ethosuximide
Trade name: zarontin
Approved
Nov 2, 1960
Ethosuximide is a succinimide anticonvulsant, used in the treatment of epilepsy. Ethosuximide suppresses the paroxysmal three cycle per second spike and wave activity associated with lapses of consciousness which is common in absence (petit mal) seizures. The frequency of epileptiform attacks is reduced, apparently by depression of the motor cortex and elevation of the threshold of the central nervous system to convulsive stimuli. Binds to T-type voltage sensitive calcium channels. Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hormone or neurotransmitter release, gene expression, cell motility, cell division and cell death. The isoform alpha-1G gives rise to T-type calcium currents. T-type calcium channels belong to the "low-voltage activated (LVA)" group and are strongly blocked by mibefradil. A particularity of this type of channels is an opening at quite negative potentials and a voltage-dependent inactivation. T-type channels serve pacemaking functions in both central neurons and cardiac nodal cells and support calcium signaling in secretory cells and vascular smooth muscle. They may also be involved in the modulation of firing patterns of neurons which is important for information processing as well as in cell growth processes. Ethosuximide is on the World Health Organization's List of Essential Medicines, the most important medications needed in a basic health system. — NCATS
Clinical trial activity
13 trials · 25 clinical orgs · 14 marketing orgs
Earliest trial started Jul 1, 2004 (NCT00088452)
Timeline
1960s
- Nov 2, 1960
Parke-Davis — Earliest FDA Approval
- Nov 2, 1960
Parke-Davis — NDA Organization
1970s
- Feb 13, 1974
Parke-Davis — Marketing Organization
- Feb 13, 1974
Warner Lambert — Marketing Organization
1990s
- Jul 30, 1993
Teva — Marketing Organization
2000s
- Nov 22, 2000
Pharmaceutical Associates — Marketing Organization
- Oct 28, 2002
Bionpharma Inc — Marketing Organization
- Dec 22, 2003
Mikart — Marketing Organization
- Dec 22, 2003
Chartwell Pharmaceuticals — Marketing Organization
- Jan 1, 2004
Earliest Phase 3 Sponsor(trial)
- Jan 1, 2006
Earliest Phase 2 Sponsor(trial)
- May 28, 2008
Akorn, Inc. — Marketing Organization
- May 28, 2008
Epic Pharma Llc — Marketing Organization
2010s
- Jan 1, 2011
Earliest Phase 1 Sponsor(trial)
- Sep 25, 2012
Heritage Pharma — Marketing Organization
- Sep 25, 2012
Emcure — Marketing Organization
- Feb 19, 2019
Strides Pharma Science — Marketing Organization
- Feb 19, 2019
ONESOURCE SPECIALTY — Marketing Organization
2020s
- Mar 16, 2020
Puracap Pharmaceutical — Marketing Organization
Indications
Approved for
Studied for
- Complex Regional Pain Syndromes · Phase 2
- Depressive Disorder, Treatment-Resistant · Early Phase 1
- Epilepsy · Phase 4
- Epilepsy, Absence · Phase 3
- Essential Tremor · Phase 2
- Irritable Bowel Syndrome · Phase 3
- Migraine Disorders · Phase 1/Phase 2
- Myoclonus · Phase 2
- Neoplasms · Phase 2
- Pain · Phase 2
- Peripheral Nervous System Diseases · Phase 2
- Seizures · Phase 3
Mechanism of action
Approval history
- approvedPriority reviewNov 2, 1960
Chemistry & pharmacology
SMILES
CCC1(C)CC(=O)NC1=O- Mol. weight
- 141.1677 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- Yes
- Chirality
- Racemic Mixture
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Prescription Only
Oral
Yes
Parenteral
No
Topical
No
Sources
- WikipediaT2000 ↗
- NCATS5SEH9X1D1D ↗
- ChEMBLCHEMBL696 ↗
- WikipediaEthosuximide ↗
Also known as
- (+-)-2-ethyl-2-methylsuccinimide
- (+-)-2-ethyl-2-methylsuccinimide
- (±)-2-ethyl-2-methylsuccinimide
- (±)-2-ethyl-2-methylsuccinimide
- 2-ethyl-2-methylsuccinimide
- 2-ethyl-2-methylsuccinimide
- 2-methyl-2-ethylsuccinimide
- 2-methyl-2-ethylsuccinimide
- 3-ethyl-3-methyl-2,5-pyrrolidinedione
- 3-ethyl-3-methyl-2,5-pyrrolidinedione
- 3-ethyl-3-methylsuccinimide
- 3-ethyl-3-methylsuccinimide
- 3-methyl-3-ethylpyrrolidine-2,5-dione
- 3-methyl-3-ethylpyrrolidine-2,5-dione
- 3-methyl-3-ethylsuccinimide
- 3-methyl-3-ethylsuccinimide
- 3-methyl-3-ethylsuccinimide
- aethosuximide
- aethosuximide
- alpha-ethyl-alpha-methylsuccinimide
- alpha-ethyl-alpha-methylsuccinimide
- alpha-methyl-alpha-ethylsuccinimide
- alpha-methyl-alpha-ethylsuccinimide
- atysmal
- atysmal
- ci-366
- ci-366
- cn-10395
- cn-10395
- emeside
- emeside
- ethosuxide
- ethosuximid
- ethosuximid
- ethosuximide
- ethosuximide
- ethosuximide
- ethosuximide
- ethosuximide
- ethosuximide
- ethosuximide
- ethosuximide
- ethosuximide
- ethosuximide
- ethosuximide
- ethosuximidum
- ethosuximidum
- etosuximid
- etosuximida
- etosuximida
- gamma-ethyl-gamma-methyl-succinimide
- gamma-ethyl-gamma-methyl-succinimide
- gamma-methyl-gamma-ethyl-succinimide
- gamma-methyl-gamma-ethyl-succinimide
- pm-671
- pm-671
- suxinutin
- suxinutin
- t2000
- thilopemal
- thilopemal
- zarontin
- zarontin
- zarontin
- γ-ethyl-γ-methyl-succinimide
- γ-ethyl-γ-methyl-succinimide
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT04431778 | Phase 2 | Sep 1, 2020 | University Clermont Auvergne |
| NCT04217733 | Phase 3 | Nov 1, 2019 | Tanta University |
| NCT03887624 | Early Phase 1 (Phase 1) | Apr 15, 2019 | Zhejiang University |
| NCT02973542 | Phase 2 | Feb 1, 2017 | University Clermont Auvergne |
| NCT02205931 | Phase 4 | Jan 1, 2015 | Lancashire Teaching Hospitals NHS Foundation Trust, National Institute for Health Research, United Kingdom, Newcastle University, Sheffield Hallam University, University of Birmingham, University of Bristol, University of Cambridge, University of Leeds, University of Liverpool, University of London, University of Manchester |
| NCT02100046 | Phase 2 | Mar 1, 2014 | Fondation Apicil, University Clermont Auvergne |
| NCT01122381 | Phase 1/Phase 2 (Phase 2) | Dec 1, 2011 | Department of Veteran Affairs, Thomas Jefferson University, University of Pittsburgh |
| NCT01278004 | Phase 2 | May 1, 2010 | Royal Marsden Hospital NHS Trust, University of London |
| NCT00689585 | Phase 2 | Sep 1, 2008 | McGill University |
| NCT00655278 | Phase 2 | Aug 1, 2007 | Taro Pharmaceuticals |
| NCT00506012 | Phase 2 | Aug 1, 2007 | Taro Pharmaceuticals |
| NCT00321087 | Phase 2 | Aug 1, 2006 | Taro Pharmaceuticals |
| NCT00088452 | Phase 3 | Jul 1, 2004 | Children's National Medical Center, National Institute of Neurological Disorders and Stroke (NINDS), University of Cincinnati, University of Pennsylvania |
Organizations
Research & Development (25)
Marketing (16)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Akorn, Inc. | For profit | MKTG | May 28, 2008 |
| Bionpharma Inc | For profit | MKTG | Oct 28, 2002 |
| Bionpharma Inc | For profit | SYN | Oct 28, 2002 |
| Chartwell Pharmaceuticals | For profit | MKTG | Dec 22, 2003 |
| Emcure | For profit | MKTG | Sep 25, 2012 |
| Epic Pharma Llc | For profit | MKTG | May 28, 2008 |
| Heritage Pharma | For profit | MKTG | Sep 25, 2012 |
| Mikart | For profit | MKTG | Dec 22, 2003 |
| ONESOURCE SPECIALTY | For profit | MKTG | Feb 19, 2019 |
| Parke-Davis | For profit | MKTG | Feb 13, 1974 |
| Parke-Davis | For profit | NDA | Nov 2, 1960 |
| Pharmaceutical Associates | For profit | MKTG | Nov 22, 2000 |
| Puracap Pharmaceutical | For profit | MKTG | Mar 16, 2020 |
| Strides Pharma Science | For profit | MKTG | Feb 19, 2019 |
| Teva | For profit | MKTG | Jul 30, 1993 |
| Warner Lambert | For profit | MKTG | Feb 13, 1974 |