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Details

Stereochemistry ACHIRAL
Molecular Formula C7H6ClO.Na
Molecular Weight 164.565
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM P-CHLORO-M-CRESOL

SMILES

[Na+].CC1=CC([O-])=CC=C1Cl

InChI

InChIKey=DPHAGKRZIJHMNL-UHFFFAOYSA-M
InChI=1S/C7H7ClO.Na/c1-5-4-6(9)2-3-7(5)8;/h2-4,9H,1H3;/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula C7H6ClO
Molecular Weight 141.575
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
PubMed

PubMed

TitleDatePubMed
Functional properties of RYR1 mutations identified in Swedish patients with malignant hyperthermia and central core disease.
2010-07
Sarcoplasmic reticulum Ca2+ depletion in adult skeletal muscle fibres measured with the biosensor D1ER.
2010-04
Mechanism of the anodic oxidation of 4-chloro-3-methyl phenol in aqueous solution using Ti/SnO2-Sb/PbO2 electrodes.
2010-03-15
Determination of water pollutants by direct-immersion solid-phase microextraction using polymeric ionic liquid coatings.
2010-02-19
A ryanodine receptor agonist promotes the consolidation of long-term memory in young chicks.
2010-01-05
Simultaneous recording of intramembrane charge movement components and calcium release in wild-type and S100A1-/- muscle fibres.
2009-09-15
Effects of plasticizers and their mixtures on estrogen receptor and thyroid hormone functions.
2009-08-25
Ryanodine receptor-mediated arrhythmias and sudden cardiac death.
2009-08
Factors affecting SOCE activation in mammalian skeletal muscle fibers.
2009-07
Receptor activated Ca(2+) release is inhibited by boric acid in prostate cancer cells.
2009-06-23
Functional characterization of ryanodine receptor (RYR1) sequence variants using a metabolic assay in immortalized B-lymphocytes.
2009-04
Increasing the number of diagnostic mutations in malignant hyperthermia.
2009-04
Effects of selected endocrine disruptors on meiotic maturation, cumulus expansion, synthesis of hyaluronan and progesterone by porcine oocyte-cumulus complexes.
2009-04
Evaluation of irritancy and sensitization potential of metalworking fluid mixtures and components.
2009-03
Commonly used ryanodine receptor activator, 4-chloro-m-cresol (4CmC), is also an inhibitor of SERCA Ca2+ pumps.
2009-02-23
Functional ryanodine receptors in the plasma membrane of RINm5F pancreatic beta-cells.
2009-02-20
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
[Disturbances in the function of cardiomyocyte ryanodine receptors of spontaneously hypertensive rats revealed by 4-chloro-m-cresol].
2009-01-14
Altered stored calcium release in skeletal myotubes deficient of triadin and junctin.
2009-01
Functional analysis of ryanodine receptor type 1 p.R2508C mutation in exon 47.
2009
Simultaneous determination of 21 preservatives in cosmetics by ultra performance liquid chromatography.
2008-10
Novel ryanodine receptor mutation that may cause malignant hyperthermia.
2008-09
Faster and simpler determination of chlorophenols in water by fiber introduction mass spectrometry.
2008-07-14
Ryanodine receptor expression correlates with tumor grade in breast cancer.
2008-06
Wide-ranging genomic effects of plasticisers and related compounds.
2008-05
Plastic components affect the activation of the aryl hydrocarbon and the androgen receptor.
2008-04-18
Sarcoplasmic reticulum Ca2+ release declines in muscle fibers from aging mice.
2008-04-15
Rem inhibits skeletal muscle EC coupling by reducing the number of functional L-type Ca2+ channels.
2008-04-01
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.
2008-04
Dynamics of intracellular oxygen in PC12 Cells upon stimulation of neurotransmission.
2008-02-29
Identification and biochemical characterization of a novel ryanodine receptor gene mutation associated with malignant hyperthermia.
2008-02
Structural determination of estrogen-related receptor gamma in the presence of phenol derivative compounds.
2008-01
Effects of endocrine disruptors on dehydroepiandrosterone sulfotransferase and enzymes involved in PAPS synthesis: genomic and nongenomic pathways.
2007-12
A catalytically active molecularly imprinted polymer that mimics peroxidase based on hemin: application to the determination of p-aminophenol.
2007-11
Increased Ca2+ storage capacity of the skeletal muscle sarcoplasmic reticulum of transgenic mice over-expressing membrane bound calcium binding protein junctate.
2007-11
Identification of functional type 1 ryanodine receptors in human dendritic cells.
2007-10-19
4-Chloro-m-cresol, an activator of ryanodine receptors, inhibits voltage-gated K(+) channels at the rat calyx of Held.
2007-09
Evaluation of estrogenic activity of organic biocides using ER-binding and YES assay.
2007-09
Functional ryanodine receptors are expressed by human microglia and THP-1 cells: Their possible involvement in modulation of neurotoxicity.
2007-08-01
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
Central core disease.
2007-05-15
Malignant hyperthermia.
2007-04-24
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
[Effects of agonists and antagonists of rhyanodine receptors on potassium contractures in twitch and tonic frog skeletal muscle fibers].
2006-11-30
Alterations in calcium homeostasis reduce membrane excitability in amphibian skeletal muscle.
2006-11
Amino acid residues Gln4020 and Lys4021 of the ryanodine receptor type 1 are required for activation by 4-chloro-m-cresol.
2006-07-28
3-Methyl-4-chlorophenol for prion decontamination of medical devices.
2006-07
Amperometric determination of chloroguaiacol at submicromolar levels after on-line preconcentration with molecularly imprinted polymers.
2006-03-15
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
Detection of phenolic compounds in flow systems based on tyrosinase-modified reticulated vitreous carbon electrodes.
2001-08-03
Patents

Sample Use Guides

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 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 Mon Mar 31 19:25:03 GMT 2025
Edited
by admin
on Mon Mar 31 19:25:03 GMT 2025
Record UNII
343KVA8Y38
Record Status Validated (UNII)
Record Version
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Name Type Language
3-METHYL-4-CHLOROPHENOL, SODIUM SALT
Preferred Name English
SODIUM P-CHLORO-M-CRESOL
INCI  
INCI  
Official Name English
PREVENTOL CMK SODIUM SALT
Common Name English
4-CHLORO-M-CRESOL, SODIUM SALT
Common Name English
Classification Tree Code System Code
Food Contact Sustance Notif, (FCN No.) FCN NO. 1078
Created by admin on Mon Mar 31 19:25:03 GMT 2025 , Edited by admin on Mon Mar 31 19:25:03 GMT 2025
EPA PESTICIDE CODE 64205
Created by admin on Mon Mar 31 19:25:03 GMT 2025 , Edited by admin on Mon Mar 31 19:25:03 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID7035696
Created by admin on Mon Mar 31 19:25:03 GMT 2025 , Edited by admin on Mon Mar 31 19:25:03 GMT 2025
PRIMARY
PUBCHEM
23672305
Created by admin on Mon Mar 31 19:25:03 GMT 2025 , Edited by admin on Mon Mar 31 19:25:03 GMT 2025
PRIMARY
CAS
15733-22-9
Created by admin on Mon Mar 31 19:25:03 GMT 2025 , Edited by admin on Mon Mar 31 19:25:03 GMT 2025
PRIMARY
FDA UNII
343KVA8Y38
Created by admin on Mon Mar 31 19:25:03 GMT 2025 , Edited by admin on Mon Mar 31 19:25:03 GMT 2025
PRIMARY
ECHA (EC/EINECS)
239-825-8
Created by admin on Mon Mar 31 19:25:03 GMT 2025 , Edited by admin on Mon Mar 31 19:25:03 GMT 2025
PRIMARY
RXCUI
1313197
Created by admin on Mon Mar 31 19:25:03 GMT 2025 , Edited by admin on Mon Mar 31 19:25:03 GMT 2025
PRIMARY RxNorm
Related Record Type Details
PARENT -> SALT/SOLVATE