estazolam ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
diazepam derivatives 1056 29975-16-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • estazolam
  • tasedan
A benzodiazepine with anticonvulsant, hypnotic, and muscle relaxant properties. It has been shown in some cases to be more potent than DIAZEPAM or NITRAZEPAM.
  • Molecular weight: 294.74
  • Formula: C16H11ClN4
  • CLOGP: 2.29
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 0
  • TPSA: 43.07
  • ALOGS: -3.84
  • ROTB: 1

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
3 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) 4 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.10 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 93 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
kinase-safety-class ACVR2B,AXL,BRAF,CAMK2D,CDK5,CDK9,DYRK1B,EIF2AK3,ERBB2,GRK2,ITK,MAPK10,MAPK7,MAPKAPK2,PDK4,PIK3CB,PIK3CG,PRKDC,STK33,TTK 20
kinase-selectivity-class GRK2 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0

Approvals:

DateAgencyCompanyOrphan
Dec. 26, 1990 FDA ABBOTT

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
Serotonin syndrome 118.06 22.80 46 3177 37841 90587383
Drug interaction 89.95 22.80 76 3147 276377 90348847
Suicide attempt 76.48 22.80 42 3181 75357 90549867
Intentional overdose 65.41 22.80 41 3182 93793 90531431
Disease risk factor 53.63 22.80 9 3214 232 90624992
Bradycardia 49.45 22.80 33 3190 83814 90541410
Electrocardiogram QT prolonged 48.81 22.80 31 3192 72425 90552799
Sopor 46.65 22.80 21 3202 24623 90600601
Ventricular arrhythmia 44.87 22.80 13 3210 4308 90620916
Drug-disease interaction 41.31 22.80 9 3214 941 90624283
Drug dependence 37.24 22.80 19 3204 29308 90595916
Somnolence 36.61 22.80 41 3182 209043 90416181
Disseminated intravascular coagulation 36.50 22.80 17 3206 21521 90603703
Arrhythmia 35.91 22.80 21 3202 42311 90582913
Toxicity to various agents 33.56 22.80 46 3177 287800 90337424
Procedural hypotension 31.63 22.80 8 3215 1592 90623632
Electrocardiogram QRS complex prolonged 30.42 22.80 11 3212 7337 90617887
Drug abuse 29.48 22.80 24 3199 82323 90542901
Cardiac failure 27.34 22.80 26 3197 109470 90515754
Overdose 26.01 22.80 30 3193 157679 90467545
Depressed level of consciousness 25.60 22.80 21 3202 72763 90552461
Poverty of speech 25.32 22.80 5 3218 323 90624901
Rhabdomyolysis 25.08 22.80 18 3205 51238 90573986
Altered state of consciousness 25.05 22.80 15 3208 31517 90593707
Coma 23.57 22.80 20 3203 72612 90552612
Delusion of reference 22.94 22.80 4 3219 130 90625094
Circulatory collapse 22.83 22.80 13 3210 24891 90600333

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
Inappropriate antidiuretic hormone secretion 51.94 23.18 22 2028 16519 42602766
Altered state of consciousness 42.78 23.18 23 2027 29236 42590049
Delirium 32.67 23.18 24 2026 52495 42566790
Hyperammonaemia 26.47 23.18 11 2039 7855 42611430
Drug interaction 25.81 23.18 46 2004 266953 42352332
Paraneoplastic syndrome 24.30 23.18 6 2044 800 42618485
Substance use disorder 23.28 23.18 9 2041 5336 42613949

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
Drug interaction 92.88 20.44 118 5295 500065 110083821
Serotonin syndrome 76.06 20.44 43 5370 59110 110524776
Suicide attempt 67.48 20.44 49 5364 103345 110480541
Intentional overdose 62.93 20.44 52 5361 132449 110451437
Altered state of consciousness 56.06 20.44 35 5378 57591 110526295
Disease risk factor 49.60 20.44 9 5404 265 110583621
Inappropriate antidiuretic hormone secretion 47.29 20.44 26 5387 33825 110550061
Drug dependence 42.74 20.44 28 5385 49992 110533894
Electrocardiogram QT prolonged 42.05 20.44 38 5375 108922 110474964
Delirium 40.55 20.44 41 5372 134984 110448902
Coma 37.62 20.44 37 5376 117832 110466054
Rhabdomyolysis 36.96 20.44 37 5376 120364 110463522
Overdose 36.80 20.44 51 5362 233743 110350143
Persecutory delusion 35.98 20.44 13 5400 6278 110577608
Somnolence 35.52 20.44 57 5356 297392 110286494
Drug-disease interaction 32.09 20.44 9 5404 1927 110581959
Sopor 30.10 20.44 20 5393 36526 110547360
Ventricular arrhythmia 30.03 20.44 13 5400 10074 110573812
Toxicity to various agents 27.89 20.44 68 5345 480487 110103399
Hyperammonaemia 26.20 20.44 13 5400 13719 110570167
Bradycardia 26.08 20.44 35 5378 155482 110428404
Procedural hypotension 25.55 20.44 8 5405 2497 110581389
Loss of consciousness 25.32 20.44 39 5374 196267 110387619
Blood creatine phosphokinase increased 25.30 20.44 24 5389 73053 110510833
Hepatic function abnormal 24.78 20.44 26 5387 89269 110494617
Hyperthermia 23.44 20.44 14 5399 21258 110562628
Disseminated intravascular coagulation 23.41 20.44 18 5395 41268 110542618
Depressed level of consciousness 23.13 20.44 28 5385 112250 110471636
Neutrophil count decreased 23.05 20.44 29 5384 120912 110462974
Sudden death 21.67 20.44 14 5399 24381 110559505
Paraneoplastic syndrome 21.16 20.44 6 5407 1336 110582550
Electrocardiogram QRS complex prolonged 20.98 20.44 11 5402 13010 110570876
Arrhythmia 20.64 20.44 21 5392 69554 110514332
Miosis 20.48 20.44 13 5400 21970 110561916

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC N05CD04 NERVOUS SYSTEM
PSYCHOLEPTICS
HYPNOTICS AND SEDATIVES
Benzodiazepine derivatives
FDA CS M0002356 Benzodiazepines
MeSH PA D000927 Anticonvulsants
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D011619 Psychotropic Drugs
MeSH PA D014151 Anti-Anxiety Agents
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018682 GABA Agents
MeSH PA D018757 GABA Modulators
CHEBI has role CHEBI:35474 anxiolytic drug
CHEBI has role CHEBI:35623 anticonvulsant
CHEBI has role CHEBI:50268 GABA modulator
FDA EPC N0000175694 Benzodiazepine

Related Drugs by ATC class:

N05CD Benzodiazepine derivatives 14 drugs

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

DiseaseRelationSNOMED_IDDOID
Severe Insomnia indication
Alcohol intoxication contraindication 25702006
Depressive disorder contraindication 35489007
Substance abuse contraindication 66214007
Psychotic disorder contraindication 69322001
Sleep apnea contraindication 73430006 DOID:0050847
Kidney disease contraindication 90708001 DOID:557
Myasthenia gravis contraindication 91637004 DOID:437
Disease of liver contraindication 235856003 DOID:409
Pregnancy, function contraindication 289908002
Severe chronic obstructive pulmonary disease contraindication 313299006
Breastfeeding (mother) contraindication 413712001




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 5.82 Basic
pKa2 4.83 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
GABA-A receptor alpha-2/beta-3/gamma-2 Ion channel POSITIVE ALLOSTERIC MODULATOR WOMBAT-PK CHEMBL
GABA-A receptor alpha-3/beta-3/gamma-2 Ion channel POSITIVE ALLOSTERIC MODULATOR WOMBAT-PK CHEMBL
GABA-A receptor alpha-5/beta-3/gamma-2 Ion channel POSITIVE ALLOSTERIC MODULATOR WOMBAT-PK CHEMBL

External reference:

IDSource
4019566 VUID
N0000147666 NUI
D00311 KEGG_DRUG
4019566 VANDF
C0014892 UMLSCUI
CHEBI:4858 CHEBI
CHEMBL285674 ChEMBL_ID
DB01215 DRUGBANK_ID
D004949 MESH_DESCRIPTOR_UI
3261 PUBCHEM_CID
7550 IUPHAR_LIGAND_ID
3611 INN_ID
36S3EQV54C UNII
4077 RXNORM
10202 MMSL
4682 MMSL
d00915 MMSL
003566 NDDF
371364001 SNOMEDCT_US
96235001 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Estazolam HUMAN PRESCRIPTION DRUG LABEL 1 0591-0744 TABLET 1 mg ORAL ANDA 16 sections
Estazolam HUMAN PRESCRIPTION DRUG LABEL 1 0591-0745 TABLET 2 mg ORAL ANDA 16 sections
Estazolam HUMAN PRESCRIPTION DRUG LABEL 1 21695-220 TABLET 2 mg ORAL ANDA 29 sections
Estazolam Human Prescription Drug Label 1 70954-480 TABLET 1 mg ORAL ANDA 26 sections
Estazolam Human Prescription Drug Label 1 70954-481 TABLET 2 mg ORAL ANDA 26 sections
Estazolam HUMAN PRESCRIPTION DRUG LABEL 1 75907-028 TABLET 1 mg ORAL ANDA 31 sections
Estazolam HUMAN PRESCRIPTION DRUG LABEL 1 75907-029 TABLET 2 mg ORAL ANDA 31 sections