Hexachlorophene , Analysis standard , 70-30-4
Synonym(s):
2,2′-Methylenebis(3,4,6-trichlorophenol);Hexachlorophene
CAS NO.:70-30-4
Empirical Formula: C13H6Cl6O2
Molecular Weight: 406.9
MDL number: MFCD00002171
EINECS: 200-733-8
PRODUCT Properties
Melting point: | 163-165 °C(lit.) |
Boiling point: | 519.9°C (rough estimate) |
Density | 1.6065 (rough estimate) |
refractive index | 1.5550 (estimate) |
Flash point: | 11 °C |
storage temp. | 2-8°C |
solubility | DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2) (1:4): 0.2 mg/ml |
form | crystalline |
pka | pKa 4.89 ± 0.02(H2O,t = 25.0±0.1,I=0.1(NaCl)) (Uncertain) |
color | off-white to tan |
Water Solubility | 19mg/L(25 ºC) |
λmax | 300nm(MeOH)(lit.) |
Merck | 14,4680 |
BRN | 2064407 |
Stability: | Stable. Incompatible with alkalies, akaline earths, tweens, strong oxidizers. |
Description and Uses
Hexachlorophene (HCP) is a chlorinated bisphenol antiseptic and was introduced for use as an antibacterial component in drug and cosmetic products in 1941. It has bacteriostatic activity against gram-positive organisms (e.g., staphylococcus) but not against gram-negative organisms. HCP is readily absorbed orally and through the skin of humans, especially skin of premature infants or damaged skin. Hexachlorophene is a neurotoxicant, and symptomology may include lethargy, muscle weakness, irritability, cerebral edema, and paralysis leading to coma and death. The US Food and Drug Administration restricted the use of hexachlorophene preparation to ≤0.1% in 1972 and approved it for surgical scrubbing and handwashing. HCP is no longer used extensively in hospitals, rest homes, etc., because of its toxicity.
Used as an antiseptic
Safety
Symbol(GHS) | GHS06,GHS09 |
Signal word | Danger |
Hazard statements | H301+H311-H410 |
Precautionary statements | P264-P270-P273-P280-P301+P310-P302+P352+P312 |
Hazard Codes | T,N,F |
Risk Statements | 24/25-50/53-52/53-39/23/24/25-23/24/25-11-51/53 |
Safety Statements | 20-37-45-60-61-36/37-16 |
RIDADR | UN 2875 6.1/PG 3 |
WGK Germany | 3 |
RTECS | SM0700000 |
HazardClass | 6.1(b) |
PackingGroup | III |
HS Code | 29072990 |
Toxicity | LD50 in adult male, female rats (mg/kg): 66, 57 orally (Gaines, Linder) |