alprazolam indications/contra

Stem definitionDrug idCAS RN
diazepam derivatives 136 28981-97-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • xanax
  • alprazolam
  • alprozolam
  • alzolam
A triazolobenzodiazepine compound with antianxiety and sedative-hypnotic actions, that is efficacious in the treatment of PANIC DISORDERS, with or without AGORAPHOBIA, and in generalized ANXIETY DISORDERS. (From AMA Drug Evaluations Annual, 1994, p238)
  • Molecular weight: 308.77
  • Formula: C17H13ClN4
  • CLOGP: 2.55
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 0
  • TPSA: 43.07
  • ALOGS: -3.98
  • ROTB: 1

Drug dosage:

DoseUnitRoute
1 mg O

Approvals:

DateAgencyCompanyOrphan
Oct. 16, 1981 FDA PHARMACIA AND UPJOHN

FDA Adverse Event Reporting System

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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 abuse 18092.10 44.18 3789 12770 14541 3354759
Completed suicide 13061.33 44.18 3214 13345 27900 3341400
Toxicity to various agents 7727.94 44.18 2336 14223 44718 3324582
Respiratory arrest 6941.24 44.18 1606 14953 9762 3359538
Cardiac arrest 5809.81 44.18 1665 14894 25654 3343646
Poisoning 5140.18 44.18 1090 15469 4022 3365278
Cardio-respiratory arrest 4644.33 44.18 1239 15320 14201 3355099
Overdose 3607.91 44.18 1221 15338 32757 3336543
Death 3098.45 44.18 1689 14870 150635 3218665
Sopor 2914.29 44.18 649 15910 3115 3366185
Intentional overdose 2357.44 44.18 731 15828 14494 3354806
Intentional product misuse 1999.04 44.18 618 15941 12083 3357217
Suicide attempt 1812.40 44.18 605 15954 15242 3354058
Accidental overdose 1610.16 44.18 459 16100 6659 3362641
Intentional self-injury 1520.45 44.18 410 16149 4775 3364525
Somnolence 1207.30 44.18 547 16012 31657 3337643
Exposure via ingestion 1117.73 44.18 251 16308 1242 3368058
Coma 1012.18 44.18 370 16189 12182 3357118
Poisoning deliberate 747.90 44.18 169 16390 862 3368438
Drug dependence 741.67 44.18 226 16333 4150 3365150
Anxiety 619.00 44.18 375 16184 39254 3330046
Confusional state 573.91 44.18 352 16207 37646 3331654
Agitation 532.65 44.18 268 16291 19438 3349862
Loss of consciousness 479.72 44.18 282 16277 27865 3341435
Fall 441.03 44.18 355 16204 58528 3310772
Drug hypersensitivity 425.46 44.18 285 16274 35395 3333905
Bradyphrenia 412.20 44.18 111 16448 1273 3368027
Drug use disorder 401.70 44.18 100 16459 818 3368482
Unresponsive to stimuli 386.35 44.18 163 16396 7845 3361455
Drug abuser 383.81 44.18 122 16437 2581 3366719

Pharmacologic Action:

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SourceCodeDescription
ATC N05BA12 NERVOUS SYSTEM
PSYCHOLEPTICS
ANXIOLYTICS
Benzodiazepine derivatives
FDA EPC N0000175694 Benzodiazepine
FDA Chemical/Ingredient N0000007542 Benzodiazepines
MeSH PA D014151 Anti-Anxiety Agents
CHEBI has role CHEBI:51373 GABA agonist
CHEBI has role CHEBI:35474 anxiolytic drug
CHEBI has role CHEBI:35623 anticonvulsant
CHEBI has role CHEBI:51371 muscle relaxant
CHEBI has role CHEBI:35717 sedative
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)

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DiseaseRelationSNOMED_IDDOID
Generalized anxiety disorder indication 21897009 DOID:14320
Anxiety indication 48694002
Mixed anxiety and depressive disorder indication 231504006
Panic disorder indication 371631005 DOID:594
Suicidal thoughts contraindication 6471006
Asthenia contraindication 13791008
Alcohol intoxication contraindication 25702006
Depressive disorder contraindication 35489007 DOID:2848
Substance abuse contraindication 66214007
Sleep apnea contraindication 73430006 DOID:0050848
Open-angle glaucoma contraindication 84494001 DOID:1067
Kidney disease contraindication 90708001 DOID:2527
Disease of liver contraindication 235856003 DOID:409
Syncope contraindication 271594007
Pregnancy, function contraindication 289908002
Angle-closure glaucoma contraindication 392291006 DOID:13550
Breastfeeding (mother) contraindication 413712001
Chronic lung disease contraindication 413839001
Obesity contraindication 414916001 DOID:9970
Central nervous system depression contraindication 418072004
Smokes tobacco daily contraindication 449868002
Insomnia off-label use 193462001

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 6.15 Basic
pKa2 4.9 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
GABA-A receptor alpha-2/beta-3/gamma-2 Ion channel POSITIVE ALLOSTERIC MODULATOR EC50 7.92 WOMBAT-PK CHEMBL
GABA-A receptor alpha-3/beta-3/gamma-2 Ion channel POSITIVE ALLOSTERIC MODULATOR EC50 7.16 WOMBAT-PK CHEMBL
GABA-A receptor alpha-5/beta-3/gamma-2 Ion channel POSITIVE ALLOSTERIC MODULATOR EC50 8 WOMBAT-PK CHEMBL
GABA-A receptor alpha-1/beta-2/gamma-2 Ion channel POSITIVE ALLOSTERIC MODULATOR EC50 7.43 WOMBAT-PK CHEMBL
Cytochrome P450 3A4 Enzyme Ki 3.85 WOMBAT-PK
Bromodomain-containing protein 4 Unclassified Kd 5.61 CHEMBL
Platelet-activating factor receptor GPCR Ki 5.46 PDSP
Cholecystokinin receptor type A GPCR IC50 4.19 CHEMBL

External reference:

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IDSource
DB00404 DRUGBANK_ID
C0699034 UMLSCUI
7111 IUPHAR_LIGAND_ID
D00225 KEGG_DRUG
CHEMBL661 ChEMBL_ID
1885 MMSL
596 RXNORM
111127002 SNOMEDCT_US
386983007 SNOMEDCT_US
4153 MMSL
4018074 VANDF
N0000006611 NDFRT
N0000146413 NDFRT
001464 NDDF
d00168 MMSL
2118 PUBCHEM_CID
YU55MQ3IZY UNII
3426 INN_ID
D000525 MESH_DESCRIPTOR_UI
CHEBI:2611 CHEBI
08H PDB_CHEM_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Xanax HUMAN PRESCRIPTION DRUG LABEL 1 0009-0029 TABLET 0.25 mg ORAL NDA 17 sections
Xanax HUMAN PRESCRIPTION DRUG LABEL 1 0009-0055 TABLET 0.50 mg ORAL NDA 17 sections
Xanax HUMAN PRESCRIPTION DRUG LABEL 1 0009-0057 TABLET, EXTENDED RELEASE 0.50 mg ORAL NDA 16 sections
Xanax HUMAN PRESCRIPTION DRUG LABEL 1 0009-0059 TABLET, EXTENDED RELEASE 1 mg ORAL NDA 16 sections
Xanax HUMAN PRESCRIPTION DRUG LABEL 1 0009-0066 TABLET, EXTENDED RELEASE 2 mg ORAL NDA 16 sections
Xanax HUMAN PRESCRIPTION DRUG LABEL 1 0009-0068 TABLET, EXTENDED RELEASE 3 mg ORAL NDA 16 sections
Xanax HUMAN PRESCRIPTION DRUG LABEL 1 0009-0090 TABLET 1 mg ORAL NDA 17 sections
Xanax HUMAN PRESCRIPTION DRUG LABEL 1 0009-0094 TABLET 2 mg ORAL NDA 17 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0054-3068 SOLUTION, CONCENTRATE 1 mg ORAL ANDA 16 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0179-0093 TABLET 0.25 mg ORAL ANDA 25 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0179-0094 TABLET 0.50 mg ORAL ANDA 25 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0179-1964 TABLET 0.25 mg ORAL ANDA 15 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0179-1965 TABLET 0.50 mg ORAL ANDA 15 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-2027 TABLET 0.25 mg ORAL ANDA 16 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-2029 TABLET 0.50 mg ORAL ANDA 16 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-2031 TABLET 1 mg ORAL ANDA 16 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-2039 TABLET 2 mg ORAL ANDA 16 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-3083 TABLET, EXTENDED RELEASE 0.50 mg ORAL ANDA 15 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-3084 TABLET, EXTENDED RELEASE 1 mg ORAL ANDA 15 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-3086 TABLET, EXTENDED RELEASE 3 mg ORAL ANDA 15 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-3087 TABLET, EXTENDED RELEASE 2 mg ORAL ANDA 15 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-4019 TABLET, ORALLY DISINTEGRATING 0.25 mg ORAL ANDA 19 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-4022 TABLET, ORALLY DISINTEGRATING 0.50 mg ORAL ANDA 19 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-4024 TABLET, ORALLY DISINTEGRATING 1 mg ORAL ANDA 19 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0228-4025 TABLET, ORALLY DISINTEGRATING 2 mg ORAL ANDA 19 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0378-4001 TABLET 0.25 mg ORAL ANDA 16 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0378-4003 TABLET 0.50 mg ORAL ANDA 16 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0378-4005 TABLET 1 mg ORAL ANDA 16 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0378-4007 TABLET 2 mg ORAL ANDA 16 sections
Alprazolam HUMAN PRESCRIPTION DRUG LABEL 1 0615-7793 TABLET 0.25 mg ORAL ANDA 14 sections