Title: Proxibarbal
CAS Registry Number: 2537-29-3
CAS Name: 5-(2-Hydroxypropyl)-5-(2-propenyl)-2,4,6(1
H,3
H,5
H)-pyrimidinetrione
Synonyms: 5-allyl-5-(2-hydroxypropyl)barbituric acid; 5-allyl-5-(b-hydroxypropyl)barbituric acid; 5-allyl-5-(b-hydroxypropyl)malonylurea; proxibarbital
Manufacturers' Codes: HH-184
Trademarks: Axeen (Hommel); Centralgol (Zyma); Centralgyl; Ipronal (Biosedra)
Molecular Formula: C10H14N2O4
Molecular Weight: 226.23
Percent Composition: C 53.09%, H 6.24%, N 12.38%, O 28.29%
Literature References: Prepn: Bobranski
et al., Rocz. Chem. 30, 175 (1956),
C.A. 51, 438f (1957);
GB 953387 (1964 to Hommel A.G.),
C.A. 61, 3123a (1964); Smissman
et al., J. Med. Chem. 14, 853 (1971). Metabolism: Bobranski
et al., Arch. Immunol. Ther. Exp. 10, 895 (1962); B. Lambrey
et al., Eur. J. Med. Chem. - Chim. Ther. 15, 463 (1980). Pharmacokinetics:
eidem, ibid. 12, 565 (1977).
Properties: Crystals from benzene + ethanol, mp 157-158°; also reported as mp 166.5-168.5° from acetone + chloroform (Smissman). Moderately sol in water.
Melting point: mp 157-158°; mp 166.5-168.5° from acetone + chloroform (Smissman)
NOTE: This is a controlled substance (depressant):
21 CFR, 1308.13.
Therap-Cat: Sedative, hypnotic.
Keywords: Sedative/Hypnotic; Barbituric Acid Derivatives.