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

Stem definitionDrug idCAS RN
diazepam derivatives 816 1088-11-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • desmethyldiazepam
  • demethyldiazepam
  • demoxazepam
  • desalkylprazepam
  • N-Demethyldiazepam
  • nordazepam
  • nordiazepam
  • norprazepam
  • praxadium
An intermediate in the metabolism of DIAZEPAM to OXAZEPAM. It may have actions similar to those of diazepam.
  • Molecular weight: 270.72
  • Formula: C15H11ClN2O
  • CLOGP: 3.02
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 1
  • TPSA: 41.46
  • ALOGS: -4.09
  • ROTB: 1

Drug dosage:

DoseUnitRoute
15 mg O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.06 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) 0.79 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
Vd (Volume of distribution) 0.45 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 0.12 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.03 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 46 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1961 YEAR INTRODUCED

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 991.98 85.90 339 1334 211427 46472962
Asphyxia 147.96 85.90 35 1638 5291 46679098
Completed suicide 126.07 85.90 73 1600 145847 46538542
Accidental overdose 113.90 85.90 38 1635 20028 46664361
Overdose 112.52 85.90 60 1613 101919 46582470
Coma 95.75 85.90 45 1628 58304 46626085
Drug interaction 94.64 85.90 69 1604 203025 46481364

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 1917.57 112.04 684 2295 176499 29773000
Drug abuse 334.28 112.04 162 2817 81910 29867589
Accidental overdose 155.73 112.04 61 2918 18214 29931285
Overdose 130.70 112.04 89 2890 84248 29865251
Logorrhoea 119.63 112.04 30 2949 2052 29947447
Brain oedema 114.83 112.04 44 2935 12354 29937145
Depressed level of consciousness 112.66 112.04 61 2918 38161 29911338

Pharmacologic Action:

SourceCodeDescription
ATC N05BA16 NERVOUS SYSTEM
PSYCHOLEPTICS
ANXIOLYTICS
Benzodiazepine derivatives
MeSH PA D014151 Anti-Anxiety Agents
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 D018377 Neurotransmitter Agents
MeSH PA D011619 Psychotropic Drugs
MeSH PA D014149 Tranquilizing Agents
CHEBI has role CHEBI:35474 minor tranquilisers
CHEBI has role CHEBI:35623 antiepileptic
CHEBI has role CHEBI:35717 sedatives
CHEBI has role CHEBI:50268 gaba modulators
CHEBI has role CHEBI:77746 h. sapiens metabolites

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 11.98 acidic
pKa2 3.43 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 IC50 6.28 WOMBAT-PK
Gamma-aminobutyric acid receptor subunit rho-2 Ion channel WOMBAT-PK
Gamma-aminobutyric acid type B receptor subunit 2 GPCR IC50 8.03 WOMBAT-PK
GABA-A receptor; anion channel Ion channel Ki 4.14 CHEMBL

External reference:

IDSource
N0000166921 NUI
D08283 KEGG_DRUG
C0011279 UMLSCUI
CHEBI:111762 CHEBI
CHEMBL523 ChEMBL_ID
DB14028 DRUGBANK_ID
D003708 MESH_DESCRIPTOR_UI
2997 PUBCHEM_CID
4400 INN_ID
67220MCM01 UNII
3155 RXNORM
005387 NDDF
96232003 SNOMEDCT_US

Pharmaceutical products:

None