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 3879.52 83.59 875 2930 71643 63413574
Toxicity to various agents 1046.21 83.59 427 3378 246823 63238394
Cardio-respiratory arrest 604.47 83.59 198 3607 59761 63425456
Respiratory arrest 449.47 83.59 137 3668 32508 63452709
Cardiac arrest 336.36 83.59 145 3660 92400 63392817
Completed suicide 285.09 83.59 149 3656 145524 63339693
Death 185.32 83.59 163 3642 374218 63110999
Overdose 170.08 83.59 98 3707 114980 63370237
Drug dependence 157.16 83.59 58 3747 24425 63460792
Myocardial stunning 131.36 83.59 20 3785 153 63485064
Intentional product misuse 123.42 83.59 64 3741 60853 63424364
Asphyxia 120.18 83.59 34 3771 6147 63479070
Substance abuse 105.14 83.59 29 3776 4778 63480439
Respiratory depression 89.81 83.59 33 3772 13682 63471535
Incorrect route of product administration 86.29 83.59 39 3766 27413 63457804

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 8020.53 59.87 2243 7126 96853 34850709
Toxicity to various agents 2273.84 59.87 1080 8289 199282 34748280
Drug dependence 535.85 59.87 212 9157 24005 34923557
Respiratory arrest 475.70 59.87 203 9166 27840 34919722
Cardio-respiratory arrest 471.42 59.87 249 9120 55024 34892538
Overdose 428.67 59.87 279 9090 90780 34856782
Intentional product misuse 392.93 59.87 207 9162 45404 34902158
Substance abuse 283.62 59.87 98 9271 7543 34940019
Asphyxia 274.51 59.87 93 9276 6742 34940820
Cardiac arrest 226.94 59.87 195 9174 95964 34851598
Pulmonary oedema 201.99 59.87 137 9232 47392 34900170
Poisoning 185.64 59.87 82 9287 12144 34935418
Incorrect route of product administration 182.65 59.87 86 9283 14759 34932803
Depressed level of consciousness 159.72 59.87 114 9255 42727 34904835
Respiratory depression 157.54 59.87 80 9289 16165 34931397
Death 135.10 59.87 315 9054 397734 34549828
Alcohol abuse 131.87 59.87 49 9320 4641 34942921
Drug use disorder 126.00 59.87 46 9323 4145 34943417
Bradypnoea 103.80 59.87 36 9333 2793 34944769
Drug withdrawal syndrome 88.47 59.87 59 9310 19775 34927787
Coma 88.37 59.87 83 9286 45595 34901967
Diarrhoea 76.45 59.87 8 9361 389904 34557658
Substance use disorder 76.06 59.87 21 9348 758 34946804
Accidental overdose 75.89 59.87 54 9315 20086 34927476
Withdrawal syndrome 72.89 59.87 44 9325 12411 34935151
Drug ineffective 66.75 59.87 20 9349 456731 34490831
Drug withdrawal syndrome neonatal 63.82 59.87 27 9342 3592 34943970
Drug abuser 61.52 59.87 27 9342 3927 34943635
Drug diversion 60.30 59.87 18 9351 861 34946701

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 11824.89 60.20 2993 8986 159698 79572711
Toxicity to various agents 3256.94 60.20 1456 10523 420084 79312325
Cardio-respiratory arrest 1017.33 60.20 435 11544 108075 79624334
Respiratory arrest 884.89 60.20 330 11649 57220 79675189
Cardiac arrest 529.90 60.20 326 11653 171770 79560639
Intentional product misuse 525.69 60.20 265 11714 94900 79637509
Drug dependence 490.95 60.20 196 11783 40573 79691836
Overdose 438.61 60.20 297 11682 183909 79548500
Asphyxia 347.09 60.20 110 11869 11610 79720799
Death 316.26 60.20 405 11574 566109 79166300
Incorrect route of product administration 274.01 60.20 124 11855 34805 79697604
Pulmonary oedema 260.20 60.20 163 11816 88091 79644318
Completed suicide 249.81 60.20 241 11738 245526 79486883
Poisoning 237.88 60.20 102 11877 25170 79707239
Respiratory depression 229.13 60.20 102 11877 27528 79704881
Substance abuse 224.01 60.20 77 11902 10449 79721960
Depressed level of consciousness 183.40 60.20 136 11843 96516 79635893
Alcohol abuse 174.00 60.20 54 11925 5309 79727100
Drug use disorder 163.74 60.20 58 11921 8593 79723816
Bradypnoea 116.14 60.20 41 11938 6011 79726398
Myocardial stunning 109.57 60.20 20 11959 185 79732224
Accidental overdose 103.81 60.20 68 11911 39513 79692896
Fatigue 101.40 60.20 11 11968 929716 78802693
Diarrhoea 99.72 60.20 9 11970 880480 78851929
Drug withdrawal syndrome 99.32 60.20 63 11916 34655 79697754
Drug ineffective 97.23 60.20 22 11957 1080891 78651518
Coma 94.99 60.20 95 11884 100554 79631855
Substance use disorder 94.35 60.20 23 11956 915 79731494
Miosis 92.84 60.20 46 11933 15743 79716666
Withdrawal syndrome 85.07 60.20 52 11927 26802 79705607
Drug abuser 83.10 60.20 32 11947 5981 79726428
Pain 74.94 60.20 9 11970 703793 79028616
Arthralgia 73.12 60.20 3 11976 571800 79160609
Headache 70.49 60.20 8 11971 653764 79078645
Nausea 67.32 60.20 30 11949 957166 78775243
Pyrexia 62.51 60.20 13 11966 678696 79053713
Dizziness 60.51 60.20 5 11974 526436 79205973

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 24.74 19.18 4 3 52 89733

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
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
DB00295 DRUGBANK_ID
D009020 MESH_DESCRIPTOR_UI
5288826 PUBCHEM_CID

Pharmaceutical products:

None