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Key Documents

SML0540

Sigma-Aldrich

Oxyphenbutazone

≥98% (HPLC)

Synonym(s):

4-Butyl-1-(4-hydroxyphenyl)-2-phenyl-3,5-pyrazolidinedione, G 27202, NSC 526053, Ro 04-4410, p-Hydroxyphenylbutazone, p-Oxyphenylbutazone

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About This Item

Empirical Formula (Hill Notation):
C19H20N2O3
CAS Number:
129-20-4
Molecular Weight:
324.37
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to brown

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

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

InChI key

HFHZKZSRXITVMK-UHFFFAOYSA-N

General description

Oxyphenbutazone is a derivative compound of phenylbutazone.

Biochem/physiol Actions

Oxyphenbutazone is a non-steroid anti inflammatory; anti Mycobacterium tuberculosis agent. Oxyphenbutazone is known to cause inflammatory effects on tissues. Oxyphenbutazone, as a drug, decreases cellular exudates, without involving the pituitary-adrenal axis or the immunity response. Though the drug delivers a number of side effects, it is considered to be less toxic than phenylbutazone, due to decreased rate of intestinal absorption.
Oxyphenbutazone is an NSAID that has been shown to preferentially kill non-replicating Mycobaterium tuberculosis maintained in media that simulates the mildly acidic, in vivo conditions where drug-resistant, non replicating subpopulations of the bacteria reside in hosts. The compound has little or no affect on replication M. tuberculosis grown in normal liquid cultures.

Other Notes

Air sensitive

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H400

Precautionary Statements

P273 - P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A Kadir et al.
Journal of veterinary pharmacology and therapeutics, 20(1), 54-60 (1997-02-01)
Phenylbutazone was administered intravenously and intramuscularly at a dosage rate of 4.4 mg/kg to a group of 6 female camels in a two-period crossover study. After intravenous (i.v.) administration, disposition was characterised by a two-compartment open model, with a low
B Razdan et al.
Drug development and industrial pharmacy, 25(9), 1051-1056 (1999-10-13)
Dissolution-dialysis studies of commercial tablets of oxyphenbutazone were carried out to establish the applicability of this technique for the in vitro evaluation of oxyphenbutazone dosage form. While disintegration time and dissolution rate studies did not give a true indication of
M D Veiga et al.
Journal of pharmaceutical and biomedical analysis, 28(5), 973-982 (2002-06-01)
The interactions between a nonsteroidal anti-inflammatory drugs, oxyphenbutazone (OPB), with two cyclodextrins, beta-cyclodextrin (beta-CD) and gamma-cyclodextrin (gamma-CD), have been studied in an aqueous medium and in the solid state. Differential scanning calorimetry, hot stage microscopy, thermogravimetric analysis and X-ray diffraction
Ulcer of the cecum during oxyphenbutazone (tandearil) therapy.
Debenham G P
Canadian Medical Association Journal, 94(22), 1182-1182 (1966)
I A Wasfi et al.
American journal of veterinary research, 58(6), 636-640 (1997-06-01)
To document disposition variables of phenylbutazone and its metabolite, oxyphenbutazone, in camels (Camelus dromedarius) after single i.v. bolus administration of phenylbutazone, with a view to making recommendation on avoiding violative residues in racing camels. 6 healthy camels (4 males, 2
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