• Molecular NameClomethiazole
  • SynonymNA
  • Weight161.656
  • Drugbank_IDN/A
  • ACS_NO533-45-9
  • Show 3D model
  • LogP (experiment)2.1
  • LogP (predicted, AB/LogP v2.0)2.14
  • pka3.2
  • LogD (pH=7, predicted)2.14
  • Solubility (experiment)N/A
  • LogS (predicted, ACD/Labs)(ph=7)-2.09
  • LogSw (predicted, AB/LogsW2.0)45.98
  • Sw (mg/ml) (predicted, ACD/Labs)1.32
  • No.of HBond Donors0
  • No.of HBond Acceptors1
  • No.of Rotatable Bonds2
  • TPSA41.13
  • StatusN/A
  • AdministrationN/A
  • PharmacologyA sedative and hypnotic that is widely used in treating and preventing symptoms of acute alcohol withdrawal. It is a drug which is structurally related to thiamine (vitamin B1) but acts like a sedative, hypnotic, muscle relaxant and anticonvulsant. It is also used for the management of agitation, restlessness, short-term insomnia and Parkinson's disease in the elderly.
  • Absorption_value95.0
  • Absorption (description)Rapidly absorbed after oral administration
  • Caco_2N/A
  • Bioavailability20.0
  • Protein binding65.0
  • Volume of distribution (VD)4.4 L/kg; 3 to 12 L/kg
  • Blood/Plasma Partitioning ratio (D_blood)Plasma:whole blood ratio, about 1.2.
  • MetabollsmExtensively metabolised.
  • Half life3~7 h, increased in elderly subjects and in patients with liver disease.
  • ExcretionA considerable number of metabolites have been identified in small quantities in urine. Less than 5% of a dose is excreted unchanged in the urine, and up to about 14% is excreted as 4-methylthiazole-5-acetic acid. Other metabolites identified in the urine include 5-(1-hydroxy-2-chloroethyl)-4-methylthiazole and 5-(2-hydroxyethyl)thiazole-4-carbolactone (which appear to be more abundant than 4-methylthiazole-5-acetic acid), together with 5-acetyl-4-methylthiazole, 5-(1-hydroxyethyl)-4-methylthiazole, and 5-(2-hydroxyethyl)-4-methylthiazole in both free and conjugated forms. 5-Ethyl-2-hydroxy-4-methylthiazole has been found in the tissues following overdoses of clomethiazole. 5-(1-Hydroxyethyl)-4-methylthiazole and 5-acetyl-4-methylthiazole may be present in the plasma at concentrations similar to, or greater than, those of unchanged drug. Clomethiazole crosses the placenta and is found in breast milk.
  • Urinary ExcretionN/A
  • Clerance10~25 ml/min/kg.
  • ToxicityToxic effects are associated with plasma concentrations of 1.6 to 13 to 26 mg/L, and fatalities with concentrations of 8 to 50 to 170 mg/L.
  • LD50 (rat)N/A
  • LD50 (mouse)LD50=2.11