483-63-6 Usage
Description
Crotamiton, also known as N-Ethyl-o-crotonotoluidide, is an ectoparasiticide and antipruritic agent used in the treatment of scabies and various pruritic dermatoses. It is a colorless or pale yellow oily liquid that produces a cooling effect on the skin, providing relief from itching. Crotamiton works by blocking the mouse transient receptor potential vanilloid 4 (TRPV4) channel, which helps to inhibit scratching behavior in mice induced by various agents.
Uses
Used in Pharmaceutical Industry:
Crotamiton is used as an antipruritic agent for the treatment of itching and pruritus. It provides a cooling effect on the skin, diverting attention away from the itching sensation.
Used in Veterinary Medicine:
Crotamiton is used as a scabicide and acaricide for the treatment of scabies in animals, helping to eradicate the infestation and alleviate symptoms.
Used in Agriculture:
Crotamiton is used as a fungicide and insecticide, protecting crops from fungal and insect damage.
Brand Name:
Eurax (Westwood-Squibb) is a brand name under which Crotamiton is marketed as a 10% cream for the treatment of scabies and pruritic dermatoses. However, it is worth noting that Crotamiton is less effective than pyrethrins or permethrin and may require a second application for successful treatment. Despite this, Crotamiton has the advantage of being less toxic than lindane, especially in infants and children, as it has less systemic neurotoxicity.
Originator
Eurax,Ciba Geigy,France,1949
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.
Manufacturing Process
10.5 parts of crotonyl chloride are dropped in such a manner into 27 parts of
N-ethyl-o-toluidine, white stirring, that the temperature rises to 130° to
140°C. After cooling, the reaction product is dissolved in ether or other
solvent that is immiscible with water, and the solution is washed successively
with hydrochloric acid, alkali solution and water. After distilling off the solvent,
the residue is distilled in vacuo. The crotonic acid N-ethyl-o-toluidide boils at
153° to 155°C at a pressure of 13 mm and is a slightly yellowish oil. Instead
of carrying the reaction out in the presence of an excess of N-ethyl-otoluidine, it may be carried out in the presence of an acid-combining agent,
for example, potash, advantageously in a solvent (e.g., acetone).
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.
Side effects
The most common side
effect reported for crotamiton is skin irritation.
Veterinary Drugs and Treatments
Crotamiton is a topical miticide/scabicide and has been used primarily for adjunctive treatment (with ivermectin) for treating mite
infections (e.g., Knemidopkoptes) in birds. Crotamiton has both miticidal and antipruritic actions, but the mechanism for each is not
known.
Check Digit Verification of cas no
The CAS Registry Mumber 483-63-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,8 and 3 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 483-63:
(5*4)+(4*8)+(3*3)+(2*6)+(1*3)=76
76 % 10 = 6
So 483-63-6 is a valid CAS Registry Number.
InChI:InChI=1/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+
