Bucetin

Title: Bucetin
CAS Registry Number: 1083-57-4
CAS Name: N-(4-Ethoxyphenyl)-3-hydroxybutanamide
Additional Names: 3-hydroxy-p-butyrophenetidide; b-hydroxybutyric acid p-phenetidide; p-ethoxy-N-(b-hydroxybutyryl)aniline
Trademarks: Betadid
Molecular Formula: C12H17NO3
Molecular Weight: 223.27
Percent Composition: C 64.55%, H 7.67%, N 6.27%, O 21.50%
Literature References: Phenetidine derivative with analgesic and antipyretic activity. Prepn: G. Ehrhart et al., US 2830087 (1958 to Hoechst); and pharmacology: eidem, Arzneim.-Forsch. 15, 727 (1965). Toxicity data: H. Fujimura, Folia Pharmacol. Jpn. 62, 123 (1966). Metabolism in rabbits: J. Shibasaki et al., Chem. Pharm. Bull. 16, 1726, 2269 (1968). Synergistic effect with ethenzamide, q.v.: H. Kojima et al., Oyo Yakuri 16, 549 (1978), C.A. 90, 81035y (1979). TLC determn in saliva: P. Rohdewald, G. Drehsen, J. Chromatogr. 225, 427 (1981).
Properties: Crystals from isopropanol, mp 160°. Sparingly sol in water. LD50 in mice (mg/kg): 790 i.p., 2800 orally (Fujimura).
Melting point: mp 160°
Toxicity data: LD50 in mice (mg/kg): 790 i.p., 2800 orally (Fujimura)
NOTE: Component in combination analgesics containing ethenzamide, caffeine and vitamin B1, e.g. Butylon (Grelan) , Bucetalon (Isei) .
Therap-Cat: Analgesic.
Keywords: Analgesic (Non-Narcotic).
Buchu Bucillamine Bucindolol Buclizine Buclosamide

Bucetin
Bucetin.svg
Systematic (IUPAC) name
N-(4-Ethoxyphenyl)-3-hydroxybutanamide
Clinical data
Legal status  ?
Identifiers
ATC code N02BE04
PubChem CID 14130
ChemSpider 13507
Chemical data
Formula C12H17NO3 
Mol. mass 223.268 g/mol

Bucetin is a pharmaceutical drug that acts as an analgesic and antipyretic. Chemically, it is similar to phenacetin with which it shares the risk of carcinogenesis.[1] Bucetin was withdrawn from use in 1986 due to renal toxicity.[2]