prazepam ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
diazepam derivatives 2240 2955-38-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • prazepam
  • sedapran
  • trepidan
  • verstran
  • prazene
A benzodiazepine that is used in the treatment of ANXIETY DISORDERS.
  • Molecular weight: 324.81
  • Formula: C19H17ClN2O
  • CLOGP: 3.93
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 0
  • TPSA: 32.67
  • ALOGS: -4.91
  • ROTB: 3

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
30 mg O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.00 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 3.08 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
None FDA PARKE DAVIS

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
Poisoning deliberate 394.06 37.57 99 3827 11119 63473977
Coma 311.74 37.57 125 3801 64239 63420857
Somnolence 181.21 37.57 121 3805 178564 63306532
Drug abuse 135.75 37.57 73 3853 72445 63412651
Altered state of consciousness 132.22 37.57 52 3874 25178 63459918
Suicide attempt 118.68 37.57 63 3863 60855 63424241
Intentional overdose 117.77 37.57 67 3859 74085 63411011
Drug dependence 102.63 37.57 43 3883 24440 63460656
Mydriasis 97.05 37.57 34 3892 11922 63473174
Toxicity to various agents 90.97 37.57 93 3833 247157 63237939
Hepatocellular injury 82.08 37.57 38 3888 27343 63457753
Hypotonia 77.63 37.57 27 3899 9258 63475838
Prothrombin time ratio decreased 64.64 37.57 13 3913 525 63484571
Sopor 64.05 37.57 30 3896 22134 63462962
Miosis 63.86 37.57 22 3904 7331 63477765
Electrocardiogram QT prolonged 61.68 37.57 41 3885 59489 63425607
Prescription form tampering 57.85 37.57 12 3914 566 63484530
Hypotension 57.29 37.57 77 3849 272527 63212569
Disturbance in attention 51.28 37.57 31 3895 38158 63446938
Respiratory acidosis 50.30 37.57 18 3908 6697 63478399
Overdose 41.63 37.57 43 3883 115035 63370061
Hypothermia 41.14 37.57 19 3907 13562 63471534
Vasoplegia syndrome 40.28 37.57 11 3915 1688 63483408
Hyperlactacidaemia 38.85 37.57 12 3914 2837 63482259
Prothrombin time shortened 38.53 37.57 11 3915 1984 63483112
Confusional state 38.20 37.57 59 3867 236321 63248775

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
Coma 212.71 35.76 84 1894 45594 34909359
Miosis 116.08 35.76 36 1942 9499 34945454
Somnolence 86.98 35.76 62 1916 111054 34843899
Drug abuse 81.47 35.76 57 1921 99039 34855914
Poisoning deliberate 80.44 35.76 26 1952 7818 34947135
Housebound 76.40 35.76 13 1965 225 34954728
Pneumonia aspiration 53.87 35.76 32 1946 41871 34913082
Bladder dilatation 47.60 35.76 12 1966 1480 34953473
Intentional overdose 40.18 35.76 27 1951 43647 34911306
Suicide attempt 37.96 35.76 25 1953 39091 34915862
Altered state of consciousness 36.12 35.76 20 1958 22873 34932080

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
Coma 491.92 29.65 207 5699 100442 79638040
Poisoning deliberate 435.16 29.65 124 5782 18704 79719778
Somnolence 259.81 29.65 181 5725 238800 79499682
Miosis 165.97 29.65 57 5849 15732 79722750
Altered state of consciousness 154.80 29.65 72 5834 43750 79694732
Suicide attempt 152.98 29.65 88 5818 82844 79655638
Drug abuse 146.13 29.65 110 5796 162581 79575901
Intentional overdose 135.54 29.65 89 5817 105871 79632611
Mydriasis 115.73 29.65 45 5861 17598 79720884
Hepatocellular injury 94.39 29.65 53 5853 47540 79690942
Toxicity to various agents 86.06 29.65 129 5777 421411 79317071
Respiratory acidosis 74.97 29.65 29 5877 11171 79727311
Drug dependence 74.37 29.65 43 5863 40726 79697756
Bladder dilatation 72.32 29.65 19 5887 2100 79736382
Housebound 63.88 29.65 13 5893 463 79738019
Hypotension 61.86 29.65 114 5792 440203 79298279
Electrocardiogram QT prolonged 59.42 29.65 51 5855 90335 79648147
Prothrombin time ratio decreased 55.28 29.65 13 5893 912 79737570
Disturbance in attention 53.74 29.65 38 5868 50763 79687719
Tachycardia 50.59 29.65 64 5842 177704 79560778
Sopor 50.26 29.65 31 5875 32979 79705503
Hypotonia 48.05 29.65 22 5884 12848 79725634
Pneumonia aspiration 42.40 29.65 37 5869 66930 79671552
Wrong patient received product 42.07 29.65 15 5891 4603 79733879
Overdose 41.21 29.65 59 5847 184147 79554335
Hyperkalaemia 38.73 29.65 45 5861 114353 79624129
Antipsychotic drug level increased 38.35 29.65 15 5891 5942 79732540
Confusional state 38.01 29.65 77 5829 317920 79420562
Vasoplegia syndrome 37.70 29.65 13 5893 3617 79734865
Fall 36.27 29.65 98 5808 487531 79250951
Drug ineffective 35.52 29.65 18 5888 1080895 78657587
Chronic actinic dermatitis 34.31 29.65 5 5901 21 79738461
Hypothermia 33.70 29.65 21 5885 22725 79715757
Retroplacental haematoma 32.62 29.65 6 5900 124 79738358
Prothrombin time shortened 31.37 29.65 11 5895 3217 79735265
Retinal vein occlusion 31.06 29.65 11 5895 3312 79735170
Cerebral haematoma 30.98 29.65 14 5892 7928 79730554
Limited symptom panic attack 30.66 29.65 5 5901 49 79738433
Gastrointestinal ischaemia 29.78 29.65 7 5899 490 79737992

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC N05BA11 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

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

DiseaseRelationSNOMED_IDDOID
Anxiety indication 48694002
Insomnia indication 193462001
Suicidal thoughts contraindication 6471006
Disorder of lung contraindication 19829001 DOID:850
Borderline personality disorder contraindication 20010003 DOID:10930
Alcohol intoxication contraindication 25702006
Shock contraindication 27942005
Depressive disorder contraindication 35489007
Substance abuse contraindication 66214007
Psychotic disorder contraindication 69322001
Sleep apnea contraindication 73430006 DOID:0050847
Decreased respiratory function contraindication 80954004
Kidney disease contraindication 90708001 DOID:557
Hypoalbuminemia contraindication 119247004
Disease of liver contraindication 235856003 DOID:409
Sleep automatism contraindication 247962006
Pregnancy, function contraindication 289908002
Coma contraindication 371632003
Porphyria contraindication 418470004
Behavioral Disorders contraindication




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 2.89 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 WOMBAT-PK CHEMBL

External reference:

IDSource
4018633 VUID
N0000146946 NUI
D00470 KEGG_DRUG
4018633 VANDF
C0032910 UMLSCUI
CHEBI:8362 CHEBI
CHEMBL969 ChEMBL_ID
DB01588 DRUGBANK_ID
D011222 MESH_DESCRIPTOR_UI
4890 PUBCHEM_CID
7275 IUPHAR_LIGAND_ID
1727 INN_ID
Q30VCC064M UNII
8627 RXNORM
001459 NDDF
387417001 SNOMEDCT_US
74065006 SNOMEDCT_US

Pharmaceutical products:

None