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

Stem definition	Drug id	CAS RN
opioid receptor antagonists/agonists, morphinan derivates	4412	561-27-3

Description:

Molecule	Description
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

Molecule

Description

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:

Property	Value	Reference
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 term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients 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 term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients 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 term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients 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 term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Sudden infant death syndrome	24.51	19.02	4	3	52	84619

Pharmacologic Action:

Source	Code	Description
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|

Disease	Relation	SNOMED_ID	DOID
Severe pain	indication	76948002

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	8.18	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	UniProt	Type	Activity value (-log[M])	Bioact source
D(2) dopamine receptor	GPCR	DRD2_RAT	Ki	7.96	CHEMBL
D(1A) dopamine receptor	GPCR	DRD1_RAT	Ki	6.62	CHEMBL
D(3) dopamine receptor	GPCR	DRD3_RAT	Ki	7.44	CHEMBL

External reference:

ID	Source
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