Chlorphenoxamine

Identification

Name
Chlorphenoxamine
Accession Number
DB09007
Type
Small Molecule
Groups
Withdrawn
Description

Chlorphenoxamine (Phenoxene) is an antihistamine and anticholinergic used as an antipruritic and antiparkinsonian agent.

Structure
Thumb
Synonyms
Not Available
Product Ingredients
IngredientUNIICASInChI Key
Chlorphenoxamine hydrochloride5I159322PY562-09-4PAQUKACYLLABHB-UHFFFAOYSA-N
International/Other Brands
Sistral (I.E. Ulagay) / Systral (Altian)
Categories
UNII
3UVD77BP8R
CAS number
77-38-3
Weight
Average: 303.826
Monoisotopic: 303.138992038
Chemical Formula
C18H22ClNO
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

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
Chlorphenoxamine H1-Antihistamine ActionDrug action
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
1,10-PhenanthrolineThe therapeutic efficacy of Chlorphenoxamine can be decreased when used in combination with 1,10-Phenanthroline.
2,5-Dimethoxy-4-ethylamphetamine2,5-Dimethoxy-4-ethylamphetamine may decrease the sedative and stimulatory activities of Chlorphenoxamine.
2,5-Dimethoxy-4-ethylthioamphetamine2,5-Dimethoxy-4-ethylthioamphetamine may decrease the sedative and stimulatory activities of Chlorphenoxamine.
3,4-Methylenedioxyamphetamine3,4-Methylenedioxyamphetamine may decrease the sedative and stimulatory activities of Chlorphenoxamine.
4-Bromo-2,5-dimethoxyamphetamine4-Bromo-2,5-dimethoxyamphetamine may decrease the sedative and stimulatory activities of Chlorphenoxamine.
AclidiniumThe risk or severity of adverse effects can be increased when Chlorphenoxamine is combined with Aclidinium.
AgmatineThe risk or severity of adverse effects can be increased when Agmatine is combined with Chlorphenoxamine.
Ajulemic acidThe risk or severity of Tachycardia and drowsiness can be increased when Chlorphenoxamine is combined with Ajulemic acid.
AlcuroniumThe risk or severity of adverse effects can be increased when Chlorphenoxamine is combined with Alcuronium.
AlfentanilThe risk or severity of adverse effects can be increased when Chlorphenoxamine is combined with Alfentanil.
Food Interactions
Not Available

References

Synthesis Reference

U.S. Patent 2,785,202.

General References
Not Available
External Links
Human Metabolome Database
HMDB0240223
KEGG Drug
D07198
PubChem Compound
6475
PubChem Substance
310264966
ChemSpider
6230
ChEBI
135288
ChEMBL
CHEMBL2110774
Drugs.com
Drugs.com Drug Page
Wikipedia
Chlorphenoxamine
ATC Codes
R06AA56 — Chlorphenoxamine, combinationsR06AA06 — ChlorphenoxamineD04AA34 — Chlorphenoxamine

Clinical Trials

Clinical Trials
Not Available

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)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

Taxonomy

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
Diphenylmethane / Benzylether / Chlorobenzene / Halobenzene / Aryl chloride / Aryl halide / Tertiary aliphatic amine / Tertiary amine / Ether / Dialkyl ether
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Drug created on June 19, 2014 18:14 / Updated on November 02, 2018 09:11