クロタミトン
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2017/01/25 12:03:13」(JST)
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Crotamiton
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Clinical data |
AHFS/Drugs.com |
Monograph |
Pregnancy
category |
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ATCvet code |
QP53AX04 (WHO) |
Identifiers |
IUPAC name
- (E)-N-Ethyl-N-(2-methylphenyl)but-2-enamide[1]
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CAS Number |
483-63-6 Y |
PubChem (CID) |
688020 |
DrugBank |
DB00265 Y |
ChemSpider |
599515 Y |
UNII |
D6S4O4XD0H Y |
KEGG |
D01381 Y |
ChEMBL |
CHEMBL1200709 N |
ECHA InfoCard |
100.006.907 |
Chemical and physical data |
Formula |
C13H17NO |
Molar mass |
203.28 g/mol |
3D model (Jmol) |
Interactive image |
SMILES
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O=C(N(c1ccccc1C)CC)/C=C/C
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InChI
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InChI=1S/C13H17NO/c1-4-8-13(15)14(5-2)12-10-7-6-9-11(12)3/h4,6-10H,5H2,1-3H3/b8-4+ Y
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Key:DNTGGZPQPQTDQF-XBXARRHUSA-N Y
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NY (what is this?) (verify) |
Crotamiton is a drug that is used both as a scabicidal (for treating scabies) and as a general antipruritic (anti-itching drug). It is a prescription lotion based medicine that is applied to the whole body to get rid of the scabies parasite that burrows under the skin and causes itching.
Contents
- 1 Use
- 2 Pharmacology
- 3 Pharmacokinetics
- 4 Side effects
- 5 Trade name
- 6 References
Use
For treating scabies, crotamiton should be applied to the whole body rather than a localized area. It is applied 2 to 3 times, with a 24-hour delay in between applications, and the patient is asked to take a shower no sooner than after 48 hours. For children under 3 years it is applied once daily. Crotamiton can also be used to treat itching stemming from other causes, e.g. insect bites, in which case it is applied to the itching areas only, and repeated if necessary after 4 to 8 hours. Use near the eyes, or breaks in the skin, should be avoided.
Pharmacology
The mechanism of action of crotamiton is unknown, however it is toxic to the scabies mite.[2]
Pharmacokinetics
After topical application, crotamiton is absorbed systemically. It has an elimination half-life of 30.9 hours and 4.8-8.8% is excreted in the urine.[3]
Side effects
The most common side effect of crotamiton is skin irritation.
Trade name
Crotamiton is marketed under the trade names Eurax, which is manufactured by Ranbaxy Laboratories in the USA, and Novartis in the UK, and Euracin, which is manufactured by Green Cross in South Korea. In Germany, it is marketed under the brand name, Crotamitex. In India it's sold as Eurax by Ranbaxy Laboratories
References
- ^ Crotamiton at alanwood.net
- ^ Medscape drug information - mechanism of action
- ^ Medscape drug information - pharmacokinetics
Ectoparasiticides / arthropod (P03A)
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Insecticide/pediculicide |
Chlorine-containing products
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Chloride channel
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Organophosphate
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Acaricide/miticide/scabicide |
Pyrethrines
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- Permethrin#
- Pyrethrum
- Phenothrin
- Bioallethrin
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Chloride channel
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Sulfur-containing products
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- Disulfiram
- Dixanthogen
- Mesulfen
- Thiram
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Chlorine-containing products
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Benzoate
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Organophosphate
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Other/ungrouped
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- Dimethicone
- Quassia
- toluidine (Crotamiton)
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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UpToDate Contents
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English Journal
- Occurrence of selected pharmaceuticals in river water in Japan and assessment of their environmental risk.
- Komori K, Suzuki Y, Minamiyama M, Harada A.Author information Public Works Research Institute, 1-6 Minamihara, Tsukuba-shi 305-8516, Japan. komori@pwri.go.jpAbstractThe existence of pharmaceuticals in the water environment is thought to be a potential problem for aquatic organisms. In this study, we conducted a nationwide survey to clarify the occurrence of 24 selected pharmaceuticals in major Japanese rivers and evaluated their environmental risk to aquatic organisms. We found a total of 22 substances in river waters at concentrations from several nanograms per liter to several micrograms per liter. We found the highest, which was 2.4 μg/L of caffeine, followed by 1.5 μg/L of crotamiton and 1.4 μg/L of sulpiride. We conducted an environmental risk assessment of the 22 pharmaceuticals detected in river water, for which predicted no-effect concentration (PNEC) values for crustacea and algae had been obtained. The measured environmental concentration/PNEC values of four substances, caffeine, carbamazepine, clarithromycin, and ketoprofen, exceeded 0.1 with the maximum value of 9.0 for clarithromycin. As clarithromycin exhibits a high environmental risk to aquatic organisms, particular attention is required.
- Environmental monitoring and assessment.Environ Monit Assess.2013 Jun;185(6):4529-36. doi: 10.1007/s10661-012-2886-4. Epub 2012 Oct 2.
- The existence of pharmaceuticals in the water environment is thought to be a potential problem for aquatic organisms. In this study, we conducted a nationwide survey to clarify the occurrence of 24 selected pharmaceuticals in major Japanese rivers and evaluated their environmental risk to aquatic or
- PMID 23054265
- Comparison of oral ivermectin versus crotamiton 10% cream in the treatment of scabies.
- Goldust M, Rezaee E, Raghifar R.Author information Student Research Committee, Tabriz University of Medical Sciences , Tabriz , Iran .AbstractAbstract Objective: Scabies is a relatively contagious infection caused by a tiny mite (Sarcoptes scabiei). Products used to treat scabies are called scabicides because they kill scabies mites; some also kill mite eggs. The aim of this study was to compare the efficacy and safety of oral ivermectin versus crotamiton 10% cream for the treatment of scabies. Methods: In total, 320 patients with scabies were enrolled, and were randomized into two groups: the first group received a single dose of oral ivermectin 200 µg/kg body weight, and the second group were treated with crotamiton 10% cream and were told to apply this twice daily for five consecutive days. Treatment was evaluated at intervals of two and four weeks, and if there was treatment failure at the two-week follow-up, the treatment was repeated. Results: A single dose of ivermectin provided a cure rate of 62.5% at the two-week follow-up, which increased to 87.5% at the four-week follow-up after repeating the treatment. Treatment with crotamiton 10% cream was effective in 46.8% of patients at the two-week follow-up, which increased to 62.5% at the four-week follow-up after this treatment was repeated. Conclusion: A single dose of ivermectin was as effective as one application of crotamiton 10% cream at the two-week follow-up. After repeat treatment, ivermectin was superior to crotamiton 10% cream at the four-week follow up. The delay in clinical response with ivermectin suggests that it may not be effective against all the stages in the life cycle of the parasite.
- Cutaneous and ocular toxicology.Cutan Ocul Toxicol.2013 Feb 25. [Epub ahead of print]
- Abstract Objective: Scabies is a relatively contagious infection caused by a tiny mite (Sarcoptes scabiei). Products used to treat scabies are called scabicides because they kill scabies mites; some also kill mite eggs. The aim of this study was to compare the efficacy and safety of oral ivermecti
- PMID 23431958
- Plant uptake of pharmaceutical chemicals detected in recycled organic manure and reclaimed wastewater.
- Tanoue R, Sato Y, Motoyama M, Nakagawa S, Shinohara R, Nomiyama K.Author information Center for Marine Environmental Studies (CMES), Ehime University, Matsuyama, Ehime, Japan.AbstractLand application of recycled manure produced from biosolids and reclaimed wastewater can transfer pharmaceutical chemicals to terrestrial environments, giving rise to potential accumulation of these residues in edible plants. In this study, the potential for plant uptake of 13 pharmaceutical chemicals, and the relation between the accumulation features within the plant and the physicochemical properties were examined by exposing pea and cucumber to an aqueous solution containing pharmaceutical chemicals. Ten of 13 compounds tested were detected in plant leaves and stems. Comparison of the plant uptake characteristics and the octanol-water partition coefficient of pharmaceutical chemicals showed that compounds with an intermediate polarity such as carbamazepine and crotamiton could be easily transported to plant shoots. Moreover, these results suggest the possibility of highly hydrophilic pharmaceutical chemicals such as trimethoprim and sulfonamides to be accumulated in plant roots owing to their low permeability in root cell membranes.
- Journal of agricultural and food chemistry.J Agric Food Chem.2012 Oct 17;60(41):10203-11. doi: 10.1021/jf303142t. Epub 2012 Oct 9.
- Land application of recycled manure produced from biosolids and reclaimed wastewater can transfer pharmaceutical chemicals to terrestrial environments, giving rise to potential accumulation of these residues in edible plants. In this study, the potential for plant uptake of 13 pharmaceutical chemica
- PMID 23003104
Japanese Journal
- 症例 ダマリンLクリーム中のクロタミトンによる接触皮膚炎症候群の1例
Related Links
- Consumer information about the medication CROTAMITON - TOPICAL (Eurax), includes side effects, drug interactions, recommended dosages, and storage information. Read more about the prescription drug CROTAMITON ...
- Easy to read patient leaflet for crotamiton cream. Includes indications, proper use, special instructions, precautions, and possible side effects. ... If OVERDOSE is suspected: Contact 1-800-222-1222 (the American Association of ...
Related Pictures
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