o-Acetylsalicylhydroxamic acid

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o-Acetylsalicylhydroxamic acid Basic information
Product Name:o-Acetylsalicylhydroxamic acid
Synonyms:ACSHA;O-ASHA;N-(ACETYLOXY)-2-HYDROXY BENZAMIDE;AcSHA, O-ASHA;Acetic Acid (2-Hydroxybenzoyl)azanyl Ester;Benzamide, N-(acetyloxy)-2-hydroxy-;(2-Hydroxybenzoyl)azanyl acetate;o-Acetylsalicylhydroxamic acid
CAS:199854-00-7
MF:C9H9NO4
MW:195.17
EINECS:
Product Categories:Aromatics;All Inhibitors;Inhibitors;Aromatics, Inhibitors
Mol File:Mol File
o-Acetylsalicylhydroxamic acid Structure
o-Acetylsalicylhydroxamic acid Chemical Properties
density 1.317±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp. Store at -20°C
solubility ≤25mg/ml in ethanol;50mg/ml in DMSO;30mg/ml in dimethyl formamide
pka8.003±0.30(predicted)
form Solid
color Cyrstalline
Safety Information
MSDS Information
o-Acetylsalicylhydroxamic acid Usage And Synthesis
Chemical PropertiesCyrstalline Solid
UsesAn irreversible, non-selective inhibitor of COX-1 and COX-2.
Biological Activityo-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.
o-Acetylsalicylhydroxamic acid Preparation Products And Raw materials
Tag:o-Acetylsalicylhydroxamic acid(199854-00-7) Related Product Information
Sodium salicylamide-O-acetate o-(β-Hydroxyethoxy)benzamide 4-(aminocarbonyl)phenyl acetate N-hydroxy-2,3-dimethoxybenzamide 2-(methoxy(methyl)carbamoyl)phenyl acetate o-propoxybenzamide