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

Stem definition	Drug id	CAS RN
anti-inflammatory agents, ibuprofen derivatives	1528	22071-15-4

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: RP 19583 RP-19583 ketoprofen ketoprofene ketoprophen	An IBUPROFEN-type anti-inflammatory analgesic and antipyretic. It is used in the treatment of rheumatoid arthritis and osteoarthritis. Molecular weight: 254.29 Formula: C16H14O3 CLOGP: 2.76 LIPINSKI: 0 HAC: 3 HDO: 1 TPSA: 54.37 ALOGS: -4.08 ROTB: 4 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

RP 19583
RP-19583
ketoprofen
ketoprofene
ketoprophen

An IBUPROFEN-type anti-inflammatory analgesic and antipyretic. It is used in the treatment of rheumatoid arthritis and osteoarthritis.

Molecular weight: 254.29
Formula: C16H14O3
CLOGP: 2.76
LIPINSKI: 0
HAC: 3
HDO: 1
TPSA: 54.37
ALOGS: -4.08
ROTB: 4

Status: OFP

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

Drug dosage:

Dose	Unit	Route
0.15	g	O
0.15	g	P
0.15	g	R

ADMET properties:

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Property	Value	Reference
BA (Bioavailability)	90 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
t_half (Half-life)	2.10 hours	Lombardo F, Berellini G, Obach RS
BDDCS (Biopharmaceutical Drug Disposition Classification System)	2	Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose)	19.66 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
CL (Clearance)	1.60 mL/min/kg	Lombardo F, Berellini G, Obach RS
EoM (Fraction excreted unchanged in urine)	0.50 %	Benet LZ, Broccatelli F, Oprea TI
Vd (Volume of distribution)	0.13 L/kg	Lombardo F, Berellini G, Obach RS
S (Water solubility)	0.01 mg/mL	Bocci G, Oprea TI, Benet LZ
fu (Fraction unbound in plasma)	0.01 %	Lombardo F, Berellini G, Obach RS

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Approvals:

Date	Agency	Company	Orphan
Jan. 9, 1986	FDA

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
Temperature regulation disorder	572.61	14.20	168	21355	5964	63461535
Food allergy	473.97	14.20	169	21354	11232	63456267
Coeliac disease	447.59	14.20	167	21356	12630	63454869
Immunodeficiency	392.73	14.20	173	21350	20081	63447418
Bursitis	293.94	14.20	173	21350	36868	63430631
Rash erythematous	289.54	14.20	180	21343	42330	63425169
Fluid retention	214.73	14.20	171	21352	59515	63407984
Erythema	191.05	14.20	265	21258	175486	63292013
Upper respiratory tract infection	184.49	14.20	180	21343	81867	63385632
Hyperhidrosis	171.97	14.20	197	21326	107639	63359860

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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
Angioedema	114.21	14.22	98	11927	37276	34907630
Acute kidney injury	112.25	14.22	291	11734	304697	34640209
Anaphylactic shock	77.39	14.22	55	11970	15886	34929020
Radiation inflammation	63.58	14.22	20	12005	885	34944021
Acute generalised exanthematous pustulosis	62.19	14.22	35	11990	6741	34938165
Pulmonary pain	57.65	14.22	20	12005	1204	34943702
Allergy test negative	55.07	14.22	12	12013	119	34944787
Hyperaesthesia	53.89	14.22	28	11997	4602	34940304
Vascular purpura	53.89	14.22	21	12004	1757	34943149
Drug interaction	53.64	14.22	185	11840	225761	34719145

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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
Temperature regulation disorder	530.07	12.45	161	30329	5692	79708206
Food allergy	436.64	12.45	162	30328	10662	79703236
Coeliac disease	425.52	12.45	161	30329	11190	79702708
Immunodeficiency	345.57	12.45	168	30322	21600	79692298
Bursitis	259.63	12.45	165	30325	35679	79678219
Rash erythematous	226.46	12.45	183	30307	57586	79656312
Erythema	219.08	12.45	342	30148	222948	79490950
Acute kidney injury	217.12	12.45	556	29934	518848	79195050
Acute generalised exanthematous pustulosis	184.06	12.45	102	30388	17152	79696746
Fluid retention	173.64	12.45	171	30319	69638	79644260

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FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

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Source	Code	Description
ATC	M01AE03	MUSCULO-SKELETAL SYSTEM ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS Propionic acid derivatives
ATC	M01AE53	MUSCULO-SKELETAL SYSTEM ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS Propionic acid derivatives
ATC	M02AA10	MUSCULO-SKELETAL SYSTEM TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN Antiinflammatory preparations, non-steroids for topical use
CHEBI has role	CHEBI:35475	non-steroidal anti-inflammatory agent
CHEBI has role	CHEBI:35493	anti-pyretic
CHEBI has role	CHEBI:35544	cyclooxygenase inhibitors
CHEBI has role	CHEBI:35703	Xenobiotic
CHEBI has role	CHEBI:78298	environmental contaminants
CHEBI has role	CHEBI:88188	allergenic drug
FDA CS	M0001335	Anti-Inflammatory Agents, Non-Steroidal

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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
Pain	indication	22253000
Rheumatoid arthritis	indication	69896004	DOID:7148
Dysmenorrhea	indication	266599000
Osteoarthritis	indication	396275006
Ankylosing spondylitis	off-label use	9631008	DOID:7147
Gout	off-label use	90560007	DOID:13189
Vascular headache	off-label use	128187005
Peptic ulcer	contraindication	13200003	DOID:750
Myocardial infarction	contraindication	22298006	DOID:5844
Hypertensive disorder	contraindication	38341003	DOID:10763

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🐶 Veterinary Drug Use

Species	Use	Relation
Horses	Pain and inflammation associated with musculoskeletal disorders	Indication

🐶 Veterinary products

Product	Applicant	Ingredients
Draxxin KP	Zoetis Inc.	2
KETOFEN	Zoetis Inc.	1
KetoMed	Bimeda Animal Health Limited	1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	4.28	acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Prostaglandin G/H synthase 2	Enzyme	P35354	PGH2_HUMAN	INHIBITOR	IC50	6.62	WOMBAT-PK	CHEMBL
Prostaglandin G/H synthase 1	Enzyme	P23219	PGH1_HUMAN	INHIBITOR	IC50	7.33	WOMBAT-PK	CHEMBL
Prostaglandin G/H synthase 1	Enzyme		PGH1_SHEEP		IC50	6.10	CHEMBL
Prostaglandin G/H synthase 2	Enzyme		PGH2_SHEEP		IC50	6.75	CHEMBL
Cyclooxygenase	Enzyme		PGH1_BOVIN PGH2_BOVIN		IC50	5.47	CHEMBL

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External reference:

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ID	Source
002394	NDDF
10099000	SNOMEDCT_US
3284	INN_ID
3365	MMSL
3825	PUBCHEM_CID
386832008	SNOMEDCT_US
4018064	VUID
4018064	VANDF
4795	IUPHAR_LIGAND_ID
4946	MMSL

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Ketoprofen	HUMAN PRESCRIPTION DRUG LABEL	1	0276-0504	CAPSULE	25 mg	ORAL	ANDA	23 sections
Ketoprofen	HUMAN PRESCRIPTION DRUG LABEL	1	0276-0504	CAPSULE	25 mg	ORAL	ANDA	23 sections
Ketoprofen	HUMAN PRESCRIPTION DRUG LABEL	1	0276-0506	CAPSULE	50 mg	ORAL	ANDA	23 sections
Ketoprofen	HUMAN PRESCRIPTION DRUG LABEL	1	0378-8200	CAPSULE, EXTENDED RELEASE	200 mg	ORAL	ANDA	29 sections
KETOPROFEN	HUMAN PRESCRIPTION DRUG LABEL	1	16590-136	CAPSULE	50 mg	ORAL	ANDA	28 sections
KETOPROFEN	HUMAN PRESCRIPTION DRUG LABEL	1	16590-137	CAPSULE	75 mg	ORAL	ANDA	28 sections
Ketoprofen	HUMAN PRESCRIPTION DRUG LABEL	1	21695-340	CAPSULE	50 mg	ORAL	ANDA	30 sections
Ketoprofen	HUMAN PRESCRIPTION DRUG LABEL	1	21695-341	CAPSULE	75 mg	ORAL	ANDA	30 sections
ketoprofen	HUMAN PRESCRIPTION DRUG LABEL	1	23155-020	CAPSULE	25 mg	ORAL	ANDA	13 sections
ketoprofen	HUMAN PRESCRIPTION DRUG LABEL	1	23155-021	CAPSULE	50 mg	ORAL	ANDA	13 sections

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