Oxolamine

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

Identification

Summary

Oxolamine is a medication indicated in the treatment of a cough or upper respiratory tract inflammation.

Generic Name
Oxolamine
DrugBank Accession Number
DB13216
Background

Oxolamine is not approved in the USA, it may be marketed elsewhere internationally as a cough suppressant 1. It is listed as a prescription drug in New Zealand legislation 2. Oxolamine is also approved in Taiwan for the treatment of respiratory tract inflamation 3.

Type
Small Molecule
Groups
Approved
Structure
Weight
Average: 245.326
Monoisotopic: 245.152812244
Chemical Formula
C14H19N3O
Synonyms
  • Oxolamina
  • Oxolamine
  • Oxolaminum
External IDs
  • 683 M
  • AF 438

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Symptomatic treatment ofCoughing••••••••••••
Used in combination for symptomatic treatment ofLaryngitisCombination Product in combination with: Propyphenazone (DB13524)••••••••••••••••••••• ••••••••••••••••
Used in combination for symptomatic treatment ofPharyngitisCombination Product in combination with: Propyphenazone (DB13524)•••••••••••••••••• •••••••••••••••••••
Used in combination for symptomatic treatment ofSinusitisCombination Product in combination with: Propyphenazone (DB13524)••••••••••••••••••••• ••••••••••••••••
Used in combination for symptomatic treatment ofTonsillitisCombination Product in combination with: Propyphenazone (DB13524)••••••••••••••••••••• ••••••••••••••••
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
Oxolamine citrateK5X4XBR6941949-20-8RBZIGQJSMCOHSS-UHFFFAOYSA-N
Oxolamine phosphateDMG78UE3PU131378-45-5PSCWWFOVTFSDGZ-UHFFFAOYSA-N
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
ASE-COLD 120 mg+50mg+1mg/5 ml PEDİATRİK ŞURUPOxolamine citrate (50 mg/5ml) + Acetaminophen (120 mg/5ml) + Chlorpheniramine maleate (1 mg/5ml)SyrupOralLİLYUM İLAÇ VE KİMYA SAN. TİC. LTD. ŞTİ.2019-05-07Not applicableTurkey flag
FORZA TABLET, 30 ADETOxolamine citrate (100 mg) + Acetaminophen (250 mg) + Chlorpheniramine maleate (2 mg) + Phenylephrine hydrochloride (5 mg)TabletOralALİ RAİF İLAÇ SAN. A.Ş.1998-02-17Not applicableTurkey flag
KATARIN 120 MG+50 MG+1 MG/5 ML PEDIATRIK SURUP 100 MLOxolamine citrate (50 mg) + Acetaminophen (120 mg) + Chlorpheniramine maleate (1 mg)SyrupOralBİOFARMA İLAÇ SAN. VE TİC. A.Ş.2003-04-29Not applicableTurkey flag
KATARİN 250 MG/100 MG/2 MG KAPSÜL, 15 ADETOxolamine citrate (100 mg) + Acetaminophen (250 mg) + Chlorpheniramine (2 mg)CapsuleOralBİOFARMA İLAÇ SAN. VE TİC. A.Ş.2020-08-14Not applicableTurkey flag
KATARİN 250 MG/100 MG/2 MG KAPSÜL, 30 ADETOxolamine citrate (100 mg) + Acetaminophen (250 mg) + Chlorpheniramine (2 mg)CapsuleOralBİOFARMA İLAÇ SAN. VE TİC. A.Ş.1968-12-09Not applicableTurkey flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
PERBRONS 10 MG 120 ML SURUPOxolamine (10 mg)SyrupOralCASEL ECZACI CAHİT SELİMOĞLU İLAÇ SAN. VE TİC. LTD. ŞTİ.2018-12-31Not applicableTurkey flag
PEREBRON 50MG/5 ML 120 ML SURUPOxolamine phosphate (50 mg/5ml)SyrupOralANGELİNİ İLAÇ SAN. VE TİC. A.Ş.2013-01-29Not applicableTurkey flag

Categories

ATC Codes
R05DB07 — Oxolamine
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenyloxadiazoles. These are polycyclic aromatic compounds containing a benzene ring linked to a 1,2,4-oxadiazole ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Oxadiazoles
Direct Parent
Phenyloxadiazoles
Alternative Parents
Aralkylamines / Benzene and substituted derivatives / Heteroaromatic compounds / Trialkylamines / Oxacyclic compounds / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Hydrocarbon derivatives
Substituents
Amine / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Heteroaromatic compound / Hydrocarbon derivative / Monocyclic benzene moiety / Organic nitrogen compound / Organic oxygen compound
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
90BEA145GY
CAS number
959-14-8
InChI Key
IDCHQQSVJAAUQQ-UHFFFAOYSA-N
InChI
InChI=1S/C14H19N3O/c1-3-17(4-2)11-10-13-15-14(16-18-13)12-8-6-5-7-9-12/h5-9H,3-4,10-11H2,1-2H3
IUPAC Name
diethyl[2-(3-phenyl-1,2,4-oxadiazol-5-yl)ethyl]amine
SMILES
CCN(CC)CCC1=NC(=NO1)C1=CC=CC=C1

References

General References
  1. NIH - Inxight: Drugs [Link]
  2. New Zealand - Medicines Amendment Regulations 2009 [Link]
  3. Taiwan FDA - News [Link]
  4. TITCK Product Information: Fenko (oxolamine citrate) oral citrate [Link]
ChemSpider
13143
RxNav
32658
ChEBI
94607
ChEMBL
CHEMBL1620875
ZINC
ZINC000000001874
Wikipedia
Oxolamine

Clinical Trials

Clinical Trials
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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
SyrupOral1200 mg
SyrupOral62.4 mg/5ml
TabletOral
SolutionOral
CapsuleOral
Tablet, coatedOral
SyrupOral50 mg/5ml
Granule, effervescentOral
SyrupOral
SyrupOral10 mg
Pill
Suppository
SyrupOral
Tablet0.2 gr
SyrupOral100 ml
SyrupOral120 ml
SyrupOral1.000 g
Tablet
SuppositoryRectal
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.277 mg/mLALOGPS
logP2.7ALOGPS
logP3.14Chemaxon
logS-3ALOGPS
pKa (Strongest Basic)8.96Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area42.16 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity84.15 m3·mol-1Chemaxon
Polarizability28.59 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-MSsplash10-0kbr-9510000000-ae8477d8fa7555b8a25f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-1090000000-9fe5d65db66ca80d5b64
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-1090000000-89db599e44e327529840
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-1390000000-48ccae45dfc9e4260af6
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-1910000000-b5e3bf76e617c52731db
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fb9-9500000000-a39ce233aadb2aadfd24
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fb9-9810000000-c582240cce9652b46c15
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]-166.470955
predicted
DarkChem Lite v0.1.0
[M-H]-158.07903
predicted
DeepCCS 1.0 (2019)
[M+H]+166.758455
predicted
DarkChem Lite v0.1.0
[M+H]+160.43703
predicted
DeepCCS 1.0 (2019)
[M+Na]+166.732255
predicted
DarkChem Lite v0.1.0
[M+Na]+166.53017
predicted
DeepCCS 1.0 (2019)

Drug created at June 23, 2017 20:37 / Updated at June 05, 2021 09:13