U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C13H10Cl2O2
Molecular Weight 269.123
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DICHLOROPHEN

SMILES

OC1=C(CC2=C(O)C=CC(Cl)=C2)C=C(Cl)C=C1

InChI

InChIKey=MDNWOSOZYLHTCG-UHFFFAOYSA-N
InChI=1S/C13H10Cl2O2/c14-10-1-3-12(16)8(6-10)5-9-7-11(15)2-4-13(9)17/h1-4,6-7,16-17H,5H2

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/15162836 and http://datasheets.scbt.com/sc-255083.pdf

Dichlorophene is a halogenated phenolic compound that functions as a bacteriocide and fungicide in cosmetics. Dichlorophene was reported to be used in a total of five cosmetic formulations at concentrations of 0% to 1.0%. Dichlorophen is used in the treatment of tapeworm infestation in man and animals and is the basis of a preparation against athlete’s foot. As a fungicide and bactericide it is recommended for the protection of textiles and materials including horticultural benches and equipment against moulds and algae.

CNS Activity

Originator

Craig, A.H.|Kleckner, A.L.|Brinker, W.O.|Platt, J.
3
Curator's Comment: Dichlorophen was shown by Craig and Kleckner (1946) and Brinkner and Platt (1946) to kill and digest tapeworms in the intestine of dogs.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 70.0 µM [IC50]
Inhibitor
8297
Inhibitor
8297
2-propanol-supported respiration of Entamoeba histolytica
3
Target ID: 2-propanol-supported respiration of Entamoeba histolytica
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Basic research
Unknown

Approved Use

Unknown
Curative
Basic research
Unknown

Approved Use

Unknown
Curative
Basic research
Unknown

Approved Use

Unknown
Curative
Basic research
Unknown

Approved Use

Unknown
Curative
Approved
8429
Mycota spray

Approved Use

For the treatment and prevention of athletes foot.

Launch Date

2002
Doses

Doses

DosePopulationAdverse events​
1 % 1 times / day single, topical
Studied dose
Dose: 1 %, 1 times / day
Route: topical
Route: single
Dose: 1 %, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/18714544/
unhealthy, 29 years
n = 1
Health Status: unhealthy
Condition: itching lesions
Age Group: 29 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/18714544/
Other AEs: Contact dermatitis...
Other AEs:
Contact dermatitis
Sources:
https://pubmed.ncbi.nlm.nih.gov/18714544/
360 g 1 times / day single, oral
Studied dose
Dose: 360 g, 1 times / day
Route: oral
Route: single
Dose: 360 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/9168328/
healthy, 59 years
n = 1
Health Status: healthy
Age Group: 59 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/9168328/
Other AEs: Death...
Other AEs:
Death
Sources:
https://pubmed.ncbi.nlm.nih.gov/9168328/
72 g 1 times / day single, oral
Studied dose
Dose: 72 g, 1 times / day
Route: oral
Route: single
Dose: 72 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
unhealthy, 74 years
n = 1
Health Status: unhealthy
Condition: depression, chronic alcoholism, cardiac insufficiency and breast cancer
Age Group: 74 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
Other AEs: Epigastric pain, Nausea...
Other AEs:
Epigastric pain
Nausea
Diarrhea
Disturbance of liver function tests
Injury to kidney
Rhabdomyolysis
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
AEs

AEs

AESignificanceDosePopulation
Contact dermatitis
1 % 1 times / day single, topical
Studied dose
Dose: 1 %, 1 times / day
Route: topical
Route: single
Dose: 1 %, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/18714544/
unhealthy, 29 years
n = 1
Health Status: unhealthy
Condition: itching lesions
Age Group: 29 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/18714544/
Death
360 g 1 times / day single, oral
Studied dose
Dose: 360 g, 1 times / day
Route: oral
Route: single
Dose: 360 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/9168328/
healthy, 59 years
n = 1
Health Status: healthy
Age Group: 59 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/9168328/
Diarrhea
72 g 1 times / day single, oral
Studied dose
Dose: 72 g, 1 times / day
Route: oral
Route: single
Dose: 72 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
unhealthy, 74 years
n = 1
Health Status: unhealthy
Condition: depression, chronic alcoholism, cardiac insufficiency and breast cancer
Age Group: 74 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
Disturbance of liver function tests
72 g 1 times / day single, oral
Studied dose
Dose: 72 g, 1 times / day
Route: oral
Route: single
Dose: 72 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
unhealthy, 74 years
n = 1
Health Status: unhealthy
Condition: depression, chronic alcoholism, cardiac insufficiency and breast cancer
Age Group: 74 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
Epigastric pain
72 g 1 times / day single, oral
Studied dose
Dose: 72 g, 1 times / day
Route: oral
Route: single
Dose: 72 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
unhealthy, 74 years
n = 1
Health Status: unhealthy
Condition: depression, chronic alcoholism, cardiac insufficiency and breast cancer
Age Group: 74 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
Injury to kidney
72 g 1 times / day single, oral
Studied dose
Dose: 72 g, 1 times / day
Route: oral
Route: single
Dose: 72 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
unhealthy, 74 years
n = 1
Health Status: unhealthy
Condition: depression, chronic alcoholism, cardiac insufficiency and breast cancer
Age Group: 74 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
Nausea
72 g 1 times / day single, oral
Studied dose
Dose: 72 g, 1 times / day
Route: oral
Route: single
Dose: 72 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
unhealthy, 74 years
n = 1
Health Status: unhealthy
Condition: depression, chronic alcoholism, cardiac insufficiency and breast cancer
Age Group: 74 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
Rhabdomyolysis
72 g 1 times / day single, oral
Studied dose
Dose: 72 g, 1 times / day
Route: oral
Route: single
Dose: 72 g, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
unhealthy, 74 years
n = 1
Health Status: unhealthy
Condition: depression, chronic alcoholism, cardiac insufficiency and breast cancer
Age Group: 74 years
Sex: F
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/23473463/
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY583178
https://www.001chemical.com/chem/97-23-4
3B Scientific (Wuhan) Corp
3B3-032688
http://www.3bsc.com/index/pro_info.php?id=53952
AA Blocks
AA00IMFM
https://www.aablocks.com/goods/Goods/detail?id=AA00IMFM
AHH Chemical co.,ltd
MT-30982
http://www.ahhchemical.com/product/MT-30982.html
AK Scientific, Inc. (AKSCI)
71230
http://www.aksci.com/item_detail.php?cat=71230
Aaron Chemicals
AR00IN7E
http://www.aaronchem.com/97-23-4
Acadechem
ACDS-033118
http://www.acadechemical.com/product/107817
Alfa Aesar
A12640
https://www.alfa.com/en/catalog/A12640/
Alfa Chemistry
ACM97234
https://materials.alfachemic.com/product/2-2-methylenebis-4-chlorophenol-cas-97-23-4-337163.html
Angene
AGN-PC-0JK6F8
http://www.angenechemical.com/productshow/AGN-PC-0JK6F8.html
Aurora Fine Chemicals LLC
K02.118.416
http://online.aurorafinechemicals.com/info?ID=K02.118.416
Avantor Inc
101187-650
https://us.vwr.com/store/catalog/product.jsp?catalog_number=101187-650
BioSynth
W-100114
https://www.biosynth.com/en/products/chemical-intermediates/advanced-intermediates/products/W-100114.html
Chem Scene
CS-3867
http://www.chemscene.com/97-23-4.html
ChemMol
30100307
http://www.chemmol.com/chemmol/30100307.html
ChemMol
49426336
http://www.chemmol.com/chemmol/49426336.html
Chemspace
CSSB00016994760
https://chem-space.com/CSSB00016994760
Finetech
FT-0739351
http://www.finetechnology-ind.com/prod/detail/pub/1322-43-6.html
Finetech
FT-0609137
http://www.finetechnology-ind.com/prod/detail/pub/97-23-4.html
FondChemical
FDB-2823
http://www.fondchemical.com/cpshow_cid_8_pid_2110.html
Glentham Life Sciences
GA7442
http://www.glentham.com/products/product/GA7442/
Hairui
HR132301
http://www.hairuichem.com/en/product/97-23-4.html
LGC Standards
DRE-C12440000
https://www.lgcstandards.com/US/en/p/DRE-C12440000
MedChem Express
HY-12638
https://www.medchemexpress.com/Dichlorophen.html
Molcore
MC583178
https://www.molcore.com/product/97-23-4
MuseChem
I005711
https://www.musechem.com/product/I005711.html
Parchem
Dichlorophene
http://www.parchem.com/chemical-supplier-distributor/Dichlorophene-030289.aspx
Parchem
30289
https://www.parchem.com/chemical-supplier-distributor/Dichlorophene-030289.aspx
Sigma-Aldrich
133221_ALDRICH
https://www.sigmaaldrich.com/catalog/product/aldrich/133221?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich
373982_ALDRICH
https://www.sigmaaldrich.com/catalog/product/aldrich/373982?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich
35992_SIAL
https://www.sigmaaldrich.com/catalog/product/sial/35992?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech
S017461
http://www.sinfoobiotech.com/product/1020859
Smolecule
S525957
http://www.smolecule.com/products/s525957
TCI (Tokyo Chemical Industry)
M0213
http://www.tcichemicals.com/eshop/en/us/commodity/M0213/index.html
THE BioTek
bt-267719
https://www.thebiotek.com/product/inhibitors/bt-267719
abcr GmbH
AB117899
http://www.abcr.com/shop/en/AB117899
eNovation Chemicals
D680496
https://www.enovationchem.com/ProductDetails.asp?ProductID=D680496
eNovation Chemicals
Y1054510
https://www.enovationchem.com/ProductDetails.asp?ProductID=Y1054510
iChemical
EBD13780
http://www.ichemical.com/products/97-23-4.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
mcule
MCULE-2962145672
https://mcule.com/MCULE-2962145672/
PubMed

PubMed

TitleDatePubMed
A Comparative Study of Hymenolepicides in Hymenolepis Mana Infestation of Rats.
1962 Jul
[Allergy to preservatives].
1982
Wheezing in a commercial diver due to disinfectant.
1991 Jul
Acute fatal poisoning with dichlorophen.
1997
Safety assessment of dichlorophene and chlorophene.
2004
[Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations].
2004 May
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Late patch test reaction to dichlorophene.
2008
The old and new therapeutic approaches to the treatment of giardiasis: where are we?
2009
Fate of organohalogens in US wastewater treatment plants and estimated chemical releases to soils nationwide from biosolids recycling.
2009 Dec
Profiles and some initial identifications of (anti)androgenic compounds in fish exposed to wastewater treatment works effluents.
2010 Feb 1
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.
2011 Mar 28
Patents

Patents

06248781
4
JPH08157306A
3

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Can also be applied topically for treatment of Athlete’s Foot https://imedi.co.uk/mycota-spray
A dose of 5 g is given usually in the morning to treat cestode infections
Route of Administration: Oral
In Vitro Use Guide
0.93 mM dichlorophene killed T. vaginalis within 24 hours in Asami media, Trophozoites of G. lamblia and T. vaginalis were killed in shorter than 10 min with 0.074 mM dichlorophene in serum-free media.
Name Type Language
DICHLOROPHEN
HSDB   INN   ISO   MART.   MI   WHO-DD  
INN  
Official Name English
DIDROXANE
Brand Name English
DICHLOROPHEN [MART.]
Common Name English
dichlorophen [INN]
Common Name English
Dichlorophen [WHO-DD]
Common Name English
4,4'-DICHLORO-2,2'-METHYLENEDIPHENOL
Systematic Name English
G-4
Code English
PARABIS
Brand Name English
DICHLOROPHEN [ISO]
Common Name English
DICHLOROPHENE
GREEN BOOK   INCI  
INCI  
Official Name English
2,2'-METHYLENEBIS(4-CHLOROPHENOL)
Systematic Name English
DICHLOROPHENE [GREEN BOOK]
Common Name English
5,5'-DICHLORO-2,2'-DIHYDROXYDIPHENYLMETHANE
Common Name English
DICHLOROPHENE [INCI]
Common Name English
ANTHIPHEN
Brand Name English
DICHLOROPHEN [HSDB]
Common Name English
NSC-38642
Code English
DICHLOROPHEN [MI]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 55001
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
CFR 21 CFR 176.170
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
NCI_THESAURUS C250
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
WHO-ATC P02DX02
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
WHO-VATC QP52AG01
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
CFR 21 CFR 520.580
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
CFR 21 CFR 520.581
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
Code System Code Type Description
DRUG BANK
DB11396
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
INN
674
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
ALANWOOD
dichlorophen
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
ChEMBL
CHEMBL33845
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
SMS_ID
100000082933
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
NSC
38642
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
DRUG CENTRAL
863
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
MERCK INDEX
m4351
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY Merck Index
HSDB
6033
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-567-1
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
NCI_THESAURUS
C47485
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
CAS
97-23-4
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
FDA UNII
T1J0JOU64O
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
RXCUI
3351
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY RxNorm
WIKIPEDIA
DICHLOROPHEN
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
MESH
D004003
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
EVMPD
SUB07085MIG
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
PUBCHEM
3037
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
EPA CompTox
DTXSID6021824
Created by admin on Fri Dec 15 15:00:36 GMT 2023 , Edited by admin on Fri Dec 15 15:00:36 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of DICHLOROPHEN
SALT/SOLVATE (PARENT)
Structure of DICHLOROPHEN DISODIUM
SALT/SOLVATE (PARENT)
Structure of DICHLOROPHEN MONOSODIUM
NIH
NCATS
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