Cloperastine

Identification

Generic Name
Cloperastine
DrugBank Accession Number
DB09002
Background

Cloperastine is a cough suppressant that acts on the central nervous system.

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 329.864
Monoisotopic: 329.154642102
Chemical Formula
C20H24ClNO
Synonyms
  • Cloperastina
  • Cloperastine

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
For therapyCoughing••• ••••••••••• • •••••
Symptomatic treatment ofCoughing••• •••••••••••••• •••••
Treatment ofDry cough••• •••••••••
Associated Therapies
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
Cloperastine hydrochloridePI4N7C63ND14984-68-0UNPLRYRWJLTVAE-UHFFFAOYSA-N
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Facol Classic OneCloperastine hydrochloride (8 mg/1) + Acetaminophen (200 mg/1) + Chlorpheniramine maleate (1.25 mg/1) + DL-Methylephedrine hydrochloride (12.5 mg/1) + Guaifenesin (41.6 mg/1) + Pseudoephedrine hydrochloride (15 mg/1)CapsuleOralOASIS TRADING2018-11-22Not applicableUS flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Facol Classic OneCloperastine hydrochloride (8 mg/1) + Acetaminophen (200 mg/1) + Chlorpheniramine maleate (1.25 mg/1) + DL-Methylephedrine hydrochloride (12.5 mg/1) + Guaifenesin (41.6 mg/1) + Pseudoephedrine hydrochloride (15 mg/1)CapsuleOralOASIS TRADING2018-11-22Not applicableUS flag

Categories

ATC Codes
R05DB21 — Cloperastine
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylmethanes
Direct Parent
Diphenylmethanes
Alternative Parents
Benzylethers / Chlorobenzenes / Piperidines / Aryl chlorides / Trialkylamines / Dialkyl ethers / Azacyclic compounds / Organopnictogen compounds / Organochlorides / Hydrocarbon derivatives
Substituents
Amine / Aromatic heteromonocyclic compound / Aryl chloride / Aryl halide / Azacycle / Benzylether / Chlorobenzene / Dialkyl ether / Diphenylmethane / Ether
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
69M5L7BXEK
CAS number
3703-76-2
InChI Key
FLNXBVJLPJNOSI-UHFFFAOYSA-N
InChI
InChI=1S/C20H24ClNO/c21-19-11-9-18(10-12-19)20(17-7-3-1-4-8-17)23-16-15-22-13-5-2-6-14-22/h1,3-4,7-12,20H,2,5-6,13-16H2
IUPAC Name
1-{2-[(4-chlorophenyl)(phenyl)methoxy]ethyl}piperidine
SMILES
ClC1=CC=C(C=C1)C(OCCN1CCCCC1)C1=CC=CC=C1

References

Synthesis Reference

Merck Index 2358.

General References
  1. Serrano M, Sanz-Cuesta M, Villaronga M, Hayek LF, Perez-Duenas B: Cloperastine-based cough syrup and acute dystonic reactions. Dev Med Child Neurol. 2012 Mar;54(3):287. doi: 10.1111/j.1469-8749.2011.04105.x. [Article]
KEGG Drug
D03557
PubChem Compound
2805
PubChem Substance
310264962
ChemSpider
2703
BindingDB
50237287
RxNav
2104180
ChEBI
94448
ChEMBL
CHEMBL415087
Drugs.com
Drugs.com Drug Page
Wikipedia
Cloperastine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
SuspensionOral
SuspensionOral400 mg
SuspensionOral40000000 mg
Tablet, film coatedOral
CapsuleOral
SyrupOral1.8 MG/ML
SuspensionOral0.4 g
Solution / dropsOral35 MG/ML
SyrupOral708 MG/100ML
TabletOral20 MG
SuspensionOral708.000 mg
CapsuleOral35.000 mg
SuspensionOral708 MG/100ML
TabletOral
Solution / dropsOral
SyrupOral3.54 MG/ML
Tablet, chewableOral
Tablet, coated
SyrupOral354.000 mg
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
boiling point (°C)178-180Merck Index 2358.
Predicted Properties
PropertyValueSource
Water Solubility0.000765 mg/mLALOGPS
logP5.08ALOGPS
logP5.11Chemaxon
logS-5.6ALOGPS
pKa (Strongest Basic)8.82Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area12.47 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity96.87 m3·mol-1Chemaxon
Polarizability37.23 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0udi-4290000000-8fad190bc63fd9133f48
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-0379000000-67970d19a4a69b314916
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0059-7129000000-0e9260c7dec91debba21
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ue9-1594000000-bc52f0d0d6daa9b98835
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f89-9382000000-cc302baf88c7efa2ee6c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-6970000000-a663d66fb02399c73169
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9510000000-b1ee0d0605e349b52dc6
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]-177.178
predicted
DeepCCS 1.0 (2019)
[M+H]+179.536
predicted
DeepCCS 1.0 (2019)
[M+Na]+185.62914
predicted
DeepCCS 1.0 (2019)

Drug created at June 17, 2014 17:02 / Updated at December 02, 2023 07:01