methadone Indications/Contra | FAERs | Orange Book | BioActivity |

Stem definitionDrug idCAS RN
1728 76-99-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • metadone
  • methadone
  • methadone hydrochloride
  • methadone HCl
A synthetic opioid that is used as the hydrochloride. It is an opioid analgesic that is primarily a mu-opioid agonist. It has actions and uses similar to those of MORPHINE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1082-3)
  • Molecular weight: 309.45
  • Formula: C21H27NO
  • CLOGP: 4.17
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 0
  • TPSA: 20.31
  • ALOGS: -4.72
  • ROTB: 7

Drug dosage:

DoseUnitRoute
25 mg O
25 mg P

Approvals:

DateAgencyCompanyOrphan
Aug. 13, 1947 FDA ROXANE

FDA Adverse Event Reporting System

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
Toxicity to various agents 11267.83 61.19 2937 8232 69103 4558720
Drug abuse 8623.86 61.19 1987 9182 25960 4601863
Respiratory arrest 4522.33 61.19 1034 10135 12386 4615437
Cardiac arrest 3880.07 61.19 1103 10066 32904 4594919
Completed suicide 3808.37 61.19 1142 10027 41303 4586520
Overdose 3096.23 61.19 982 10187 42577 4585246
Death 2427.32 61.19 1255 9914 196908 4430915
Cardio-respiratory arrest 2298.08 61.19 654 10515 19168 4608655
Poisoning 1511.10 61.19 367 10802 5607 4622216
Intentional product misuse 1420.82 61.19 445 10724 18048 4609775
Electrocardiogram QT prolonged 1249.54 61.19 386 10783 14909 4612914
Accidental overdose 1230.67 61.19 341 10828 8914 4618909
Drug withdrawal syndrome neonatal 1178.49 61.19 240 10929 1512 4626311
Respiratory depression 1075.07 61.19 271 10898 4839 4622984
Torsade de pointes 978.42 61.19 239 10930 3722 4624101
Foetal exposure during pregnancy 824.17 61.19 314 10855 22855 4604968
Coma 635.31 61.19 241 10928 17278 4610545
Unresponsive to stimuli 618.19 61.19 205 10964 9888 4617935
Drug interaction 610.23 61.19 349 10820 64159 4563664
Substance abuse 557.78 61.19 129 11040 1559 4626264
Congenital nystagmus 541.19 61.19 83 11086 37 4627786
Somnolence 510.71 61.19 272 10897 43388 4584435
Pulmonary oedema 499.55 61.19 194 10975 14792 4613031
Intentional overdose 494.30 61.19 214 10955 21552 4606271
Suicide attempt 483.38 61.19 208 10961 20634 4607189
Drug dependence 476.85 61.19 154 11015 6813 4621010
Drug withdrawal syndrome 422.05 61.19 164 11005 12508 4615315
Exposure during pregnancy 409.57 61.19 214 10955 32757 4595066
Accidental poisoning 403.14 61.19 76 11093 295 4627528
Strabismus 386.61 61.19 85 11084 801 4627022
Depressed level of consciousness 380.20 61.19 160 11009 14994 4612829
Exposure via ingestion 373.03 61.19 91 11078 1399 4626424
Delirium 358.27 61.19 146 11023 12606 4615217
Miosis 349.09 61.19 99 11070 2791 4625032
Brain oedema 327.32 61.19 106 11063 4721 4623102
Drug diversion 311.36 61.19 66 11103 514 4627309
Withdrawal syndrome 301.58 61.19 107 11062 6307 4621516
Mental status changes 281.64 61.19 122 11047 12254 4615569
Nystagmus 275.12 61.19 79 11090 2329 4625494
Sedation 275.06 61.19 105 11064 7612 4620211
Prescription drug used without a prescription 267.64 61.19 57 11112 455 4627368
Hyperaesthesia 267.33 61.19 75 11094 2029 4625794
Rhabdomyolysis 254.17 61.19 131 11038 19427 4608396
Drug abuser 251.87 61.19 76 11093 2671 4625152
Serotonin syndrome 246.60 61.19 95 11074 7057 4620766
Loss of consciousness 243.35 61.19 157 11012 35525 4592298
Developmental delay 233.58 61.19 59 11110 1052 4626771
Accidental death 233.56 61.19 56 11113 796 4627027
Pulmonary congestion 228.36 61.19 77 11092 3889 4623934
Pneumonia aspiration 225.10 61.19 97 11072 9609 4618214
Hepatic fibrosis 219.77 61.19 58 11111 1238 4626585
Drug-induced liver injury 219.61 61.19 92 11077 8499 4619324
Strabismus congenital 218.74 61.19 36 11133 45 4627778
Drug screen positive 206.23 61.19 62 11107 2150 4625673
Confusional state 196.83 61.19 156 11013 48678 4579145
Agitation 193.88 61.19 118 11051 24082 4603741
Poisoning deliberate 192.06 61.19 59 11110 2203 4625620
Hypoxic-ischaemic encephalopathy 188.56 61.19 55 11114 1714 4626109
Visual acuity reduced 180.65 61.19 84 11085 9946 4617877
Premature baby 174.29 61.19 82 11087 9969 4617854
Brain injury 165.56 61.19 52 11117 2091 4625732
Leukoencephalopathy 155.52 61.19 48 11121 1820 4626003
Ventricular tachycardia 152.55 61.19 68 11101 7296 4620527
Drug hypersensitivity 147.93 61.19 154 11015 68246 4559577
Hypotension 146.21 61.19 152 11017 67248 4560575
Respiratory failure 144.27 61.19 107 11062 30219 4597604
Sudden cardiac death 143.95 61.19 44 11125 1614 4626209
Cyanosis 143.61 61.19 62 11107 6160 4621663
Hypoglycaemia 142.87 61.19 88 11081 18321 4609502
Visual evoked potentials abnormal 140.44 61.19 25 11144 64 4627759
Arrhythmia 139.63 61.19 78 11091 13554 4614269
Aspiration 131.26 61.19 50 11119 3595 4624228
Respiratory acidosis 123.82 61.19 39 11130 1582 4626241
Accidental exposure to product by child 114.84 61.19 37 11132 1616 4626207
Tachycardia 113.70 61.19 94 11075 31051 4596772
Self-medication 113.03 61.19 35 11134 1341 4626482
Hypoxia 112.81 61.19 67 11102 13054 4614769
Bradypnoea 112.24 61.19 31 11138 789 4627034
Myoclonus 110.63 61.19 49 11120 5175 4622648
Vomiting 108.26 61.19 175 10994 119524 4508299
Lethargy 107.94 61.19 72 11097 17169 4610654
Maternal exposure during pregnancy 106.09 61.19 71 11098 17022 4610801
Drug use disorder 102.54 61.19 30 11139 944 4626879
Optic nerve hypoplasia 100.52 61.19 17 11152 28 4627795
Drug level increased 98.93 61.19 48 11121 6238 4621585
Accidental exposure to product 94.86 61.19 61 11108 13671 4614152
Arteriosclerosis coronary artery 94.83 61.19 38 11131 3126 4624697
Snoring 92.79 61.19 28 11141 982 4626841
Sudden infant death syndrome 92.26 61.19 21 11148 234 4627589
Foetal growth restriction 91.67 61.19 35 11134 2531 4625292
Apnoea 90.89 61.19 37 11132 3171 4624652
Syncope 88.35 61.19 84 11085 33311 4594512
Hyperhidrosis 88.32 61.19 80 11089 29837 4597986
Pneumonia 87.06 61.19 146 11023 102669 4525154
Seizure 85.75 61.19 100 11069 50137 4577686
Ventricular tachyarrhythmia 85.01 61.19 18 11151 139 4627684
Biliary dilatation 82.80 61.19 23 11146 598 4627225
Incorrect route of product administration 81.81 61.19 52 11117 11421 4616402
Long QT syndrome 80.35 61.19 25 11144 973 4626850
Treatment noncompliance 79.56 61.19 52 11117 11975 4615848
Drug tolerance 78.77 61.19 24 11145 870 4626953
Ventricular extrasystoles 78.76 61.19 36 11133 4090 4623733
Compartment syndrome 78.59 61.19 25 11144 1047 4626776
Blood potassium decreased 77.36 61.19 44 11125 7902 4619921
Ventricular fibrillation 75.78 61.19 38 11131 5299 4622524
Sudden death 75.66 61.19 38 11131 5317 4622506
Brachial plexopathy 74.42 61.19 15 11154 88 4627735
Fall 73.02 61.19 116 11053 77930 4549893
Left ventricular hypertrophy 71.71 61.19 26 11143 1626 4626197
Respiratory distress 70.95 61.19 47 11122 11069 4616754
Metabolic acidosis 70.82 61.19 49 11120 12391 4615432
Respiratory rate decreased 70.78 61.19 23 11146 1032 4626791
Pneumoconiosis 70.22 61.19 14 11155 77 4627746
Vision abnormal neonatal 69.17 61.19 11 11158 9 4627814
Hepatic congestion 67.50 61.19 20 11149 658 4627165
Asphyxia 67.44 61.19 27 11142 2215 4625608
Constipation 65.47 61.19 80 11089 42074 4585749
Microcephaly 64.91 61.19 18 11151 465 4627358
Hepatitis C 63.63 61.19 33 11136 4937 4622886
Pulse absent 62.64 61.19 25 11144 2034 4625789
Accident 61.87 61.19 24 11145 1811 4626012

Pharmacologic Action:

SourceCodeDescription
ATC N02AC52 NERVOUS SYSTEM
ANALGESICS
OPIOIDS
Diphenylpropylamine derivatives
ATC N07BC02 NERVOUS SYSTEM
OTHER NERVOUS SYSTEM DRUGS
DRUGS USED IN ADDICTIVE DISORDERS
Drugs used in opioid dependence
MeSH PA D000700 Analgesics
MeSH PA D000701 Analgesics, Opioid
CHEBI has role CHEBI:35482 opioid analgesic
CHEBI has role CHEBI:55322 mu-opioid receptor agonist
MeSH PA D000996 Antitussive Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D009294 Narcotics
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D019141 Respiratory System Agents
MeSH PA D018689 Sensory System Agents
FDA MoA N0000175684 Full Opioid Agonists
FDA EPC N0000175690 Opioid Agonist

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Severe pain indication 76948002
Opioid withdrawal indication 87132004
Chronic disease of respiratory system contraindication 17097001
Mood swings contraindication 18963009
Inflammatory bowel disease contraindication 24526004 DOID:0050589
Hypercapnia contraindication 29596007
Torsades de pointes contraindication 31722008
Disorder of gallbladder contraindication 39621005 DOID:0060262
Hypothyroidism contraindication 40930008 DOID:1459
Conduction disorder of the heart contraindication 44808001
Low blood pressure contraindication 45007003
Bradycardia contraindication 48867003
Paralytic ileus contraindication 55525008 DOID:8442
Drug AND/OR toxin-induced diarrhea contraindication 65979008
Substance abuse contraindication 66214007
Benign intracranial hypertension contraindication 68267002 DOID:11459
Urethral stricture contraindication 76618002
Decreased respiratory function contraindication 80954004
Injury of head contraindication 82271004
Epilepsy contraindication 84757009 DOID:1826
Kidney disease contraindication 90708001 DOID:557
Prolonged QT interval contraindication 111975006
Acute abdominal pain contraindication 116290004
Procedure on urinary system contraindication 118677009
Disease of liver contraindication 235856003 DOID:409
Benign prostatic hyperplasia contraindication 266569009
Pseudomembranous enterocolitis contraindication 397683000
Congenital long QT syndrome contraindication 442917000
Acute exacerbation of asthma contraindication 708038006

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.55 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
Mu-type opioid receptor GPCR AGONIST Ki 8.78 WOMBAT-PK CHEMBL
Delta-type opioid receptor GPCR IC50 5.96 CHEMBL
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 5.01 CHEMBL
Kappa-type opioid receptor GPCR IC50 6.29 CHEMBL
Neuronal acetylcholine receptor subunit alpha-10 Ion channel WOMBAT-PK
Glutamate receptor ionotropic, NMDA 3A Ion channel WOMBAT-PK
Opioid receptor GPCR IC50 7.29 CHEMBL

External reference:

IDSource
4019820 VUID
N0000147909 NUI
C0025605 UMLSCUI
D02102 KEGG_DRUG
229809935B UNII
1095-90-5 SECONDARY_CAS_RN
51758009 SNOMEDCT_US
4019820 VANDF
6813 RXNORM
387286002 SNOMEDCT_US
d00050 MMSL
004628 NDDF
CHEMBL651 ChEMBL_ID
DB00333 DRUGBANK_ID
CHEMBL1200825 ChEMBL_ID
788 INN_ID
CHEBI:6807 CHEBI
4095 PUBCHEM_CID
D008691 MESH_DESCRIPTOR_UI
5458 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0054-0391 CONCENTRATE 10 mg ORAL ANDA 13 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0054-0392 CONCENTRATE 10 mg ORAL ANDA 13 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0054-3553 CONCENTRATE 10 mg ORAL ANDA 18 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0054-3555 SOLUTION 5 mg ORAL ANDA 19 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0054-3556 SOLUTION 10 mg ORAL ANDA 19 sections
DOLOPHINE HUMAN PRESCRIPTION DRUG LABEL 1 0054-4218 TABLET 5 mg ORAL NDA 19 sections
DOLOPHINE HUMAN PRESCRIPTION DRUG LABEL 1 0054-4219 TABLET 10 mg ORAL NDA 19 sections
DISKETS HUMAN PRESCRIPTION DRUG LABEL 1 0054-4538 TABLET 40 mg ORAL NDA 18 sections
METHADONE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 0054-4570 TABLET 5 mg ORAL NDA 19 sections
METHADONE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 0054-4571 TABLET 10 mg ORAL NDA 19 sections
METHADONE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 0054-8553 TABLET 5 mg ORAL NDA 19 sections
METHADONE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 0054-8554 TABLET 10 mg ORAL NDA 19 sections
METHADOSE HUMAN PRESCRIPTION DRUG LABEL 1 0406-0527 CONCENTRATE 10 mg ORAL NDA 13 sections
METHADOSE DISPERSIBLE HUMAN PRESCRIPTION DRUG LABEL 1 0406-0540 TABLET 40 mg ORAL ANDA 18 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0406-1510 POWDER 1 g ORAL NDA 13 sections
METHADONE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 0406-2540 TABLET 40 mg ORAL ANDA 18 sections
METHADONE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 0406-5755 TABLET 5 mg ORAL ANDA 19 sections
METHADONE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 0406-5771 TABLET 10 mg ORAL ANDA 19 sections
METHADOSE HUMAN PRESCRIPTION DRUG LABEL 1 0406-8725 CONCENTRATE 10 mg ORAL NDA 13 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0904-6530 TABLET 10 mg ORAL ANDA 19 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 13107-088 TABLET 5 mg ORAL ANDA 19 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 13107-089 TABLET 10 mg ORAL ANDA 19 sections
METHADONE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 16590-689 TABLET 5 mg ORAL NDA 15 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 17478-380 INJECTION, SOLUTION 10 mg INTRAMUSCULAR ANDA 13 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 17856-0392 CONCENTRATE 10 mg ORAL ANDA 13 sections
METHADOSE HUMAN PRESCRIPTION DRUG LABEL 1 17856-0526 CONCENTRATE 10 mg ORAL NDA 13 sections
METHADOSE HUMAN PRESCRIPTION DRUG LABEL 1 17856-0527 CONCENTRATE 10 mg ORAL NDA 13 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 17856-0694 CONCENTRATE 10 mg ORAL ANDA 14 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 17856-3553 CONCENTRATE 10 mg ORAL ANDA 18 sections
Methadone Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 17856-3554 SOLUTION 5 mg ORAL ANDA 19 sections