CHLORPHENOXAMINE

US Previously Marketed

First approved in 1959

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 Search

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

Description
Sources: http://www.mims.com/malaysia/drug/info/chlorphenoxamine?mtype=generic
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

Targets

Primary Target	Pharmacology	Condition	Potency
Histamine H1 receptor 315 Target ID: CHEMBL231 Sources: http://www.genome.jp/dbget-bin/www_bget?D07198 \| http://en.pharmacodia.com/web/drug/1_10746.html	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Allergic conditions 7 Sources: http://www.mims.com/india/drug/info/chlorphenoxamine?type=full&mtype=generic#Indications	Primary		Approved 8429	CHLORPHENOXAMINE Approved Use Allergic conditions

Doses

Dose	Population	Adverse 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

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
P-gp 1461

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
P-gp 1650	inhibitor 3277 Sources: https://pubmed.ncbi.nlm.nih.gov/1888160/	inconclusive

Sourcing

Vendor/Aggregator	ID	URL
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

Title	Date	PubMed
[Antimycobacterial antihistaminics].	1989 Aug	2513793
[Significance of chromatographic methods coupled with mass spectrometry for identification of drugs for medico-legal purposes exemplified by chlorphenoxamine].	2003 Apr-Jun	14669650
Aspirin-induced unilateral angioedema of the tongue.	2006 May	16684302
Spectrophotometric determination of some histamine H1-antagonists drugs in their pharmaceutical preparations.	2008 Jan	17553739
In vitro antibacterial activity of some systemic and topical antihistaminic preparations.	2009 Dec 1	20003827

Patents

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

Name

Type

Language

CHLORPHENOXAMINE

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