CHLOROCRESOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H7ClO
Molecular Weight	142.583
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC(O)=CC=C1Cl

InChI

InChIKey=CFKMVGJGLGKFKI-UHFFFAOYSA-N

InChI=1S/C7H7ClO/c1-5-4-6(9)2-3-7(5)8/h2-4,9H,1H3

HIDE SMILES / InChI

Molecular Formula	C7H7ClO
Molecular Weight	142.583
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.medicines.ie/medicine/15385/SPC/Anbesol+Anaesthetic+Antiseptic+Oromucosal+Solution/

p-Chlorocresol (p-chloro-m-cresol; PCMC; brand name: Preventol CMK) possesses disinfectant and antiseptic properties. Chlorocresol is used in various preparations for skin disinfection and wounds. It also used as a preservative in creams and other preparations for external use which contain water. For use as a disinfectant such as a hand wash, it is commonly dissolved in alcohol in combination with other phenols. It is a moderate allergen for sensitive skin. Chlorocresol produces potentially life-threatening effects which include dermatitis, which are responsible for the discontinuation of chlorocresol therapy. The symptomatic adverse reactions produced by chlorocresol are more or less tolerable and if they become severe, they can be treated symptomatically, these include hypersensitivity reactions, irritation of eyes.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Mouth ulcers 8 Sources: http://www.medicines.ie/medicine/15385/SPC/Anbesol+Anaesthetic+Antiseptic+Oromucosal+Solution/	Curative		Basic research	Unknown Approved Use Unknown
Sore gums 2 Sources: http://www.medicines.ie/medicine/15385/SPC/Anbesol+Anaesthetic+Antiseptic+Oromucosal+Solution/	Curative		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Functional properties of RYR1 mutations identified in Swedish patients with malignant hyperthermia and central core disease.	2010-07	20142353
Sarcoplasmic reticulum Ca2+ depletion in adult skeletal muscle fibres measured with the biosensor D1ER.	2010-04	20069312
Mechanism of the anodic oxidation of 4-chloro-3-methyl phenol in aqueous solution using Ti/SnO2-Sb/PbO2 electrodes.	2010-03-15	19914775
Determination of water pollutants by direct-immersion solid-phase microextraction using polymeric ionic liquid coatings.	2010-02-19	20044092
A ryanodine receptor agonist promotes the consolidation of long-term memory in young chicks.	2010-01-05	19716384
Simultaneous recording of intramembrane charge movement components and calcium release in wild-type and S100A1-/- muscle fibres.	2009-09-15	19651766
Effects of plasticizers and their mixtures on estrogen receptor and thyroid hormone functions.	2009-08-25	19463926
Ryanodine receptor-mediated arrhythmias and sudden cardiac death.	2009-08	19345240
Factors affecting SOCE activation in mammalian skeletal muscle fibers.	2009-07	19440817
Receptor activated Ca(2+) release is inhibited by boric acid in prostate cancer cells.	2009-06-23	19554099
Functional characterization of ryanodine receptor (RYR1) sequence variants using a metabolic assay in immortalized B-lymphocytes.	2009-04	19191333
Increasing the number of diagnostic mutations in malignant hyperthermia.	2009-04	19191329
Effects of selected endocrine disruptors on meiotic maturation, cumulus expansion, synthesis of hyaluronan and progesterone by porcine oocyte-cumulus complexes.	2009-04	19162163
Evaluation of irritancy and sensitization potential of metalworking fluid mixtures and components.	2009-03	19519159
Commonly used ryanodine receptor activator, 4-chloro-m-cresol (4CmC), is also an inhibitor of SERCA Ca2+ pumps.	2009-02-23	19904006
Functional ryanodine receptors in the plasma membrane of RINm5F pancreatic beta-cells.	2009-02-20	19116207
Use of a programmed temperature vaporizer and an in situ derivatization reaction to improve sensitivity in headspace-gas chromatography. Application to the analysis of chlorophenols in water.	2009-02-13	19124129
[Disturbances in the function of cardiomyocyte ryanodine receptors of spontaneously hypertensive rats revealed by 4-chloro-m-cresol].	2009-01-14	19137689
Altered stored calcium release in skeletal myotubes deficient of triadin and junctin.	2009-01	18620751
Functional analysis of ryanodine receptor type 1 p.R2508C mutation in exon 47.	2009	19685112
Simultaneous determination of 21 preservatives in cosmetics by ultra performance liquid chromatography.	2008-10	18822043
Novel ryanodine receptor mutation that may cause malignant hyperthermia.	2008-09	18719443
Faster and simpler determination of chlorophenols in water by fiber introduction mass spectrometry.	2008-07-14	18558129
Ryanodine receptor expression correlates with tumor grade in breast cancer.	2008-06	18431693
Wide-ranging genomic effects of plasticisers and related compounds.	2008-05	18473747
Plastic components affect the activation of the aryl hydrocarbon and the androgen receptor.	2008-04-18	18294747
Sarcoplasmic reticulum Ca2+ release declines in muscle fibers from aging mice.	2008-04-15	18178643
Rem inhibits skeletal muscle EC coupling by reducing the number of functional L-type Ca2+ channels.	2008-04-01	18192376
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008-04	18324785
Dynamics of intracellular oxygen in PC12 Cells upon stimulation of neurotransmission.	2008-02-29	18086678
Identification and biochemical characterization of a novel ryanodine receptor gene mutation associated with malignant hyperthermia.	2008-02	18212565
Structural determination of estrogen-related receptor gamma in the presence of phenol derivative compounds.	2008-01	17964775
Effects of endocrine disruptors on dehydroepiandrosterone sulfotransferase and enzymes involved in PAPS synthesis: genomic and nongenomic pathways.	2007-12	18174950
A catalytically active molecularly imprinted polymer that mimics peroxidase based on hemin: application to the determination of p-aminophenol.	2007-11	17901947
Increased Ca2+ storage capacity of the skeletal muscle sarcoplasmic reticulum of transgenic mice over-expressing membrane bound calcium binding protein junctate.	2007-11	17516551
Identification of functional type 1 ryanodine receptors in human dendritic cells.	2007-10-19	17707769
4-Chloro-m-cresol, an activator of ryanodine receptors, inhibits voltage-gated K(+) channels at the rat calyx of Held.	2007-09	17714495
Evaluation of estrogenic activity of organic biocides using ER-binding and YES assay.	2007-09	17408834
Functional ryanodine receptors are expressed by human microglia and THP-1 cells: Their possible involvement in modulation of neurotoxicity.	2007-08-01	17526017
The Sonogel-Carbon materials as basis for development of enzyme biosensors for phenols and polyphenols monitoring: a detailed comparative study of three immobilization matrixes.	2007-06-15	17215118
Central core disease.	2007-05-15	17504518
Malignant hyperthermia.	2007-04-24	17456235
Na+ entry via glutamate transporter activates the reverse Na+/Ca2+ exchange and triggers Ca(i)2+-induced Ca2+ release in rat cerebellar Type-1 astrocytes.	2007-03	17316398
[Effects of agonists and antagonists of rhyanodine receptors on potassium contractures in twitch and tonic frog skeletal muscle fibers].	2006-11-30	17131831
Alterations in calcium homeostasis reduce membrane excitability in amphibian skeletal muscle.	2006-11	16955310
Amino acid residues Gln4020 and Lys4021 of the ryanodine receptor type 1 are required for activation by 4-chloro-m-cresol.	2006-07-28	16737973
3-Methyl-4-chlorophenol for prion decontamination of medical devices.	2006-07	16807860
Amperometric determination of chloroguaiacol at submicromolar levels after on-line preconcentration with molecularly imprinted polymers.	2006-03-15	18970563
Final report on the safety assessment of sodium p-chloro-m-cresol, p-chloro-m-cresol, chlorothymol, mixed cresols, m-cresol, o-cresol, p-cresol, isopropyl cresols, thymol, o-cymen-5-ol, and carvacrol.	2006	16835130
Detection of phenolic compounds in flow systems based on tyrosinase-modified reticulated vitreous carbon electrodes.	2001-08-03	18968360

Patents

Sample Use Guides

In Vivo Use Guide

Apply undiluted to the affected area with the fingertip. Two applications immediately will normally be sufficient to obtain pain relief. It should not be used more frequently than every 3 hours or as directed by the physician or dentist.

Route of Administration: Dental

In Vitro Use Guide

In voltage-clamp recordings, 4-Chloro-m-cresol (4-CmC) inhibited voltage-gated presynaptic K(+) currents (I(pK)) by 53% (at +20 mV) but had no effect on voltage-gated presynaptic Ca(2+) currents (I(pCa)).

Substance Class	Chemical Created by `admin` on `Wed Apr 02 07:33:23 GMT 2025` Edited by `admin` on `Wed Apr 02 07:33:23 GMT 2025`
Record UNII	36W53O7109
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

P-CHLORO-M-CRESOL

Preferred Name

English

CHLOROCRESOL

Official Name

English

CHLOROCRESOL [USAN]

Common Name

English

4-Chloro-3-cresol

Systematic Name

English

CHLOROCRESOL [MI]

Common Name

English

CHLOROCRESOL [MART.]

Common Name

English

PARACHLOROMETACRESOL

Systematic Name

English

CHLORO-M-CRESOL

Systematic Name

English

CHLOROCRESOLUM [WHO-IP LATIN]

Common Name

English

CHLOROCRESOL [EP MONOGRAPH]

Common Name

English

CHLOROCRESOL [HSDB]

Common Name

English

CHLOROMETHYLPHENOL

Systematic Name

English

4-CHLORO-3-METHYLPHENOL

Systematic Name

English

CHLOROCRESOL [II]

Common Name

English

chlorocresol [INN]

Common Name

English

NSC-4166

Code

English

CHLOROCRESOL [WHO-IP]

Common Name

English

Chlorocresol [WHO-DD]

Common Name

English

2-CHLORO-5-HYDROXYTOLUENE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28394