Eprazinone

Identification

Generic Name
Eprazinone
DrugBank Accession Number
DB08990
Background

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

Type
Small Molecule
Groups
Experimental, Withdrawn
Structure
Weight
Average: 380.532
Monoisotopic: 380.246378278
Chemical Formula
C24H32N2O2
Synonyms
  • eprazinona
  • Eprazinone
  • Éprazinone
External IDs
  • CE 746
  • CG-B 6 K

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Eprazinone Hydrochloride394X1L8I9Y10402-53-6BPMQVOKMMQFZGV-UHFFFAOYSA-N

Categories

ATC Codes
R05CB04 — Eprazinone
Drug Categories
Chemical TaxonomyProvided by Classyfire
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
1,4-diazinane / Alkyl-phenylketone / Amine / Aralkylamine / Aromatic heteromonocyclic compound / Aryl alkyl ketone / Azacycle / Benzenoid / Benzoyl / Benzylether
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
ether, N-alkylpiperazine, aromatic ketone (CHEBI:82716)
Affected organisms
Not Available

Chemical Identifiers

UNII
883YNL63WU
CAS number
10402-90-1
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

References

Synthesis Reference

U.S. Patent 3,448,192.

General References
Not Available
KEGG Drug
D07902
PubChem Compound
3245
PubChem Substance
310264951
ChemSpider
3132
RxNav
24272
ChEBI
82716
ChEMBL
CHEMBL1885437
Drugs.com
Drugs.com Drug Page
Wikipedia
Eprazinone

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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/MSsplash10-001i-0009000000-424c6de991a653bef01d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-002r-1389000000-e40a89778d15a2c25a84
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-053r-0926000000-692b8a9eabfbf0659300
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-1693000000-8b1d01faea15b1a8b949
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4r-3922000000-87db13ed4962bc019afe
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01z9-2593000000-e8f2e9a816fa755f277e
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-190.62523
predicted
DeepCCS 1.0 (2019)
[M+H]+193.15773
predicted
DeepCCS 1.0 (2019)
[M+Na]+201.76482
predicted
DeepCCS 1.0 (2019)

Drug created at June 10, 2014 22:52 / Updated at December 02, 2023 07:01