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zaleplon

Structure via PubChem · Public domain (PubChem)

EntityQ145052· pop 21· linked from 926 articles

Also known as CL-284846, LJC-10846, Sonata®, ZAL-846, 3'-(3-Cyanopyrazolo(1,5-a)pyrimidin-7-yl)-N-ethylacetanilide

Zaleplon, sold under the brand name Sonata among others, is a sedative and hypnotic which is used to treat insomnia. It is a nonbenzodiazepine or Z-drug of the pyrazolopyrimidine class. It was developed by King Pharmaceuticals and approved for medical use in the United States in 1999.

Key facts

Drug.Watchedfields
changed
Drug.verifiedrevid
470635467
Drug.imageL
Zaleplon skeletal.svg
Drug.image_classL
skin-invert-image
Drug.widthL
110
Drug.imageR
Zaleplon-from-xtal-Mercury-3D-bs.png
Drug.image_classR
bg-transparent
Drug.widthR
180
Drug.tradename
Sonata, others
Drug.MedlinePlus
a601251
Drug.DailyMedID
Zaleplon
Drug.addiction_liability
Moderate
Drug.routes_of_administration
By mouth
Drug.class
nonbenzodiazepine
Drug.ATC_prefix
N05
Drug.ATC_suffix
CF03
Drug.legal_BR
B1
Drug.legal_NZ
Not available in NZ

via Wikipedia infobox

Chemical data

Formula
C17H15N5O
Molecular weight
305.33 g/mol
IUPAC name
N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide
SMILES
CCN(C1=CC=CC(=C1)C2=CC=NC3=C(C=NN23)C#N)C(=O)C
InChIKey
HUNXMJYCHXQEGX-UHFFFAOYSA-N
XLogP
1
Polar surface area
74.3 Ų
H-bond donors
0
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1999
Admin. routes
oral
Indications
insomnia, anxiety, Dementia, depressive disorder

via ChEMBL · EBI

Wikidata facts

Mass
305.12766
Has use
medication
Show 7 more facts
chemical formula
C₁₇H₁₅N₅O
medical condition treated
insomnia
canonical SMILES
CCN(C1=CC=CC(=C1)C2=CC=NC3=C(C=NN23)C#N)C(=O)C
World Health Organisation international non-proprietary name
zaleplon
Commons category
Zaleplon
defined daily dose
10
legal status (medicine)
boxed warning
Sources (7)

via Wikidata · CC0

~8 min read

Encyclopedic overview

14 sections
Contents
  • Medical uses
  • Special populations
  • Adverse effects
  • Interactions
  • Pharmacology
  • Mechanism of action
  • Pharmacokinetics
  • Chemistry
  • Synthesis
  • Society and culture
  • Recreational use
  • Aviation use
  • Military use
  • References

Zaleplon, sold under the brand name Sonata among others, is a sedative and hypnotic which is used to treat insomnia. It is a nonbenzodiazepine or Z-drug of the pyrazolopyrimidine class. It was developed by King Pharmaceuticals and approved for medical use in the United States in 1999.

== Medical uses == Zaleplon is slightly effective in treating insomnia, primarily characterized by difficulty falling asleep. Zaleplon significantly reduces the time required to fall asleep by improving sleep latency and may therefore facilitate sleep induction rather than sleep maintenance. Due to its ultrashort elimination half-life, zaleplon may not be effective in reducing premature awakenings; however, it may be administered to alleviate middle-of-the-night awakenings. However, zaleplon has not been empirically shown to increase total sleep time.

Excerpted from Wikipedia’s “zaleplon” article, available under the CC BY-SA 4.0 licence.

Gallery (5)