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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

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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Aik-Jiang Lau et al.
Journal of pharmaceutical and biomedical analysis, 31(2), 401-406 (2003-03-01)
Adulterations with synthetic drugs are common problems with herbal medicine and this can potentially cause serious adverse effects. It is therefore important to determine the presence of synthetic drugs in herbal medicine to ensure patients' safety. The objective of this
Youwen You et al.
Journal of analytical toxicology, 33(1), 41-50 (2009-01-24)
A sensitive liquid chromatographic-tandem mass spectrometric method was developed and validated for screening, quantification, and confirmation of phenylbutazone and oxyphenbutazone in equine plasma. Analytes were recovered from plasma by liquid-liquid extraction followed by separation in a reversed-phase column and identification
E Pesce et al.
Research communications in molecular pathology and pharmacology, 115-116, 39-48 (2007-06-15)
The antirheumatic effect of pirfenidone was compared with a positive control drug, oxyphenbutazone which is used in patients suffering from rheumatoid arthritis, in a double blind clinical trial in humans. The data collected in this pilot project revealed that pirfenidone
N S Matthews et al.
American journal of veterinary research, 62(5), 673-675 (2001-05-09)
To describe the pharmacokinetics of phenylbutazone and oxyphenbutazone after IV administration in miniature donkeys. 6 clinically normal miniature donkeys. Blood samples were collected before and 5, 10, 20, 30, 45, 60, 90, 120, 180, 240, 300, 360, and 480 minutes
Ulcer of the cecum during oxyphenbutazone (tandearil) therapy.
Debenham G P
Canadian Medical Association Journal, 94(22), 1182-1182 (1966)
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