nitrazepam

Also known as Mogadon, Ro-45360, Ro-53059, Sonebon, 2,3-dihydro-7-Nitro-5-phenyl-1H-1,4-benzodiazepin-2-one, 7-Nitro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one, Paxisyn, Unisomnia

Key facts

Drug.Verifiedfields: changed
Drug.Watchedfields: changed
Drug.verifiedrevid: 461743504
Drug.IUPAC_name: 7-nitro-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one
Drug.image: Nitrazepam.svg
Drug.image_class: skin-invert-image
Drug.width: 222
Drug.image2: Nitrazepam-from-xtal-3D-balls.png
Drug.image_class2: bg-transparent
Drug.tradename: Alodorm, Apodorm, Arem, Cerson, Insoma, Insomin, Mogadon, Nitrados, Nitrazadon, Nitrosun, Nitravet, Ormodon, Paxadorm, Remnos, Epam, and Somnite
Drug.dependency_liability: Physical: High Psychological: Moderate
Drug.addiction_liability: Moderate
Drug.pregnancy_US: D
Drug.legal_BR: B1
Drug.legal_CA: Schedule IV
Drug.legal_AU: Schedule 4
Drug.legal_DE: Rx-only/Anlage III
Drug.legal_UN: Psychotropic Schedule IV

via Wikipedia infobox

Chemical data

Formula: C15H11N3O3
Molecular weight: 281.27 g/mol
IUPAC name: 7-nitro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
SMILES: C1C(=O)NC2=C(C=C(C=C2)[N+](=O)[O-])C(=N1)C3=CC=CC=C3
InChIKey: KJONHKAYOJNZEC-UHFFFAOYSA-N
XLogP: 2.2
Polar surface area: 87.3 Å²
H-bond donors: 1
H-bond acceptors: 4
Formal charge: 0

via PubChem

Research

1,342 papers

Clinical pharmacokinetics of nitrazepam.Clinical pharmacokinetics · 1981
[Clonazepam, nitrazepam, diazepam].Nihon rinsho. Japanese journal of clinical medicine · 1995
Nitrazepam (Mogadon) dependence.The British journal of psychiatry : the journal of mental science · 1975
[Benzodiazepine (clonazepam, nitrazepam, diazepam)].Nihon rinsho. Japanese journal of clinical medicine · 2004
Nitrazepam nightmares.British medical journal · 1973

via PubMed

Wikidata facts

Mass: 281.08

Show 6 more facts

canonical SMILES: C1C(=O)NC2=C(C=C(C=C2)[N+](=O)[O-])C(=N1)C3=CC=CC=C3
World Health Organisation international non-proprietary name: nitrazepam
Commons category: Nitrazepam
MCN code: 2933.91.62
chemical formula: C₁₅H₁₁N₃O₃
defined daily dose: 5

Sources (4)

via Wikidata · CC0

~25 min read

Article

28 sections

Contents

Medical use
Side effects
More common
Less common
Cancer
Mortality
Liver
Other long-term effects
Abuse potential
Tolerance
Dependence and withdrawal
Special precautions
Elderly
Children
Pregnancy
Other precautions
Caution in hypotension
Caution in hypothyroidism
Contraindications
Interactions
Pharmacology
EEG and sleep
Pharmacokinetics
Overdose
Synthesis
See also
References
External links

Nitrazepam, sold under the brand name Mogadon among others, is a hypnotic drug of the benzodiazepine class used for short-term relief from severe, disabling anxiety and insomnia. It also has sedative (calming) properties, as well as amnestic (inducing forgetfulness), anticonvulsant, and skeletal muscle relaxant effects.

It was first synthesized in the late 1950s by a team of researchers at Hoffmann-La Roche in Switzerland. It was patented in 1961 and came into medical use in 1965.