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

Stem definition	Drug id	CAS RN
	90	58-61-7

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: adenosine adenine riboside riboadenosine beta-Adenosine beta-D-Adenosine adenoscan	A nucleoside that is composed of ADENINE and D-RIBOSE. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. Adenosine itself is a neurotransmitter. Molecular weight: 267.25 Formula: C10H13N5O4 CLOGP: -1.36 LIPINSKI: 0 HAC: 9 HDO: 4 TPSA: 139.54 ALOGS: -1.28 ROTB: 2 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

adenosine
adenine riboside
riboadenosine
beta-Adenosine
beta-D-Adenosine
adenoscan

A nucleoside that is composed of ADENINE and D-RIBOSE. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. Adenosine itself is a neurotransmitter.

Molecular weight: 267.25
Formula: C10H13N5O4
CLOGP: -1.36
LIPINSKI: 0
HAC: 9
HDO: 4
TPSA: 139.54
ALOGS: -1.28
ROTB: 2

Status: OFP

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

Drug dosage:

Dose	Unit	Route
15	mg	P

ADMET properties:

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Property	Value	Reference
MRTD (Maximum Recommended Therapeutic Daily Dose)	7.48 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
S (Water solubility)	2.67 mg/mL	Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System)	1	Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine)	0 %	Benet LZ, Broccatelli F, Oprea TI

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Approvals:

Date	Agency	Company	Orphan
Oct. 30, 1989	FDA	ASTELLAS

FDA Adverse Event Reporting System (Female)

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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 ineffective	66.85	22.60	123	2042	1044642	62442215
Pneumonia aspiration	58.90	22.60	27	2138	34513	63452344
Underdose	48.49	22.60	22	2143	27434	63459423
Supraventricular tachycardia	47.55	22.60	18	2147	14253	63472604
Ventricular tachycardia	45.00	22.60	19	2146	19960	63466897
Coma	43.10	22.60	27	2138	64337	63422520
Atrial fibrillation	41.00	22.60	33	2132	116603	63370254
Gastrooesophageal reflux disease	37.79	22.60	29	2136	95610	63391247
Exfoliative rash	31.88	22.60	9	2156	2838	63484019
Ventricular fibrillation	29.11	22.60	12	2153	11855	63475002

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FDA Adverse Event Reporting System (Male)

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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
Bronchospasm	94.79	22.20	31	1761	10700	34944439
Oesophageal ulcer haemorrhage	65.48	22.20	11	1781	195	34954944
Drug ineffective	61.50	22.20	94	1698	456657	34498482
Ventricular tachycardia	49.26	22.20	25	1767	26554	34928585
Arteriospasm coronary	47.71	22.20	14	1778	3368	34951771
Supraventricular tachycardia	44.80	22.20	18	1774	11099	34944040
Mallory-Weiss syndrome	44.59	22.20	11	1781	1373	34953766
Immune effector cell-associated neurotoxicity syndrome	33.85	22.20	11	1781	3702	34951437
Ventricular fibrillation	32.35	22.20	18	1774	22936	34932203
Complex regional pain syndrome	31.43	22.20	7	1785	560	34954579

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FDA Adverse Event Reporting System (Geriatric)

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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
Bronchospasm	114.76	22.73	43	3590	24816	79715939
Drug ineffective	101.00	22.73	177	3456	1080736	78660019
Supraventricular tachycardia	81.01	22.73	32	3601	21238	79719517
Ventricular tachycardia	77.72	22.73	38	3595	41897	79698858
Arteriospasm coronary	72.43	22.73	22	3611	6694	79734061
Ventricular fibrillation	59.35	22.73	29	3604	31897	79708858
Oesophageal ulcer haemorrhage	54.75	22.73	11	3622	604	79740151
Atrial fibrillation	50.17	22.73	53	3580	197833	79542922
Underdose	38.50	22.73	22	3611	33129	79707626
Mallory-Weiss syndrome	37.97	22.73	11	3622	2841	79737914

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FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

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Source	Code	Description
ATC	C01EB10	CARDIOVASCULAR SYSTEM CARDIAC THERAPY OTHER CARDIAC PREPARATIONS Other cardiac preparations
CHEBI has role	CHEBI:35620	vasodilator agents
CHEBI has role	CHEBI:38070	antiarrhythmic agent
CHEBI has role	CHEBI:77746	Homo sapiens metabolite
CHEBI has role	CHEBI:78675	fundamental metabolites
FDA EPC	N0000178375	Adenosine Receptor Agonist
FDA MoA	N0000175788	Adenosine Receptor Agonists
MeSH PA	D000700	Analgesics
MeSH PA	D000889	Anti-Arrhythmia Agents
MeSH PA	D002317	Cardiovascular Agents

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

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Disease	Relation	SNOMED_ID	DOID
Paroxysmal supraventricular tachycardia	indication	67198005
Myocardial Perfusion Imaging Adjunct	indication
Supraventricular tachycardia	off-label use	6456007
Pericarditis	contraindication	3238004	DOID:1787
Chronic obstructive lung disease	contraindication	13645005	DOID:3083
Disorder of autonomic nervous system	contraindication	15241006
Complete atrioventricular block	contraindication	27885002
Hypovolemia	contraindication	28560003
Acute cerebrovascular insufficiency	contraindication	29322000
Transplantation of heart	contraindication	32413006

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🐶 Veterinary Drug Use

None

🐶 Veterinary products

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Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	11.67	acidic
pKa2	12.33	acidic
pKa3	13.34	acidic
pKa4	3.95	Basic

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Orange Book patent data (new drug applications)

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Orange Book exclusivity data (new drug applications)

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Bioactivity Summary:

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Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Adenosine receptor A2a	GPCR	P29274	AA2AR_HUMAN	AGONIST	EC50	6.16	WOMBAT-PK	CHEMBL
Adenosine receptor A1	GPCR	P30542	AA1R_HUMAN	AGONIST	EC50	6.51	WOMBAT-PK	CHEMBL
Adenosine receptor A2b	GPCR	P29275	AA2BR_HUMAN	AGONIST	EC50	4.62	WOMBAT-PK	CHEMBL
Adenosine receptor A3	GPCR	P0DMS8	AA3R_HUMAN	AGONIST	Ki	6.54	IUPHAR
Adenosine kinase	Kinase	P55263	ADK_HUMAN		IC50	6	WOMBAT-PK
Adenosine deaminase	Enzyme	P00813	ADA_HUMAN		Kd	4.60	WOMBAT-PK
Mitogen-activated protein kinase kinase kinase 7	Kinase	O43318	M3K7_HUMAN		Kd	5.36	CHEMBL
Adenosylhomocysteinase	Enzyme	P23526	SAHH_HUMAN		Km	5.80	WOMBAT-PK
Phosphatidylinositol 4-kinase type 2-alpha	Kinase	Q9BTU6	P4K2A_HUMAN	INHIBITOR	IC50	5	IUPHAR
Phosphatidylinositol 4-kinase type 2-beta	Kinase	Q8TCG2	P4K2B_HUMAN	INHIBITOR	IC50	5	IUPHAR

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External reference:

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ID	Source
ADN	PDB_CHEM_ID
003603	NDDF
004537	NDDF
004813	NDDF
1072	MMSL
108502004	SNOMEDCT_US
215025	RXNORM
2844	IUPHAR_LIGAND_ID
35431001	SNOMEDCT_US
4019507	VUID

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Adenocard	HUMAN PRESCRIPTION DRUG LABEL	1	0469-8234	SOLUTION	3 mg	INTRAVENOUS	NDA	17 sections
Adenosine	HUMAN PRESCRIPTION DRUG LABEL	1	0404-9809	INJECTION, SOLUTION	3 mg	INTRAVENOUS	ANDA	20 sections
Adenosine	HUMAN PRESCRIPTION DRUG LABEL	1	0404-9809	INJECTION, SOLUTION	3 mg	INTRAVENOUS	ANDA	20 sections
Adenosine	HUMAN PRESCRIPTION DRUG LABEL	1	0404-9809	INJECTION, SOLUTION	3 mg	INTRAVENOUS	ANDA	20 sections
ADENOSINE	HUMAN PRESCRIPTION DRUG LABEL	1	0404-9993	INJECTION, SOLUTION	3 mg	INTRAVENOUS	ANDA	13 sections
Adenosine	HUMAN PRESCRIPTION DRUG LABEL	1	0409-1932	INJECTION, SOLUTION	3 mg	INTRAVENOUS	ANDA	25 sections
Adenosine	HUMAN PRESCRIPTION DRUG LABEL	1	0409-1932	INJECTION, SOLUTION	3 mg	INTRAVENOUS	ANDA	25 sections
Adenosine	HUMAN PRESCRIPTION DRUG LABEL	1	0641-6113	INJECTION	3 mg	INTRAVENOUS	ANDA	21 sections
Adenosine	HUMAN PRESCRIPTION DRUG LABEL	1	0703-8776	INJECTION, SOLUTION	3 mg	INTRAVENOUS	ANDA	27 sections
Adenosine	HUMAN PRESCRIPTION DRUG LABEL	1	0703-8777	INJECTION, SOLUTION	3 mg	INTRAVENOUS	ANDA	27 sections

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