butalbital indications/contra

Stem definitionDrug idCAS RN
hypnotics, barbituric acid derivatives 441 77-26-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • alisobumal
  • allylbarbital
  • allylbarbitone
  • allylisobutylbarbital
  • allylisobutylbarbituric acid
  • butalbarbital
  • isobutylallylbarbituric acid
  • itobarbital
  • butalbital
management of butalbital withdrawal can be simplified by using a phenobarbital-loading protocol; RN given refers to parent cpd
  • Molecular weight: 224.26
  • Formula: C11H16N2O3
  • CLOGP: 1.63
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 2
  • TPSA: 75.27
  • ALOGS: -2
  • ROTB: 4

Drug dosage:

None

Approvals:

DateAgencyCompanyOrphan
May 4, 1976 FDA ACTAVIS LABS UT INC

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
Completed suicide 811.33 60.18 193 684 30921 3354061
Death 760.06 60.18 257 620 152067 3232915
Toxicity to various agents 388.76 60.18 119 758 46935 3338047
Drug abuse 346.61 60.18 89 788 18241 3366741
Cardio-respiratory arrest 247.79 60.18 66 811 15374 3369608
Poisoning 173.60 60.18 40 837 5072 3379910
Drug hypersensitivity 117.94 60.18 46 831 35634 3349348
Respiratory arrest 115.00 60.18 34 843 11334 3373648
Cardiac arrest 96.45 60.18 37 840 27282 3357700
Overdose 92.02 60.18 38 839 33940 3351042
Intentional product misuse 86.19 60.18 28 849 12673 3372309
Intentional overdose 85.13 60.18 29 848 15196 3369786

Pharmacologic Action:

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SourceCodeDescription
CHEBI has role CHEBI:35717 sedative
CHEBI has role CHEBI:35480 analgesic
FDA EPC N0000175693 Barbiturate
FDA Chemical/Ingredient N0000008016 Barbiturates

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Tension-type headache indication 398057008
Necrotizing enterocolitis in fetus OR newborn contraindication 2707005 DOID:8677
Suicidal thoughts contraindication 6471006
Dependent drug abuse contraindication 6525002
Alcoholism contraindication 7200002
Hyperammonemia contraindication 9360008
Peptic ulcer contraindication 13200003 DOID:750
Chronic obstructive lung disease contraindication 13645005 DOID:3083
Hepatic encephalopathy contraindication 13920009 DOID:13413
Chronic disease of respiratory system contraindication 17097001
Mood swings contraindication 18963009
Inflammatory bowel disease contraindication 24526004 DOID:0050589
Depressive disorder contraindication 35489007 DOID:2848
Hypertensive disorder contraindication 38341003 DOID:10763
Disorder of gallbladder contraindication 39621005 DOID:0060262
Gastrointestinal ulcer contraindication 40845000
Hypothyroidism contraindication 40930008 DOID:1459
Hyperactive behavior contraindication 44548000
Conduction disorder of the heart contraindication 44808001
Low blood pressure contraindication 45007003
Bradycardia contraindication 48867003
Vitamin K deficiency contraindication 52675005 DOID:11249
Nasal polyp contraindication 52756005
Acute nephropathy contraindication 58574008
Hepatic failure contraindication 59927004
Drug AND/OR toxin-induced diarrhea contraindication 65979008
Substance abuse contraindication 66214007
Benign intracranial hypertension contraindication 68267002 DOID:11459
Poisoning by acetaminophen contraindication 70273001
Agoraphobia contraindication 70691001 DOID:593
Hepatic coma contraindication 72836002 DOID:12550
Sleep apnea contraindication 73430006 DOID:0050848
Factor II deficiency contraindication 73975000
Reye's syndrome contraindication 74351001 DOID:14525
Gastrointestinal hemorrhage contraindication 74474003
Urethral stricture contraindication 76618002
Thrombotic thrombocytopenic purpura contraindication 78129009 DOID:10772
Decreased respiratory function contraindication 80954004
Injury of head contraindication 82271004
Epilepsy contraindication 84757009 DOID:1826
Gout contraindication 90560007 DOID:13189
Kidney disease contraindication 90708001 DOID:2527
Hemophilia contraindication 90935002
Anemia due to enzyme deficiency contraindication 111577008
Acute abdominal pain contraindication 116290004
Procedure on urinary system contraindication 118677009
von Willebrand disorder contraindication 128105004 DOID:12531
Seizure disorder contraindication 128613002 DOID:1826
Obsessive-compulsive disorder contraindication 191736004 DOID:10933
Insomnia contraindication 193462001
Impaired renal function disorder contraindication 197663003
Disease of liver contraindication 235856003 DOID:409
Sleep automatism contraindication 247962006
Benign prostatic hyperplasia contraindication 266569009 DOID:2883
Anemia contraindication 271737000 DOID:2355
Pregnancy, function contraindication 289908002
Lesion of brain contraindication 301766008
Thrombocytopenic disorder contraindication 302215000 DOID:1588
Neutropenic disorder contraindication 303011007 DOID:1227
Panic disorder contraindication 371631005 DOID:594
Primary adrenocortical insufficiency contraindication 373662000 DOID:13774
Operation on gastrointestinal tract contraindication 386621005
Pseudomembranous enterocolitis contraindication 397683000 DOID:0060185
Respiratory insufficiency contraindication 409623005
Breastfeeding (mother) contraindication 413712001
Myocardial ischemia contraindication 414795007 DOID:3393
Myocardial infarction in recovery phase contraindication 418044006
Central nervous system depression contraindication 418072004
Porphyria contraindication 418470004 DOID:13268
Ultrarapid metabolizer due to cytochrome p450 CYP2D6 variant contraindication 422681000
Dysfunction of sphincter of Oddi contraindication 430887001
Acute erosive gastritis contraindication 444926003
Acute exacerbation of asthma contraindication 708038006
Migraine off-label use 37796009 DOID:6364

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.65 acidic
pKa2 9.34 acidic

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-1/beta-3/gamma-2 Ion channel POSITIVE ALLOSTERIC MODULATOR WOMBAT-PK CHEMBL

External reference:

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IDSource
DB00241 DRUGBANK_ID
4018107 VUID
N0000179058 NUI
C0054234 UMLSCUI
7138 IUPHAR_LIGAND_ID
D03182 KEGG_DRUG
CHEMBL454 ChEMBL_ID
2481 PUBCHEM_CID
4018107 VANDF
72849 MMSL
N0000179058 NDFRT
N0000146445 NDFRT
d03061 MMSL
4311 MMSL
19860 RXNORM
387563005 SNOMEDCT_US
96196008 SNOMEDCT_US
001423 NDDF
CHEBI:102524 CHEBI
C004470 MESH_SUPPLEMENTAL_RECORD_UI
KHS0AZ4JVK UNII
7 INN_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Fiorinal with Codeine HUMAN PRESCRIPTION DRUG LABEL 4 0023-6010 CAPSULE 50 mg ORAL NDA 20 sections
BUPAP HUMAN PRESCRIPTION DRUG LABEL 2 0095-3000 TABLET 50 mg ORAL ANDA 13 sections
Butalbital, Acetaminophen, and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0143-0170 CAPSULE 50 mg ORAL ANDA 14 sections
Butalbital, Aspirin and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0143-1785 TABLET 50 mg ORAL ANDA 11 sections
Butalbital, Acetaminophen and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0143-1787 TABLET 50 mg ORAL ANDA 13 sections
Butalbital, Acetaminophen and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0179-0137 TABLET 50 mg ORAL ANDA 14 sections
Butalbital, Aspirin, Caffeine and Codeine Phosphate HUMAN PRESCRIPTION DRUG LABEL 4 0527-1312 CAPSULE 50 mg ORAL ANDA 12 sections
Butalbital, aspirin, and caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0527-1552 CAPSULE 50 mg ORAL ANDA 12 sections
Butalbital, Acetaminophen, and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0527-1695 TABLET 50 mg ORAL ANDA 14 sections
Butalbital, Acetaminophen, and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0591-2640 CAPSULE 50 mg ORAL ANDA 13 sections
Butalbital, Acetaminophen, Caffeine, and Codeine Phosphate HUMAN PRESCRIPTION DRUG LABEL 4 0591-2641 CAPSULE 50 mg ORAL ANDA 13 sections
Butalbital, Aspirin, and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0591-3219 CAPSULE 50 mg ORAL NDA AUTHORIZED GENERIC 12 sections
Butalbital, Acetaminophen, Caffeine, and Codeine Phosphate HUMAN PRESCRIPTION DRUG LABEL 4 0591-3220 CAPSULE 50 mg ORAL NDA authorized generic 19 sections
Butalbital, Acetaminophen, and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0591-3369 TABLET 50 mg ORAL ANDA 13 sections
Butalbital, Aspirin, Caffeine and Codeine Phosphate HUMAN PRESCRIPTION DRUG LABEL 4 0591-3546 CAPSULE 50 mg ORAL NDA AUTHORIZED GENERIC 13 sections
butalbital and acetaminophen HUMAN PRESCRIPTION DRUG LABEL 2 0603-2540 TABLET 50 mg ORAL ANDA 12 sections
Butalbital, Acetaminophen and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0603-2544 TABLET 50 mg ORAL ANDA 14 sections
Butalbital, Acetaminophen, Caffeine, and Codeine Phosphate HUMAN PRESCRIPTION DRUG LABEL 4 0603-2553 CAPSULE 50 mg ORAL ANDA 20 sections
Margesic HUMAN PRESCRIPTION DRUG LABEL 3 0682-0804 CAPSULE 50 mg ORAL ANDA 13 sections
Ascomp with Codeine HUMAN PRESCRIPTION DRUG LABEL 4 0722-6094 CAPSULE 50 mg ORAL ANDA 13 sections
Butalbital, Acetaminophen, Caffeine, and Codeine Phosphate HUMAN PRESCRIPTION DRUG LABEL 4 0722-6670 CAPSULE 50 mg ORAL ANDA 13 sections
Butalbital, Acetaminophen, Caffeine, and Codeine Phosphate HUMAN PRESCRIPTION DRUG LABEL 4 0722-7028 CAPSULE 50 mg ORAL ANDA 13 sections
Butalbital, Acetaminophen, and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0722-7029 CAPSULE 50 mg ORAL ANDA 12 sections
Butalbital and Acetaminophen HUMAN PRESCRIPTION DRUG LABEL 2 0722-7075 TABLET 50 mg ORAL ANDA 13 sections
Butalbital, Acetaminophen and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 0904-6538 TABLET 50 mg ORAL ANDA 14 sections
Butalbital, Acetaminophen and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 10135-628 CAPSULE 50 mg ORAL ANDA 14 sections
BUTALBITAL, ACETAMINOPHEN AND CAFFEINE HUMAN PRESCRIPTION DRUG LABEL 3 11534-187 CAPSULE 50 mg ORAL ANDA 13 sections
Tencon HUMAN PRESCRIPTION DRUG LABEL 2 11584-0030 TABLET 50 mg ORAL ANDA 12 sections
ACETAMINOPHEN, BUTALBITAL AND CAFFEINE HUMAN PRESCRIPTION DRUG LABEL 3 16590-022 TABLET 50 mg ORAL ANDA 13 sections
BUTALBITAL, ACETAMINOPHEN AND CAFFEINE HUMAN PRESCRIPTION DRUG LABEL 3 16590-581 TABLET 50 mg ORAL ANDA 12 sections