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About This Item
Empirical Formula (Hill Notation):
C19H20N2O3
CAS Number:
Molecular Weight:
324.37
UNSPSC Code:
12352200
NACRES:
NA.77
Product Name
Oxyphenbutazone, ≥98% (HPLC)
Quality Level
Assay
≥98% (HPLC)
form
powder
storage condition
desiccated
color
white to brown
solubility
DMSO: 10 mg/mL, clear
storage temp.
−20°C
SMILES string
N2(N(C(=O)C(C2=O)CCCC)c3ccccc3)c1ccc(cc1)O
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 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
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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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
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
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
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
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