1553-60-2 Usage
Description
IBUFENAC, also known as 4-isobutylphenyl acetic acid, is a monocarboxylic acid derivative used primarily as an analgesic and anti-inflammatory agent. It is a crystalline solid with a chemical structure that features a 4-isobutylphenyl group replacing one of the methyl hydrogens in acetic acid. Although IBUFENAC demonstrated effectiveness in the treatment of rheumatoid arthritis, its clinical use was discontinued due to hepatotoxic side effects.
Uses
Used in Pharmaceutical Industry:
IBUFENAC is used as an analgesic and anti-inflammatory agent for the relief of pain and reduction of inflammation in various conditions, such as rheumatoid arthritis. Its effectiveness in these applications was demonstrated before its clinical use was discontinued due to hepatotoxic side effects.
Used in Research and Development:
IBUFENAC may still be utilized in research and development for the study of its chemical properties, potential modifications, and the development of safer alternatives with similar analgesic and anti-inflammatory effects.
Biological Activity
ibufenac is a dual cox-1 and -2 inhibitor.cyclooxygenase (cox), also known as prostaglandin-endoperoxide synthase (ptgs), is an enzyme that is responsible for formation of prostanoids, such as thromboxane and prostaglandins.
in vitro
ibufenac was identified as an analog of the nsaid ibuprofen that could inhibit cox-1 and -2 activity with ic50 values of 17.4 and 13.1 μm, respectively [1].
in vivo
in a previous animal study, two new structural analogs, r3 and r4, along with their parent compounds, ibufenac and ibuprofen, were evaluated for their biopharmaceutical properties. aanti-inflammatory activity was evaluated by topically administering drugs to inhibit inflammation induced by using either clove oil or arachidonic acid. results showed that the rank order of activity was ibufenac approximately equal to ibuprofen > r3 approximately equal to r4 [2].
IC 50
17.4 and 13.1 μm for cox-1 and -2, respectively.
references
[1] gülcan, h. o.,nlü, s.,dimoglo, a., et al. marginally designed new profen analogues have the potential to inhibit cyclooxygenase enzymes. arch.pharm.chem.life sci. 348, 55-61 (2015).[2] rao cs, schoenwald rd, barfknecht cf, laban sl. biopharmaceutical evaluation of ibufenac, ibuprofen, and their hydroxyethoxy analogs in the rabbit eye. j pharmacokinet biopharm. 1992 aug;20(4):357-88.[3] t. m. chalmers.
Check Digit Verification of cas no
The CAS Registry Mumber 1553-60-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,5 and 3 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1553-60:
(6*1)+(5*5)+(4*5)+(3*3)+(2*6)+(1*0)=72
72 % 10 = 2
So 1553-60-2 is a valid CAS Registry Number.
InChI:InChI=1/C12H16O2/c1-9(2)7-10-3-5-11(6-4-10)8-12(13)14/h3-6,9H,7-8H2,1-2H3,(H,13,14)/p-1
1553-60-2Relevant articles and documents
Biobased Poly(ethylene furanoate) Polyester/TiO2 Supported Nanocomposites as Effective Photocatalysts for Anti-inflammatory/Analgesic Drugs
Koltsakidou, Anastasia,Terzopoulou, Zoi,Kyzas, George Z.,Bikiaris, Dimitrios N.,Lambropoulou, Dimitra A.
, (2019)
In the present study, polymer supported nanocomposites, consisting of bio-based poly(ethylene furanoate) polyester and TiO2 nanoparticles, were prepared and evaluated as effective photocatalysts for anti-inflammatory/analgesic drug removal. Nanocomposites were prepared by the solvent eVaporation method containing 5, 10, 15, and 20 wt% TiO2 and characterized using Fourier Transform Infrared spectroscopy (FTIR), differential scanning calorimetry (DSC), wide-angle X-ray diffraction (WAXD), thermogravimetric analysis (TGA), and scanning electron microscopy (SEM). Thin films of them have been prepared by the melt press and optimization of the photocatalytic procedure was conducted for the most efficient synthesized photocatalyst. Finally, mineralization was evaluated by means of Total organic carbon (TOC) reduction and ion release, while the transformation products (TPs) generated during the photocatalytic procedure were identified by high-resolution mass spectrometry.
Oxidation of Alkynyl Boronates to Carboxylic Acids, Esters, and Amides
Li, Chenchen,Li, Ruoling,Zhang, Bing,Zhao, Pei,Zhao, Wanxiang
supporting information, p. 10913 - 10917 (2020/05/25)
A general efficient protocol was developed for the synthesis of carboxylic acids, esters, and amides through oxidation of alkynyl boronates, generated directly from terminal alkynes. This protocol represents the first example of C(sp)?B bond oxidation. This approach displays a broad substrate scope, including aryl and alkyl alkynes, and exhibits excellent functional group tolerance. Water, primary and secondary alcohols, and amines are suitable nucleophiles for this transformation. Notably, amino acids and peptides can be used as nucleophiles, providing an efficient method for the synthesis and modification of peptides. The practicability of this methodology was further highlighted by the preparation of pharmaceutical molecules.
COMPOSITIONS AND METHODS FOR SUBSTRATE-SELECTIVE INHIBITION OF ENDOCANNABINOID OXYGENATION
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Page/Page column 57; 59, (2014/02/15)
Methods for selectively inhibiting endocannabinoid oxygenation but not arachidonic acid oxygenation. In some embodiments, the methods include contacting a COX-2 polypeptide with an effective amount of a substrate-selective COX-2 inhibitor. Also provided are methods for elevating a local endogenous cannabinoid concentrations; methods of reducing depletion of an endogenous cannabinoid; methods for inducing analgesia; methods of providing anxiolytic therapy; methods for providing anti-depressant therapy; and compositions for performing the disclosed methods.
