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Key Documents

SML0540

Sigma-Aldrich

Oxyphenbutazone

≥98% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C19H20N2O3
Numéro CAS:
Poids moléculaire :
324.37
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to brown

Solubilité

DMSO: 10 mg/mL, clear

Température de stockage

−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

Clé InChI

HFHZKZSRXITVMK-UHFFFAOYSA-N

Description générale

Oxyphenbutazone is a derivative compound of phenylbutazone.

Actions biochimiques/physiologiques

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.

Autres remarques

Air sensitive

Pictogrammes

Exclamation markEnvironment

Mention d'avertissement

Warning

Mentions de danger

Conseils de prudence

Classification des risques

Acute Tox. 4 Oral - Aquatic Acute 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Z Cheng et al.
Journal of veterinary pharmacology and therapeutics, 21(4), 315-321 (1998-09-10)
Flunixin meglumine (FM, 1.1 mg/kg) and phenylbutazone (PBZ, 4.4 mg/kg) were administered intravenously (i.v.) as a single dose to eight sheep prepared with subcutaneous (s.c.) tissue-cages in which an acute inflammatory reaction was stimulated with carrageenan. Pharmacokinetics of FM, PBZ
B C Sallustio et al.
Drug metabolism and disposition: the biological fate of chemicals, 25(1), 55-60 (1997-01-01)
Acyl glucuronides are electrophilic metabolites that are readily hydrolyzed, undergo intramolecular rearrangement, and bind covalently to endogenous proteins. Gemfibrozil is a fibrate lipid-lowering agent that is extensively metabolized to an acyl glucuronide conjugate in humans. The aims of this study
Takamitsu Kosa et al.
Journal of pharmaceutical sciences, 96(11), 3117-3124 (2007-11-06)
In the process of drug development, preclinical testing using experimental animals is an important aspect, for verification of the efficacy and safety of a drug. Serum albumin is a major binding protein for endogenous and exogenous ligands and regulates their
Anja Ten Brinke et al.
European cytokine network, 16(2), 144-151 (2005-06-09)
4-Hydroxy-oxyphenbutazone (4OH-OPB), is currently in phase II trials for its immunosuppressive effect in patients with rheumatoid arthritis. 4OH-OPB and other compounds related to phenylbutazone were tested for their effect on in vitro cytokine production by monocytes and lymphocytes present in
E Grippa et al.
Journal of chromatography. B, Biomedical sciences and applications, 738(1), 17-25 (2000-04-25)
Ethyl acetate extracts of equine serum, containing 0-5 microg/ml of hydrocortisone (HYD), dexamethasone (DEX), oxyphenbutazone (OPB), indomethacin (IND), phenylbutazone (PB) and probenecid as internal standard, were evaporated with nitrogen, resuspended in methanol and analyzed by HPLC, using a C-18 column

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