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Details

Stereochemistry RACEMIC
Molecular Formula C18H22ClNO.ClH
Molecular Weight 340.287
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORPHENOXAMINE HYDROCHLORIDE

SMILES

Cl.CN(C)CCOC(C)(C1=CC=CC=C1)C2=CC=C(Cl)C=C2

InChI

InChIKey=PAQUKACYLLABHB-UHFFFAOYSA-N
InChI=1S/C18H22ClNO.ClH/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;1H

HIDE SMILES / InChI
Molecular Formula C18H22ClNO
Molecular Weight 303.826
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/international/systral.html http://en.pharmacodia.com/web/drug/1_10746.html

Chlorphenoxamine is an antihistamine and anticholinergic used as an antipruritic and was formerly used in the sympathomimetic treatment of parkinsonism. Histamine receptor H1 antagonist. Chlorphenoxamine is used to treat Allergic conditions, it is reported as an ingredient of Systral in Germany, Malta, Portugal, Thailand, Turkey.

CNS Activity

Originator

Approval Year

1959
143
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2849
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
CHLORPHENOXAMINE

Approved Use

Allergic conditions
Doses

Doses

DosePopulationAdverse events​
600 mg multiple, oral
Highest studied dose
Dose: 600 mg
Route: oral
Route: multiple
Dose: 600 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/13640980
unhealthy
Health Status: unhealthy
Sex: M+F
Sources:
https://pubmed.ncbi.nlm.nih.gov/13640980
Sources:
https://pubmed.ncbi.nlm.nih.gov/13640980
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
P-gp
1741
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
P-gp
1932
 inconclusive
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY571136
https://www.001chemical.com/chem/77-38-3
3B Scientific (Wuhan) Corp
3B2-1316
http://www.3bsc.com/index/pro_info.php?id=55032
AA Blocks
AA005MX8
https://www.aablocks.com/goods/Goods/detail?id=AA005MX8
abcr GmbH
AB436231
http://www.abcr.com/shop/en/AB436231
AbMole Bioscience
M5514
http://www.abmole.com/products/chlorphenoxamine.html
Acadechem
ACDS-026396
http://www.acadechemical.com/product/101095
Achemtek
0102-030283
http://www.achemtek.com/77-38-3
AEchem Scientific Corp., USA
AE1-004538
http://www.aechemsc.com/info_products/AE1-004538.php
AHH Chemical co.,ltd
MT-49196
http://www.ahhchemical.com/product/MT-49196.html
AK Scientific, Inc. (AKSCI)
X5916
http://www.aksci.com/item_detail.php?cat=X5916
Ambeed
A629750
https://www.ambeed.com/products/77-38-3.html
Angel Pharmatech
AG306884
http://www.angelpharmatech.com/77-38-3.html
Anward
ANW-74407
http://www.anward.com/pro_result/60858
Ark Pharm
AK-57052
http://www.arkpharminc.com/products/77-38-3.html
BLD Pharm
BD120985
http://www.bldpharm.com/products/77-38-3.html
Chem Scene
CS-5310
http://www.chemscene.com/77-38-3.html
ChemMol
96705533
http://www.chemmol.com/chemmol/96705533.html
Chemspace
CSSB00000054720
https://chem-space.com/CSSB00000054720
CSNpharm
CSN10624
https://www.csnpharm.com/products/chlorphenoxamine.html
eNovation Chemicals
D516913
http://www.enovationchem.com/productDetails.asp?productID=D516913
Finetech
FT-0682434
http://www.finetechnology-ind.com/prod/detail/pub/77-38-3.html
Lab Network
LN00159272
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00159272
Matrix Scientific
57751
https://www.matrixscientific.com/057751.html
MedChem Express
HY-B1607
https://www.medchemexpress.com/Chlorphenoxamine.html
Molcore
MC571136
https://www.molcore.com/product/77-38-3
MuseChem
I004847
https://www.musechem.com/product/I004847.html
Oakwood
64585
http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=53904&ExtHyperLink=1
Sinfoo Biotech
S010739
http://www.sinfoobiotech.com/product/1014137
Smolecule
S599332
https://www.smolecule.com/products/s599332
Synblock Inc
CB10450
http://www.synblock.com/product/77-38-3.html
THE BioTek
bt-301978
https://www.thebiotek.com/product/others/bt-301978
PubMed

PubMed

TitleDatePubMed
In vitro antibacterial activity of some systemic and topical antihistaminic preparations.
2009-12-01
Spectrophotometric determination of some histamine H1-antagonists drugs in their pharmaceutical preparations.
2008-01
Aspirin-induced unilateral angioedema of the tongue.
2006-05
Simultaneous determination of caffeine, 8-chlorotheophylline, and chlorphenoxamine hydrochloride in ternary mixtures by ratio-spectra zero-crossing first-derivative spectrophotometric and chemometric methods.
2005-09-13
[Significance of chromatographic methods coupled with mass spectrometry for identification of drugs for medico-legal purposes exemplified by chlorphenoxamine].
2003-12-13
Simultaneous spectrophotometric determination of chlorphenoxamine hydrochloride and caffeine in a pharmaceutical preparation using first derivative of the ratio spectra and chemometric methods.
2002-05-15
[Antimycobacterial antihistaminics].
1989-08
Patents

Patents

CA1257200A
3
US20140094438
6
US4938960
3

Sample Use Guides

In Vivo Use Guide
Topical/Cutaneous Allergic conditions Adult: Apply when required several times daily.
Route of Administration: Topical
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:34:37 GMT 2025
Edited
by admin
on Mon Mar 31 17:34:37 GMT 2025
Record UNII
5I159322PY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CHLORPHENOXAMINE HYDROCHLORIDE
MART.   MI   USP-RS   WHO-DD  
Common Name English
(1-(P-CHLOROPHENYL)-1-PHENYL)ETHYL (.BETA.-DIMETHYLAMINOETHYL) ETHER HYDROCHLORIDE
Preferred Name English
CHLORPHENOXAMINE HYDROCHLORIDE [MART.]
Common Name English
2-((P-CHLORO-.ALPHA.-METHYL-.ALPHA.-PHENYLBENZYL)OXY)-N,N-DIMETHYLETHYLAMINE HYDROCHLORIDE
Systematic Name English
CLOREVAN
Brand Name English
SYSTRAL
Brand Name English
CHLORPHENOXAMINE HYDROCHLORIDE [MI]
Common Name English
ETHENAMINE, 2-(1-(4-CHLOROPHENYL)-1-PHENYLETHOXY)-N,N-DIMETHYL-, HYDROCHLORIDE
Systematic Name English
Chlorphenoxamine hydrochloride [WHO-DD]
Common Name English
CHLORPHENOXAMINE HCL
Common Name English
PHENOXENE
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C29578
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
NCI_THESAURUS C29704
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
Code System Code Type Description
PUBCHEM
11223
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
MERCK INDEX
m3457
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY Merck Index
EVMPD
SUB01250MIG
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
SMS_ID
100000084719
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
ChEMBL
CHEMBL2110774
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
EPA CompTox
DTXSID80971587
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
DRUG BANK
DBSALT002453
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
NCI_THESAURUS
C76671
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
MESH
C100100
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
RXCUI
235422
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY RxNorm
ECHA (EC/EINECS)
209-227-1
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
CAS
562-09-4
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
FDA UNII
5I159322PY
Created by admin on Mon Mar 31 17:34:37 GMT 2025 , Edited by admin on Mon Mar 31 17:34:37 GMT 2025
PRIMARY
Related Record Type Details
Structure of CHLORPHENOXAMINE HYDROCHLORIDE, (R)-
ENANTIOMER -> RACEMATE
Structure of CHLORPHENOXAMINE HYDROCHLORIDE, (S)-
ENANTIOMER -> RACEMATE
Structure of CHLORPHENOXAMINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of CHLORPHENOXAMINE
ACTIVE MOIETY
NIH
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