diamorphine 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: 1.48
  • 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 3985.56 176.44 678 674 11348 2345385
Toxicity to various agents 1608.82 176.44 386 966 32368 2324365
Cardio-respiratory arrest 775.61 176.44 171 1181 8975 2347758
Respiratory arrest 501.96 176.44 112 1240 6066 2350667
Cardiac arrest 431.77 176.44 118 1234 14812 2341921
Death 406.66 176.44 171 1181 81297 2275436
Completed suicide 387.41 176.44 117 1235 20917 2335816
Intentional product misuse 250.08 176.44 70 1282 9419 2347314
Overdose 230.23 176.44 78 1274 19829 2336904
Poisoning 210.94 176.44 48 1304 2772 2353961

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 10889.71 235.30 1954 1166 11735 1731926
Toxicity to various agents 4044.17 235.30 1024 2096 28117 1715544
Intentional product misuse 909.85 235.30 243 2877 7115 1736546
Respiratory arrest 812.61 235.30 212 2908 5627 1738034
Cardio-respiratory arrest 799.47 235.30 231 2889 9062 1734599
Overdose 713.27 235.30 243 2877 16458 1727203
Death 642.39 235.30 366 2754 87077 1656584
Poisoning 619.86 235.30 145 2975 2387 1741274
Cardiac arrest 572.00 235.30 204 2916 15726 1727935
Drug dependence 467.04 235.30 122 2998 3205 1740456
Pulmonary oedema 393.01 235.30 124 2996 6462 1737199
Substance abuse 334.15 235.30 74 3046 929 1742732

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
CHEBI has role CHEBI:35482 opioid analgesic
CHEBI has role CHEBI:55322 mu-opioid receptor agonist
CHEBI has role CHEBI:50266 prodrug

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Severe pain indication 76948002

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:

None

External reference:

IDSource
D003932 MESH_DESCRIPTOR_UI
D07286 KEGG_DRUG
C0282128 UMLSCUI
70D95007SX UNII
CHEMBL1616 ChEMBL_ID
CHEMBL459324 ChEMBL_ID
DB01452 DRUGBANK_ID
CHEBI:27808 CHEBI
9082 IUPHAR_LIGAND_ID
CHEMBL2106627 ChEMBL_ID
5462328 PUBCHEM_CID
3304 RXNORM
387341002 SNOMEDCT_US
d03877 MMSL
60881009 SNOMEDCT_US
003843 NDDF
DB00295 DRUGBANK_ID

Pharmaceutical products:

None