199854-00-7 Usage
Description
O-ACETYLSALICYLHYDROXAMIC ACID, also known as OASA, is a crystalline solid with unique chemical properties. It functions as an irreversible, non-selective inhibitor of both COX-1 and COX-2 enzymes, which play a crucial role in the production of prostaglandins. These prostaglandins are involved in various physiological processes, including inflammation, pain, and fever. Due to its ability to inhibit these enzymes, OASA has potential applications in the pharmaceutical and medical industries.
Uses
Used in Pharmaceutical Industry:
O-ACETYLSALICYLHYDROXAMIC ACID is used as an anti-inflammatory agent for its ability to inhibit COX-1 and COX-2 enzymes, which are responsible for the production of prostaglandins that cause inflammation, pain, and fever.
Used in Medical Applications:
O-ACETYLSALICYLHYDROXAMIC ACID is used as a therapeutic agent for the treatment of conditions characterized by inflammation, pain, and fever, such as arthritis, headaches, and muscle aches. Its dual inhibition of COX-1 and COX-2 makes it a versatile option for managing these symptoms.
Used in Research and Development:
O-ACETYLSALICYLHYDROXAMIC ACID is used as a research tool for studying the roles of COX-1 and COX-2 enzymes in various physiological processes and their involvement in disease pathways. This can lead to the development of new drugs and therapies targeting these enzymes.
Used in Drug Development:
O-ACETYLSALICYLHYDROXAMIC ACID is used as a lead compound in the development of new drugs with improved selectivity, potency, and safety profiles. Its irreversible inhibition of COX enzymes can be a starting point for designing more targeted and effective medications for various conditions.
Biological Activity
o-acetyl salicylhydroxamic acid (o-asha) is an irreversible, non-selective inhibitor of cox-1 and cox-2 [1].cyclooxygenase (cox) is the key enzyme required for the conversion of arachidonic acid to prostaglandins. cyclooxygenase enzymes have been involved in diverse physiological situations and disease processes ranging from inflammation to cancer. until now, two cyclooxygenase isoforms have been identified, cox-1 and cox-2. the cox-1 enzyme is produced constitutively (i.e., gastric mucosa) and cox-2 is inducible (i.e., sites of inflammation) [2].o-acetyl salicylhydroxamic acid (o-asha) inhibited the activity of ovine cox-1 in a time-dependent and irreversible manner with a 50% b/b0 value of approximately 4.5 mm [1]. o-acetyl salicylhydroxamic acid was a novel acetylating agent. o-acetyl salicylhydroxamic acid inhibited pge2 synthesis in vivo and blocked the cyclooxygenase activity of pghs in vitro. o-acetyl salicylhydroxamic acid elicited its effects via acetylation of ser-529 in the cyclooxygenase active site [1].
references
[1] loll p j, sharkey c t, o'connor s j, et al. o-acetylsalicylhydroxamic acid, a novel acetylating inhibitor of prostaglandin h2 synthase: structural and functional characterization of enzyme-inhibitor interactions[j]. molecular pharmacology, 2001, 60(6): 1407-1413.[2] dubois r n, abramson s b, crofford l, et al. cyclooxygenase in biology and disease[j]. the faseb journal, 1998, 12(12): 1063-1073.
Check Digit Verification of cas no
The CAS Registry Mumber 199854-00-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,9,8,5 and 4 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 199854-00:
(8*1)+(7*9)+(6*9)+(5*8)+(4*5)+(3*4)+(2*0)+(1*0)=197
197 % 10 = 7
So 199854-00-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H9NO4/c1-6(11)14-10-9(13)7-4-2-3-5-8(7)12/h2-5,12H,1H3,(H,10,13)
199854-00-7Relevant articles and documents
Synthesis, characterization, and biological properties of oxidovanadium(IV) complexes of acetylsalicylhydroxamic acid (N-acetyloxy-2-hydroxybenzamide) as potential antimicrobials
Priya, Bhanu,Kumar, Abhishek,Sharma, Neeraj
, p. 460 - 470 (2020)
New oxidovanadium(IV) complexes of composition [VO(AcSHA)2] 1 and [VO(acac)(AcSHA)] 2 are synthesized by reactions of VOSO4.5H2O and [VO(acac)2] with acetylsalicylhydroxamic acid AcSH2A (C6H4(OH)(CONHOCOCH3)) in a 1:2 molar ratio in absolute ethanol. The compounds are characterized by the Fourier-transform infrared spectroscopy, ultraviolet–visible spectroscopy, electron spin resonance, and mass spectrometry along with elemental analyses, molar conductivity, and magnetic moment measurements. The infrared spectra of the complexes suggest bonding through carbonyl and phenolic oxygen atoms (O,O coordination). The magnetic moment, electron spin resonance, and mass spectra of the complexes indicate that both exist as monomers, and a distorted square pyramidal geometry around vanadium is proposed. The thermal behavior of the complexes is studied by thermogravimetry and differential thermal analysis techniques under an N2 atmosphere, yielding VO2 as the decomposition product. The in vitro antimicrobial assays against pathogenic Gram-positive bacteria, Gram-negative bacteria, and fungi (minimum inhibitory concentration method) show the appreciable antimicrobial potential relative to the respective standard drugs, tetracycline hydrochloride, and fluconazole.
α-effect of hydroxamate ions in micellar mediated reactions of p-nitrophenyl acetate
Ghosh, Kallol K.,Simanenko, Yurii,Satnami,Sar, Santosh K.
, p. 1990 - 1994 (2007/10/03)
The rate-surfactant concentration profiles for the reaction of p-nitrophenyl acetate (PNPA) with three hydroxamate ions (R C6H 4CO NHO-; R = H, 2-OH, 4-OCH3) in aqueous solutions of cetyltrimethylammonium bromide (CTAB) have been studied at 27°C (pH 7.7). In transferring the reaction from water to micelles of CTAB, an increase in reaction rates have been observed.
