diamorphine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
opioid receptor antagonists/agonists, morphinan derivates 4412 561-27-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • diamorphine hydrochloride
  • diacetylmorphine hydrochloride
  • heroin
  • diamorphine
  • acetomorphin
  • acetomorphine
  • diacetylmorphine
  • diamorphine HCl
  • diacetylmorphine HCl
A narcotic analgesic that may be habit-forming. It is a controlled substance (opium derivative) listed in the U.S. Code of Federal Regulations, Title 21 Parts 329.1, 1308.11 (1987). Sale is forbidden in the United States by Federal statute. (Merck Index, 11th ed)
  • Molecular weight: 369.42
  • Formula: C21H23NO5
  • CLOGP: 1.57
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 0
  • TPSA: 65.07
  • ALOGS: -3.14
  • ROTB: 4

  • Status: OFP

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

Drug dosage:

None

ADMET properties:

PropertyValueReference
BA (Bioavailability) 1 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 1.31 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 212.30 mL/min/kg Lombardo F, Berellini G, Obach RS
t_half (Half-life) 0.06 hours Lombardo F, Berellini G, Obach RS

Approvals:

None

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
Drug abuse 3578.07 94.28 806 2577 59040 50542701
Toxicity to various agents 955.06 94.28 395 2988 212104 50389637
Cardio-respiratory arrest 568.23 94.28 189 3194 53703 50548038
Respiratory arrest 425.17 94.28 132 3251 29877 50571864
Cardiac arrest 319.14 94.28 140 3243 83511 50518230
Completed suicide 278.31 94.28 147 3236 131742 50469999
Death 169.81 94.28 153 3230 325226 50276515
Overdose 151.94 94.28 90 3293 99637 50502104
Myocardial stunning 130.87 94.28 20 3363 139 50601602
Drug dependence 129.72 94.28 49 3334 19710 50582031
Intentional product misuse 120.92 94.28 60 3323 46674 50555067
Asphyxia 102.95 94.28 30 3353 5397 50596344

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
Drug abuse 7713.05 63.13 2100 6300 77783 29488344
Toxicity to various agents 2136.89 63.13 1007 7393 172654 29393473
Respiratory arrest 454.06 63.13 195 8205 25638 29540489
Cardio-respiratory arrest 453.12 63.13 240 8160 50361 29515766
Drug dependence 444.65 63.13 181 8219 20800 29545327
Overdose 380.74 63.13 252 8148 79567 29486560
Intentional product misuse 363.47 63.13 183 8217 34478 29531649
Substance abuse 269.92 63.13 93 8307 6694 29559433
Asphyxia 235.52 63.13 79 8321 5236 29560891
Cardiac arrest 210.19 63.13 182 8218 85409 29480718
Poisoning 197.02 63.13 82 8318 9911 29556216
Pulmonary oedema 179.40 63.13 125 8275 42610 29523517
Incorrect route of product administration 177.79 63.13 78 8322 10723 29555404
Respiratory depression 134.39 63.13 69 8331 13454 29552673
Alcohol abuse 132.90 63.13 49 8351 4284 29561843
Depressed level of consciousness 125.23 63.13 95 8305 36847 29529280
Bradypnoea 104.02 63.13 35 8365 2336 29563791
Death 88.74 63.13 254 8146 341830 29224297
Coma 82.88 63.13 77 8323 39373 29526754
Drug withdrawal syndrome 80.97 63.13 55 8345 17929 29548198
Accidental overdose 77.29 63.13 53 8347 17540 29548587
Diarrhoea 67.19 63.13 8 8392 332690 29233437
Drug use disorder 63.77 63.13 27 8373 3395 29562732

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 abuse 11126.88 65.82 2788 7931 129586 64358427
Toxicity to various agents 3008.46 65.82 1357 9362 362156 64125857
Cardio-respiratory arrest 967.35 65.82 420 10299 97973 64390040
Respiratory arrest 832.26 65.82 317 10402 52668 64435345
Cardiac arrest 489.99 65.82 309 10410 153755 64334258
Intentional product misuse 487.12 65.82 238 10481 72057 64415956
Drug dependence 378.13 65.82 158 10561 33154 64454859
Overdose 371.88 65.82 264 10455 159302 64328711
Asphyxia 283.33 65.82 92 10627 9474 64478539
Incorrect route of product administration 272.65 65.82 113 10606 23185 64464828
Completed suicide 242.30 65.82 238 10481 224176 64263837
Poisoning 242.16 65.82 102 10617 21777 64466236
Pulmonary oedema 234.87 65.82 152 10567 78522 64409491
Death 225.68 65.82 334 10385 482371 64005642
Respiratory depression 203.15 65.82 92 10627 23351 64464662
Substance abuse 202.57 65.82 71 10648 9221 64478792
Alcohol abuse 173.97 65.82 54 10665 4798 64483215
Depressed level of consciousness 147.24 65.82 116 10603 81320 64406693
Myocardial stunning 109.28 65.82 20 10699 168 64487845
Drug use disorder 108.39 65.82 40 10679 6014 64481999
Bradypnoea 107.00 65.82 38 10681 5121 64482892
Accidental overdose 105.32 65.82 67 10652 33490 64454523
Fatigue 92.42 65.82 9 10710 748721 63739292
Diarrhoea 88.37 65.82 9 10710 722695 63765318
Coma 83.33 65.82 87 10632 87528 64400485
Drug ineffective 81.45 65.82 20 10699 840227 63647786
Drug abuser 81.05 65.82 32 10687 5776 64482237
Miosis 78.20 65.82 40 10679 13226 64474787
Pyrexia 70.76 65.82 6 10713 558638 63929375
Drug withdrawal syndrome 68.46 65.82 50 10669 31241 64456772

FDA Adverse Event Reporting System (Pediatric)

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
Sudden infant death syndrome 24.51 19.02 4 3 52 84619

Pharmacologic Action:

SourceCodeDescription
ATC N07BC06 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
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
FDA MoA N0000175684 Full Opioid Agonists
FDA EPC N0000175690 Opioid Agonist
CHEBI has role CHEBI:35482 narcotic analgesic
CHEBI has role CHEBI:35620 vasodilator agents
CHEBI has role CHEBI:35703 Xenobiotic
CHEBI has role CHEBI:38867 anaesthetic
CHEBI has role CHEBI:55322 mu-opioid agonists
CHEBI has role CHEBI:76924 plant metabolites
CHEBI has role CHEBI:78298 environmental contaminants
CHEBI has role CHEBI:88188 allergenic drug
CHEBI has role CHEBI:176497 geroprotectors
CHEBI has role CHEBI:50266 Prodrugs

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

DiseaseRelationSNOMED_IDDOID
Severe pain indication 76948002




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.18 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
D(2) dopamine receptor GPCR Ki 7.96 CHEMBL
D(1A) dopamine receptor GPCR Ki 6.62 CHEMBL
D(3) dopamine receptor GPCR Ki 7.44 CHEMBL

External reference:

IDSource
D07286 KEGG_DRUG
4017530 VANDF
C0011892 UMLSCUI
CHEBI:27808 CHEBI
CHEBI:17303 CHEBI
MOI PDB_CHEM_ID
CHEMBL2106627 ChEMBL_ID
CHEMBL1616 ChEMBL_ID
CHEMBL459324 ChEMBL_ID
DB01452 DRUGBANK_ID
9082 IUPHAR_LIGAND_ID
70D95007SX UNII
5462328 PUBCHEM_CID
5288826 PUBCHEM_CID
DB00295 DRUGBANK_ID
3304 RXNORM
d00308 MMSL
d03877 MMSL
001545 NDDF
003843 NDDF
003844 NDDF
373529000 SNOMEDCT_US
387341002 SNOMEDCT_US
396019002 SNOMEDCT_US
60881009 SNOMEDCT_US
73572009 SNOMEDCT_US
D003932 MESH_DESCRIPTOR_UI
C0026549 UMLSCUI
D009020 MESH_DESCRIPTOR_UI

Pharmaceutical products:

None