Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C13H17NO |
| Molecular Weight | 203.2802 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCN(C(=O)\C=C\C)C1=CC=CC=C1C
InChI
InChIKey=DNTGGZPQPQTDQF-XBXARRHUSA-N
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+
| Molecular Formula | C13H17NO |
| Molecular Weight | 203.2802 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
Crotamiton is a scabicidal and antipruritic agent available as a cream or lotion for topical use. The drug was approved by FDA for the treatment of scabies and pruritic skin. Crotamiton is a mixture of the cis and trans isomers of N-ethyl-N-(o-methylphenyl)-2butenamide. Although the activity of crotamiton was shown both in vitro and in vivo, the mechanism of its action is still unknown.
Originator
Approval Year
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | EURAX Approved UseFor eradication of scabies (Sarcoptes scabiei) and for symptomatic treatment of pruritic skin. Launch Date1949 |
|||
| Palliative | EURAX Approved UseFor eradication of scabies (Sarcoptes scabiei) and for symptomatic treatment of pruritic skin. Launch Date1949 |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
24.5 ng/mL |
500 mg single, topical dose: 500 mg route of administration: Topical experiment type: SINGLE co-administered: |
CROTAMITON plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
344 ng × h/mL |
500 mg single, topical dose: 500 mg route of administration: Topical experiment type: SINGLE co-administered: |
CROTAMITON plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Topical ivermectin versus crotamiton cream 10% for the treatment of scabies. | 2014-07 |
|
| Treatment of scabies, permethrin 5% cream vs. crotamiton 10% cream. | 2013 |
|
| Chromatography of crotamiton and its application to the determination of active ingredients in ointments. | 1997-06 |
|
| Contact dermatitis from crotamiton. | 1992-07 |
|
| The sensitizing capacity of crotamiton. | 1988-05 |
|
| Treatment of scabies with crotamiton. | 1988-05 |
|
| Contact dermatitis due to crotamiton. | 1986-10 |
|
| Crotamiton lotion in pruritus. | 1984-12 |
|
| A single application of crotamiton lotion in the treatment of patients with pediculosis capitis. | 1982-12 |
|
| Crotamiton cream and lotion in the treatment of infants and young children with scabies. | 1979 |
|
| [Crotamiton and crotamiton hydrocortisone compounds in the treatment of pruritus]. | 1965-08-20 |
|
| The use of N-ethyl-o-crotonotoluidide in the treatment of scabies and various pruritic dermatoses. | 1949-07 |
Patents
| Substance Class |
Chemical
Created
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Edited
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| Record UNII |
2EEH27851Y
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| Record Status |
Validated (UNII)
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| Record Version |
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