Oxaprozin

Oxaprozin: Oxaprozin

Systematic (IUPAC) name

3-(4,5-diphenyl-1,3-oxazol-2-yl)propanoic acid

Clinical data

Trade names Daypro

AHFS/Drugs.com monograph

MedlinePlus a693002

Pregnancy cat. C

Legal status ?

Routes Oral

Pharmacokinetic data

Bioavailability 95%

Protein binding 99%

Metabolism Liver—65% oxidation and 35% glucuronic acid conjugation. 5% are active phenolic metabolites.

Half-life 54.9 hours

Identifiers

CAS number 21256-18-8

ATC code M01AE12

PubChem CID 4614

DrugBank APRD00030

ChemSpider 4453^Y

UNII MHJ80W9LRB^Y

KEGG D00463^Y

ChEMBL CHEMBL1071^Y

Chemical data

Formula C₁₈H₁₅N O₃

Mol. mass 293.317 g/mol

SMILES eMolecules & PubChem

InChI

InChI=1S/C18H15NO3/c20-16(21)12-11-15-19-17(13-7-3-1-4-8-13)18(22-15)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,20,21)^Y
Key:OFPXSFXSNFPTHF-UHFFFAOYSA-N^Y

Y(what is this?) (verify)

Oxaprozin, also known as Oxaprozinum, (sold under the names: Daypro, Dayrun, Duraprox) is a non-steroidal anti-inflammatory drug (NSAID),^[1] used to relieve the inflammation, swelling, stiffness, and joint pain associated with osteoarthritis and rheumatoid arthritis. Chemically, it is a propionic acid derivative. It is available in 600 mg tablets. Normal adult dosage is 1200 mg daily, not to exceed 1800 mg per day. Safety and efficacy has been established in children over 6 years with juvenile rheumatoid arthritis only, and there is an increased risk of adverse reactions in the elderly population.

References

^ Greenblatt DJ, Matlis R, Scavone JM, Blyden GT, Harmatz JS, Shader RI (March 1985). "Oxaprozin pharmacokinetics in the elderly". British journal of clinical pharmacology 19 (3): 373–8. PMC 1463728. PMID 3986088. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1463728.

v · d · eNon-steroidal anti-inflammatory drug (NSAID) products (primarily M01A and M02A, also N02BA)

Salicylates
Aspirin (acetylsalicylic acid) • Aloxiprin • Benorylate • Diflunisal • Ethenzamide • Magnesium salicylate • Methyl salicylate • Salsalate • Salicin • Salicylamide • Sodium salicylate

Arylalkanoic acids
Diclofenac • Aceclofenac • Acemetacin • Alclofenac • Bromfenac • Etodolac • Indometacin • Indometacin farnesil • Nabumetone • Oxametacin • Proglumetacin • Sulindac • Tolmetin

2-Arylpropionic acids
(profens)
Ibuprofen • Alminoprofen • Benoxaprofen • Carprofen • Dexibuprofen • Dexketoprofen • Fenbufen • Fenoprofen • Flunoxaprofen • Flurbiprofen • Ibuproxam • Indoprofen^† • Ketoprofen • Ketorolac • Loxoprofen • Miroprofen • Naproxen • Oxaprozin • Pirprofen • Suprofen • Tarenflurbil • Tiaprofenic acid

N-Arylanthranilic acids
(fenamic acids)
Mefenamic acid • Flufenamic acid • Meclofenamic acid • Tolfenamic acid

Pyrazolidine derivatives
Phenylbutazone • Ampyrone • Azapropazone • Clofezone • Kebuzone • Metamizole • Mofebutazone • Oxyphenbutazone • Phenazone • Sulfinpyrazone

Oxicams
Piroxicam • Droxicam • Lornoxicam • Meloxicam • Tenoxicam • Ampiroxicam

COX -2 inhibitors
Celecoxib • Deracoxib^‡ • Etoricoxib • Firocoxib^‡ • Lumiracoxib^† • Parecoxib • Rofecoxib^† • Valdecoxib^†

Sulfonanilides
Nimesulide

Topically used products
Bendazac • Diclofenac • Etofenamate • Felbinac • Flurbiprofen • Ibuprofen • Indometacin • Ketoprofen • Naproxen • Piroxicam • Suprofen

COX-inhibiting nitric oxide donators
Naproxcinod

Others
Fluproquazone

Items listed in bold indicate initially developed compounds of specific groups. ^†Withdrawn drugs. ^‡Veterinary use medications.

v · d · eAnti-inflammatory products (M01A)

Pyrazolidine/Butylpyrazolidines
Ampyrone • Clofezone • Kebuzone • Metamizole • Mofebutazone • Oxyphenbutazone • Phenazone • Phenylbutazone • Sulfinpyrazone • Feprazone •

Acetic acid derivatives
and related substances
Aceclofenac • Acemetacin • Alclofenac • Bromfenac • Bumadizone • Bufexamac • Diclofenac • Difenpiramide • Etodolac • Fentiazac • Indometacin • Ketorolac • Lonazolac • Oxametacin • Proglumetacin • Sulindac • Tolmetin • Zomepirac • Amfenac

Oxicams
Ampiroxicam • Droxicam • Lornoxicam • Meloxicam • Piroxicam • Tenoxicam

Propionic acid derivatives
Alminoprofen • Benoxaprofen • Dexibuprofen • Dexketoprofen • Fenbufen • Fenoprofen • Flunoxaprofen • Flurbiprofen • Ibuprofen • Ibuproxam • Indoprofen • Ketoprofen • Naproxen • Oxaprozin • Pirprofen • Suprofen • Tiaprofenic acid

Fenamates
Flufenamic acid • Meclofenamic acid • Mefenamic acid • Tolfenamic acid • Niflumic acid • Morniflumate • Azapropazone •

Coxibs
Celecoxib • Etoricoxib • Lumiracoxib • Parecoxib • Rofecoxib • Valdecoxib

Other
Nabumetone • Glucosamine • Benzydamine • Glycosaminoglycan • Magnesium salicylate • Proquazone • Superoxide dismutase/Orgotein • Nimesulide • Diacerein • Tenidap • Oxaceprol • Chondroitin sulfate

M: MUS, DF+DRCT

anat (h/n, u, t/d, a/p, l)/phys/devp/hist

noco(m, s, c)/cong(d)/tumr, sysi/epon, injr

proc, drug (M1A/3)

This drug article relating to the musculoskeletal system is a stub. You can help Wikipedia by expanding it.

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Oxaprozin

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Systematic (IUPAC) name
3-(4,5-diphenyl-1,3-oxazol-2-yl)propanoic acid
Clinical data
Trade names	Daypro
AHFS/Drugs.com	monograph
MedlinePlus	a693002
Pregnancy cat.	C
Legal status	?
Routes	Oral
Pharmacokinetic data
Bioavailability	95%
Protein binding	99%
Metabolism	Liver—65% oxidation and 35% glucuronic acid conjugation. 5% are active phenolic metabolites.
Half-life	54.9 hours
Identifiers
CAS number	21256-18-8
ATC code	M01AE12
PubChem	CID 4614
DrugBank	APRD00030
ChemSpider	4453^Y
UNII	MHJ80W9LRB^Y
KEGG	D00463^Y
ChEMBL	CHEMBL1071^Y
Chemical data
Formula	C₁₈H₁₅N O₃
Mol. mass	293.317 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C18H15NO3/c20-16(21)12-11-15-19-17(13-7-3-1-4-8-13)18(22-15)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,20,21)^Y Key:OFPXSFXSNFPTHF-UHFFFAOYSA-N^Y
Y(what is this?) (verify)

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Oxaprozin

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