Proxibarbital

Last updated
Proxibarbital
Proxibarbital.svg
Clinical data
Other namesProxibarbital, Centralgol, Ipronal, 5-Allyl-5-(β-hydroxypropyl)barbituric acid
ATC code
Identifiers
  • (RS)-5-allyl-5-(2-hydroxypropyl)pyrimidine-2,4,6(1H,3H,5H)-trione
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
ECHA InfoCard 100.018.004 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C10H14N2O4
Molar mass 226.232 g·mol−1
3D model (JSmol)
  • O=C1NC(=O)NC(=O)C1(CC(O)C)C\C=C
  • InChI=1S/C10H14N2O4/c1-3-4-10(5-6(2)13)7(14)11-9(16)12-8(10)15/h3,6,13H,1,4-5H2,2H3,(H2,11,12,14,15,16) Yes check.svgY
  • Key:VNLMRPAWAMPLNZ-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Proxibarbital (Ipronal) is a barbiturate derivative synthesized in 1956. It has anti-anxiety properties and is, in contrast to most barbiturates, almost without hypnotic action. [1]

It was also used in the treatment of migraine headaches in a similar manner to butalbital. [2]

Valofane isomerises to Proxibarbal in vivo.

Related Research Articles

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<span class="mw-page-title-main">Talbutal</span> Chemical compound

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Aprobarbital, sold as Oramon, Somnifaine, and Allonal, is a barbiturate derivative invented in the 1920s by Ernst Preiswerk. It has sedative, hypnotic and anticonvulsant properties, and was used primarily for the treatment of insomnia. Aprobarbital was never as widely used as more common barbiturate derivatives such as phenobarbital and is now rarely prescribed as it has been replaced by newer drugs with a better safety margin.

<span class="mw-page-title-main">Cyclopentobarbital</span> Chemical compound

Cyclopentobarbital sodium is a barbiturate derivative invented in the 1940s. It has sedative and anticonvulsant properties, and was used primarily as an anaesthetic in veterinary medicine. Cyclopal is considered similar in effects to phenobarbital but lasts almost three times as long, and is considered a long-acting barbiturate with a fairly slow onset of action.

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Apronal, or apronalide, also known as allylisopropylacetylurea or allylisopropylacetylcarbamide, is a hypnotic/sedative drug of the ureide (acylurea) group synthesized in 1926 by Hoffmann-La Roche that is no longer used except in Japan. Though it is not a barbiturate, apronalide is similar in structure to the barbiturates. In accordance, it is similar in action to the barbiturates, although considerably milder in comparison. Upon the finding that it caused patients to develop thrombocytopenic purpura, apronalide was withdrawn from clinical use.

<span class="mw-page-title-main">Valofane</span> Chemical compound

Valofane is a sedative drug structurally related to the barbiturates and similar drugs such as primidone. It is metabolized once inside the body to form the barbiturate proxibarbital (proxibarbal) and is thus a prodrug.

<span class="mw-page-title-main">Bogusław Bobrański</span>

Bogusław Bobrański was a Polish chemist. He was the rector of Wrocław Medical University from 1957 - 1962.

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Benzylbutylbarbiturate is a rare example of a barbiturate designer drug, possibly the only such compound encountered in recent years.

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Barbiturate dependence develops with regular use of barbiturates. This in turn may lead to a need for increasing doses of the drug to get the original desired pharmacological or therapeutic effect. Barbiturate use can lead to both addiction and physical dependence, and as such they have a high potential for excess or non-medical use, however, it does not affect all users. Management of barbiturate dependence involves considering the affected person's age, comorbidity and the pharmacological pathways of barbiturates.

<span class="mw-page-title-main">Thiotetrabarbital</span> Chemical compound

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References

  1. Zajdel P, Kulig K, Zejc A (2008). Zejc A, Gorczyca M (eds.). Chemia leków, podręcznik dla studentów farmacji i farmaceutów[Drug chemistry, textbook for pharmacy students and pharmacists] (in Polish). Warszawa, Poland. ISBN   978-83-200-3652-7.
  2. Sulman FG, Pfeifer Y, Tal E (December 1976). "[Migraine therapy by enzyme induction with proxibarbital]". Therapie der Gegenwart (in German). 115 (12): 2088–103. PMID   14412.