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Details

Stereochemistry ACHIRAL
Molecular Formula C8H9ClO
Molecular Weight 156.609
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLOROXYLENOL

SMILES

CC1=CC(O)=CC(C)=C1Cl

InChI

InChIKey=OSDLLIBGSJNGJE-UHFFFAOYSA-N
InChI=1S/C8H9ClO/c1-5-3-7(10)4-6(2)8(5)9/h3-4,10H,1-2H3

HIDE SMILES / InChI
Molecular Formula C8H9ClO
Molecular Weight 156.609
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 https://www.uwlax.edu/urc/JUR-online/PDF/2000/Koecher_and_Krenke.pdf

Chloroxylenol is used as a preservative in cooling fluids, cosmetics, topical medications, urinary antiseptics and metal working fluids. Products containing Chloroxylenol are used for cleaning and disinfecting wounds, abrasions and abscesses, for minor cuts and scratches, insect bites, burns, inflammation of the skin. It is also found in hair conditioners, toilet cleaners, deodorants, soaps and paste. New use cases continue to be identified. Chloroxylenol has been shown to be effective at reducing the number of pathogenic bacteria in clinical environments. Chloroxylenol has been reviewed and is permitted for use within the European Union (EU) in cosmetic products and is also permitted for use in a number of topical pharmaceutical products as licensed by the UK Medicines and Health Regulatory Agency. Chloroxylenol could cause mild skin irritation in some individuals, or cause an allergic reaction in others. Developed in Europe in the 1920s and used in the United States since the 1950s, Chloroxylenol is one of the most mature antimicrobial agents

Approval Year

1960
107
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Approved
8429
ANTIMICROBIAL HAND LOTION SOAP 652

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Structural requirements for voltage-dependent block of muscle sodium channels by phenol derivatives.
2001 Apr
Antimicrobial efficacy of chloroxylenol and chlorhexidine in the treatment of infected root canals.
2001 Aug
Assessment of resistance towards biocides following the attachment of micro-organisms to, and growth on, surfaces.
2001 Aug
Female condom reuse in Lusaka, Zambia: evidence from 12 cases.
2001 Dec
Estrogenic activity of phenolic additives determined by an in vitro yeast bioassay.
2001 Feb
Post-inflammatory depigmentation following allergic contact dermatitis to chloroxylenol.
2001 Jun
Determination of the antibacterial efficacy of several antiseptics tested on skin by an 'ex-vivo' test.
2001 Mar
Phenol derivatives accelerate inactivation kinetics in one inactivation-deficient mutant human skeletal muscle Na(+) channel.
2001 Mar 23
Sonochemical degradation of aromatic organic pollutants.
2002
Guideline for Hand Hygiene in Health-Care Settings. Recommendations of the Healthcare Infection Control Practices Advisory Committee and the HICPAC/SHEA/APIC/IDSA Hand Hygiene Task Force. Society for Healthcare Epidemiology of America/Association for Professionals in Infection Control/Infectious Diseases Society of America.
2002 Oct 25
Contamination of toothbrush at different time intervals and effectiveness of various disinfecting solutions in reducing the contamination of toothbrush.
2002 Sep
Comparison of chloroxylenol 0.5% plus salicylic acid 2% cream and benzoyl peroxide 5% gel in the treatment of acne vulgaris: a randomized double-blind study.
2003
The British standard series of contact dermatitis allergens: validation in clinical practice and value for clinical governance.
2003 Feb
Identification of estrogenic compounds in fish bile using bioassay-directed fractionation.
2004 Dec 1
An improved model for the binding of lidocaine and structurally related local anaesthetics to fast-inactivated voltage-operated sodium channels, showing evidence of cooperativity.
2004 Jan
Comparison of two in vivo and two ex vivo tests to assess the antibacterial activity of several antiseptics.
2004 Oct
[Efficacy of biocides against hospital isolates of Staphylococcus sensitive and resistant to methicillin, in the province of Buenos Aires, Argentina].
2004 Sep
Contact inactivation of orthopoxviruses by household disinfectants.
2005
Efficacy of surgical preparation solutions in foot and ankle surgery.
2005 May
The effects of biocides (antiseptics and disinfectants) on the endospores of Rhinosporidium seeberi.
2006 Apr
Antifungal activity of antimicrobial-impregnated devices.
2006 Apr
Expression profiling of estrogen-responsive genes in breast cancer cells treated with alkylphenols, chlorinated phenols, parabens, or bis- and benzoylphenols for evaluation of estrogenic activity.
2006 May 25
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Allergic contact dermatitis to chloroxylenol.
2006 Sep
Predicting dermal permeability of biocides in commercial cutting fluids using a LSER approach.
2007 Dec 10
Determinants of disease presentation and outcome during cryptococcosis: the CryptoA/D study.
2007 Feb
A review of anti-septic agents for pre-operative skin preparation.
2007 Oct-Dec
In-vitro activity and in-vivo efficacy of catheters impregnated with chloroxylenol and thymol against uropathogens.
2008 Feb
Simultaneous determination of 21 preservatives in cosmetics by ultra performance liquid chromatography.
2008 Oct
Prediction of pharmacological and xenobiotic responses to drugs based on time course gene expression profiles.
2009 Dec 2
The antiviral action of common household disinfectants and antiseptics against murine hepatitis virus, a potential surrogate for SARS coronavirus.
2009 Oct
Determination of phenolic disinfectants in consumer products by capillary electrophoresis with amperometric detection.
2010 Aug
Patents

Patents

04064256
3
JP2002263178A
4
JP2004231896A
2
JP2007537254A
2
JP4740126B2
2
JPH10167937A
2
JPS5781406A
2
JPS61228413A
2

Sample Use Guides

In Vivo Use Guide
soap
Route of Administration: Topical
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:20:15 UTC 2023
Edited
by admin
on Sat Dec 16 16:20:15 UTC 2023
Record UNII
0F32U78V2Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CHLOROXYLENOL
HSDB   II   INCI   INN   MART.   MI   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN   INCI   INN  
Official Name English
PARACHLOROMETOXYLENOL
VANDF  
Common Name English
NSC-4971
Code English
CHLOROXYLENOL [USP-RS]
Common Name English
PARACHLOROMETAXYLENOL
Systematic Name English
CHLOROXYLENOL [MI]
Common Name English
CHLOROXYLENOL [INCI]
Common Name English
Chloroxylenol [WHO-DD]
Common Name English
CHLOROXYLENOL [VANDF]
Common Name English
4-Chloro-3,5-xylenol
Systematic Name English
CHLOROXYLENOL [USP MONOGRAPH]
Common Name English
CHLOROXYLENOL [USAN]
Common Name English
CHLOROXYLENOL [HSDB]
Common Name English
PHENOL, 4-CHLORO-3,5-DIMETHYL-
Systematic Name English
chloroxylenol [INN]
Common Name English
CHLOROXYLENOL [II]
Common Name English
4-CHLORO-3,5-DIMETHYLPHENOL
Systematic Name English
PARACHLOROMETOXYLENOL [VANDF]
Common Name English
P-CHLORO-M-XYLENOL
Common Name English
CHLOROXYLENOL [MART.]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 310.538
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 15.2
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
WHO-VATC QD08AE05
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
NCI_THESAURUS C28394
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
WHO-ATC D08AE05
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
EPA PESTICIDE CODE 86801
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
Code System Code Type Description
HSDB
7427
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
DRUG BANK
DB11121
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PRIMARY
MESH
C007027
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
FDA UNII
0F32U78V2Q
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
MERCK INDEX
m3452
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY Merck Index
CHEBI
34393
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PRIMARY
ChEMBL
CHEMBL398440
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PRIMARY
DRUG CENTRAL
3094
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PRIMARY
INN
492
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PRIMARY
CAS
88-04-0
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
NCI_THESAURUS
C76743
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PRIMARY
SMS_ID
100000081851
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-793-8
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
EVMPD
SUB06200MIG
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
PUBCHEM
2723
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
WIKIPEDIA
CHLOROXYLENOL
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
RXCUI
20877
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY RxNorm
DAILYMED
0F32U78V2Q
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
NSC
4971
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
EPA CompTox
DTXSID0032316
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
RS_ITEM_NUM
1122700
Created by admin on Sat Dec 16 16:20:15 UTC 2023 , Edited by admin on Sat Dec 16 16:20:15 UTC 2023
PRIMARY
Related Record Type Details
Structure of PHENOL, 2-CHLORO-3,5-DIMETHYL-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of Tetrachloroethylene
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of 3,5-XYLENOL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
Related Record Type Details
Structure of CHLOROXYLENOL
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