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

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

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
Estrogenic activity of phenolic additives determined by an in vitro yeast bioassay.
2001 Feb
Determination of the antibacterial efficacy of several antiseptics tested on skin by an 'ex-vivo' test.
2001 Mar
Evaluation of diazotized 4-amino-3,5-dinitrobenzoic acid (ADBA) as a new derivatizing reagent.
2001 Sep
Toxicological screening for drugs of abuse in samples adulterated with household chemicals.
2002 Jul
[Simultaneous determination of chloroxylenol, trilocarban and triclosan in cosmetics or household products by reversed-phase high performance liquid chromatography].
2004 Nov
Contact inactivation of orthopoxviruses by household disinfectants.
2005
Contact sensitivity to preservatives in Turkey.
2005 Jun
Efficacy of surgical preparation solutions in foot and ankle surgery.
2005 May
Cost and efficiency of public sector sexually transmitted infection clinics in Andhra Pradesh, India.
2005 Nov 5
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
Risk factors for HIV infection in males who have sex with males (MSM) in Bangladesh.
2007 Jul 12
Chloroxylenol.
2007 Jun
A review of anti-septic agents for pre-operative skin preparation.
2007 Oct-Dec
Contact sensitivity to preservatives in the UK, 2004-2005: results of multicentre study.
2007 Sep
Evaluation of estrogenic activity of organic biocides using ER-binding and YES assay.
2007 Sep
Patch testing experience with 1000 patients.
2007 Sep-Oct
Susceptibility pattern of some clinical bacterial isolates to selected antibiotics and disinfectants.
2008
Mineralization of the biocide chloroxylenol by electrochemical advanced oxidation processes.
2008 Apr
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
Occupation-related contact dermatitis in North American health care workers referred for patch testing: cross-sectional data, 1998 to 2004.
2008 Sep-Oct
Identification of three classes of heteroaromatic compounds with activity against intracellular Trypanosoma cruzi by chemical library screening.
2009
Prediction of pharmacological and xenobiotic responses to drugs based on time course gene expression profiles.
2009 Dec 2
Hand dermatitis: a focus on allergic contact dermatitis to biocides.
2009 Jul
Degradation of the biocide 4-chloro-3,5-dimethylphenol in aqueous medium with ozone in combination with ultraviolet irradiation: operating conditions influence and mechanism.
2009 Nov
Newborn care practices among slum dwellers in Dhaka, Bangladesh: a quantitative and qualitative exploratory study.
2009 Nov 17
The antiviral action of common household disinfectants and antiseptics against murine hepatitis virus, a potential surrogate for SARS coronavirus.
2009 Oct
Vaginal practices of HIV-negative Zimbabwean women.
2010
Determination of phenolic disinfectants in consumer products by capillary electrophoresis with amperometric detection.
2010 Aug
Screening level ecological risk assessment for phenols in surface water of the Taihu Lake.
2010 Aug
Drug structure-transport relationships.
2010 Dec
A case of intermittent explosive disorder.
2010 Jan
Vaginal practices and associations with barrier methods and gel use among Sub-Saharan African women enrolled in an HIV prevention trial.
2010 Jun
Preliminary phytochemical screening and in vitro antioxidant activities of the aqueous extract of Helichrysum longifolium DC.
2010 May 14
Evaluation of the tissue toxicity of antiseptics by the hen's egg test on the chorioallantoic membrane (HETCAM).
2010 May 18
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
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 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
WHO-ESSENTIAL MEDICINES LIST 15.2
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
WHO-VATC QD08AE05
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
NCI_THESAURUS C28394
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
WHO-ATC D08AE05
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
EPA PESTICIDE CODE 86801
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
Code System Code Type Description
HSDB
7427
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
DRUG BANK
DB11121
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
MESH
C007027
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
FDA UNII
0F32U78V2Q
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
MERCK INDEX
m3452
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY Merck Index
CHEBI
34393
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
ChEMBL
CHEMBL398440
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
DRUG CENTRAL
3094
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
INN
492
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
CAS
88-04-0
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
NCI_THESAURUS
C76743
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
SMS_ID
100000081851
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-793-8
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
EVMPD
SUB06200MIG
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
PUBCHEM
2723
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
WIKIPEDIA
CHLOROXYLENOL
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
RXCUI
20877
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY RxNorm
DAILYMED
0F32U78V2Q
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
NSC
4971
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
EPA CompTox
DTXSID0032316
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
RS_ITEM_NUM
1122700
Created by admin on Sat Dec 16 16:20:15 GMT 2023 , Edited by admin on Sat Dec 16 16:20:15 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of CHLOROXYLENOL
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966