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CAS Number: 88-04-0
Molecular Formula: C8H9ClO
Appearance: White to Off-White Solid
Melting Point: 113-115ºC
Molecular Weight: 156.61
APPLICATIONS
Parametaxylenol is an antiseptic and germicide. Chloroxylenol is used for mildew prevention.
Further, Parametaxylenol is also an antibacterial; antiseptic (topical and urinary).
Methods of Manufacturing of Parametaxylenol:
General procedure: m-Xylenol (6.11 g, 50.0 mmol), FeCl3 (25 mg), DCM (25 ml) and the catalyst (30 mg) wereadded to a dried 50 ml round-bottomed flask.
Freshly distilled sulfuryl chloride (4.66 ml, 57.7mmol) was added slowly over 2 h via a pressure-equalizing dropping funnel.
The reaction wasstirred at room temperature for a further 2 h.
The mixture was quenched with water (20 ml), and the organic components were extracted with diethyl ether (3 × 30 ml).
The ether layerswere removed, combined and dried over MgSO4. The drying agent was filtered, and the solventwas removed under reduced pressure.
The crude product was weighed and then analyzed byquantitative GCGeneral procedure: Freshly distilled sulfuryl chloride (4.66 mL, 57.7mmol) was added slowly over 2 h, via a pressure equalizing dropping funnel, to a solution of m-xylenol (6.1 g, 50 mmol), FeClGeneral procedure: m-Xylenol (6.11 g, 50.0 mmol), FeCl3 (25 mg), DCM (25 ml) and the catalyst (30 mg) wereadded to a dried 50 ml round-bottomed flask. Freshly distilled sulfuryl chloride (4.66 ml, 57.7mmol) was added slowly over 2 h via a pressure-equalizing dropping funnel.
The reaction wasstirred at room temperature for a further 2 h.
The mixture was quenched with water (20 ml), and the organic components were extracted with diethyl ether (3 × 30 ml).
The ether layerswere removed, combined and dried over MgSO4.
The drying agent was filtered, and the solventwas removed under reduced pressure.
The crude product was weighed and then analyzed byquantitative GCGeneral procedure: Freshly distilled sulfuryl chloride (4.66 mL, 57.7mmol) was added slowly over 2 h, via a pressure equalizing dropping funnel, to a solution of m-xylenol (6.1 g, 50 mmol), FeClGeneral procedure: Freshly distilled sulfuryl chloride (4.66 mL, 57.7mmol) was added slowly over 2 h, via a pressure equalizing dropping funnel, to a solution of m-xylenol (6.1 g, 50 mmol), FeCl
Parametaxylenol is antibacterial.
Topical and urinary antiseptic Parametaxylenol is an antiseptic and germicide.
Parametaxylenol is used for mildew prevention.
Parametaxylenol is also an antibacterial; antiseptic (topical and urinary).
Further, Parametaxylenol is antiseptic and germicide; for mildew prevention.
Parametaxylenol is claimed to be about 60 times as potent as phenol.
Parametaxylenol is used for:
Antiseptic ingredient
Personal care products
Parametaxylenol may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by fluorogenic derivatization followed by high performance liquid chromatography separation.
These Secondary Standards are qualified as Certified Reference Materials.
These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
Parametaxylenol is an antiseptic and germicide.
Moreover, Parametaxylenol is used for mildew prevention.
Parametaxylenol is also an antibacterial; antiseptic (topical and urinary).
Parametaxylenol is claimed to be about 60 times as potent as phenol.
Further, Parametaxylenol is a common constituent of many proprietary disinfectants used for skin and wound disinfection.
As a pharmaceutical excipient, Parametaxylenol is commonly used in low concentrations as an antimicrobial preservative in topical formulations such as creams and ointments.
Parametaxylenol is also used in a number of cosmetic formulations.
Therapeutically, Parametaxylenol has been investigated as a treatment for acne vulgaris, for treating infected root canals, and as an antifungal agent when impregnated into medical devices.
Parametaxylenol is included in drug products approved for topical antifungal, topical acne and topical dandruff/seborrheic dermatitis/psoriasis treatments.
Parametaxylenol can be used as microbiocide:
Parametaxylenol was first registered in the U.S. for use as a fungicide and is now applied as an antimicrobial for control of bacteria, algae and fungi in adhesives, emulsions, paints and wash tanks.
Further, Parametaxylenol is registered for use in household and domestic dwellings, laundry equipment, bathrooms, diaper pails and in industrial water and aqueous systems.
Parametaxylenol is a nonirritating antiseptic agent with broad-spectrum antibacterial and antifungal properties.
Furhtermore, Parametaxylenol is marketed in a 2% concentration as a shampoo.
Parametaxylenol has also been used topically for the treatment of tinea (ringworm) infections such as athlete s foot (tinea pedis) and jock itch (tinea cruris).
Uses of Parametaxylenol:
Detergent based products used during the hand washing of dishes
Products that remove grease, oil, and other hydrophobic materials from hands, includes waterless products
Body care set
Multicomponent body care or bath set for which individual products are not designated
Personal care
Body hygiene
Products related to body hygiene which do not fit into a more refined category
Body wash
Body cleaners, washes, shower gels
Hand sanitizer
Antibacterial products for application to hands
Fragrance component
Hand soap
Liquid hand soaps
Hand wipes
Textile wipes and towelettes for hands
General moisturizing
Hand/body lotion
Products specifically marketed for application to hands or body to moisturize or improve skin characteristics (excluding baby lotion)
Pet care
Pet shampoo
Pet shampoos (including those containing pesticides, such as flea/tick shampoos)
Care products specifically for cats which do not fit into a more refined category
Parametaxylenol is one of the biocides commonly used in metalworking fluids.
For Parametaxylenol (USEPA/OPP Pesticide Code:86801) ACTIVE products with label matches.
Parametaxylenol is an active ingredient in germicides, antiseptics, etc., fungistat; mildew preventive; preservative; chemical intermediate.
Parametaxylenol is used in hospitals and households for disinfection and sanitation.
More to that, Parametaxylenol is also commonly used in antibacterial soaps, wound-cleansing applications and household antiseptics.
Testing has shown products containing Parametaxylenol effective against the SARS-CoV-2 virus and orthopoxviruses.
DESCRIPTION
Parametaxylenol is a broad spectrum antimicrobial chemical compound used to control bacteria, algae, fungi and virus.
Parametaxylenol is a member of the class of phenols that is 3,5-xylenol which is substituted at position 4 by chlorine.
Further, Parametaxylenol is bactericidal against most Gram-positive bacteria but less effective against Staphylococci and Gram-negative bacteria, and often inactive against Pseudomonas species.
Parametaxylenol is ineffective against bacterial spores.
Parametaxylenol has a role as an antiseptic drug, a disinfectant and a molluscicide.
Furthermore, Parametaxylenol derives from a 3,5-xylenol.|Chloroxylenol, or para-chloro-meta-xylenol (PCMX), is an antiseptic and disinfectant agent used for skin disinfection and surgical instruments.
Parametaxylenol is found in antibacterial soaps, wound-cleansing applications, and household antiseptics.
The halophenol is shown to be most effective against Gram positive bacteria where it disrupts the cell wall due to its phenolic nature.
Parametaxylenol is on the World Health Organization's List of Essential Medicines.
Parametaxylenol, also known as benzytol or dettol, belongs to the class of organic compounds known as meta cresols.
These are aromatic compounds containing a meta-cresol moiety, which consists of a benzene ring bearing a methyl group and a hydroxyl group at ring positions 1 and 3, respectively.
Parametaxylenol has been identified in human blood as reported by.
Parametaxylenol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives.
Technically, Parametaxylenol is part of the human exposome.
The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health.
Parametaxylenol belongs to the class of organic compounds known as meta cresols.
These are aromatic compounds containing a meta-cresol moiety, which consists of a benzene ring bearing a methyl group and a hydroxyl group at ring positions 1 and 3, respectively.
Pharmaceutical secondary standards for application of Parametaxylenolin quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Parametaxylenol, or para-chloro-meta-xylenol (PCMX), is an antiseptic and disinfectant agent used for skin disinfection and surgical instruments.
More to that, Parametaxylenol is found in antibacterial soaps, wound-cleansing applications, and household antiseptics.
The halophenol is shown to be most effective against Gram positive bacteria where it disrupts the cell wall due to its phenolic nature.
Parametaxylenol is on the World Health Organization's List of Essential Medicines.
Parametaxylenol is a member of the class of phenols that is 3,5-xylenol which is substituted at position 4 by chlorine.
Furthermore, Parametaxylenol is bactericidal against most Gram-positive bacteria but less effective against Staphylococci and Gram-negative bacteria, and often inactive against Pseudomonas species.
Parametaxylenol is ineffective against bacterial spores.
Parametaxylenol has a role as an antiseptic drug, a disinfectant and a molluscicide.
Moreover, Parametaxylenol is a member of phenols and a member of monochlorobenzenes.
Parametaxylenol is functionally related to a 3,5-xylenol.
Parametaxylenol, also known as para-chloro-meta-xylenol (PCMX), is an antiseptic and disinfectant which is used for skin disinfection, and together with alcohol for cleaning surgical instruments.
Beside that, Parametaxylenol is also used within a number of household disinfectants and wound cleaners.
Parametaxylenol is thought to act by disrupting microbial cell walls and inactivating cellular enzymes,and is less effective than some other available agents.
Parametaxylenol is available as a liquid.
Side effects of Parametaxylenol are generally few but can include skin irritation.
Parametaxylenol may be used mixed with water or alcohol.
Parametaxylenol is most effective against gram-positive bacteria.
Furthermore, Parametaxylenol works by disruption of the cell wall and stopping the function of enzymes.
PROPERTIES
Appearance: White to Off-White Solid
Melting Point: 113-115ºC
Molecular Weight: 156.61
PSA： 20.2
XLogP3： 2
Appearance： white to off-white crystalline powder
Density： 1.2±0.1 g/cm3
Melting Point： 115 °C
Boiling Point： 246 °C
Flash Point： 105.9±25.9 °C
Refractive Index： 1.558
Water Solubility： 0.3 g/L (20 ºC)
Vapor Pressure： 1.8X10-3 mm Hg at 25 deg C (est)
Toxicity： LD50 orally in Rabbit: 3830 mg/kg
Odor： Phenolic odor
PH： pH = 6.45 at 20 °C after dispersion in distilled water
Henrys Law Constant： Henry's Law constant = 5.1X10-7 atm-cu m/mol at 25 °C (est)
Dissociation Constants： pka = 9.7
STORAGE AND HANDLING
Storage Conditions：
Parametaxylenol is stable at normal room temperature, but is volatile in steam.
Contact with natural rubber should be avoided.
Aqueous solutions of Parametaxylenol are susceptible to microbial contamination and appropriate measures should be taken to prevent contamination during storage or dilution.
Parametaxylenol should be stored in polyethylene, mild steel or stainless steel containers, which should be well-closed and kept in a cool, dry place.
Further, Parametaxylenol does not absorb at wavelengths >290 nm
Parametaxylenol has been reported to be stable to sunlight for up to 24 hours.
SYNONYMS
2-chloro-5-hydroxy-1,3-dimethylbenzene
2-chloro-5-hydroxy-m-xylene
2-chloro-m-xylenol
3,5-dimethyl-4-chlorophenol
4-chloro-1-hydroxy-3,5-dimethylbenzene
4-chloro-3,5-dimethylphenol
4-chloro-3,5-dimethylphenol sulfonate
4-chloro-m-xylenol
benzytol
chloroxylenol
chloro-xylenol
chloroxylenol, potassium salt
chloroxylenol sodium
chloroxylenol, sodium salt
dettol
ice-o-derm
micro-guard
parachlorometaxylenol
parametaxylenol
p-chloro-3,5-xylenol
p-chloro-m-xylenol
pcmx
sween brand 1 of chloroxylenol
sween brand 2 of chloroxylenol
sween prep
2-Chloro-5-hydroxy-m-xylene
Phenol, 4-chloro-3,5-dimethyl-
2-Chloro-m-xylenol
3,5-Dimethyl-4-chlorophenol
3,5-Xylenol, 4-chloro-
4-Chloro-3,5-dimethylphenol
4-Chloro-1-hydroxy-3,5-dimethylbenzene
4-Chloro-3,5-dimethyl-phenol
4-Chloro-3,5-xylenol
4-Chloro-sym-m-xylenol
4-Chloro-m-xylenol
Ayrtol
4-Chloranyl-3,5-dimethyl-phenol
Benzytol
CAMEL
Chloro-xylenol
Chloroxylenolum
Chlorxylenolum
Clorossilenolo
Cloroxilenol
Desson
Dettol
Dettol, liquid antiseptic
Espadol
Husept extra
Nipacide mx
Nipacide PX
Ottasept
Parachlorometaxylenol
Ottasept extra
p-Chloro-3,5-xylenol
p-Chloro-m-xylenol
Para-chloro-meta-xylenol
Parametaxylenol
PCMX
RBA 777
Septiderm-Hydrochloride
Willenol V
88-04-0
AI3-08632
Caswell No. 218
BRN 1862539
CASWELL NO. 218
EPA Pesticide Chemical Code 086801
EINECS 201-793-8
HSDB 7427
EPA PESTICIDE CHEMICAL CODE 086801
NCGC00094614-03
NSC 4971
4-Chloro-3,5-dimethylphenol-d6, 4-Chloro-3,5-xylenol-d6, 2,6-Dimethyl-4-hydroxy-1-chlorobenzene-d6, 2-Chloro-5-hydroxy-1,3-dimethylbenzene-d6, 2-Chloro-5-hydroxy-m-xylene-d6, 4-Chloro-5,3-dimethylphenol-d6, 4-Chloro-m-xylenol-d6, Benzytol-d6, Camel-d6, Chloroxylenol-d6, Desson-d6, Dettol-d6, Ecotru-d6, Espadol-d6, Finecide C 2000-d6, Hokubarine E 400-d6, Husept Extra-d6, NSC 4971-d6, Nipacide PX-d6, Ottasept-d6, Ottasept Extra-d6, PCMX-d6, Parametaxylenol-d6, RBA 777-d6, p-Chloro-3,5-xylenol-d6, p-Chloro-m-Xylenol-d6,
2-Chloro-5-hydroxy-1,3-dimethylbenzene
2-Chloro-5-hydroxy-m-xylene
2-Chloro-m-xylenol
3,5-Dimethyl-4-chlorophenol
3,5-Xylenol, 4-chloro-
4-Chloro-1-hydroxy-3,5-dimethylbenzene
4-Chloro-3,5-dimethylphenol
4-Chloro-3,5-xylenol
4-Chloro-m-xylenol
Ayrtol
Benzytol
Camel
Desson
Dettol
Dettol, liquid antiseptic
Espadol
Husept extra
NSC 4971
Nipacide PX
Nipacide mx
Ottasept
Ottasept extra
PCMX
Para-chloro-meta-xylenol
Parametaxylenol
Phenol, 4-chloro-3,5-dimethyl-
RBA 777
Septiderm-hydrochloride
Willenol V
m-Xylenol, 4-chloro-
p-Chloro-3,5-dimethylphenol
p-Chloro-3,5-xylenol
p-Chloro-m-xylenol
chloroxylenol
4-Chloro-3,5-dimethylphenol
88-04-0
Dettol
PCMX
4-Chloro-3,5-xylenol
Benzytol
p-Chloro-m-xylenol
2-Chloro-m-xylenol
4-Chloro-m-xylenol
Ottasept
Desson
Espadol
Chloro-xylenol
Ottasept Extra
Husept Extra
p-Chloro-3,5-xylenol
Phenol, 4-chloro-3,5-dimethyl-
Willenol V
3,5-Dimethyl-4-chlorophenol
parachlorometaxylenol
Septiderm-Hydrochloride
Chloroxylenolum
Cloroxilenol
2-Chloro-5-hydroxy-m-xylene
Dettol, liquid antiseptic
Nipacide MX
Parametaxylenol
RBA 777
2-Chloro-5-hydroxy-1,3-dimethylbenzene
4-Chloro-1-hydroxy-3,5-dimethylbenzene
3,5-Xylenol, 4-chloro-
NSC 4971
4-chloro-3,5-dimethyl-phenol
4-Chloro-3, 5-xylenol
Chlorxylenolum
CHEBI:34393
NSC4971
0F32U78V2Q
4-Chloro-3,5-dimethylphenol;PCMX
NSC-4971
NCGC00094614-03
Clorossilenolo
DSSTox_CID_12316
DSSTox_RID_78913
DSSTox_GSID_32316
Caswell No. 218
Clorossilenolo [DCIT]
Vionexus
CAS-88-04-0
Cloroxilenol [INN-Spanish]
Camel (pesticide)
Chloroxylenolum [INN-Latin]
HSDB 7427
EINECS 201-793-8
EPA Pesticide Chemical Code 086801
BRN 1862539
Ayrtol
UNII-0F32U78V2Q
AI3-08632
5-dimethylphenol
Nipacide PX
Chloroxylenol(USAN
Parachlorometoxylenol
Chloroxylenol [USAN:USP:INN:BAN]
Chloroxylenol-[d6]
Spectrum_000138
3, 4-chloro-
m-Xylenol, 4-chloro-
Para-chloro-meta-xylenol
Chloroxylenol (USP/INN)
4-chloro-3,5dimethylphenol
SPECTRUM1500182
SPBio_000212
WLN: QR DG C1 E1
3, 5-Dimethyl-4-chlorophenol
CHEMBL398440
ZINC1132
DTXSID0032316
HMS502I03
HMS2091C22
HMS2233N06
HMS3369I18
Para Chloro Meta Xylenol (PCMX)
Pharmakon1600-01500182
4-Chloro-3,5-dimethylphenol purum
HY-B1414
Tox21_111305
Tox21_302047
AC-265
CCG-38943
MFCD00002324
NSC756683
s4518
STL183324
4-Chloro-3,5-dimethylphenol, 99%
AKOS009159132
Tox21_111305_1
CS-4912
DB11121
NSC-756683
A16004
D03473
AB00051942_07
A842444
Z1235963354
Chloroxylenol, British Pharmacopoeia (BP) Reference Standard
Chloroxylenol, United States Pharmacopeia (USP) Reference Standard
Chloroxylenol, Pharmaceutical Secondary Standard; Certified Reference Material
