Structure via PubChem · Public domain (PubChem)
nordazepam
Sign in to saveAlso known as Dealkylprazepam, 7-Chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one, Chlordesmethyldiazepam, N1-Desmethyldiazepam, 1-Demethyldiazepam, 7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one, N-Deoxydemoxepam, N-Demethyldiazepam
Nordazepam (INN; marketed under brand names Nordaz, Stilny, Madar, Vegesan, and Calmday; also known as nordiazepam, desoxydemoxepam, and desmethyldiazepam) is a 1,4-benzodiazepine derivative. Like other benzodiazepine derivatives, it has amnesic, anticonvulsant, anxiolytic, muscle relaxant, and sedative properties. However, it is used primarily in the treatment of anxiety disorders. It is an active metabolite of diazepam, chlordiazepoxide, clorazepate, prazepam, pinazepam, and medazepam.
Chemical data
- Formula
- C15H11ClN2O
- Molecular weight
- 270.71 g/mol
- IUPAC name
- 7-chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
- SMILES
- C1C(=O)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3
- InChIKey
- AKPLHCDWDRPJGD-UHFFFAOYSA-N
- XLogP
- 2.9
- Polar surface area
- 41.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- anxiety
via ChEMBL · EBI
Research
569 papers- TSDC and DSC Investigation on the Molecular Mobility in the Amorphous Solid State and in the Glass Transformation Region of Two Benzodiazepine Derivatives: Diazepam and Nordazepam.Journal of pharmaceutical sciences · 2022
- Determination of diazepam and nordazepam in milk and plasma in the presence of oxazepam and temazepam.Journal of chromatography · 1991
- Preparation of a novel sorptive stir bar based on vinylpyrrolidone-ethylene glycol dimethacrylate monolithic polymer for the simultaneous extraction of diazepam and nordazepam from human plasma.Journal of separation science · 2016
- [Current intravenous anesthetics].Polski tygodnik lekarski (Warsaw, Poland : 1960) · 1980
- Studies on the excretion of diazepam and nordazepam into milk for the prediction of milk-to-plasma drug concentration ratios.Pharmaceutical research · 1992
via PubMed
Wikidata facts
- Subclass of
- alkaloid
- Mass
- 270.056
- Has use
- medication
Show 7 more facts
- MCN code
- 2933.91.63
- chemical formula
- C₁₅H₁₁ClN₂O
- canonical SMILES
- C1C(=O)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3
- World Health Organisation international non-proprietary name
- nordazepam
- found in taxon
- maize
- Commons category
- Nordazepam
- defined daily dose
- 15
Sources (3)
via Wikidata · CC0
~4 min read
Encyclopedic overview
9 sectionsContents
- Side effects
- Contraindications and special caution
- Pharmacology
- Chemistry
- Pregnancy and nursing mothers
- Recreational use
- See also
- References
- External links
Nordazepam (INN; marketed under brand names Nordaz, Stilny, Madar, Vegesan, and Calmday; also known as nordiazepam, desoxydemoxepam, and desmethyldiazepam) is a 1,4-benzodiazepine derivative. Like other benzodiazepine derivatives, it has amnesic, anticonvulsant, anxiolytic, muscle relaxant, and sedative properties. However, it is used primarily in the treatment of anxiety disorders. It is an active metabolite of diazepam, chlordiazepoxide, clorazepate, prazepam, pinazepam, and medazepam.
Nordazepam is among the longest lasting (longest half-life) benzodiazepines, and its occurrence as a metabolite is responsible for most cumulative side-effects of its myriad of pro-drugs when they are used repeatedly at moderate-high doses; the nordazepam metabolite oxazepam is also active (and is a more potent, full BZD-site agonist), which contributes to nordazepam cumulative side-effects but occur too minutely to contribute to the cumulative side-effects of nordazepam pro-drugs (except when they are abused chronically in extremely supra-therapeutic doses).
Excerpted from Wikipedia’s “nordazepam” article, available under the CC BY-SA 4.0 licence.