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Details

Stereochemistry RACEMIC
Molecular Formula C18H22ClNO
Molecular Weight 303.826
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORPHENOXAMINE

SMILES

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

InChI

InChIKey=KKHPNPMTPORSQE-UHFFFAOYSA-N
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

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 ( + / - )

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
138
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
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
Page: p.102, 105
unhealthy
Health Status: unhealthy
Condition: Parkinson's Disease
Sex: M+F
Sources:
https://pubmed.ncbi.nlm.nih.gov/13640980
Page: p.102, 105
Sources:
https://pubmed.ncbi.nlm.nih.gov/13640980
Page: p.102, 105
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
P-gp
1461
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
P-gp
1650
 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
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
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
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
CSNpharm
CSN10624
https://www.csnpharm.com/products/chlorphenoxamine.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
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
abcr GmbH
AB436231
http://www.abcr.com/shop/en/AB436231
eNovation Chemicals
D516913
http://www.enovationchem.com/productDetails.asp?productID=D516913
PubMed

PubMed

TitleDatePubMed
[Antimycobacterial antihistaminics].
1989 Aug
Simultaneous spectrophotometric determination of chlorphenoxamine hydrochloride and caffeine in a pharmaceutical preparation using first derivative of the ratio spectra and chemometric methods.
2002 May 15
[Significance of chromatographic methods coupled with mass spectrometry for identification of drugs for medico-legal purposes exemplified by chlorphenoxamine].
2003 Apr-Jun
Simultaneous determination of caffeine, 8-chlorotheophylline, and chlorphenoxamine hydrochloride in ternary mixtures by ratio-spectra zero-crossing first-derivative spectrophotometric and chemometric methods.
2005 Jul-Aug
Aspirin-induced unilateral angioedema of the tongue.
2006 May
Spectrophotometric determination of some histamine H1-antagonists drugs in their pharmaceutical preparations.
2008 Jan
In vitro antibacterial activity of some systemic and topical antihistaminic preparations.
2009 Dec 1
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 Fri Dec 15 17:05:26 UTC 2023
Edited
by admin
on Fri Dec 15 17:05:26 UTC 2023
Record UNII
3UVD77BP8R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CHLORPHENOXAMINE
INN   MI   WHO-DD  
INN  
Official Name English
CHLORPHENOXAMINE [MI]
Common Name English
Chlorphenoxamine [WHO-DD]
Common Name English
ETHENAMINE, 2-(1-(4-CHLOROPHENYL)-1-PHENYLETHOXY)-N,N-DIMETHYL-
Systematic Name English
chlorphenoxamine [INN]
Common Name English
2-((P-CHLORO-.ALPHA.-METHYL-.ALPHA.-PHENYLBENZYL)OXY)-N,N-DIMETHYLETHYLAMINE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
WHO-VATC QR06AA06
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
WHO-VATC QR06AA56
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
WHO-ATC D04AA34
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
WHO-VATC QD04AA34
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
WHO-ATC R06AA56
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
NCI_THESAURUS C29578
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
WHO-ATC R06AA06
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
Code System Code Type Description
EVMPD
SUB06204MIG
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
SMS_ID
100000081872
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
INN
885
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
FDA UNII
3UVD77BP8R
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
MERCK INDEX
m3457
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C81131
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
EPA CompTox
DTXSID5022805
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
DRUG BANK
DB09007
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
DRUG CENTRAL
617
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
MESH
C100100
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
PUBCHEM
6475
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
RXCUI
20881
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY RxNorm
WIKIPEDIA
CHLORPHENOXAMINE
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
CAS
77-38-3
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
ChEMBL
CHEMBL2110774
Created by admin on Fri Dec 15 17:05:26 UTC 2023 , Edited by admin on Fri Dec 15 17:05:26 UTC 2023
PRIMARY
Related Record Type Details
Structure of CHLORPHENOXAMINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Structure of CHLORPHENOXAMINE, (R)-
ENANTIOMER -> RACEMATE
Structure of CHLORPHENOXAMINE, (S)-
ENANTIOMER -> RACEMATE
Related Record Type Details
Structure of CHLORPHENOXAMINE
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