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Details

Stereochemistry ACHIRAL
Molecular Formula C6H5ClO
Molecular Weight 128.556
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PARACHLOROPHENOL

SMILES

OC1=CC=C(Cl)C=C1

InChI

InChIKey=WXNZTHHGJRFXKQ-UHFFFAOYSA-N
InChI=1S/C6H5ClO/c7-5-1-3-6(8)4-2-5/h1-4,8H

HIDE SMILES / InChI

Molecular Formula C6H5ClO
Molecular Weight 128.556
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including http://drugs-about.com/drugs-e/endotine.html and http://www.ncbi.nlm.nih.gov/pubmed/1337555

Since 4-chlorophenol is caustic, toxic, and fairly difficult to dispense because it has s melting point of 43% it is convenient to run the reaction of synthesis of p-chlorophenoxyacetic acid for preparation of a synthetic plant hormone using a stock solution that is 1.0 M sodium 4-chlorophenolate and 2.5 M sodium hydroxide. Addition of ehloroacetic acid (CI-CH2C02H) to this solution gives the chloroacetate anion (VIII). sodium 4-chlorophenolate is a local antibacterial agent in root canal therapy. It is also used as topical antiseptic, formerly used as topical antiseptic in ointments.

Originator

Curator's Comment: Was introduced into dentistry as root canal antiseptic by Walkoff in 1891

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Curative
Endotine

Approved Use

Root canal antiseptic
PubMed

PubMed

TitleDatePubMed
Urinary excretion of chlorinated phenols in saw-mill workers.
1991
Degradation of 2,3,4,6-tetrachlorophenol at low temperature and low dioxygen concentrations by phylogenetically different groundwater and bioreactor bacteria.
2001
Toxicity of mono-, di- and tri-chlorophenols to lux marked terrestrial bacteria, Burkholderia species Rasc c2 and Pseudomonas fluorescens.
2001 Apr
Tetrachloroethylene, trichloroethylene, and chlorinated phenols induce toluene-o-xylene monooxygenase activity in Pseudomonas stutzeri OX1.
2001 Aug
The spinning disc reactor--studies on a novel TiO2 photocatalytic reactor.
2001 Feb
Purification and catalytic properties of the chlorophenol 4-monooxygenase from Burkholderia cepacia strain AC1100.
2001 Jun 11
Microstructure determination of AOT + phenol organogels utilizing small-angle X-ray scattering and atomic force microscopy.
2001 Mar 14
Development of an element-selective monitoring system for adsorbable organic halogens (AOX) with plasma emission spectrometric detection for quasi-continuous waste-water analysis.
2001 Nov
Adsorption of phenol and m-chlorophenol on organobentonites and repeated thermal regeneration.
2002
[Prophylactic efficiency of tietasol and oxymethyluracyl against chlorphenols exposure in experimental and real conditions].
2002
Adsorption of phenols by papermill sludges.
2002
Variation of toxicity during the ozonation of monochlorophenolic solutions.
2002
Photochemical behaviour of dichlorprop [(+/-)-2-(2,4-dichlorophenoxy)propanoic acid] in aqueous solution.
2002 Aug
Reversed flow injection spectrophotometric determination of low residuals of chlorine dioxide in water using chlorophenol red.
2002 Jul
Substrate-dependent autoaggregation of Pseudomonas putida CP1 during the degradation of mono-chlorophenols and phenol.
2002 Jun
Spatial distibution and temporal accumulation of polychlorinated dibenzo-p-dioxins, dibenzofurans, and biphenyls in the Gulf of Finland.
2002 Jun 15
Kinetic studies on UV-photodegradation of some chlorophenols using TiO2 catalyst.
2002 Mar
Photocatalytic degradation of aqueous 4-chlorophenol by silica-immobilized polyoxometalates.
2002 Mar 15
Concentration of chlorophenols in water with sodium dodecylsulfate-gamma-alumina admicelles for high-performance liquid chromatographic analysis.
2002 Oct 4
Detoxification of phenolic solutions with horseradish peroxidase and hydrogen peroxide.
2002 Sep
Retroviral vectors for establishing tetracycline-regulated gene expression in an otherwise recalcitrant cell line.
2002 Sep 3
Patents

Sample Use Guides

Unknown
Route of Administration: Dental
In Vitro Use Guide
0.01 mM of camphorated parachlorophenol (parachlorophenol) inhibited periodontal ligament cells proliferation, as shown by [3H]thymidine incorporation.
Substance Class Chemical
Created
by admin
on Fri Dec 15 14:57:52 GMT 2023
Edited
by admin
on Fri Dec 15 14:57:52 GMT 2023
Record UNII
3DLC36A01X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PARACHLOROPHENOL
HSDB   JAN   MART.   USP   USP-RS   VANDF  
Systematic Name English
PARACHLOROPHENOL [USP-RS]
Common Name English
PARACHLOROPHENOL [VANDF]
Common Name English
4-Chlorphenol [WHO-DD]
Common Name English
PARACHLOROPHENOL [MART.]
Common Name English
P-CHLOROPHENOL
INCI   MI  
INCI  
Official Name English
4-Chlorophenol
Systematic Name English
PARACHLOROPHENOL [USP MONOGRAPH]
Common Name English
P-CHLOROPHENOL [INCI]
Common Name English
PARACHLOROPHENOL [HSDB]
Common Name English
P-CHLOROPHENOL [MI]
Common Name English
PARACHLOROPHENOL [JAN]
Common Name English
NSC-2877
Code English
4-CHLORPHENOL
WHO-DD  
Common Name English
PHENOL, 4-CHLORO-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C87268
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
PRIMARY
DRUG BANK
DB13154
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
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RS_ITEM_NUM
1496802
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
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ECHA (EC/EINECS)
203-402-6
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
PRIMARY
ChEMBL
CHEMBL57053
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
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MESH
C029107
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
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NSC
2877
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
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RXCUI
14982
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
PRIMARY RxNorm
EPA CompTox
DTXSID1021871
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CAS
106-48-9
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
PRIMARY
MERCK INDEX
m3427
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
PRIMARY Merck Index
HSDB
1414
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
PRIMARY
CHEBI
28078
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
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WIKIPEDIA
4-Chlorophenol
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
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FDA UNII
3DLC36A01X
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
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EVMPD
SUB55726
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
PRIMARY
PUBCHEM
4684
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
PRIMARY
SMS_ID
100000133835
Created by admin on Fri Dec 15 14:57:52 GMT 2023 , Edited by admin on Fri Dec 15 14:57:52 GMT 2023
PRIMARY