CHLOROXYLENOL

First approved in 1960

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 Search

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
Sources: http://www.cleaninginstitute.org/assets/1/Page/American%20Cleaning%20Institute%20Comments%20on%20chloroxylenolProposed%20FDA%20Amendment%20of%20TFM1.pdf
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

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bacterial infections 235 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e4b3d43d-7333-4623-bc05-d50b132cfac5	Preventing		Approved 8583	ANTIMICROBIAL HAND LOTION SOAP 652 Approved Use Unknown

PubMed

Title	Date	PubMed
Drug structure-transport relationships.	2010-12	21107662
Determination of phenolic disinfectants in consumer products by capillary electrophoresis with amperometric detection.	2010-08	20819284
Screening level ecological risk assessment for phenols in surface water of the Taihu Lake.	2010-08	20557922
Vaginal practices and associations with barrier methods and gel use among Sub-Saharan African women enrolled in an HIV prevention trial.	2010-06	20352318
Evaluation of the tissue toxicity of antiseptics by the hen's egg test on the chorioallantoic membrane (HETCAM).	2010-05-18	20562059
Preliminary phytochemical screening and in vitro antioxidant activities of the aqueous extract of Helichrysum longifolium DC.	2010-05-14	20470421
A case of intermittent explosive disorder.	2010-01	21694793
Vaginal practices of HIV-negative Zimbabwean women.	2010	20871844
Prediction of pharmacological and xenobiotic responses to drugs based on time course gene expression profiles.	2009-12-02	19956587
Newborn care practices among slum dwellers in Dhaka, Bangladesh: a quantitative and qualitative exploratory study.	2009-11-17	19919700
Degradation of the biocide 4-chloro-3,5-dimethylphenol in aqueous medium with ozone in combination with ultraviolet irradiation: operating conditions influence and mechanism.	2009-11	19818989
The antiviral action of common household disinfectants and antiseptics against murine hepatitis virus, a potential surrogate for SARS coronavirus.	2009-10	19692148
Hand dermatitis: a focus on allergic contact dermatitis to biocides.	2009-07	19580920
Identification of three classes of heteroaromatic compounds with activity against intracellular Trypanosoma cruzi by chemical library screening.	2009	19238193
Occupation-related contact dermatitis in North American health care workers referred for patch testing: cross-sectional data, 1998 to 2004.	2008-10-11	18845116
Simultaneous determination of 21 preservatives in cosmetics by ultra performance liquid chromatography.	2008-10	18822043
Mineralization of the biocide chloroxylenol by electrochemical advanced oxidation processes.	2008-04	18262595
In-vitro activity and in-vivo efficacy of catheters impregnated with chloroxylenol and thymol against uropathogens.	2008-02	18042195
A review of anti-septic agents for pre-operative skin preparation.	2008-01-01	18165724
Susceptibility pattern of some clinical bacterial isolates to selected antibiotics and disinfectants.	2008	19004240
Predicting dermal permeability of biocides in commercial cutting fluids using a LSER approach.	2007-12-10	18029120
Patch testing experience with 1000 patients.	2007-10-09	17921610
Contact sensitivity to preservatives in the UK, 2004-2005: results of multicentre study.	2007-09	17680865
Evaluation of estrogenic activity of organic biocides using ER-binding and YES assay.	2007-09	17408834
Risk factors for HIV infection in males who have sex with males (MSM) in Bangladesh.	2007-07-12	17625020
Chloroxylenol.	2007-06	17498419
Determinants of disease presentation and outcome during cryptococcosis: the CryptoA/D study.	2007-02	17284154
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Allergic contact dermatitis to chloroxylenol.	2006-09	16956470
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.	2006-05-25	16280211
The effects of biocides (antiseptics and disinfectants) on the endospores of Rhinosporidium seeberi.	2006-04	16687856
Antifungal activity of antimicrobial-impregnated devices.	2006-04	16524420
Cost and efficiency of public sector sexually transmitted infection clinics in Andhra Pradesh, India.	2005-11-05	16271151
Contact sensitivity to preservatives in Turkey.	2005-06	15932584
Efficacy of surgical preparation solutions in foot and ankle surgery.	2005-05	15866959
Contact inactivation of orthopoxviruses by household disinfectants.	2005	16033458
Identification of estrogenic compounds in fish bile using bioassay-directed fractionation.	2004-12-01	15597899
[Simultaneous determination of chloroxylenol, trilocarban and triclosan in cosmetics or household products by reversed-phase high performance liquid chromatography].	2004-11	15807127
Comparison of two in vivo and two ex vivo tests to assess the antibacterial activity of several antiseptics.	2004-10	15474182
[Efficacy of biocides against hospital isolates of Staphylococcus sensitive and resistant to methicillin, in the province of Buenos Aires, Argentina].	2004-09	15507186
Stridor after ingestion of dettol and domestos.	2004-02	15167195
An improved model for the binding of lidocaine and structurally related local anaesthetics to fast-inactivated voltage-operated sodium channels, showing evidence of cooperativity.	2004-01	14662728
Use of the 'ex vivo' test to study long-term bacterial survival on human skin and their sensitivity to antisepsis.	2004	15546405
Comparative analysis of antibiotic and antimicrobial biocide susceptibility data in clinical isolates of methicillin-sensitive Staphylococcus aureus, methicillin-resistant Staphylococcus aureus and Pseudomonas aeruginosa between 1989 and 2000.	2004	15357719
Allergenicity evaluation of p-chloro-m-cresol and p-chloro-m-xylenol by non-radioactive murine local lymph-node assay and multiple-dose guinea pig maximization test.	2003-08-28	12927380
The British standard series of contact dermatitis allergens: validation in clinical practice and value for clinical governance.	2003-02	12588377
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	14708455
Contamination of toothbrush at different time intervals and effectiveness of various disinfecting solutions in reducing the contamination of toothbrush.	2002-09	12435003
Evaluation of diazotized 4-amino-3,5-dinitrobenzoic acid (ADBA) as a new derivatizing reagent.	2001-09	14510132
[Determination of 4-chloro-3,5-dimethyl phenol in antiseptics and synthetic products by scanning thin-layer chromatography].	2001-07	12545501

Patents

Sample Use Guides

In Vivo Use Guide

soap

Route of Administration: Topical

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Wed Apr 02 07:43:26 GMT 2025` Edited by `admin` on `Wed Apr 02 07:43:26 GMT 2025`
Record UNII	0F32U78V2Q
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CHLOROXYLENOL

Official Name

English

PARACHLOROMETOXYLENOL

Preferred Name

English

NSC-4971

Code

English

CHLOROXYLENOL [USP-RS]

Common Name

English

PARACHLOROMETAXYLENOL

Systematic Name

English

CHLOROXYLENOL [MI]

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