Tolnaftate (
INN
Inns are generally establishments or buildings where travelers can seek lodging, and usually, food and drink. Inns are typically located in the country or along a highway. Before the advent of motorized transportation, they also provided accomm ...
),
sold under the brand name TAGRID, among others, is a synthetic
thiocarbamate used as an
anti-fungal agent that may be sold
without medical prescription in most jurisdictions. It is supplied as a cream, powder, spray, liquid, and
liquid aerosol.
Tolnaftate is used to treat fungal conditions such as
jock itch
Jock may refer to:
Common meanings
* Jock (stereotype), a North American term for a stereotypical male athlete
* Jock, a derogatory term for Scottish people mostly used by the English
* Short for jockstrap, an item of male protective undergarmen ...
,
athlete's foot
Athlete's foot, known medically as ''tinea pedis'', is a common skin infection of the feet caused by a fungus. Signs and symptoms often include itching, scaling, cracking and redness. In rare cases the skin may blister. Athlete's foot fungus ...
and
ringworm
Dermatophytosis, also known as tinea and ringworm, is a mycosis, fungal infection of the skin (a dermatomycosis), that may affect skin, hair, and nails. Typically it results in a red, itchy, scaly, circular rash. Hair loss may occur in the a ...
.
Tolnaftate was discovered by Teruhisa Noguchi in 1962 while he was working for the
Nippon Soda Company.
Mechanism
Although the exact mechanism of action is not entirely known, it is believed to inhibit
squalene epoxidase,
an important enzyme in the biosynthetic pathway of
ergosterol
Ergosterol (ergosta-5,7,22-trien-3β-ol) is a mycosterol found in cell membranes of fungi and protozoa, serving many of the same functions that cholesterol serves in animal cells. Because many fungi and protozoa cannot survive without ergostero ...
(a key component of the fungal cell membrane) in a similar way to
terbinafine
Terbinafine, sold under the brand name Lamisil among others, is an antifungal medication used to treat pityriasis versicolor, onychomycosis, fungal nail infections, and ringworm including jock itch and athlete's foot. It is either oral adminis ...
.
Uses
Tolnaftate has been found to be generally slightly less effective than
azole
Azoles are a class of five-membered heterocyclic compounds containing a nitrogen atom and at least one other non-carbon atom (i.e. nitrogen, sulfur, or oxygen) as part of the ring.
Their names originate from the Hantzsch–Widman nomenclature. Th ...
s when used to treat
tinea pedis
Dermatophytosis, also known as tinea and ringworm, is a fungal infection of the skin (a dermatomycosis), that may affect skin, hair, and nails. Typically it results in a red, itchy, scaly, circular rash. Hair loss may occur in the area aff ...
(athlete's foot). It is, however, useful when dealing with
ringworm
Dermatophytosis, also known as tinea and ringworm, is a mycosis, fungal infection of the skin (a dermatomycosis), that may affect skin, hair, and nails. Typically it results in a red, itchy, scaly, circular rash. Hair loss may occur in the a ...
, especially when passed from pets to humans.
[Crawford F, Hart R, Bell-Syer S, Torgerson D, Young P, Russell I. Topical treatments for fungal infections of the skin and nails of the foot (Cochrane Review). In: The Cochrane Library, Issue 1, 2003. Oxford: Update Software.]
Side effects
Side effects that may occur include:
* allergic reactions like:
**
skin rash
A rash is a change of the skin that affects its color, appearance, or texture.
A rash may be localized in one part of the body, or affect all the skin. Rashes may cause the skin to change color, itch, become warm, bumpy, chapped, dry, cracked ...
**
itch
An itch (also known as pruritus) is a sensation that causes a strong desire or reflex to scratch. Itches have resisted many attempts to be classified as any one type of sensory experience. Itches have many similarities to pain, and while both ...
ing or
hives
Hives, also known as urticaria, is a kind of skin rash with red or flesh-colored, raised, itchy bumps. Hives may burn or sting. The patches of rash may appear on different body parts, with variable duration from minutes to days, and typically ...
** swelling of the face, lips, or tongue
*
inflammation
Inflammation (from ) is part of the biological response of body tissues to harmful stimuli, such as pathogens, damaged cells, or irritants. The five cardinal signs are heat, pain, redness, swelling, and loss of function (Latin ''calor'', '' ...
, redness, or
pain
Pain is a distressing feeling often caused by intense or damaging Stimulus (physiology), stimuli. The International Association for the Study of Pain defines pain as "an unpleasant sense, sensory and emotional experience associated with, or res ...
at the affected area
Less severe side effects include:
*
dry skin
Xeroderma, xerosis or xerosis cutis, or simply dry skin, is a skin condition characterized by excessively dry skin. The term derives .
In most cases, dry skin can safely be treated with moisturizers (also called emollients). Xeroderma occurs ...
* mild skin irritation, burning, or itching at the affected area
See also
*
Liranaftate, a similar
thiocarbamate antifungal
References
External links
Medline's entry for tolnaftate*
{{Xenobiotic-sensing receptor modulators
Antifungals
Naphthol esters
Thiocarbamates
Drugs developed by Merck & Co.
Drugs developed by Bayer
3-Tolyl compounds
2-Naphthyl compounds