Structure via PubChem · Public domain (PubChem)
zolpidem
Sign in to saveAlso known as Ambien®, SL 80.0750-23N, SL-80.0750-23N, Stilnoct®, N,N,6-Trimethyl-2-(4-methylphenyl)imidazo(1,2-a)pyridine-3-acetamide, Zolpidemum
Zolpidem, sold under the brand name Ambien among others, is a medication primarily used for the short-term treatment of sleeping problems. Guidelines recommend that it be used only after cognitive behavioral therapy for insomnia and after behavioral changes, such as sleep hygiene, have been tried. It decreases the time to sleep onset by about fifteen minutes and at larger doses helps people stay asleep longer. It is taken by mouth and is available as conventional tablets, extended-release tablets, or sublingual tablets.
Key facts
- Drug.KEGG
- D08690
- Drug.ChEBI
- 10125
- Drug.ChEMBL
- 911
- Drug.IUPAC_name
- N,N-Dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide hemitartrate
- Drug.C
- 19
- Drug.H
- 21
- Drug.N
- 3
- Drug.O
- 1
- Drug.SMILES
- CN(C)C(=O)Cc1c(nc2ccc(C)cn12)c3ccc(C)cc3
- Drug.StdInChI
- 1S/C19H21N3O/c1-13-5-8-15(9-6-13)19-16(11-18(23)21(3)4)22-12-14(2)7-10-17(22)20-19/h5-10,12H,11H2,1-4H3
- Drug.StdInChIKey
- ZAFYATHCZYHLPB-UHFFFAOYSA-N
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 418554530
- Drug.image
- Zolpidem2DACS.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Zolpidem ball-and-stick model.png
- Drug.image_class2
- bg-transparent
via Wikipedia infobox
Chemical data
- Formula
- C19H21N3O
- Molecular weight
- 307.4 g/mol
- IUPAC name
- N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide
- SMILES
- CC1=CC=C(C=C1)C2=C(N3C=C(C=CC3=N2)C)CC(=O)N(C)C
- InChIKey
- ZAFYATHCZYHLPB-UHFFFAOYSA-N
- XLogP
- 2.5
- Polar surface area
- 37.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 307.168462
Show 6 more facts
- Commons category
- Zolpidem
- chemical formula
- C₁₉H₂₁N₃O
- canonical SMILES
- CC1=CC=C(C=C1)C2=C(N3C=C(C=CC3=N2)C)CC(=O)N(C)C
- World Health Organisation international non-proprietary name
- zolpidem
- defined daily dose
- 10
- melting point
- 196
Sources (8)
via Wikidata · CC0
~20 min read
Article
24 sectionsContents
- Medical uses
- Contraindications
- Adverse effects
- Sleepwalking and complex sleep behaviors
- Tolerance, dependence and withdrawal
- Overdose
- Detection in body fluids
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Interactions
- Chemistry
- History
- Society and culture
- Military use
- Recreational use
- International travel
- Regulation
- Use in crime
- Sleepwalking and complex sleep behaviors
- Brand names
- Research
- References
- External links
Zolpidem, sold under the brand name Ambien among others, is a medication primarily used for the short-term treatment of sleeping problems. Guidelines recommend that it be used only after cognitive behavioral therapy for insomnia and after behavioral changes, such as sleep hygiene, have been tried. It decreases the time to sleep onset by about fifteen minutes and at larger doses helps people stay asleep longer. It is taken by mouth and is available as conventional tablets, extended-release tablets, or sublingual tablets.
Common side effects include daytime sleepiness, headache, nausea, and diarrhea. More severe side effects include memory problems and hallucinations. While flumazenil, a GABAA receptor antagonist, can reverse zolpidem's effects, usually supportive care is all that is recommended in overdose.