Lopirazepam

Last updated
Lopirazepam
Lopirazepam.svg
Clinical data
Pregnancy
category
  • D
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
Identifiers
  • (RS)-7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-2H-pyrido[3,2-e][1,4]diazepin-2-one
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard 100.050.868 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C14H9Cl2N3O2
Molar mass 322.15 g·mol−1
3D model (JSmol)
Chirality Racemic mixture
  • ClC1=CC=CC=C1C2=NC(C(NC3=C2N=C(Cl)C=C3)=O)O

Lopirazepam (INN) [1] is a short-acting benzodiazepine analog of the pyridodiazepine type (specifically, the pyridodiazepine analog of lorazepam) with anxiolytic and hypnotic properties. [2] [3] It has never been marketed. [4]

See also

Related Research Articles

An anxiolytic is a medication or other intervention that reduces anxiety. This effect is in contrast to anxiogenic agents which increase anxiety. Anxiolytic medications are used for the treatment of anxiety disorders and their related psychological and physical symptoms.

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<span class="mw-page-title-main">Estazolam</span> Tranquilizer

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<span class="mw-page-title-main">Alpidem</span> Anxiolytic medication

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

Prazepam is a benzodiazepine derivative drug developed by Warner-Lambert in the 1960s. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. Prazepam is a prodrug for desmethyldiazepam which is responsible for the therapeutic effects of prazepam.

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

Camazepam is a benzodiazepine psychoactive drug, marketed under the brand names Albego, Limpidon and Paxor. It is the dimethyl carbamate ester of temazepam, a metabolite of diazepam. While it possesses anxiolytic, anticonvulsant, skeletal muscle relaxant and hypnotic properties it differs from other benzodiazepines in that its anxiolytic properties are particularly prominent but has comparatively limited anticonvulsant, hypnotic and skeletal muscle relaxant properties.

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

Fludiazepam, marketed under the brand name Erispan (エリスパン) is a potent benzodiazepine and 2ʹ-fluoro derivative of diazepam, originally developed by Hoffmann-La Roche in the 1960s. It is marketed in Japan and Taiwan. It exerts its pharmacological properties via enhancement of GABAergic inhibition. Fludiazepam has 4 times more binding affinity for benzodiazepine receptors than diazepam. It possesses anxiolytic, anticonvulsant, sedative, hypnotic and skeletal muscle relaxant properties. Fludiazepam has been used recreationally.

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

Etizolam is a thienodiazepine derivative which is a benzodiazepine analog. The etizolam molecule differs from a benzodiazepine in that the benzene ring has been replaced by a thiophene ring and triazole ring has been fused, making the drug a thienotriazolodiazepine.

<span class="mw-page-title-main">Lormetazepam</span> Benzodiazepine medication

Lormetazepam, sold under the brand name Noctamid among others, is a drug which is a short to intermediate acting 3-hydroxy benzodiazepine derivative and temazepam analogue. It possesses hypnotic, anxiolytic, anticonvulsant, sedative, and skeletal muscle relaxant properties.

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

Bretazenil (Ro16-6028) is an imidazopyrrolobenzodiazepine anxiolytic drug which is derived from the benzodiazepine family, and was invented in 1988. It is most closely related in structure to the GABA antagonist flumazenil, although its effects are somewhat different. It is classified as a high-potency benzodiazepine due to its high affinity binding to benzodiazepine binding sites where it acts as a partial agonist. Its profile as a partial agonist and preclinical trial data suggests that it may have a reduced adverse effect profile. In particular bretazenil has been proposed to cause a less strong development of tolerance and withdrawal syndrome. Bretazenil differs from traditional 1,4-benzodiazepines by being a partial agonist and because it binds to α1, α2, α3, α4, α5 and α6 subunit containing GABAA receptor benzodiazepine receptor complexes. 1,4-benzodiazepines bind only to α1, α2, α3 and α5GABAA benzodiazepine receptor complexes.

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

Bentazepam is a thienodiazepine which is a benzodiazepine analog.

<span class="mw-page-title-main">Delorazepam</span> Benzodiazepine medication

Delorazepam, also known as chlordesmethyldiazepam and nordiclazepam, is a drug which is a benzodiazepine and a derivative of desmethyldiazepam. It is marketed in Italy, where it is available under the trade name EN and Dadumir. Delorazepam (chlordesmethyldiazepam) is also an active metabolite of the benzodiazepine drugs diclazepam and cloxazolam. Adverse effects may include hangover type effects, drowsiness, behavioural impairments and short-term memory impairments. Similar to other benzodiazepines delorazepam has anxiolytic, skeletal muscle relaxant, hypnotic and anticonvulsant properties.

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

Suriclone (Suril) is a sedative and anxiolytic drug in the cyclopyrrolone family of drugs. Other cyclopyrrolone drugs include zopiclone and pagoclone.

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

Zapizolam is a pyridodiazepine drug, which is a benzodiazepine analog of pyridotriazolodiazepine group. It has sedative and anxiolytic effects similar to those produced by benzodiazepine derivatives, and has been sold illicitly as a designer drug.

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

Metaclazepam is a drug which is a benzodiazepine derivative. It is a relatively selective anxiolytic with less sedative or muscle relaxant properties than other benzodiazepines such as diazepam or bromazepam. It has an active metabolite N-desmethylmetaclazepam, which is the main metabolite of metaclazepam. There is no significant difference in metabolism between younger and older individuals.

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

Uldazepam is a drug which is a benzodiazepine derivative. It has sedative and anxiolytic effects similar to those of other benzodiazepines.

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

Triflubazam is a drug which is a 1,5-benzodiazepine derivative, related to clobazam. It has sedative and anxiolytic effects, with a long half-life and duration of action.

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

As baicalin is a flavone glycoside, it is a flavonoid. It is the glucuronide of baicalein.

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

Premazepam is a Pyrrolodiazepine class of drug. It is a partial agonist of benzodiazepine receptors and was shown in 1984 to possess both anxiolytic and sedative properties in humans but was never marketed.

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

Ricasetron (BRL-46470) is a drug which acts as a selective antagonist at the serotonin 5-HT3 receptor. It has antiemetic effects as with other 5-HT3 antagonists, and also has anxiolytic effects significantly stronger than other related drugs, and with less side effects than benzodiazepine anxiolytics. However, it has never been developed for medical use.

References

  1. US 4008223,von Bebenburg W, Offermanns H,"6-Aza-3H-1,4-benzodiazepines",issued 15 February 1977, assigned to Deutsche Gold und Silber Scheideanstaltand Evonik Operations GmbH.
  2. Saletu M, Saletu B, Grünberger J, Mader R, Karobath M (1983). "Clinical symptomatology and computer analyzed EEG before, during and after anxiolytic therapy of alcohol withdrawal patients". Neuropsychobiology. 9 (2–3): 119–134. doi:10.1159/000117949. PMID   6353268.
  3. Fabian A, Röhmel R, Kubicki S (September 1984). "[Changes in the length of sleep cycles during administration of flurazepam and lopirazepam]". EEG-EMG Zeitschrift für Elektroenzephalographie, Elektromyographie und Verwandte Gebiete (in German). 15 (3): 151–158. PMID   6435999.
  4. Triggle DJ, Ganellin CR, MacDonald F (1996). Dictionary of Pharmacological Agents. Vol. 2. Boca Raton: Chapman & Hall/CRC. p. 1232. ISBN   0-412-46630-9. Retrieved on December 31, 2008 through Google Book Search.