Title: Hexachlorophene
CAS Registry Number: 70-30-4
CAS Name: 2,2¢-Methylenebis[3,4,6-trichlorophenol]
Additional Names: 2,2¢-dihydroxy-3,3¢,5,5¢,6,6¢-hexachlorodiphenylmethane; bis(3,5,6-trichloro-2-hydroxyphenyl)methane
Manufacturers' Codes: AT-7; G-11
Trademarks: Bilevon; Dermadex (Alconox); Exofene; Hexosan; pHisohex (Winthrop); Surgi-Cen; Surofene
Molecular Formula: C13H6Cl6O2
Molecular Weight: 406.90
Percent Composition: C 38.37%, H 1.49%, Cl 52.28%, O 7.86%
Literature References: Prepd by the condensation of 2 mols of 2,4,5-trichlorophenol with 1 mol formaldehyde in the presence of concd sulfuric acid: Gump, US 2250480 (1941 to Burton T. Bush). Improved procedures: US 2435593 (1948) and US 2812365 (1957 to Givaudan). Acute toxicity: T. B. Gaines, R. E. Linder, Fundam. Appl. Toxicol. 7, 299 (1986).
Properties: Crystals from benzene, mp 164-165°. Practically insol in water. Sol in alcohol, acetone, ether, chloroform, propylene glycol; polyethylene glycols; olive oil; cottonseed oil; dil aq solns of the alkalies. Forms salts with alkalies and alkaline earths. Phenol coefficient ~125 (monopotassium salt). Incompatible with Tweens from bacteriological point of view. LD50 in adult male, female rats (mg/kg): 66, 57 orally (Gaines, Linder).
Melting point: mp 164-165°
Toxicity data: LD50 in adult male, female rats (mg/kg): 66, 57 orally (Gaines, Linder)
Derivative Type: Monophosphate
Trademarks: Hepadist
CAUTION: Excessive dosage to animals results in symptoms of neurotoxicity. Reversible vacuolar changes mainly affecting the myelin of the brain and spinal cord have been reported. Because of potential neurotoxicity in humans, the FDA has regulated use. See Lockhart, Pediatrics 50, 229 (1972).
Use: Chiefly in the manuf of germicidal soaps.
Therap-Cat: Antiseptic; disinfectant.
Therap-Cat-Vet: Anthelmintic (flukicide).
Keywords: Antiseptic/Disinfectant; Phenols. |