
Thumb
Synonyms
  • eprazinona
  • Eprazinone
  • Éprazinone
External IDs
CE 746 / CG-B 6 K
Product Ingredients
IngredientUNIICASInChI Key
Eprazinone Hydrochloride394X1L8I9Y10402-53-6BPMQVOKMMQFZGV-UHFFFAOYSA-N
Categories
UNII
883YNL63WU
CAS number
10402-90-1
Weight
Average: 380.532
Monoisotopic: 380.246378278
Chemical Formula
C24H32N2O2
InChI Key
BSHWLCACYCVCJE-UHFFFAOYSA-N
InChI
InChI=1S/C24H32N2O2/c1-3-28-23(21-10-6-4-7-11-21)19-26-16-14-25(15-17-26)18-20(2)24(27)22-12-8-5-9-13-22/h4-13,20,23H,3,14-19H2,1-2H3
IUPAC Name
3-[4-(2-ethoxy-2-phenylethyl)piperazin-1-yl]-2-methyl-1-phenylpropan-1-one
SMILES
CCOC(CN1CCN(CC(C)C(=O)C2=CC=CC=C2)CC1)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
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
Not Available
Food Interactions
Not Available

References

Synthesis Reference

U.S. Patent 3,448,192.

General References
Not Available
External Links
KEGG Drug
D07902
PubChem Compound
3245
PubChem Substance
310264951
ChemSpider
3132
ChEBI
82716
ChEMBL
CHEMBL1885437
Drugs.com
Drugs.com Drug Page
Wikipedia
Eprazinone
ATC Codes
R05CB04 — Eprazinone

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

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

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)160U.S. Patent 3,448,192.
Predicted Properties
PropertyValueSource
Water Solubility0.0484 mg/mLALOGPS
logP3.78ALOGPS
logP4.14ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)16.21ChemAxon
pKa (Strongest Basic)7.32ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area32.78 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity115.29 m3·mol-1ChemAxon
Polarizability44.38 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
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
Phenylpropanes / Benzylethers / Benzoyl derivatives / Aryl alkyl ketones / N-alkylpiperazines / Aralkylamines / Beta-amino ketones / Trialkylamines / Dialkyl ethers / Azacyclic compounds
show 3 more
Substituents
Alkyl-phenylketone / Benzylether / Phenylpropane / Benzoyl / Aryl alkyl ketone / Aralkylamine / N-alkylpiperazine / Monocyclic benzene moiety / Beta-aminoketone / 1,4-diazinane
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
ether, N-alkylpiperazine, aromatic ketone (CHEBI:82716)

Drug created on June 10, 2014 16:52 / Updated on November 02, 2018 08:46