Crotaglin

Base Information

• Chemical Name: Crotaglin
• CAS No.: 483-63-6
• Molecular Formula: C13H17NO
• Molecular Weight: 203.284
• Hs Code.: 2924296000
• DSSTox Substance ID: DTXSID6040664
• ChEMBL ID: CHEMBL3183440
• Mol file: 483-63-6.mol

Synonyms:Crotaglin;DTXSID6040664;CHEBI:31439;Prestwick0_000951;Prestwick1_000951;Spectrum2_001700;Spectrum3_001081;Spectrum4_001234;NCIOpen2_004405;KBioGR_001728;SPBio_001660;SPBio_003091;CHEMBL3183440;KBio3_001942;HMS3369O11;HMS3393E10;AKOS028108434;DB00265;NCGC00094571-07;NCGC00248176-01;FT-0603174;FT-0665225

Chemical Property of Crotaglin

Chemical Property:

• Vapor Pressure: 0.00331mmHg at 25°C
• Melting Point: 25°C
• Refractive Index: n20/D 1.54(lit.)
• Boiling Point: 282.7 °C at 760 mmHg
• PKA: 1.14±0.50(Predicted)
• Flash Point: 115.5 °C
• PSA: 20.31000
• Density: 1.014 g/cm³
• LogP: 2.92400
• Storage Temp.: 2-8°C
• Solubility.: ethanol: soluble
• Water Solubility.: Soluble in water (1:500), alcohol, methanol, ether, and ethanol.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 203.131014166
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

98% ^*data from raw suppliers

Crotamiton(Cis/TransMixture) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/38-43
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(C1=CC=CC=C1C)C(=O)C=CC
• Description: Crotamiton is available as a 10% cream for the treatment of scabies, although it is less effective than pyrethrins or permethrin. Because crotamiton may need to be applied a second time for successful treatment of scabies but the pyrethrins or permethrin require a single application, poor patient compliance with crotamiton may reduce its effectiveness. The advantage of crotamiton over lindane comes from the fact that lindane has potential neurotoxicity if absorbed especially in infants and children, whereas crotamiton has less systemic neurotoxicity. Crotamiton is an ectoparasiticide and antipruritic agent. It blocks the mouse transient receptor potential vanilloid 4 (TRPV4) channel expressed in HEK293 cells in a calcium-dependent manner (IC50s = 223.5 and 15.5 μM in buffer containing 0 and 2 mM calcium, respectively). It inhibits scratching behavior in mice induced by the TRPV4 agonist GSK1016790A . Topical application of crotamiton (0.025 g of a 10% ointment) also inhibits scratching behavior in mice induced by histamine, serotonin , and the proteinase-activated receptor 2 (PAR2) agonist SLIGRL-NH2 . Formulations containing crotamiton have been used to eradicate scabies and in the treatment of symptomatic pruritic skin.
• Uses: N-Ethyl-o-crotonotoluidide (Crotamiton) was used to treat scabies and various pruritic dermatoses. antipruritic, scabicide Fungicide, insecticide.
• Indications: Crotamiton (N-ethyl-o-crotonotoluide, Eurax) is a synthetic chloroformate salt used for the prevention and treatment of scabies, although cure rates tend to be lower for the same number of applications compared with lindane and permethrin. It may have an antipruritic effect independent of its scabetic effect. Its mechanism of action is unknown. It is not effective as a pediculicide.Crotamiton (10% N-ethyl-o-crotonotoluide, Eurax) cream applied twice and left on during a 48-hour period is usually effective against scabies and has been reported to act as an antipruritic agent.
• Therapeutic Function: Scabicide
• Clinical Use: N-Ethyl-N-(2-methylphenyl)-2-butenamide, or N-ethyl-ocrotonotoluidide(Eurax), is a colorless, odorless oily liquid.It is virtually insoluble in water but soluble in most organicsolvents. Crotamiton is available in 10% concentration in a lotionand a cream intended for the topical treatment of scabies. Its antipruritic effect is probably because of a local anestheticaction.