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
SMILES
OC1=CC=C(Cl)C=C1CC2=CC(Cl)=CC=C2O
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
| Molecular Formula | C13H10Cl2O2 |
| Molecular Weight | 269.123 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/9168328Curator'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
Sources: http://www.ncbi.nlm.nih.gov/pubmed/9168328
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.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL4685 Sources: http://www.ncbi.nlm.nih.gov/pubmed/20055453 |
70.0 µM [IC50] | ||
Target ID: G. lamblia growth Sources: http://www.ncbi.nlm.nih.gov/pubmed/3872626 |
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Target ID: T. vaginalis growth Sources: http://www.ncbi.nlm.nih.gov/pubmed/3872626 |
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Target ID: 2-propanol-supported respiration of Entamoeba histolytica Sources: http://www.ncbi.nlm.nih.gov/pubmed/6086381 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | Unknown Approved UseUnknown |
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| Curative | Unknown Approved UseUnknown |
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| Curative | Unknown Approved UseUnknown |
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| Curative | Unknown Approved UseUnknown |
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| Curative | Mycota spray Approved UseFor the treatment and prevention of athletes foot. Launch Date2002 |
Doses
| Dose | Population | Adverse events |
|---|---|---|
1 % 1 times / day single, topical Studied dose Dose: 1 %, 1 times / day Route: topical Route: single Dose: 1 %, 1 times / day Sources: |
unhealthy, 29 years |
Other AEs: Contact dermatitis... |
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: |
healthy, 59 years |
Other AEs: Death... |
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: |
unhealthy, 74 years |
Other AEs: Epigastric pain, Nausea... Other AEs: Epigastric pain Sources: Nausea Diarrhea Disturbance of liver function tests Injury to kidney Rhabdomyolysis |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| 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: |
unhealthy, 29 years |
|
| 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: |
healthy, 59 years |
|
| 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: |
unhealthy, 74 years |
|
| 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: |
unhealthy, 74 years |
|
| 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: |
unhealthy, 74 years |
|
| 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: |
unhealthy, 74 years |
|
| 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: |
unhealthy, 74 years |
|
| 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: |
unhealthy, 74 years |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets. | 2011-03-28 |
|
| Profiles and some initial identifications of (anti)androgenic compounds in fish exposed to wastewater treatment works effluents. | 2010-02-01 |
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| Fate of organohalogens in US wastewater treatment plants and estimated chemical releases to soils nationwide from biosolids recycling. | 2009-12 |
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| The old and new therapeutic approaches to the treatment of giardiasis: where are we? | 2009 |
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| Late patch test reaction to dichlorophene. | 2008 |
|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006-11 |
|
| [Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations]. | 2004-05 |
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| Safety assessment of dichlorophene and chlorophene. | 2004 |
|
| Acute fatal poisoning with dichlorophen. | 1997 |
|
| Wheezing in a commercial diver due to disinfectant. | 1991-07 |
|
| [Allergy to preservatives]. | 1982 |
|
| A Comparative Study of Hymenolepicides in Hymenolepis Mana Infestation of Rats. | 1962-07 |
Patents
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
Sources: http://www.ncbi.nlm.nih.gov/pubmed/3872626
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.
| Substance Class |
Chemical
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T1J0JOU64O
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Validated (UNII)
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| Classification Tree | Code System | Code | ||
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EPA PESTICIDE CODE |
55001
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CFR |
21 CFR 176.170
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NCI_THESAURUS |
C250
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WHO-ATC |
P02DX02
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WHO-VATC |
QP52AG01
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CFR |
21 CFR 520.580
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CFR |
21 CFR 520.581
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DB11396
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674
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dichlorophen
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CHEMBL33845
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100000082933
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38642
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863
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m4351
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6033
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202-567-1
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C47485
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97-23-4
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T1J0JOU64O
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3351
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PRIMARY | RxNorm | ||
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DICHLOROPHEN
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D004003
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SUB07085MIG
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3037
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DTXSID6021824
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PRIMARY |
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |