nitrazepam ๐Ÿถ Veterinary Use | 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 ยตM/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
Enthesopathy 414.25 29.65 118 9607 8496 63470801
Tongue disorder 364.65 29.65 112 9613 10468 63468829
Tenosynovitis 363.51 29.65 119 9606 13676 63465621
Blood parathyroid hormone decreased 355.98 29.65 108 9617 9683 63469614
Panniculitis 339.94 29.65 108 9617 11277 63468020
Skin necrosis 322.32 29.65 109 9616 13841 63465456
Granuloma skin 315 29.65 95 9630 8342 63470955
Rheumatoid nodule 300.26 29.65 109 9616 17046 63462251
Red blood cell sedimentation rate 300.03 29.65 81 9644 4773 63474524
Tendonitis 289.63 29.65 110 9615 19505 63459792
Ulcer 259.17 29.65 110 9615 25997 63453300
Drug eruption 255.65 29.65 112 9613 28582 63450715
Hypercalcaemia 247.31 29.65 109 9616 28213 63451084
Basal cell carcinoma 242.06 29.65 107 9618 27884 63451413
Skin ulcer 206.73 29.65 110 9615 42935 63436362
C-reactive protein abnormal 205.19 29.65 112 9613 45984 63433313
Alanine aminotransferase abnormal 177.93 29.65 53 9672 4451 63474846
Rash pruritic 170.62 29.65 109 9616 59690 63419607
Red blood cell sedimentation rate increased 168.87 29.65 97 9628 43885 63435412
Fear of injection 153.74 29.65 53 9672 7111 63472186
Aspartate aminotransferase increased 151.54 29.65 119 9606 90158 63389139
Inflammation 139.25 29.65 109 9616 82164 63397133
Drug tolerance decreased 138.86 29.65 63 9662 17410 63461887
Alanine aminotransferase increased 137.01 29.65 119 9606 103651 63375646
Psoriatic arthropathy 133.18 29.65 111 9614 91409 63387888
Loss of personal independence in daily activities 131.32 29.65 113 9612 97177 63382120
C-reactive protein increased 109.88 29.65 101 9624 94606 63384691
Drug tolerance 95.43 29.65 37 9688 6912 63472385
Granuloma 94.76 29.65 35 9690 5726 63473571
Rheumatoid lung 84.61 29.65 29 9696 3819 63475478
Joint injury 82.01 29.65 53 9672 29519 63449778
Erythema 79.31 29.65 115 9610 175636 63303661
Chest discomfort 77.94 29.65 90 9635 109879 63369418
Musculoskeletal disorder 77.75 29.65 45 9680 20599 63458698
Blood pressure systolic increased 72.01 29.65 59 9666 47338 63431959
Synovitis 68.39 29.65 111 9614 186807 63292490
Therapy non-responder 58.65 29.65 65 9660 75836 63403461
Osteomyelitis 51.73 29.65 38 9687 25982 63453315
Therapeutic response decreased 51.55 29.65 55 9670 61470 63417827
Overdose 49.95 29.65 74 9651 115004 63364293
Suicide attempt 48.49 29.65 53 9672 60865 63418432
Gastric disorder 47.50 29.65 42 9683 37327 63441970
Rheumatoid arthritis 45.66 29.65 112 9613 253707 63225590
Therapeutic product effect incomplete 45.32 29.65 74 9651 124982 63354315
Angioplasty 44.81 29.65 14 9711 1378 63477919
Infusion related reaction 41.69 29.65 106 9619 245415 63233882
Peripheral swelling 40.26 29.65 110 9615 265832 63213465
Retinal vein occlusion 38.88 29.65 14 9711 2129 63477168
Drug hypersensitivity 37.92 29.65 119 9606 310568 63168729
Blood creatinine increased 37.40 29.65 56 9669 87788 63391509
Product use issue 37.21 29.65 95 9630 220425 63258872
Intellectual disability 35.28 29.65 11 9714 1075 63478222
Peripheral vascular disorder 33.44 29.65 17 9708 6018 63473279
Limb injury 33.10 29.65 29 9696 25448 63453849
Musculoskeletal stiffness 32.66 29.65 81 9644 184537 63294760
Drug intolerance 31.22 29.65 111 9614 308550 63170747
Contraindicated product administered 30.91 29.65 88 9637 217560 63261737
Choking 30.60 29.65 19 9706 9860 63469437

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
Tenosynovitis 299.95 24.37 82 5966 4488 34946395
Enthesopathy 299.19 24.37 82 5966 4531 34946352
Tongue disorder 260.56 24.37 76 5972 5263 34945620
C-reactive protein abnormal 227.88 24.37 77 5971 8633 34942250
Synovitis 209.38 24.37 82 5966 13984 34936899
Alanine aminotransferase abnormal 186.46 24.37 57 5991 4631 34946252
Tendonitis 185.95 24.37 67 5981 9073 34941810
Psoriatic arthropathy 133.01 24.37 66 5982 19732 34931151
Loss of personal independence in daily activities 123.89 24.37 75 5973 33104 34917779
Treatment failure 114.24 24.37 81 5967 46616 34904267
Red blood cell sedimentation rate 100.11 24.37 26 6022 1162 34949721
Aspartate aminotransferase increased 99.55 24.37 87 5961 67696 34883187
Granuloma skin 98.20 24.37 26 6022 1253 34949630
Drug hypersensitivity 94.20 24.37 91 5957 80438 34870445
Blood parathyroid hormone decreased 89.84 24.37 25 6023 1455 34949428
Panniculitis 86.78 24.37 26 6022 1968 34948915
Drug intolerance 82.52 24.37 74 5974 59496 34891387
Alanine aminotransferase increased 77.42 24.37 82 5966 80733 34870150
Rheumatoid nodule 76.79 24.37 26 6022 2921 34947962
Erythema 76.19 24.37 85 5963 88695 34862188
Skin necrosis 59.45 24.37 26 6022 5827 34945056
Contraindicated product administered 56.50 24.37 39 6009 21442 34929441
Ulcer 49.26 24.37 26 6022 8809 34942074
Suicide attempt 45.25 24.37 44 6004 39072 34911811
Intentional overdose 44.77 24.37 46 6002 43628 34907255
Drug eruption 42.85 24.37 32 6016 19866 34931017
C-reactive protein increased 41.61 24.37 49 5999 54049 34896834
Multiple-drug resistance 39.75 24.37 19 6029 5220 34945663
Therapy non-responder 39.70 24.37 41 6007 39105 34911778
Neuroleptic malignant syndrome 38.97 24.37 29 6019 17905 34932978
Headache 38.76 24.37 98 5950 200537 34750346
Cor pulmonale acute 38.14 24.37 9 6039 269 34950614
Mobility decreased 36.94 24.37 35 6013 30093 34920790
Altered state of consciousness 36.81 24.37 31 6017 22862 34928021
Hypercalcaemia 35.84 24.37 26 6022 15442 34935441
Hypersensitivity 35.36 24.37 48 6000 60987 34889896
Toxicity to various agents 34.73 24.37 94 5954 200268 34750615
Skin ulcer 31.49 24.37 28 6020 22188 34928695
Dyspnoea 31.46 24.37 13 6035 376769 34574114
Rheumatoid lung 31.34 24.37 10 6038 932 34949951
Procedural failure 31.00 24.37 6 6042 67 34950816
Basal cell carcinoma 30.33 24.37 26 6022 19632 34931251
Dystonia 26.89 24.37 19 6029 10826 34940057
Fear of injection 26.45 24.37 10 6038 1542 34949341
Renal tubular acidosis 25.83 24.37 11 6037 2308 34948575
Inflammation 25.77 24.37 28 6020 28267 34922616

FDA Adverse Event Reporting System (Geriatric)

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
Enthesopathy 620.59 24.55 181 14923 11427 79717857
Tenosynovitis 572.50 24.55 182 14922 15372 79713912
Tongue disorder 541.19 24.55 170 14934 13805 79715479
Tendonitis 426.98 24.55 163 14941 23667 79705617
Blood parathyroid hormone decreased 374.05 24.55 120 14984 10416 79718868
Panniculitis 359.07 24.55 121 14983 12250 79717034
Alanine aminotransferase abnormal 352.09 24.55 110 14994 8757 79720527
Granuloma skin 340.11 24.55 108 14996 9066 79720218
C-reactive protein abnormal 339.50 24.55 171 14933 48196 79681088
Red blood cell sedimentation rate 333.97 24.55 95 15009 5470 79723814
Rheumatoid nodule 322.10 24.55 122 14982 17316 79711968
Skin necrosis 317.76 24.55 122 14982 17965 79711319
Ulcer 261.46 24.55 123 14981 29849 79699435
Psoriatic arthropathy 243.85 24.55 163 14941 77836 79651448
Drug eruption 236.14 24.55 130 14974 43805 79685479
Hypercalcaemia 229.64 24.55 122 14982 38308 79690976
Basal cell carcinoma 227.15 24.55 120 14984 37255 79692029
Loss of personal independence in daily activities 216.74 24.55 169 14935 102411 79626873
Aspartate aminotransferase increased 207.22 24.55 187 14917 138454 79590830
Skin ulcer 195.74 24.55 124 14980 54026 79675258
Fear of injection 177.66 24.55 63 15041 7411 79721873
Alanine aminotransferase increased 172.92 24.55 182 14922 162388 79566896
Synovitis 169.74 24.55 174 14930 150560 79578724
Rash pruritic 159.92 24.55 122 14982 71507 79657777
Red blood cell sedimentation rate increased 138.64 24.55 94 15010 45848 79683436
Drug tolerance decreased 134.27 24.55 60 15044 12918 79716366
Inflammation 133.18 24.55 123 14981 93630 79635654
Erythema 128.03 24.55 183 14921 223107 79506177
C-reactive protein increased 122.30 24.55 136 14968 128891 79600393
Rheumatoid lung 113.24 24.55 39 15065 4206 79725078
Drug tolerance 112.33 24.55 47 15057 8628 79720656
Granuloma 107.59 24.55 45 15059 8252 79721032
Drug hypersensitivity 97.25 24.55 190 14914 298726 79430558
Therapy non-responder 93.86 24.55 101 15003 92204 79637080
Musculoskeletal disorder 92.46 24.55 55 15049 21393 79707891
Joint injury 91.87 24.55 63 15041 31272 79698012
Drug intolerance 89.69 24.55 171 14933 263948 79465336
Treatment failure 87.90 24.55 133 14971 170353 79558931
Contraindicated product administered 67.54 24.55 113 14991 157425 79571859
Gastric disorder 62.80 24.55 54 15050 37379 79691905
Blood pressure systolic increased 62.35 24.55 70 15034 66916 79662368
Rheumatoid arthritis 58.78 24.55 125 14979 208345 79520939
Osteomyelitis 56.33 24.55 48 15056 32817 79696467
Chest discomfort 51.30 24.55 93 15011 137951 79591333
Therapeutic product effect incomplete 47.11 24.55 91 15013 141554 79587730
Dyspnoea 47.10 24.55 56 15048 856969 78872315
Angioplasty 45.39 24.55 16 15088 1847 79727437
Infusion related reaction 45.27 24.55 120 14984 230117 79499167
Asthenia 43.99 24.55 21 15083 511668 79217616
Suicide attempt 43.10 24.55 65 15039 82867 79646417
Overdose 42.46 24.55 102 15002 184104 79545180
Peripheral swelling 40.88 24.55 128 14976 269489 79459795
Salivary hypersecretion 40.27 24.55 28 15076 14196 79715088
Musculoskeletal stiffness 39.36 24.55 96 15008 174912 79554372
Multiple-drug resistance 39.03 24.55 23 15081 8785 79720499
Therapeutic response decreased 38.50 24.55 55 15049 66798 79662486
Pain in extremity 37.95 24.55 11 15093 364527 79364757
Neuroleptic malignant syndrome 36.85 24.55 35 15069 27524 79701760
Altered state of consciousness 36.07 24.55 43 15061 43779 79685505
Limb injury 34.81 24.55 35 15069 29493 79699791
Mobility decreased 34.09 24.55 73 15031 122102 79607182
Choking 32.35 24.55 23 15081 12078 79717206
Product use issue 32.14 24.55 100 15004 209722 79519562
Intentional overdose 30.35 24.55 64 15040 105896 79623388
Retinal vein occlusion 30.06 24.55 14 15090 3309 79725975
Pneumonia aspiration 29.95 24.55 49 15055 66918 79662366
Procedural failure 29.20 24.55 6 15098 84 79729200
Cor pulmonale acute 29.15 24.55 9 15095 687 79728597
Peripheral vascular disorder 28.01 24.55 18 15086 8012 79721272
Arthritis 27.96 24.55 65 15039 114815 79614469
Psychiatric symptom 27.63 24.55 17 15087 7018 79722266
Vomiting 27.35 24.55 53 15051 665775 79063509
Rhabdomyolysis 26.92 24.55 60 15044 103071 79626213
Back pain 26.86 24.55 12 15092 304168 79425116
Anaemia 26.66 24.55 27 15077 444988 79284296
Product dose omission issue 26.63 24.55 7 15097 247530 79481754
Sinusitis 26.53 24.55 3 15101 195498 79533786
Dystonia 26.39 24.55 26 15078 21373 79707911
Headache 26.08 24.55 212 14892 653560 79075724
Pruritus 25.93 24.55 22 15082 394626 79334658
Chest pain 25.14 24.55 11 15093 282293 79446991
Pulmonary fibrosis 24.96 24.55 36 15068 44076 79685208

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC N05CD02 NERVOUS SYSTEM
PSYCHOLEPTICS
HYPNOTICS AND SEDATIVES
Benzodiazepine derivatives
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
CHEBI has role CHEBI:35623 anticonvulsants
CHEBI has role CHEBI:35717 hypnotics
CHEBI has role CHEBI:49103 drug metabolites
CHEBI has role CHEBI:50268 GABA modulators
CHEBI has role CHEBI:53784 antispasmodics

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Myoclonic seizure indication 37356005
Insomnia indication 193462001




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

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
D00531 KEGG_DRUG
C0028126 UMLSCUI
CHEBI:7581 CHEBI
CHEMBL13209 ChEMBL_ID
DB01595 DRUGBANK_ID
D009567 MESH_DESCRIPTOR_UI
4506 PUBCHEM_CID
2121 INN_ID
9CLV70W7HS UNII
152070 RXNORM
003484 NDDF
387449001 SNOMEDCT_US
78449007 SNOMEDCT_US

Pharmaceutical products:

None