62-44-2

Phenacetin is a non-opioid analgesic without anti-inflammatory properties, inhibits COX-3 activity.Target: COXPhenacetin is a pain-relieving and fever-reducing drug, Phenacetin was withdrawn from the Canadian market in June 1973 due to concerns regarding nephropathy. the clinical and laboratory data were compatible with "phenacetin nephritis" as described in Europe and Australia and recently in the United States and Canada. This report evaluates the findings in the 23 cases and cautions against the use of phenacetin, particularly in patients with impaired renal function [1]. Phenacetin has been linked to renal papillary necrosis in human beings [2, 3].
[1]. Chandrasekharan NV, et al. COX-3, a cyclooxygenase-1 variant inhibited by acetaminophen and other analgesic/antipyretic drugs: cloning, structure, and expression. Proc Natl Acad Sci U S A. 2002 Oct 15;99(21):13926-31.

[2]. Brix, A.E., Renal papillary necrosis. Toxicol Pathol, 2002. 30(6): p. 672-4.

[3]. Dubach, U.C., B. Rosner, and T. Sturmer, An epidemiologic study of abuse of analgesic drugs. Effects of phenacetin and salicylate on mortality and cardiovascular morbidity (1968 to 1987). N Engl J Med, 1991. 324(3): p. 155-60.

Chemical & Physical Properties
Density 1.0¯0.1 g/cm3
Boiling Point 323.6¯44.0 ®C at 760 mmHg
Melting Point 133-136 ®C(lit.)
Molecular Formula C10H13NO2
Molecular Weight 179.216
Flash Point 149.5¯28.4 ®C
Exact Mass 179.094635
PSA 38.33000
LogP 2.01
Vapour Pressure 0.0¯0.7 mmHg at 25®C
Index of Refraction 1.506
Stability Stable. Incompatible with strong oxidizing agents, strong acids.
Water Solubility 0.076 g/100 mL