thiopental

Trade name: pentothal

Small moleculeapproved

Approved

Sep 23, 1959

Sodium thiopental (also known as Sodium Pentothal, thiopental) was discovered in 1930s by investigators working for Abbott Laboratories. Thiopental sodium was used for the induction of general anesthesia and is used as an adjunct to provide hypnosis during balanced anesthesia with other anesthetic agents, including analgesics and muscle relaxants. Thiopental sodium was also used as an adjunct for control of convulsive disorders of various etiology, including those caused by local anesthetics. Finally, thiopental sodium had been used to reduce the intracranial pressure in patients with increased intracranial pressure, if controlled ventilation is provided. Nevertheless, these prescriptions of drug were discontinued. In addition, this drug was banned for use in US executions. Thiopental sodium acts through the CNS with particular activity in the mesencephalic reticular activating system. It was shown, that mechanism of action of sodium thiopental via GABAA receptor. Thiopental binds at a distinct binding site associated with a Cl- ionopore at the GABAA receptor, increasing the duration of time for which the Cl- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged. — NCATS

Clinical trial activity

21 trials · 38 clinical orgs · 1 marketing orgs

Phase 1
2
Phase 2
8
Phase 3
5
Phase 4
5

Earliest trial started May 1, 2002 (NCT00622570)

Timeline

1950s

  1. Sep 23, 1959

    Earliest FDA Approval

  2. Sep 23, 1959

    Abbott — Marketing Organization

2000s

  1. Jan 1, 2002

    Earliest Phase 3 Sponsor(trial)

  2. Jan 1, 2004

    Earliest Phase 1 Sponsor(trial)

  3. Jan 1, 2004

    Earliest Phase 2 Sponsor(trial)

Indications

Approved for

Mechanism of action

Approval history

  • approvedPriority reviewSep 23, 1959

Chemistry & pharmacology

Loading structure…

SMILES

CCCC(C)C1(CC)C(=O)NC(=S)NC1=O
Mol. weight
242.34 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Racemic Mixture
Inorganic
No
Polymer
No
Delivery
Topical
Availability
Discontinued

Oral

No

Parenteral

No

Topical

Yes

Sources

Also known as

  • 2-thio-5-ethyl-5-sec-pentylbarbituric acid
  • 2-thio-5-ethyl-5-sec-pentylbarbituric acid
  • 5-ethyl-5-(1-methyl-butyl)-2-thioxo-dihydro-pyrimidine-4,6-dione
  • 5-ethyl-5-(1-methyl-butyl)-2-thioxo-dihydro-pyrimidine-4,6-dione
  • bitaryl
  • bitaryl
  • intraval
  • intraval
  • intraval sod
  • omexolon
  • omexolon
  • penthiobarbital
  • penthiobarbital
  • penthiobarbital
  • pentothal
  • pentothal
  • pentothal
  • pentothal
  • pentothal
  • pentothal
  • pentothal
  • pentothal
  • pentothiobarbital
  • pentothiobarbital
  • pentothiobarbital
  • sodium pentothal
  • sodium pentothal
  • thiomebumal
  • thiomebumal
  • thiomebumal
  • thiomebumal sodium
  • thiomebumal sodium
  • thiomebumalum
  • thiomebumalum
  • thionembutal
  • thionembutal
  • thionembutal
  • thiopental
  • thiopental
  • thiopental
  • thiopental
  • thiopental
  • thiopental
  • thiopental
  • thiopental
  • thiopental
  • (+-)-thiopental
  • (+-)-thiopental
  • thiopental sodium
  • thiopental sodium
  • thiopental sodium
  • thiopental sodium
  • thiopentobarbital
  • thiopentobarbital
  • thiopentobarbitone
  • thiopentobarbitone
  • thiopentobarbituric acid
  • thiopentobarbituric acid
  • thiopentone
  • thiopentone
  • thiopentone
  • thiopentone
  • tiopentale
  • tiopentale
  • trapanal
  • trapanal
  • trapanal

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT03104140Phase 3Apr 12, 2017Cairo University
NCT02813044N/AJun 1, 2016Yonsei University
NCT02809378Phase 4Jun 1, 2016Ajou University, CJ HealthCare Corp.
NCT02056236N/AApr 1, 2014Free University of Brussels, Medisch Spectrum Twente, Radboud University, Rijnstate Hospital, St. Antonius Hospital, Nieuwegein, University of Amsterdam, University of Groningen, University of Twente, VieCuri Medical Centre
NCT02486926N/ANov 1, 2012Hallym University
NCT01495949Phase 4Dec 1, 2011Mahidol University
NCT01318044Phase 1/Phase 2 (Phase 2)Jan 1, 2011University Clinical Centre of Kosova
NCT01140100Phase 2Jun 8, 2010University of Tehran
NCT00965107Phase 4Sep 1, 2009TRYG Foundation, University of Copenhagen
NCT01526525Phase 4Jul 1, 2009Aristotle University of Thessaloniki, Gennimatas Hospital, Athens
NCT01930019N/AJun 1, 2009Government of Poland
NCT02377778Phase 4Jan 1, 2009Aristotle University of Thessaloniki
NCT00767767N/AOct 1, 2008Cornell University, National Institute of General Medical Sciences (NIGMS), National Institutes of Health (NIH)
NCT00471445Phase 3Oct 1, 2007National Cancer Institute (NCI), New York University, University of Rochester
NCT00265616Phase 3May 1, 2006Harvard University, University of Lausanne
NCT00611767N/ANov 1, 2005Department of Veteran Affairs, Yale University
NCT00142493Phase 1Sep 1, 2004Cornell University
NCT00219856Phase 3Aug 1, 2004Government of France, University of Rennes
NCT00478907Phase 2Mar 1, 2004feiz hospital, Isfahan University
NCT00379886N/AJan 1, 2003University of Copenhagen
Showing 20 of 21 trials
Page 1 / 2

Organizations

Research & Development (38)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Aristotle University of ThessalonikiAcademic/Hospital2112009
Cornell UniversityAcademic/Hospital2222004
University of CopenhagenAcademic/Hospital2222003
Ajou UniversityAcademic/Hospital1112016
Cairo UniversityAcademic/Hospital1112017
CJ HealthCare Corp.For profit1012016
Department of Veteran AffairsGovernment1012005
feiz hospitalAcademic/Hospital1012004
Fondo de Investigacion SanitariaAcademic/Hospital1012002
Free University of BrusselsAcademic/Hospital1012014
Gennimatas Hospital, AthensAcademic/Hospital1112009
Government of FranceGovernment1012004
Government of PolandGovernment1112009
Hallym UniversityAcademic/Hospital1112012
Harvard UniversityAcademic/Hospital1112006
Hospital Universitari Son DuretaAcademic/Hospital1112002
Isfahan UniversityAcademic/Hospital1112004
Mahidol UniversityAcademic/Hospital1112011
Medisch Spectrum TwenteAcademic/Hospital1012014
National Cancer Institute (NCI)Government1012007
38 organizations
Page 1 / 2

Marketing (2)

OrganizationOrg typeRelationshipDate
AbbottFor profitNDA
AbbottFor profitMKTGSep 23, 1959