|Systematic (IUPAC) name|
|Trade names||pHisoHex, Gamophen, Septisol, Turgex, Germa-Medica, Hexachlorophane, Almederm|
|Mol. mass||406.903503 g/mol|
|Melt. point||163–165 °C (325–329 °F)|
|Boiling point||471 °C (880 °F)|
|Solubility in water||Insoluble in water. Soluble in acetone, ethanol, ether and chloroform. mg/mL (20 °C)|
Hexachlorophene, also known as Nabac, is an organochlorine compound that was once widely used as a disinfectant. The compound occurs as a white solid (although commercial samples can be off-white) and can be odorless or possess a slightly phenolic odor. In medicine, hexachlorophene is very useful as a topical anti-infective, anti-bacterial agent, often used in soaps and toothpaste. It is also used in agriculture as a soil fungicide, plant bactericide, and acaricide.
Commercialization and removal from market
Two companies manufactured over-the-counter preparations incorporating hexachlorophene. One product was Baby Magic Bath by The Mennen Company. Mennen recalled the product in 1971, and it was removed from retail distribution. Immediately after the withdrawal, there was an outbreak of Staphylococcus infections in hospitals across the USA.
A commercial preparation using hexachlorophene, pHisoHex, was widely used as an effective antibacterial skin cleanser in the treatment of acne. In the US during the 1960s, it was available over the counter, and remains available as a prescription body wash. In the E.U. during the 1970s and 1980s, it was available over the counter. A related product, pHisoAc, was used as a skin mask to dry and peel away acne lesions. Another preparation, pHiso-Scrub, was a hexachlorophene-impregnated sponge for scrubbing, has since been discontinued. Several substitute products (including triclosan) were developed, but none had the germ-killing capability of hexachlorophene.
Trade names for hexachlorophene include: Acigena, Almederm, AT7, AT17, Bilevon, Exofene, Fostril, Gamophen, G-11, Germa-Medica, Hexosan, Septisol, Surofene.
- Fiege, H.; Voges, H.-M.; Hamamoto, T; Umemura, S.; Iwata, T.; Miki, H.; Fujita, Y.; Buysch, H.-J.; Garbe, D.; Paulus, W. (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry (Weinheim: Wiley-VCH). doi:10.1002/14356007.a19_313. ISBN 3-527-30673-0.
- Dixon, RE; Kaslow, RA; Mallison, GF; Bennett, JV (1973). "Staphylococcal disease outbreaks in hospital nurseries in the United States--December 1971 through March 1972". Pediatrics 51 (2): 413–7. PMID 4700144.
- "Hexachlorophene". PharmGKB. Retrieved 2012-012-28.