870 4-Chlorophenol 4-Chlorophenol or para-chlorophenol is a monochlorophenol isomer that has a chlorine atom in the para position. It is used as a disinfectant agent (L159). 106-48-9 C6H5ClO White powder. 42.8°C 24 mg/mL at 25°C [ROBERTS,MS et al. (1977)] Inhalation (L159) ; oral (L159) ; dermal (L159) 4-chlorophenol works as a weak uncoupler of oxidative phosphorylation and inhibitors of cellular respiration. The ability of chlorophenols to uncouple oxidative phosphorylation increases with increasing chlorination. In fact, studies indicate a concentration-dependent triphasic effect of chlorophenols on phosphorylation and cellular respiration. At low concentrations, uncoupling produces stimulation of the resting state respiration as a result of increased adenosine triphosphatase (ATPase) activity in the absence of a phosphate acceptor.Inhibition of active respiration is also observed. At moderate concentrations, resting respiration is neither stimulated nor inhibited. Significant inhibition of respiration, associated with a breakdown of the electron transport process and decreased ATPase activity, occurs at very high concentrations. Uncoupling activity has been attributed to a protonophoric effect (a disruption of the energy gradient across the mitochondrial membrane resulting from distribution of chlorophenols in the phospholipid bilayer of the membrane), whereas inhibition of cellular respiration has been attributed to a direct action on intracellular proteins (L159). Absorption of 4-chlorophenol is favored in the stomach and the intestine. Absorption through the gastrointestinal tract is by simple diffusion and is expected to be both rapid and virtually complete. It is proposed that 4-CP is metabolized by P-450 enzymes to intermediates that react with glutathione to form glutathionyl adducts.The metabolism of the 4-chlorophenol is principally via conjugation. The principal metabolite ecreted is the glucuronide. Other metabolites are sulfate conjugates such as the ethereal sulfate. The metabobites are excreted in urine (L159). LD50: 670 mg/kg (Oral, Rat) (L724) LC50: 11 mg/m3 (Inhalation, Rat) (L724) No indication of carcinogenicity (not listed by IARC). (L135) Breathing in contaminated air; drinking contaminated water; dermal and eye exposure (L159). Acute Oral: 0.01 mg/kg/day (Rat) (L159) 4-chlorophenol is corrosive to epithelial tissue. It produce effects ranging from slight hyperemia to severe corrosion when applied to the corneas. Acute inhalation exposure may lead to hemorrhage in the lungs and tachypnea. Oral exposure to 2-chlorophenol can produce a variety of neurological effects, including tremors, myoclonic convulsions, a hunched posture, dyspnea, collapse, and coma (L159). Cough, shortness of breath and sore throat can result from inhalation of 2-chlorophenol. These symptoms may be delayed. Abdominal pain, drowsiness, weakness, and convulsions can result from ingestion as well as inhalation. moreover, ingestion of 2-chlorophenol can cause restlessness, tremors, or central nervous system depression to occur. Eye exposure to 2-chlorophenol can lead to redness, pain, and blurred vision, while dermal contact can lead to redness and pain of the skin. Moreover, the substance can be rapidily absorbed after derma exposure (L159). Avoid dilution following oral exposure; instead, administer charcoal as a slurry. Following inhalation, move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. If the exposure occurs through eye contact, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. Following dermal exposure, remove phenol with undiluted polyethylene glycol 300 to 400 or isopropyl alcohol prior to washing, if readily available. Wash exposed areas twice or for at least 10 minutes with large quantities of soapy water. Water alone may be harmful. (T36) 2009-06-15T17:16:04Z 2026-04-14T19:18:54Z Cytochrome P450 (L159). 4-Chlorophenol DB13154 true OC1=CC=C(Cl)C=C1 C6H5ClO InChI=1S/C6H5ClO/c7-5-1-3-6(8)4-2-5/h1-4,8H WXNZTHHGJRFXKQ-UHFFFAOYSA-N 128.556 128.002892489 Exogenous Solid 13875219 CHEM000746 DTXSID1021871 NS00010414 4-chlorophenol