Phenacemide

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Phenacemide
Phenacemide.svg
Clinical data
Trade names Phenurone
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ATC code
Pharmacokinetic data
Elimination half-life 22–25 hours
Identifiers
  • N-Carbamoyl-2-phenyl-acetamide
CAS Number
PubChem CID
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UNII
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ChEMBL
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Chemical and physical data
Formula C9H10N2O2
Molar mass 178.191 g·mol−1
3D model (JSmol)
  • O=C(NC(=O)N)Cc1ccccc1
  • InChI=1S/C9H10N2O2/c10-9(13)11-8(12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H3,10,11,12,13) Yes check.svgY
  • Key:XPFRXWCVYUEORT-UHFFFAOYSA-N Yes check.svgY
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Phenacemide (INN, BAN) (brand name Phenurone), also known as phenylacetylurea, is an anticonvulsant of the ureide (acetylurea) class. [1] It is a congener and ring-opened analogue of phenytoin (a hydantoin), [2] [3] and is structurally related to the barbiturates and to other hydantoins. [4] Phenacemide was introduced in 1949 for the treatment of epilepsy, but was eventually withdrawn due to toxicity. [2] [3]

Contents

See also

Related Research Articles

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Epilepsy Group of neurological disorders causing seizures

Epilepsy is a group of non-communicable neurological disorders characterized by recurrent epileptic seizures. Epileptic seizures can vary from brief and nearly undetectable periods to long periods of vigorous shaking due to abnormal electrical activity in the brain. These episodes can result in physical injuries, either directly such as broken bones or through causing accidents. In epilepsy, seizures tend to recur and may have no immediate underlying cause. Isolated seizures that are provoked by a specific cause such as poisoning are not deemed to represent epilepsy. People with epilepsy may be treated differently in various areas of the world and experience varying degrees of social stigma due to their condition.

Seizure Period of symptoms due to excessive or synchronous neuronal brain activity

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Phenytoin Anti-seizure medication

Phenytoin (PHT), sold under the brand name Dilantin among others, is an anti-seizure medication. It is useful for the prevention of tonic-clonic seizures and focal seizures, but not absence seizures. The intravenous form, fosphenytoin, is used for status epilepticus that does not improve with benzodiazepines. It may also be used for certain heart arrhythmias or neuropathic pain. It can be taken intravenously or by mouth. The intravenous form generally begins working within 30 minutes and is effective for roughly 24 hours. Blood levels can be measured to determine the proper dose.

Valproate Medication used for epilepsy, bipolar disorder and migraine

Valproate (VPA) and its valproic acid, sodium valproate, and valproate semisodium forms are medications primarily used to treat epilepsy and bipolar disorder and prevent migraine headaches. They are useful for the prevention of seizures in those with absence seizures, partial seizures, and generalized seizures. They can be given intravenously or by mouth, and the tablet forms exist in both long- and short-acting formulations.

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Lamotrigine Medication used for bipolar disorder, epilepsy, & many seizure disorders

Lamotrigine, sold as the brand name Lamictal among others, is a medication used to treat epilepsy and stabilize mood in bipolar disorder. For epilepsy, this includes focal seizures, tonic-clonic seizures, and seizures in Lennox-Gastaut syndrome. In bipolar disorder, lamotrigine has not been shown to reliably treat acute depression; but for patients with bipolar disorder who are not currently symptomatic, it appears to be effective in reducing the risk of future episodes of depression.

Levetiracetam Medication

Levetiracetam, sold under the brand name Keppra among others, is a medication used to treat epilepsy. It is used for partial-onset, myoclonic, or tonic–clonic seizures and is taken either by mouth as an immediate or extended release formulation or by injection into a vein.

Clonazepam Benzodiazepine sedative

Clonazepam, sold under the brand Klonopin among others, is a medication used to prevent and treat seizures, panic disorder, anxiety, and the movement disorder known as akathisia. It is a tranquilizer of the benzodiazepine class. It is typically taken by mouth. Effects begin within one hour and last between six and twelve hours.

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Tiagabine Anticonvulsant medication

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Primidone Barbiturate medication used to treat seizures and tremors

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Vigabatrin

Vigabatrin, brand name Sabril, is a medication used to treat epilepsy. It became available as a generic medication in 2019.

Clobazam Benzodiazepine class medication

Clobazam, sold under the brand names Frisium, Onfi and others, is a benzodiazepine class medication that was patented in 1968. Clobazam was first synthesized in 1966 and first published in 1969. Clobazam was originally marketed as an anxioselective anxiolytic since 1970, and an anticonvulsant since 1984. The primary drug-development goal was to provide greater anxiolytic, anti-obsessive efficacy with fewer benzodiazepine-related side effects.

Pregabalin Anticonvulsant drug

Pregabalin, sold under the brand name Lyrica among others, is an anticonvulsant and anxiolytic medication used to treat epilepsy, neuropathic pain, fibromyalgia, restless leg syndrome, opioid withdrawal and generalized anxiety disorder (GAD). Its use in epilepsy is as an add-on therapy for partial seizures. When used before surgery, it reduces pain but results in greater sedation and visual disturbances. It is taken by mouth.

Ethotoin is an anticonvulsant drug used in the treatment of epilepsy. It is a hydantoin, similar to phenytoin.

Pheneturide

Pheneturide, also known as phenylethylacetylurea, is an anticonvulsant of the ureide class. Conceptually, it can be formed in the body as a metabolic degradation product from phenobarbital. It is considered to be obsolete and is now seldom used. It is marketed in Europe, including in Poland, Spain and the United Kingdom. Pheneturide has a similar profile of anticonvulsant activity and toxicity relative to phenacemide.

Pipequaline

Pipequaline (INN) is an anxiolytic drug that was never marketed. It possesses a novel chemical structure that is not closely related to other drugs of this type. The drug has a similar pharmacological profile to the benzodiazepine family of drugs, but with mainly anxiolytic properties and very little sedative, amnestic or anticonvulsant effects, and so is classified as a nonbenzodiazepine anxiolytic.

Acylurea Class of chemical compounds formally derived from the acylation of urea

Acylureas are a class of chemical compounds formally derived from the acylation of urea.

Imepitoin Anti-convulsant medicine used to treat seizures in dogs

Imepitoin (INN), sold under the brand name Pexion, is an anticonvulsant which is used in veterinary medicine in Europe to treat epilepsy in dogs. It was recently approved in the United States. The drug also has anxiolytic effects. It was originally developed to treat epilepsy in humans, but clinical trials were terminated upon findings of unfavorable metabolic differences in smokers and non-smokers.

References

  1. C.R. Ganellin; David J. Triggle (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 1578–. ISBN   978-0-412-46630-4.
  2. 1 2 Conceptual Pharmacology. Universities Press. 2010. pp. 236–. ISBN   978-81-7371-679-9.
  3. 1 2 deStevens, G.; Zingel, V.; Leschke, C.; Hoeprich, P.D.; Schultz, R.M.; Mehrotra, P.K.; Batra, S.; Bhaduri, A.P.; Saxena, A.K.; Saxena, M., eds. (11 November 2013). Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des Recherches Pharmaceutiques. Basel: Birkhäuser. pp. 217–. ISBN   978-3-0348-7161-7 . Retrieved 3 September 2016.
  4. S. S. Kadam (1 July 2007). PRINCIPLES OF MEDICINAL CHEMISTRY Vol. - II. Pragati Books Pvt. Ltd. pp. 147–. ISBN   978-81-85790-03-9.