Chemistry:Bentazepam

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Short description: Chemical compound
Bentazepam
Bentazepam.svg
Clinical data
Trade namesTiadipona (Spain )
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral (tablets)
ATC code
Legal status
Legal status
  • US: Unscheduled
Pharmacokinetic data
MetabolismHepatic
Elimination half-life2–4 hours
ExcretionRenal
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC17H16N2OS
Molar mass296.39 g·mol−1
3D model (JSmol)
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Bentazepam[1] (also known as Thiadipone, Tiadipona) is a thienodiazepine which is a benzodiazepine analog.[2]

It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. Peak plasma rates are achieved in around 2,5 hours after oral administration.[3] The elimination half-life is between approximately 2–4 hours.[2][4] Bentazepam is effective as an anxiolytic.

A severe benzodiazepine overdose with bentazepam may result in coma and respiratory failure.[5] Adverse effects include dry mouth, somnolence, asthenia, dyspepsia, constipation, nausea[6] and drug-induced lymphocytic colitis has been associated with bentazepam.[7][8] Severe liver damage and hepatitis has also been associated with bentazepam.[9][10][11] Whilst liver failure from bentazepam is considered to be rare, liver function monitoring has been recommended for all patients taking bentazepam.[12]

See also

References

  1. DE patent 2005276
  2. 2.0 2.1 "Pharmacokinetics of tiadipone: a new anxiolytic". International Journal of Clinical Pharmacology, Therapy, and Toxicology 24 (9): 482–4. September 1986. PMID 2877954. 
  3. "Parametrization by non-linear regression and bayesian estimation of bentazepam in a multiple dosage regimen in humans". International Journal of Clinical Pharmacology, Therapy, and Toxicology 25 (11): 627–32. November 1987. PMID 3429066. 
  4. "Open-loop feedback control of serum bentazepam concentrations and Bayesian estimation in multiple dosage regimens in patients". International Journal of Clinical Pharmacology, Therapy, and Toxicology 29 (11): 457–62. November 1991. PMID 1800395. 
  5. "[Mixed benzodiazepine poisoning and reversal with flumazenil (Ro 15-1788)]". Revista Espanola de Anestesiologia y Reanimacion 36 (1): 48–50. 1989. PMID 2565591. 
  6. "[A pharmacovigilance study with bentazepam in a sample of 1046 psychiatric outpatients]". Revista de Medicina de la Universidad de Navarra 34 (2): 80–8. 1990. PMID 1983365. 
  7. "Collagenous and lymphocytic colitis. evaluation of clinical and histological features, response to treatment, and long-term follow-up". The American Journal of Gastroenterology 98 (2): 340–7. February 2003. doi:10.1111/j.1572-0241.2003.07225.x. PMID 12591052. 
  8. "Bentazepam-induced hepatic bridging necrosis". Journal of Clinical Gastroenterology 25 (4): 710–1. December 1997. doi:10.1097/00004836-199712000-00042. PMID 9451703. 
  9. "Outcome of acute idiosyncratic drug-induced liver injury: Long-term follow-up in a hepatotoxicity registry". Hepatology 44 (6): 1581–8. December 2006. doi:10.1002/hep.21424. PMID 17133470. 
  10. Tuca, Albert (2003). "Utilidad clinica del acetato de megestrol para la ganancia de peso en los enfermos con neoplasia y caquexia" (in Spanish). Medicina Clinica 120 (17): 678. doi:10.1157/13047309. http://www.elsevier.es/revistas/ctl_servlet?_f=7064&ip=90.221.211.72&articuloid=13047309&revistaid=2. Retrieved 2009-09-18. 
  11. "Bentazepam-associated chronic liver disease". Lancet 343 (8901): 860. April 1994. doi:10.1016/S0140-6736(94)92065-6. PMID 7908109. 
  12. "Chronic liver injury related to use of bentazepam: an unusual instance of benzodiazepine hepatotoxicity". Digestive Diseases and Sciences 45 (7): 1400–4. July 2000. doi:10.1023/A:1005520523502. PMID 10961721.