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	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 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	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 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	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 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	24.74	19.18	4	3	52	89733

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
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