NAV

Etozoline

Identification

Generic Name
Etozoline
DrugBank Accession Number
DB08982
Background

Etozoline is marketed in Europe under the names Diulozin, Elkapin, and Etopinil. Etozoline is a loop diuretic.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 284.37
Monoisotopic: 284.119463686
Chemical Formula
C13H20N2O3S
Synonyms
Not Available
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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
Etozolin hydrochloride92BYI8Y56J53-90-7AOHAFCXGDWOODX-KVVVOXFISA-N

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acids and derivatives
Alternative Parents
Vinylogous thioesters / Piperidines / Vinylogous amides / Thiazolidines / Tertiary carboxylic acid amides / Acrylic acids and derivatives / Enoate esters / Lactams / Ketene acetals / Thiohemiaminal derivatives
show 7 more
Substituents
Acrylic acid or derivatives / Aliphatic heteromonocyclic compound / Alpha,beta-unsaturated carboxylic ester / Alpha-amino acid or derivatives / Azacycle / Carbonyl group / Carboxamide group / Carboxylic acid ester / Enoate ester / Hemithioaminal
show 16 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
UEO8UW9V1Z
CAS number
73-09-6
InChI Key
ZCKKHYXUQFTBIK-KTKRTIGZSA-N
InChI
InChI=1S/C13H20N2O3S/c1-3-18-11(16)9-10-14(2)12(17)13(19-10)15-7-5-4-6-8-15/h9,13H,3-8H2,1-2H3/b10-9-
IUPAC Name
ethyl 2-[(2Z)-3-methyl-4-oxo-5-(piperidin-1-yl)-1,3-thiazolidin-2-ylidene]acetate
SMILES
[H]\C(C(=O)OCC)=C1\SC(N2CCCCC2)C(=O)N1C

References

Synthesis Reference

U.S. Patent 3,072,653.

General References
Not Available
PubChem Compound
5743585
PubChem Substance
310264943
ChemSpider
4675409
ChEBI
553487
ChEMBL
CHEMBL330829
Wikipedia
Etozoline

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Tablet
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)158-159U.S. Patent 3,072,653.
Predicted Properties
PropertyValueSource
Water Solubility5.63 mg/mLALOGPS
logP2.27ALOGPS
logP1.92Chemaxon
logS-1.7ALOGPS
pKa (Strongest Basic)5.35Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area49.85 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity85.5 m3·mol-1Chemaxon
Polarizability30.35 Å3Chemaxon
Number of Rings2Chemaxon
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-004i-9660000000-a36fe3c82219b0565c47
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0190000000-cbab1de1af644416046d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-053r-0290000000-9711b606ba1359d80d34
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-5490000000-711ace4baa111af4de7f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00dr-2950000000-c2a57978512ed8bb9f2a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000t-7940000000-19ca09214dab9731aa70
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-2910000000-efbfddbdbe565a63dcfe
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]-164.13112
predicted
DeepCCS 1.0 (2019)
[M+H]+166.48912
predicted
DeepCCS 1.0 (2019)
[M+Na]+173.08812
predicted
DeepCCS 1.0 (2019)

Drug created at June 10, 2014 16:28 / Updated at June 12, 2020 16:52