Identification

Summary

Chlorphenoxamine is an antihistamine used as an antipruritic.

Generic Name
Chlorphenoxamine
DrugBank Accession Number
DB09007
Background

Chlorphenoxamine is marketed under the name Phenoxene. It is an antihistamine and anticholinergic used to treat itching as well as for its antiparkinsonian effect.

Type
Small Molecule
Groups
Withdrawn
Structure
Weight
Average: 303.826
Monoisotopic: 303.138992038
Chemical Formula
C18H22ClNO
Synonyms
  • Chlorphenoxamine

Pharmacology

Indication

Not Available

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Associated Conditions
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
PathwayCategory
Chlorphenoxamine H1-Antihistamine ActionDrug action
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.
DrugInteraction
1,2-Benzodiazepine1,2-Benzodiazepine may increase the central nervous system depressant (CNS depressant) activities of Chlorphenoxamine.
AcetazolamideAcetazolamide may increase the central nervous system depressant (CNS depressant) activities of Chlorphenoxamine.
AcetophenazineAcetophenazine may increase the central nervous system depressant (CNS depressant) activities of Chlorphenoxamine.
AclidiniumThe risk or severity of adverse effects can be increased when Chlorphenoxamine is combined with Aclidinium.
AdenosineThe risk or severity of Tachycardia can be increased when Adenosine is combined with Chlorphenoxamine.
AgomelatineAgomelatine may increase the central nervous system depressant (CNS depressant) activities of Chlorphenoxamine.
AlfentanilThe risk or severity of adverse effects can be increased when Chlorphenoxamine is combined with Alfentanil.
AlimemazineAlimemazine may increase the central nervous system depressant (CNS depressant) activities of Chlorphenoxamine.
AlloinThe therapeutic efficacy of Alloin can be decreased when used in combination with Chlorphenoxamine.
AlmotriptanAlmotriptan may increase the central nervous system depressant (CNS depressant) activities of Chlorphenoxamine.
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Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Chlorphenoxamine hydrochloride5I159322PY562-09-4PAQUKACYLLABHB-UHFFFAOYSA-N
International/Other Brands
Sistral (I.E. Ulagay) / Systral (Altian)
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
ซีสทราล ครีมCream150 %w/wTopicalบริษัท อินเตอร์ไทย ฟาร์มาซูติเคิ้ล แมนูแฟคเจอริ่ง จำกัด จำกัด2003-05-09Not applicableThailand flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
SISTRAL C DRAJE , 20 ADETChlorphenoxamine hydrochloride (20 mg) + Caffeine (50 mg)Tablet, coatedTopicalİ.E. ULAGAY İLAÇ SAN. TÜRK A.Ş.2020-08-14Not applicableTurkey flag

Categories

ATC Codes
D04AA34 — ChlorphenoxamineR06AA06 — ChlorphenoxamineR06AA56 — Chlorphenoxamine, combinations
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 / Aryl chlorides / Trialkylamines / Dialkyl ethers / Organopnictogen compounds / Organochlorides / Hydrocarbon derivatives
Substituents
Amine / Aromatic homomonocyclic compound / Aryl chloride / Aryl halide / Benzylether / Chlorobenzene / Dialkyl ether / Diphenylmethane / Ether / Halobenzene
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
3UVD77BP8R
CAS number
77-38-3
InChI Key
KKHPNPMTPORSQE-UHFFFAOYSA-N
InChI
InChI=1S/C18H22ClNO/c1-18(21-14-13-20(2)3,15-7-5-4-6-8-15)16-9-11-17(19)12-10-16/h4-12H,13-14H2,1-3H3
IUPAC Name
{2-[1-(4-chlorophenyl)-1-phenylethoxy]ethyl}dimethylamine
SMILES
CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1

References

Synthesis Reference

U.S. Patent 2,785,202.

General References
Not Available
Human Metabolome Database
HMDB0240223
KEGG Drug
D07198
PubChem Compound
6475
PubChem Substance
310264966
ChemSpider
6230
RxNav
20881
ChEBI
135288
ChEMBL
CHEMBL2110774
Drugs.com
Drugs.com Drug Page
Wikipedia
Chlorphenoxamine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
InjectionIntramuscular; Intravenous
Tablet, coatedTopical
CreamTopical
GelTopical
CreamTopical150 %w/w
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)128U.S. Patent 2,785,202.
Predicted Properties
PropertyValueSource
Water Solubility0.00582 mg/mLALOGPS
logP4.45ALOGPS
logP4.4ChemAxon
logS-4.7ALOGPS
pKa (Strongest Basic)8.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.47 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity89.57 m3·mol-1ChemAxon
Polarizability34.03 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
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-MSNot Available
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

Drug created at June 20, 2014 00:14 / Updated at May 29, 2021 18:11