amobarbital

Trade name: amytal

Small moleculeexperimental

AMOBARBITAL is a barbiturate derivative with hypnotic and sedative properties. In an in vitro study in rat thalamic slices amobarbital worked by activating GABAA receptors, which decreased input resistance, depressed burst and tonic firing, especially in ventrobasal and intralaminar neurons, while at the same time increasing burst duration and mean conductance at individual chloride channels; this increased both the amplitude and decay time of inhibitory postsynaptic currents. Adverse effects are mainly a consequence of dose-related CNS depression and the risk of dependence with continued use is high. — NCATS

Clinical trial activity

1 trials · 2 clinical orgs · 0 marketing orgs

Phase 1
1
Phase 2
1
Phase 3
0
Phase 4
0

Earliest trial started Aug 31, 2021 (NCT04589611)

Timeline

2020s

  1. Jan 1, 2021

    Earliest Phase 1 Sponsor(trial)

Indications

Mechanism of action

  • Unspecified targetOTHER

    Unknown

    The mechanisms by which sodium amobarbital reduces both pain and sensory abnormalities are unknown. Possibly more than one mechanisms account for the observed effects. Sodium amobarbital has been shown to produce a reversible depression of the central nervous system (CNS), may exert a euphoric effect, and preferentially suppresses polysynaptic responses both at the level of the spinal cord and subcortical and cortical levels. On the peripheral nervous system, sodium amobarbital selectively depresses transmission through autonomic ganglia and reduction of choline esters nicotinic excitation. The inhibitory effects of sodium amobarbital have been reported to occur at the gamma-aminobutyric acid (GABA) sites, and at the NMDA (n-methyl d-aspartate) receptor as a non-competitive receptor antagonist. In general, sodium amobarbital enhances GABA-A inhibition in multiple peripheral and central nervous system sites and also exerts noncompetitive antagonistic effects on AMPA (alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid) receptors, as well as kainate and NMDA receptors. It is possible that the noncompetitive NMDAreceptor antagonistic action of sodium amobarbital may be responsible for the substantial alteration of cutaneous (centrally mediated) hyperesthesia. (PMID: 19264049 )

Chemistry & pharmacology

Loading structure…

SMILES

CCC1(CCC(C)C)C(=O)NC(=O)NC1=O
Mol. weight
226.28 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Racemic Mixture
Inorganic
No
Polymer
No

Oral

No

Parenteral

No

Topical

No

Sources

Also known as

  • 5-ethyl-5-(3-methylbutyl)-2,4,6(1h,3h,5h)-pyrimidinetrione
  • 5-ethyl-5-(3-methylbutyl)-2,4,6(1h,3h,5h)-pyrimidinetrione
  • 5-ethyl-5-(3-methylbutyl)barbituric acid
  • 5-ethyl-5-(3-methylbutyl)barbituric acid
  • 5-ethyl-5-isoamylbarbituric acid
  • 5-ethyl-5-isoamylbarbituric acid
  • 5-ethyl-5-isopentylbarbituric acid
  • 5-ethyl-5-isopentylbarbituric acid
  • amobarbital
  • amobarbital
  • amobarbital
  • amobarbital
  • amobarbital
  • amobarbital
  • amobarbital
  • amobarbital
  • amobarbital
  • amobarbital sodium
  • amobarbital sodium
  • amobarbital sodium
  • amobarbital sodium
  • amobarbital sodium
  • amobarbital sodium
  • amobarbital sodium for injection
  • amobarbital sodium for injection
  • amobarbitone
  • amylbarbitone
  • amylobarbital
  • amylobarbitone
  • amylobarbitone
  • amylobarbitone
  • amylobarbitone
  • amytal
  • amytal
  • amytal
  • amytal sodium
  • amytal sodium
  • barbamil
  • barbamil
  • barbamyl
  • barbamyl
  • barbamyl acid
  • ethylisopentylbarbituric acid
  • isoamylethylbarbituric acid
  • isopentobarbital
  • pentymal
  • pentymal
  • sod amytal
  • talamo
  • talamo

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT04589611Phase 1/Phase 2 (Phase 2)Aug 31, 2021Department of Defense, University of Iowa
Showing 1 of 1 trials
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Organizations

Research & Development (2)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Department of DefenseGovernment1012021
University of IowaAcademic/Hospital1112021
2 organizations
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