chlorphenesin
p-chlorophenyl a-glyceryl ether
 
Notes:
a centrally acting muscle relaxant. its mode of action is unknown. (from martindale, the extra pharmacopoeia, 30th ed, p1203)
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3-(4-chlorophenoxy)propane-1,2-diol (Click)
CAS Number: 104-29-0Picture of molecule
ECHA EINECS - REACH Pre-Reg: 203-192-6
FDA UNII: I670DAL4SZ
Nikkaji Web: J5.029F
Beilstein Number: 2210845
XlogP3-AA: 1.20 (est)
Molecular Weight: 202.63627000
Formula: C9 H11 Cl O3
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: antimicrobial preservatives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 78.00 °C. @ 760.00 mm Hg
Boiling Point: 369.45 °C. @ 760.00 mm Hg (est)
Flash Point: 351.00 °F. TCC ( 177.20 °C. ) (est)
logP (o/w): 1.713 (est)
Soluble in:
 water, 2204 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antimicrobial agents
preservatives
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Suppliers:
Aceto
Chlorphenesin
American International Chemical
Chlorphenesin
Connect Chemicals
Chlorphenesin
Odor: characteristic
Use: Chlorphenesin (CHP) is a wide spectrum hydrosoluble antimicrobial substance, active against bacteria, fungi and yeasts. It is used as a polyvalent preservative for microbiological protection of cosmetic products. CHP is suitable for microbiological stabilization of cosmetics, including emulsions (creams, lotions), masks, gels, aqueous or alcoholic solutes, sprays, sticks, serums, tonics, makeup products (eyeliner, mascaras...), shampoos, conditioners, foams.
Indukern F&F
CHLORPHENESIN
CROP CALENDAR
Jiangyin Healthway
Chlorphenesin
New functional food ingredients
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
subcutaneous-mouse LD50 911 mg/kg
PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: MUSCLE WEAKNESS
Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 470, 1948.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: antimicrobial preservatives
Recommendation for chlorphenesin usage levels up to:
 not for fragrance use.
 
Recommendation for chlorphenesin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 7697
National Institute of Allergy and Infectious Diseases: Data
 3-(4-chlorophenoxy)propane-1,2-diol
Chemidplus: 0000104290
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References:
 3-(4-chlorophenoxy)propane-1,2-diol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 7697
Pubchem (sid): 134972726
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C07928
HMDB (The Human Metabolome Database): HMDB14994
MedlinePlusSupp: View
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 preservatives 
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 adermykon
 chlorophenesin
3-(4-chlorophenoxy)-1,2-propanediol
3-(p-chlorophenoxy)-1,2-propanediol
3-(4-chlorophenoxy)propane-1,2-diol
3-(p-chlorophenoxy)propane-1,2-diol
p-chlorophenyl a-glyceryl ether
p-chlorophenyl-a-glyceryl ether
2-chlorphenesin
 chlorphenesine
 chlorphenesinum
 demykon
 gechophen
 gecophen
 mycil
1,2-propanediol, 3- (p-chlorophenoxy)-
1,2-propanediol, 3-(4-chlorophenoxy)-
1,2-propanediol, 3-(p-chlorophenoxy)-
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Articles:
PubMed: [Analysis of the preservative chlorphenesin in cosmetics by high performance liquid chromatography].
PubMed: Contact allergy to chlorphenesin.
PubMed: Occurrence of preservatives and antimicrobials in Japanese rivers.
PubMed: Production of chlorphenesin galactoside by whole cells of β-galactosidase-containing Escherichia coli.
PubMed: β-galactosidase-catalyzed synthesis of galactosyl chlorphenesin and its characterization.
PubMed: Multicenter study of preservative sensitivity in patients with suspected cosmetic contact dermatitis in Korea.
PubMed: High-throughput and simultaneous analysis of eight central-acting muscle relaxants in human plasma by ultra-performance liquid chromatography-tandem mass spectrometry in the positive and negative ionization modes.
PubMed: Relative bioavailability of generic and branded 250-mg and 500-mg oral chlorphenesin carbamate tablets in healthy Korean volunteers: a single-dose, randomized-sequence, open-label, two-period crossover trial.
PubMed: [Detection of the preservative chlorphenesin in cosmetics by high-performance liquid chromatography].
PubMed: Comparison of objective and sensory skin irritations of several cosmetic preservatives.
PubMed: The synthesis of amphipathic prodrugs of 1,2-diol drugs with saccharide conjugates by high regioselective enzymatic protocol.
PubMed: HPLC determination of tolperisone in human plasma.
PubMed: Beta-galactosidase catalyzed selective galactosylation of aromatic compounds.
PubMed: Optimization of chlorphenesin emulgel formulation.
PubMed: Two cases of facial dermatitis due to chlorphenesin in cosmetics.
PubMed: Stimulatory effects of chlorzoxazone, a centrally acting muscle relaxant, on large conductance calcium-activated potassium channels in pituitary GH3 cells.
PubMed: [Photocontact dermatitis due to ketoprofen and photosensitization to tetrachlorosalicylanide and to Fenticlor(R)].
PubMed: Dermatitis from chlorphenesin in a facial cosmetic.
PubMed: [The photostability of antimycotics. 3. Photostability of locally acting antimycotics].
PubMed: Indirect spectrophotometric methods for the determination of chlorphenesin.
PubMed: Review of oral skeletal muscle relaxants for the craniomandibular disorder (CMD) practitioner.
PubMed: Trigeminal neuralgia.
PubMed: Medical treatment of the major neuralgias.
PubMed: Simultaneous evaluation of drug effects on both the spinal cord and the descending pathways in rats.
PubMed: Dermatitis from chlorphenesin in a deodorant.
PubMed: Antinociceptive effect of chlorphenesin carbamate in adjuvant arthritic rats.
PubMed: Studies on the kinetics and mechanism of drug degradation. I. Kinetics and mechanism of degradation of chlorphenesin carbamate in strongly alkaline aqueous solutions.
PubMed: Allergic contact sensitivity to chlorphenesin.
PubMed: [Treatment of typical trigeminus neuralgias. Overview of the current state of drug and surgical therapy].
PubMed: Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats.
PubMed: Cluster headache with trigeminal neuralgia. An uncommon association that may be more than coincidental.
PubMed: [Vaginal mycosis. Therapy with chlorphenesin].
PubMed: An experimental study of the F-wave in the dog: effects of spasticity and central muscle relaxant.
PubMed: Trigeminal neuralgia. A practical approach to treatment.
PubMed: Fixed drug eruption from chlorphenesin carbamate.
PubMed: Chlorphenesin sensitivity.
PubMed: Tic douloureux.
PubMed: Centrally acting oral skeletal muscle relaxants.
PubMed: The action of chlorphenesin carbamate on the frog spinal cord.
PubMed: Suppressive effects of chlorphenesin on lymphocyte function in mice and humans.
PubMed: [Mycological and clinical studies on a new local antimycotic drug].
PubMed: [Influence of the enterohepatic circulation on the metabolism of chlorphenesin carbamate (CPC). II. Metabolic fate of biliary CPC-glucuronide (author's transl)].
PubMed: [Influence of the enterohepatic circulation on the metabolism of chlorphenesin carbamate (CPC). I. Comparison between guinea pigs and bile duct-ligated rats (author's transl)].
PubMed: [Electroencephalographic effects of chlorphenesin carbamate, a new central muscle relaxant, in rabbits (author's transl)].
PubMed: [Studies on the physical dependence liability of chlorphenesin carbamate (author's transl)].
PubMed: The management of tic douloureux.
PubMed: [A pharmacological study of chlorphenesin carbamate. Tolerance to chlorphenesin carbamate (author's transl)].
PubMed: Complement-induced histamine release from human basophils. III. Effect of pharmacologic agents.
PubMed: Medical treatment of trigeminal neuralgia.
PubMed: High-pressure liquid chromatographic determination of chlorphenesin carbamate and the beta-isomeric carbamate.
PubMed: Interactions of chlorphenesin and divalent metal ions with phosphodiesterase.
PubMed: New non-steroid non-antibiotic skin medicaments.
PubMed: Initiation-promotion skin carcinogenesis and immunological competence.
PubMed: [Muscle relaxants in the treatment of idiopathic trigeminal neuralgia (author's transl)].
PubMed: Modulation of the formation and release of bovine SRS-A in vitro by several anti-anaphylactic drugs.
PubMed: Chlorphenesin carbamate serum levels during subchronic administration to human (normal) volunteers.
PubMed: Field desorption mass spectrometry of ten medicinal carbamates.
PubMed: GLC determination of chlorphenesin carbamate in serum.
PubMed: Basophil activation by concanavalin A: characteristics of the reaction.
PubMed: [Pharmacologial studies on a centrally acting muscle relaxant, chlorphenesin carbamate, with special reference to the effect on the motor system].
PubMed: Soluble lymphocytic mediators. I. Inhibition of macrophage migration inhibitory factor production by drugs.
PubMed: Chlorphenesin for trigeminal neuralgia.
PubMed: Influence of genotype of host on regression of solid and ascitic forms of sarcoma 180 and effect of chemotherapy on the solid form.
PubMed: [Progress in the treatment of bronchial asthma].
PubMed: The immunologic effect of chlorphenesin on skin grafts in normal and thymectomized mice.
PubMed: Synthesis and pharmacological activity of some chlorphenesin phenoxyalkanoates.
PubMed: Attenuation of certain neoplasias by chlorphenesin. 1.
PubMed: Cyclic AMP affects macrophage migration.
PubMed: Normal neonatal mandibular growth not affected by muscular inactivity.
PubMed: Comparative pharmacokinetics of chlorphenesin carbamate and methocarbamol in man.
PubMed: The immediate allergic response: in vitro separation of antigen activation, decay and histamine release.
PubMed: Inhibition of histamine and SRS-A from monkey lung tissue by chlorophenesin.
PubMed: Drug-induced modulation of the immunologic release of histamine and slow reacting substance of anaphylaxis.
PubMed: Chlorphenesin: an antigen-associated immunosuppressant.
PubMed: Interaction between "sensitized lymphocytes" and antigen in vitro. II. Mitogen-induced release of skin reactive and macrophage migration inhibitory factors.
PubMed: Therapeutics X. Topical antifungal agents.
PubMed: Gas chromatographic determination of chlorphenesin in plasma.
PubMed: Shear cell measurements of powders: proposed procedures for elucidating the mechanistic behavior of powder beds in shear.
PubMed: A comparative trial of chlorphenesin and pecilocin in a prison community.
PubMed: Chlorphenesin metabolism in the rat and dog.
PubMed: Chlorphenesin: a new inhibitor IgE-mediated histamine release.
PubMed: Chlorphenesin: a new inhibitor of IgE-mediated histamine release.
PubMed: The influence of chlorphenesin carbamate and carisoprodol on psychological test scores.
PubMed: Renal distrubution of sulfisoxazole in canine kidney.
PubMed: A comparison between propoxyphene hydrochloride (Darvon) and chlorphenesin carbamate (Maolate) in musculoskeletal disorders. A controlled study in 92 patients.
PubMed: The effect of chlorphenesin on the immune response.
PubMed: [Treatment of trigeminal neuralgia with muscle relaxants].
PubMed: Effect of chlorphenesin on localized hemolysis in gel assay.
PubMed: Still more corticosteroid preparations for the skin. Synalar Forte, Fluoderm, Ultralanum Cream.
PubMed: The analgesic properties of chlorphenesin carbamate in the treatment of osteoarthrosis. Report of a trial.
PubMed: [Hydrocortisone therapy in outpatient care].
PubMed: Comparative analgesic efficacy of chlorphenesin carbamate and acetylsalicylic acid after episiotomy.
PubMed: Maolate (chlorphenesin carbamate) a new myanalgic drug in industrial medicine.
PubMed: Chlorphenesin carbamate (Maolate).
PubMed: Metabolism of 3-(p-chlorophenoxy)-2-methoxypropyl carbamate in the rat.
PubMed: Qualitative and quantitative tests for chlorphenesin carbamate.
PubMed: Chlorphenesin carbamate in the treatment of muscle spasm and musculoskeletal disorders.
PubMed: Chlorphenesin carbamate (maolate) in the relief of muscle pain.
PubMed: Preparation of tritium-labeled compounds. II. Chlorphenesin carbamate by exposure to tritium gas and determination of intramolecular distribution of tritium.
PubMed: Selective suppression of penicillin hypersensitivity by certain phenoxy propanediols.
PubMed: The absorption, excretion, and metabolism of chlorphenesin carbamate in the dog.
PubMed: Clinical evaluation of chlorphenesin carbamate (maolate) in spasticity, rigidity and pain associated with neurologic and arthritic diseases.
PubMed: CHARACTERIZATION OF THE GLUCURONIDE CONJUGATE OF CHLORPHENESIN CARBAMATE FROM THE RAT AND FROM MAN.
PubMed: DETERMINATION OF RESIDUAL CHLORPHENESIN IN CHLORPHENESIN-1-CARBAMATE.
PubMed: THE METABOLISM OF CHLORPHENESIN CARBAMATE.
PubMed: A CONTROLLED EVALUATION OF CHLORPHENESIN CARBAMATE IN PAINFUL MUSCULOSKELETAL SYNDROMES.
PubMed: EFFECT OF CHLORPHENESIN CARBAMATE (MAOLATE) ON A CASE OF ACUTE ARACHNIDISM.
PubMed: CLINICAL TRIAL OF CHLORPHENESIN CARBAMATE IN PATIENTS WITH MUSCLE SPASM.
PubMed: Controlled clinical evaluation of a new muscle relaxant--chlorphenesin carbamate.
PubMed: Controlled clinical evaluation of a new muscle relaxant-chlorphenesin carbamate.
PubMed: The pharmacology of chlorphenesin carbamate, a centrally active muscle relaxant.
PubMed: Clinical evaluation of the analgesic activity of chlorphenesin carbamate.
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