Hexachlorophene

Hexachlorophene

File:Hexachlorophene.png
Clinical data
ATC code	D08AE01 (WHO)
Pharmacokinetic data
Protein binding	92%
Identifiers
IUPAC name 3,4,6-trichloro-2- [(2,3,5-trichloro-6-hydroxy-phenyl) methyl]phenol
CAS Number	70-30-4
PubChem CID	3598
DrugBank	APRD00722
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C13H6Cl6O2
Molar mass	406.902 g/mol
Melting point	164 °C (327.2 °F)

Hexachlorophene, also known as Nabac, is an antiseptic agent. The compound occurs as a white to light tan crystalline powder which is either odorless or produces a slightly phenolic odor. In medicine, hexachlorophene is very useful as a topical anti-infective, anti-bacterial agent, often used in soaps. It is also used in agriculture as a soil fungicide, plant bactericide, and acaricide.

Two companies had over the counter brands available. One, by The Mennen Company, Morristown, NJ, was known as Baby Magic Bath. Mennen recalled the product and all bottles were taken off retail shelves. Right after the withdrawal, there was an outbreak of Staphylococcus infections in hospitals across the USA.

During the 1960s, a commercial preparation of the drug, pHisoHex, was available over the counter. pHisoHex was widely used as a very effective antibacterial skin cleanser in the treatment of acne. A related product, pHisoAc, was used as a skin mask to dry and peel away acne lesions. Another known as Phiso-Scrub was a hexachlorophene-impregnated sponge for scrubbing; it has since been discontinued.

In 1969 hexachlorophene became suspected of causing cancer. Around 1973 it was withdrawn from over-the-counter sales as a treatment for acne and became a prescription drug. It was later determined not to cause cancer. Nevertheless, hexachlorophene soap is not available over the counter today, because once a product has been withdrawn by the FDA it is virtually impossible for it to be reinstated, even after invalidation of the reasons for its removal. The MSDS still lists this compound as an experimental teratogen.

Possibly because of the previous questions concerning its effects, most dermatologists today do not prescribe it for acne treatment.

Several substitute products (including triclosan) were developed, but none had the germ-killing capability of hexachlorophene.