NAV

Dichlorophen

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Dichlorophen
DrugBank Accession Number
DB11396
Background

Dichlorophen is an antimicrobial agent shown to exert activity against cestodes, protozoa, fungi, and bacteria. It is often combined with toluene to remove parasites including ascarids, tapeworm, and hookworm from dogs and cats.

Type
Small Molecule
Groups
Experimental, Vet approved
Structure
3D
Similar Structures
Weight
Average: 269.12
Monoisotopic: 268.005785
Chemical Formula
C13H10Cl2O2
Synonyms
  • 2,2'-Methylenebis(4-chlorophenol)
  • Dichlorophen
  • Dichlorophene
  • Dichlorophenum
  • Diclorofeno
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
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Not Available

Interactions

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This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Categories

ATC Codes
P02DX02 — Dichlorophen
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylmethanes
Direct Parent
Diphenylmethanes
Alternative Parents
P-chlorophenols / Chlorobenzenes / 1-hydroxy-2-unsubstituted benzenoids / Aryl chlorides / Organooxygen compounds / Organochlorides / Hydrocarbon derivatives
Substituents
1-hydroxy-2-unsubstituted benzenoid / 4-chlorophenol / 4-halophenol / Aromatic homomonocyclic compound / Aryl chloride / Aryl halide / Chlorobenzene / Diphenylmethane / Halobenzene / Hydrocarbon derivative
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
bridged diphenyl fungicide, diarylmethane (CHEBI:34689) / Organochlorine fungicides (C14292)
Affected organisms
Not Available

Chemical Identifiers

UNII
T1J0JOU64O
CAS number
97-23-4
InChI Key
MDNWOSOZYLHTCG-UHFFFAOYSA-N
InChI
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
IUPAC Name
4-chloro-2-[(5-chloro-2-hydroxyphenyl)methyl]phenol
SMILES
OC1=CC=C(Cl)C=C1CC1=CC(Cl)=CC=C1O

References

General References
  1. Epstein E: Dichlorophene allergy. Ann Allergy. 1966 Aug;24(8):437-9. [Article]
  2. Schorr WF: Dichlorophene (G-4) allergy. Arch Dermatol. 1970 Nov;102(5):515-20. [Article]
  3. Yamarik TA: Safety assessment of dichlorophene and chlorophene. Int J Toxicol. 2004;23 Suppl 1:1-27. [Article]
  4. Barbuzza O, Guarneri F, Galtieri G, Vaccaro M: Late patch test reaction to dichlorophene. J Investig Allergol Clin Immunol. 2008;18(4):317-8. [Article]
  5. Bekhli AF, Braude MB, Berezovskaia MV, Krotov AI, Baiandina DG, Frolova AA: [Preparation G-610, a new antihelminthic, an analogue of dichlorophene]. Med Parazitol (Mosk). 1969 Mar-Apr;38(2):192-3. [Article]
  6. Doroshchak OF, Kitel' VS: [Side effects in application of phenasal and dichlorophene]. Med Parazitol (Mosk). 1968 Jan-Feb;37(1):110. [Article]
  7. FISHER AA, TOBIN L: Sensitivity to compound G-4, dichlorophene, in dentifrices. J Am Med Assoc. 1953 Mar 21;151(12):998-9. [Article]
  8. AMATO NETO V, CAMPOS R, CROCE J, KURBAN ST, MEIRA DA, MELLO E ALBUQUERQUE FJ: [Results obtained with dichlorophene in the treatment of taeniasis]. Hospital (Rio J). 1961 Sep;60:271-5. [Article]
  9. Monisov AA, Niezbekov KH: [Results of dehelminthization of taeniarhynochosis patients with phenasal in combination with dichlorophene or acriquine]. Med Parazitol (Mosk). 1966 Sep-Oct;35(5):603-4. [Article]
  10. Gilvydis DM: Collaborative study of the determination of dichlorophene in veterinary preparations by ultraviolet spectrophotometry. J Assoc Off Anal Chem. 1972 Jan;55(1):163-5. [Article]
KEGG Compound
C14292
ChemSpider
2929
BindingDB
50303912
RxNav
3351
ChEBI
34689
ChEMBL
CHEMBL33845
ZINC
ZINC000000056435
PDBe Ligand
JAL
Wikipedia
Dichlorophen
PDB Entries
7erj

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Tablet
Tablet500 mg
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0309 mg/mLALOGPS
logP3.93ALOGPS
logP4.67Chemaxon
logS-3.9ALOGPS
pKa (Strongest Acidic)7.22Chemaxon
pKa (Strongest Basic)-6.3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area40.46 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity69.37 m3·mol-1Chemaxon
Polarizability25.61 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-014i-0090000000-dda1e817e04ccd15d789
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00or-0970000000-e080cbaa9f0904a8aa12
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-004i-0900000000-8a440f49118757e90904
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-004i-0900000000-d32be4a57cbb347a51f7
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-004i-0900000000-36820ff7c4257d89782e
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-004i-0900000000-099706b387a703bff163
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-004i-2900000000-ccc7a754b7492b8ef8f4
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-004l-8900000000-b60dd5d2bbc1021b61b9
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-014i-9200000000-8723a0ee2f9a81628bde
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00or-0950000000-d7106aa1bf51dfd113e2
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0920000000-33ba133c394f481b45cb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-1090000000-8072935f9e8b4b0599f3
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9020000000-312b60a1cf2a6a311d01
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014l-0290000000-17927582823cb40ddb88
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0bt9-0890000000-4f39058164de1c840007
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9100000000-b3eec7df79c7e0e18f06
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-150.8704429
predicted
DarkChem Lite v0.1.0
[M-H]-149.41313
predicted
DeepCCS 1.0 (2019)
[M+H]+154.8566429
predicted
DarkChem Lite v0.1.0
[M+H]+151.77113
predicted
DeepCCS 1.0 (2019)
[M+Na]+150.3932429
predicted
DarkChem Lite v0.1.0
[M+Na]+158.15108
predicted
DeepCCS 1.0 (2019)

Drug created at February 25, 2016 18:23 / Updated at June 12, 2020 16:53