• Molecular NameThalidomide
  • Synonymalpha-phthalimidoglutarimide; N-Phthalimidoglutamic acid imide; N-Phthaloylglutamimide; N-Phthalylglutamic acid imide; thalidomide; Thalidomine USP26
  • Weight258.233
  • Drugbank_IDDB01041
  • ACS_NO50-35-1
  • Show 3D model
  • LogP (experiment)0.33
  • LogP (predicted, AB/LogP v2.0)0.93
  • pkaN/A
  • LogD (pH=7, predicted)0.9
  • Solubility (experiment)0.0525 mg/ml
  • LogS (predicted, ACD/Labs)(ph=7)-2.16
  • LogSw (predicted, AB/LogsW2.0)0.56
  • Sw (mg/ml) (predicted, ACD/Labs)1.77
  • No.of HBond Donors1
  • No.of HBond Acceptors6
  • No.of Rotatable Bonds1
  • TPSA83.55
  • StatusFDA approved
  • AdministrationN/A
  • PharmacologyA sedative-hypnotic and multiple myeloma medication. The drug is a potent teratogen in rabbits and primates including humans: severe birth defects may result if the drug is taken during pregnancy.
  • Absorption_valueN/A
  • Absorption (description)The absolute bioavailability has not yet been characterized in human subjects due to its poor aqueous solubility. In studies of both healthy volunteers and subjects with Hansen’s disease, the mean time to peak plasma concentrations (Tmax) ranged from 2.9 to 5.7 hours indicating that thalidomide is slowly absorbed from the gastrointestinal tract.
  • Caco_2N/A
  • BioavailabilityN/A
  • Protein binding60.5
  • Volume of distribution (VD)1.7 L/kg
  • Blood/Plasma Partitioning ratio (D_blood)N/A
  • MetabollsmHepatic (CYP2C19). Thalidomide itself does not appear to be hepatically metabolized to any large extent, but appears to undergo non-enzymatic hydrolysis in plasma to multiple metabolites. Thalidomide may be metabolized hepatically by enzymes of the cytochrome P450 enzyme system. The end product of metabolism, phthalic acid, is excreted as a glycine conjugate.
  • Half life6.2 h
  • ExcretionN/A
  • Urinary Excretion<1
  • Clerance2.2 ml/min/kg
  • ToxicityThe R-configuration and the S-configuration are more toxic individually than the racemic mixture. The LD50 could not be established in mice for racemic thalidomide, whereas LD50 values for the R and S configurations are reported to be 0.4 to 0.7 g/kg and 0.5 to 1.5 g/kg, respectively.
  • LD50 (rat)LD50>10000
  • LD50 (mouse)LD50>10000