nitrazepam Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
diazepam derivatives 1945 146-22-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • nitrazadon
  • nitrazepam
  • neozepam
  • nitrodiazepam
A benzodiazepine derivative used as an anticonvulsant and hypnotic.
  • Molecular weight: 281.27
  • Formula: C15H11N3O3
  • CLOGP: 2.32
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 1
  • TPSA: 87.28
  • ALOGS: -3.97
  • ROTB: 2

Drug dosage:

DoseUnitRoute
5 mg O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.03 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0.50 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 1.02 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 78 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 1.70 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 0.86 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.13 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 26 hours Lombardo F, Berellini G, Obach RS

Approvals:

None

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Toxicity to various agents 186.66 66.67 50 207 32704 2325124
Suicide attempt 121.97 66.67 29 228 11253 2346575
Overdose 87.17 66.67 25 232 19882 2337946
Intellectual disability 73.98 66.67 10 247 143 2357685

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Toxicity to various agents 188.59 67.52 50 127 29091 1717513
Overdose 117.41 67.52 31 146 16670 1729934
Rhabdomyolysis 84.16 67.52 22 155 11068 1735536
Intentional overdose 81.82 67.52 20 157 7650 1738954
Suicide attempt 77.43 67.52 19 158 7362 1739242

Pharmacologic Action:

SourceCodeDescription
ATC N05CD02 NERVOUS SYSTEM
PSYCHOLEPTICS
HYPNOTICS AND SEDATIVES
Benzodiazepine derivatives
CHEBI has role CHEBI:35623 anticonvulsant
CHEBI has role CHEBI:53784 antispasmodic drug
CHEBI has role CHEBI:50268 GABA modulator
CHEBI has role CHEBI:35717 sedative
MeSH PA D014151 Anti-Anxiety Agents
MeSH PA D000927 Anticonvulsants
MeSH PA D002491 Central Nervous System Agents
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D018682 GABA Agents
MeSH PA D018757 GABA Modulators
MeSH PA D006993 Hypnotics and Sedatives
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D011619 Psychotropic Drugs
MeSH PA D014149 Tranquilizing Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Myoclonic seizure indication 37356005
Insomnia indication 193462001

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 11.11 acidic
pKa2 2.85 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
GABA-A receptor alpha-1/beta-2/gamma-2 Ion channel POSITIVE ALLOSTERIC MODULATOR EC50 8 WOMBAT-PK KEGG DRUG
GABA-A receptor; anion channel Ion channel IC50 7.42 CHEMBL

External reference:

IDSource
N0000166923 NUI
C0028126 UMLSCUI
D00531 KEGG_DRUG
78449007 SNOMEDCT_US
7440 RXNORM
387449001 SNOMEDCT_US
003484 NDDF
9CLV70W7HS UNII
2121 INN_ID
CHEBI:7581 CHEBI
CHEMBL13209 ChEMBL_ID
DB01595 DRUGBANK_ID
4506 PUBCHEM_CID
D009567 MESH_DESCRIPTOR_UI

Pharmaceutical products:

None