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Details

Stereochemistry RACEMIC
Molecular Formula C19H20N2O3
Molecular Weight 324.3737
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXYPHENBUTAZONE ANHYDROUS

SMILES

CCCCC1C(=O)N(N(C1=O)C2=CC=C(O)C=C2)C3=CC=CC=C3

InChI

InChIKey=HFHZKZSRXITVMK-UHFFFAOYSA-N
InChI=1S/C19H20N2O3/c1-2-3-9-17-18(23)20(14-7-5-4-6-8-14)21(19(17)24)15-10-12-16(22)13-11-15/h4-8,10-13,17,22H,2-3,9H2,1H3

HIDE SMILES / InChI

Description

Oxyphenbutazone is a non-steroidal anti-inflammatory drug, cyclooxygenase (prostaglandin synthetase) inhibitors which was marked under brand name tandearil for the treatment rheumatic disorders such as ankylosing spondylitis, osteoarthritis, and rheumatoid arthritis. But this drug was withdrawn from markets due to bone marrow suppression.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
TANDEARIL
Palliative
TANDEARIL
Palliative
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
21.42 μg/mL
97.49 mg single, oral
OXYPHENBUTAZONE plasma
Homo sapiens
24.54 μg/mL
95.38 mg single, oral
OXYPHENBUTAZONE plasma
Homo sapiens
24.05 μg/mL
98.82 mg single, oral
OXYPHENBUTAZONE plasma
Homo sapiens
12 μg/mL
94.99 mg single, oral
OXYPHENBUTAZONE plasma
Homo sapiens
18.24 μg/mL
95.75 mg single, oral
OXYPHENBUTAZONE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
397.401 μg × h/mL
97.49 mg single, oral
OXYPHENBUTAZONE plasma
Homo sapiens
482.606 μg × h/mL
95.38 mg single, oral
OXYPHENBUTAZONE plasma
Homo sapiens
463.858 μg × h/mL
98.82 mg single, oral
OXYPHENBUTAZONE plasma
Homo sapiens
285.932 μg × h/mL
94.99 mg single, oral
OXYPHENBUTAZONE plasma
Homo sapiens
381.688 μg × h/mL
95.75 mg single, oral
OXYPHENBUTAZONE plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
4 to 9 mg/kg/day
Route of Administration: Oral
In Vitro Use Guide
It was investigated the possibility of oxyphenbutazone (OPh) inhibited the complement system and thus ameliorated the acute pathological changes induced by immune complexes. Treatment of fresh human serum with OPh inhibited both the classical and alternative complement (C) pathway activities in a dose-dependent fashion with a 50% inhibition dose 1.3 mg/ml. OPh was shown to form complexes with C5, thereby inhibiting the interaction between C3b and C5 and the cleavage of the latter into phlogistic fragments.