crotamiton
N-ethyl-N-(2-methylphenyl)-2-butenamide
 
Notes:
antiscabies, antipruritic drug; active ingredient in eurax cream & lotion (geigy).
  • Jiangyin Healthway
    • Jiangyin Healthway International Trade Co.
      Independent Ingredients Supplier
      We provide custom synthesis and contract manufacturing from milligrams to metric tonnes.
      Jiangyin Healthway International Trade Co., Ltd is a professional company, main engaged in manufacturing and exporting aroma chemicals ,food additives , cosmetic ingredient ,pharmaceutical intermediates & other fine chemicals; especially on aroma chemicals , as the major manufacturer of heterocyclic and sulphur aroma compounds , we are the leading independent ingredients supplier to the flavour and fragrance industries in China, can offer hundreds of different high quality aroma chemicals.
      Email: Info
      Email: Sales
      Voice: 86-510-86023169
      Fax: 86-510-86023170
      Mobile0086-13093133011
      Services
      Biochemical
      Natural Food Colour
      New functional food ingredients
      Product(s):
      HLC-601 N-Ethyl-o-Crotonotoluidine (Crotamiton)
       
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(E)-N-ethyl-N-(2-methylphenyl)but-2-enamide (Click)
CAS Number: 483-63-6Picture of molecule
ECHA EINECS - REACH Pre-Reg: 207-596-3
FDA UNII: D6S4O4XD0H
Nikkaji Web: J2.055I
Beilstein Number: 3275497
MDL: MFCD00026989
XlogP3-AA: 2.80 (est)
Molecular Weight: 203.28469000
Formula: C13 H17 N O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: antimicrobial agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.98700 @  25.00 °C.
Refractive Index: 1.54000 @  20.00 °C.
Boiling Point: 282.00 to  283.00 °C. @ 760.00 mm Hg (est)
Boiling Point: 155.00 °C. @ 13.00 mm Hg
Vapor Pressure: 0.003000 mm/Hg @ 25.00 °C. (est)
Flash Point: > 230.00 °F. TCC ( > 115.47 °C. )
logP (o/w): 3.099 (est)
Soluble in:
 water, 195.3 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antimicrobial agents
solvents
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Suppliers:
Jiangyin Healthway
N-Ethyl-o-Crotonotoluidine (Crotamiton)
New functional food ingredients
Santa Cruz Biotechnology
For experimental / research use only.
Crotamiton ≥98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
N-Ethyl-o-crotonotoluidide 97%
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Safety Information:
Preferred SDS: View
 
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:
oral-rat LD50  1500 mg/kg
"Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 35, 1969.

intraperitoneal-rat LD50  318 mg/kg
Drugs in Japan Vol. 6, Pg. 233, 1982.

oral-mouse LD50  1600 mg/kg
"Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 35, 1969.

intraperitoneal-mouse LD50  395 mg/kg
Drugs in Japan Vol. 6, Pg. 233, 1982.

Dermal Toxicity:
subcutaneous-rat LD50 1630 mg/kg
Drugs in Japan Vol. 6, Pg. 233, 1982.

subcutaneous-mouse LD50 1393 mg/kg
Drugs in Japan Vol. 6, Pg. 233, 1982.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: antimicrobial agents
Recommendation for crotamiton usage levels up to:
 not for fragrance use.
 
Recommendation for crotamiton flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Daily Med: search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
NLM Developmental and Reproductive Toxicity: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 688020
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (E)-N-ethyl-N-(2-methylphenyl)but-2-enamide
Chemidplus: 0000483636
RTECS: GQ7000000 for cas# 483-63-6
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References:
 (E)-N-ethyl-N-(2-methylphenyl)but-2-enamide
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 688020
Pubchem (sid): 134975170
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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): D01381
HMDB (The Human Metabolome Database): HMDB14410
Export Tariff Code: 2924.29.4400
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:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
2-butenamide, N-ethyl-N-(2-methylphenyl)-
2-butenamide, N-ethyl-N-(2-methylphenyl)-, (2E)-
 crotamitex
 crotamitone
o-crotonotoluidide, N-ethyl-
 crotonyl-N-ethyl-o-toluidine
N-ethyl-N-(2-methylphenyl)-2-butenamide
(2E)-N-ethyl-N-(2-methylphenyl)but-2-enamide
(E)-N-ethyl-N-(2-methylphenyl)but-2-enamide
N-ethyl-o-crotonotoluidide
N-ethyl-ortho-crotonotoluidide
 eurasil
 eurax
 euraxil
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Articles:
PubMed: Investigating sources and pathways of perfluoroalkyl acids (PFAAs) in aquifers in Tokyo using multiple tracers.
PubMed: Hailey-Hailey disease diagnosed based on an exacerbation of contact dermatitis with topical crotamiton.
PubMed: Comparison of oral ivermectin versus crotamiton 10% cream in the treatment of scabies.
PubMed: Combined ivermectin and topical therapy significantly reduces treatment time in aged scabietic patients.
PubMed: Occurrence of selected pharmaceuticals in river water in Japan and assessment of their environmental risk.
PubMed: Plant uptake of pharmaceutical chemicals detected in recycled organic manure and reclaimed wastewater.
PubMed: Photocatalytic decomposition of crotamiton over aqueous TiO(2) suspensions: determination of intermediates and the reaction pathway.
PubMed: Anti pruritic effects of topical crotamiton, capsaicin, and a corticosteroid on pruritogen-induced scratching behavior.
PubMed: Treatment of rosacea.
PubMed: Assessment of groundwater pollution in Tokyo using PPCPs as sewage markers.
PubMed: [Ectoparasitosis of clinical importance in Chile].
PubMed: Nationwide monitoring of selected antibiotics: Distribution and sources of sulfonamides, trimethoprim, and macrolides in Japanese rivers.
PubMed: [Treatment of rosacea].
PubMed: [Dapsone efficacy in lupus miliaris disseminatus faciei: two cases].
PubMed: Mass balance analysis of triclosan, diethyltoluamide, crotamiton and carbamazepine in sewage treatment plants.
PubMed: Treatment of crusted scabies with albendazole: A case report.
PubMed: Hydrophilic anthropogenic markers for quantification of wastewater contamination in ground- and surface waters.
PubMed: Demodicosis: a clinicopathological study.
PubMed: An Adolescent Patient with Scabies Mimicking Gottron Papules.
PubMed: Demodex dermatitis: a retrospective analysis of clinical diagnosis and successful treatment with topical crotamiton.
PubMed: [Infantile scabies].
PubMed: Occurrence and sources of perfluorinated surfactants in rivers in Japan.
PubMed: Evaluation of pharmaceuticals and personal care products as water-soluble molecular markers of sewage.
PubMed: Guideline for the diagnosis and treatment of scabies in Japan (second edition).
PubMed: Demodex folliculorum and Demodex brevis as a cause of chronic marginal blepharitis.
PubMed: Review: topical permethrin was more effective than topical crotamiton or lindane for scabies.
PubMed: Removal efficiency of 66 pharmaceuticals during wastewater treatment process in Japan.
PubMed: Scabies.
PubMed: Occurrence of 70 pharmaceutical and personal care products in Tone River basin in Japan.
PubMed: Interventions for treating scabies.
PubMed: Removal of selected pharmaceuticals and personal care products (PPCPs) and endocrine-disrupting chemicals (EDCs) during sand filtration and ozonation at a municipal sewage treatment plant.
PubMed: A human case of otoacariasis involving a histiostomatid mite (Acari: Histiostomatidae).
PubMed: [Treatment for scabies].
PubMed: Scabies: a ubiquitous neglected skin disease.
PubMed: Percutaneous absorption of crotamiton in man following single and multiple dosing.
PubMed: Pharmaceutical chemicals and endocrine disrupters in municipal wastewater in Tokyo and their removal during activated sludge treatment.
PubMed: [Demodicidosis in humans as a current problem in dermatology].
PubMed: Scabies presenting with bullous pemphigoid-like lesions.
PubMed: Crusted scabies in an adult T-cell leukemia/lymphoma patient successfully treated with oral ivermectin.
PubMed: Acaricidal activity of Melaleuca alternifolia (tea tree) oil: in vitro sensitivity of sarcoptes scabiei var hominis to terpinen-4-ol.
PubMed: Allergic contact dermatitis due to crotamiton.
PubMed: Concomitant allergic reaction to cetyl alcohol and crotamiton.
PubMed: Triple allergic contact sensitivities due to ferbinac, crotamiton and diisopropanolamine.
PubMed: Controlling scabies in institutional settings: a review of medications, treatment models, and implementation.
PubMed: Oral ivermectin treatment in two cases of scabies: effective in crusted scabies induced by corticosteroid but ineffective in nail scabies.
PubMed: Current treatments for scabies.
PubMed: Chromatographic performance of large-pore versus small-pore columns in micellar liquid chromatography.
PubMed: Scabies incognito presenting as urticaria pigmentosa in an infant.
PubMed: Scabies.
PubMed: The management of rosacea.
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