amobarbital
Trade name: amytal
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
Earliest trial started Aug 31, 2021 (NCT04589611)
Timeline
2020s
- Jan 1, 2021
Earliest Phase 1 Sponsor(trial)
Indications
Studied for
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
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
- ChEMBLCHEMBL267894 ↗
- WikipediaAmobarbital ↗
- NCATSG0313KNC7D ↗
- ChEMBLCHEMBL2105941 ↗
- ChEMBLCHEMBL1488165 ↗
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 ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT04589611 | Phase 1/Phase 2 (Phase 2) | Aug 31, 2021 | Department of Defense, University of Iowa |
Organizations
Research & Development (2)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Department of Defense | Government | 1 | 0 | 1 | 2021 |
| University of Iowa | Academic/Hospital | 1 | 1 | 1 | 2021 |