dihydrocodeine Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
886 125-28-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • dihydrocodeine
  • codhydrine
  • cohydrin
  • dehacodin
  • dihydroneopine
  • hydrocodeine
  • hydrocodin
  • dihydrocodeine bitartrate
  • parzone bitartrate
  • dihydrocodeine phosphate
  • Molecular weight: 301.39
  • Formula: C18H23NO3
  • CLOGP: 1.26
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 1
  • TPSA: 41.93
  • ALOGS: -2.10
  • ROTB: 1

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
0.15 g O

ADMET properties:

PropertyValueReference
BA (Bioavailability) 20 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 1.07 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 4.21 mL/min/kg Lombardo F, Berellini G, Obach RS
t_half (Half-life) 3.42 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
July 7, 1958 FDA CARACO

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
Congenital thrombocytopenia 70.48 18.19 11 5665 44 46680342
Acute kidney injury 63.12 18.19 107 5569 235748 46444638
Neutropenic sepsis 46.91 18.19 25 5651 12299 46668087
Toxicity to various agents 45.01 18.19 87 5589 211679 46468707
Perforation 43.40 18.19 12 5664 975 46679411
Intestinal pseudo-obstruction 43.10 18.19 11 5665 656 46679730
Sepsis neonatal 43.10 18.19 10 5666 399 46679987
Lower respiratory tract infection 41.92 18.19 42 5634 55047 46625339
Limbic encephalitis 36.95 18.19 8 5668 232 46680154
Symptom masked 34.72 18.19 9 5667 571 46679815
Cholestasis of pregnancy 33.07 18.19 10 5666 1114 46679272
Drug withdrawal syndrome neonatal 31.58 18.19 11 5665 1917 46678469
Hallucinations, mixed 30.70 18.19 13 5663 3836 46676550
Toxic leukoencephalopathy 30.31 18.19 8 5668 545 46679841
False positive investigation result 30.26 18.19 8 5668 548 46679838
Sepsis 28.98 18.19 56 5620 135958 46544428
Exfoliative rash 28.39 18.19 11 5665 2584 46677802
Acquired cystic kidney disease 28.00 18.19 5 5671 51 46680335
Malaise 27.95 18.19 96 5580 331136 46349250
Apnoea 25.45 18.19 14 5662 7325 46673061
Melaena 24.54 18.19 23 5653 27749 46652637
Posturing 21.61 18.19 6 5670 495 46679891
Abnormal loss of weight 21.52 18.19 11 5665 4964 46675422
Nuchal rigidity 20.78 18.19 6 5670 570 46679816
Overflow diarrhoea 20.74 18.19 4 5672 64 46680322
Behaviour disorder 20.35 18.19 8 5668 1953 46678433
C-reactive protein increased 18.88 18.19 29 5647 58561 46621825
Colitis ischaemic 18.88 18.19 13 5663 10119 46670267
Neglect of personal appearance 18.57 18.19 4 5672 113 46680273
Disorganised speech 18.33 18.19 6 5670 865 46679521

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
Toxicity to various agents 90.16 19.86 115 3945 177068 29771350
Macrophages increased 62.83 19.86 12 4048 162 29948256
Implant site extravasation 51.49 19.86 12 4048 437 29947981
Overdose 43.07 19.86 55 4005 84282 29864136
Blood ethanol increased 43.04 19.86 10 4050 359 29948059
Implant site infection 38.31 19.86 11 4049 918 29947500
Femoral nerve palsy 35.77 19.86 6 4054 36 29948382
Alcohol poisoning 32.90 19.86 14 4046 3750 29944668
Onychomycosis 32.85 19.86 12 4048 2151 29946267
Conjunctival hyperaemia 32.30 19.86 12 4048 2255 29946163
Scratch 30.66 19.86 12 4048 2598 29945820
Insomnia 30.16 19.86 49 4011 93287 29855131
Hypoaesthesia eye 29.40 19.86 5 4055 33 29948385
Wound dehiscence 27.79 19.86 12 4048 3329 29945089
Erectile dysfunction 26.58 19.86 21 4039 18081 29930337
Purulent discharge 26.13 19.86 11 4049 2868 29945550
Scar 24.47 19.86 13 4047 5698 29942720
Malaise 24.33 19.86 63 3997 166899 29781519
Hyperpyrexia 23.91 19.86 10 4050 2567 29945851
Intentional self-injury 22.72 19.86 17 4043 13515 29934903
Tandem gait test abnormal 21.45 19.86 4 4056 47 29948371
Cold sweat 21.29 19.86 14 4046 9068 29939350
Lethargy 20.48 19.86 26 4034 39493 29908925
Genital herpes 20.45 19.86 6 4054 540 29947878
Abnormal loss of weight 20.18 19.86 10 4050 3792 29944626

Pharmacologic Action:

SourceCodeDescription
ATC N02AA08 NERVOUS SYSTEM
ANALGESICS
OPIOIDS
Natural opium alkaloids
ATC N02AA58 NERVOUS SYSTEM
ANALGESICS
OPIOIDS
Natural opium alkaloids
ATC N02AJ01 NERVOUS SYSTEM
ANALGESICS
OPIOIDS
Opioids in combination with non-opioid analgesics
ATC N02AJ02 NERVOUS SYSTEM
ANALGESICS
OPIOIDS
Opioids in combination with non-opioid analgesics
ATC N02AJ03 NERVOUS SYSTEM
ANALGESICS
OPIOIDS
Opioids in combination with non-opioid analgesics
FDA MoA N0000175684 Full Opioid Agonists
FDA EPC N0000175690 Opioid Agonist
MeSH PA D000700 Analgesics
MeSH PA D000701 Analgesics, Opioid
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 D018689 Sensory System Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Pain indication 22253000
Cough indication 49727002
Allergic rhinitis indication 61582004
Nasal discharge indication 64531003
Nasal congestion indication 68235000
Rhinitis indication 70076002 DOID:4483
Common cold indication 82272006 DOID:10459
Necrotizing enterocolitis in fetus OR newborn contraindication 2707005
Ocular hypertension contraindication 4210003 DOID:9282
Suicidal thoughts contraindication 6471006
Dependent drug abuse contraindication 6525002
Alcoholism contraindication 7200002
Alcohol withdrawal delirium contraindication 8635005
Peptic ulcer contraindication 13200003 DOID:750
Chronic obstructive lung disease contraindication 13645005 DOID:3083
Asthenia contraindication 13791008
Constipation contraindication 14760008 DOID:2089
Mood swings contraindication 18963009
Myocardial infarction contraindication 22298006 DOID:5844
Inflammatory bowel disease contraindication 24526004 DOID:0050589
Ventricular tachycardia contraindication 25569003
Alcohol intoxication contraindication 25702006
Shock contraindication 27942005
Hypercapnia contraindication 29596007
Dehydration contraindication 34095006
Hyperthyroidism contraindication 34486009 DOID:7998
Acute hepatitis contraindication 37871000
Hypertensive disorder contraindication 38341003 DOID:10763
Disorder of gallbladder contraindication 39621005 DOID:0060262
Gastrointestinal ulcer contraindication 40845000
Hypothyroidism contraindication 40930008 DOID:1459
Conduction disorder of the heart contraindication 44808001
Low blood pressure contraindication 45007003
Chronic heart failure contraindication 48447003
Bradycardia contraindication 48867003
Acidosis contraindication 51387008
Vitamin K deficiency contraindication 52675005 DOID:11249
Nasal polyp contraindication 52756005
Coronary arteriosclerosis contraindication 53741008 DOID:3393
Acute nephropathy contraindication 58574008
Hepatic failure contraindication 59927004
Ulcerative colitis contraindication 64766004 DOID:8577
Arterial thrombosis contraindication 65198009
Substance abuse contraindication 66214007
Benign intracranial hypertension contraindication 68267002 DOID:11459
Poisoning by acetaminophen contraindication 70273001
Agoraphobia contraindication 70691001 DOID:593
Arteriosclerotic vascular disease contraindication 72092001
Diabetes mellitus contraindication 73211009 DOID:9351
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
Chronic idiopathic constipation contraindication 82934008
Cor pulmonale contraindication 83291003 DOID:8515
Pulmonary emphysema contraindication 87433001
Gout contraindication 90560007 DOID:13189
Kidney disease contraindication 90708001 DOID:557
Hemophilia contraindication 90935002
Anemia due to enzyme deficiency contraindication 111577008
Acute abdominal pain contraindication 116290004
Gastrointestinal obstruction contraindication 126765001
Neoplasm of brain contraindication 126952004 DOID:1319
von Willebrand disorder contraindication 128105004 DOID:12531
Seizure disorder contraindication 128613002
Drug-induced psychosis contraindication 191483003 DOID:1742
Obsessive-compulsive disorder contraindication 191736004 DOID:10933
Insomnia contraindication 193462001
Partial atrioventricular block contraindication 195039008
Acute pancreatitis contraindication 197456007 DOID:2913
Impaired renal function disorder contraindication 197663003
Disease of liver contraindication 235856003 DOID:409
Bladder outflow obstruction contraindication 236645006
Morbid obesity contraindication 238136002 DOID:11981
Benign prostatic hyperplasia contraindication 266569009
Retention of urine contraindication 267064002
Anemia contraindication 271737000 DOID:2355
Exacerbation of asthma contraindication 281239006
Pregnancy, function contraindication 289908002
Lesion of brain contraindication 301766008
Thrombocytopenic disorder contraindication 302215000 DOID:1588
Panic disorder contraindication 371631005 DOID:594
Coma contraindication 371632003
Primary adrenocortical insufficiency contraindication 373662000
Operation on gastrointestinal tract contraindication 386621005
Hypoxia contraindication 389086002
Angle-closure glaucoma contraindication 392291006 DOID:13550
Breastfeeding (mother) contraindication 413712001
Disorder of coronary artery contraindication 414024009
Myocardial ischemia contraindication 414795007 DOID:3393
Myocardial infarction in recovery phase contraindication 418044006
Central nervous system depression contraindication 418072004
Dysfunction of sphincter of Oddi contraindication 430887001
Hypertensive urgency contraindication 443482000
Acute erosive gastritis contraindication 444926003

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.22 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 CHEMBL CHEMBL

External reference:

IDSource
4019720 VUID
N0000147812 NUI
D01481 KEGG_DRUG
5965-13-9 SECONDARY_CAS_RN
4018062 VANDF
4019720 VANDF
C0058056 UMLSCUI
CHEBI:135276 CHEBI
CHEMBL1595 ChEMBL_ID
CHEMBL2062266 ChEMBL_ID
DB01551 DRUGBANK_ID
C014481 MESH_SUPPLEMENTAL_RECORD_UI
3063 PUBCHEM_CID
7594 IUPHAR_LIGAND_ID
728 INN_ID
N9I9HDB855 UNII
104966 RXNORM
4599 MMSL
d03168 MMSL
001557 NDDF
004420 NDDF
004421 NDDF
322538006 SNOMEDCT_US
387322000 SNOMEDCT_US
57811004 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Acetaminophen, Caffeine, Dihydrocodeine Bitartrate HUMAN PRESCRIPTION DRUG LABEL 3 42195-840 CAPSULE 16 mg ORAL ANDA 28 sections
Dihydrocodeine Bitartrate, Acetaminophen and Caffeine HUMAN PRESCRIPTION DRUG LABEL 3 54868-5900 TABLET 32 mg ORAL ANDA 20 sections
Trezix HUMAN PRESCRIPTION DRUG LABEL 3 63187-705 CAPSULE 16 mg ORAL ANDA 22 sections
Trezix HUMAN PRESCRIPTION DRUG LABEL 3 63629-5637 CAPSULE 16 mg ORAL ANDA 23 sections
Trezix HUMAN PRESCRIPTION DRUG LABEL 3 66992-840 CAPSULE 16 mg ORAL ANDA 23 sections
Acetaminophen, Caffeine and Dihydrocodeine Bitartrate HUMAN PRESCRIPTION DRUG LABEL 3 68047-720 TABLET 16 mg ORAL ANDA 26 sections
Acetaminophen, Caffeine and Dihydrocodeine Bitartrate HUMAN PRESCRIPTION DRUG LABEL 3 71993-300 TABLET 16 mg ORAL ANDA 27 sections