13-01526. Butoctamide [Archived]
Nomenclature
CAS number: 32838-26-9
N-(2-Ethylhexyl)-3-hydroxybutanamide; N-(2-ethylhexyl)-3-hydroxybutyramide; hexobutyramide. C12H25NO2; mol wt 215.33.
C 66.93%, H 11.70%, N 6.50%, O 14.86%.
Description and references
Prepn: A. Sakuma et al., FR 8393; eidem, US 3639457; eidem, JP Kokai 79 24822, C.A. 91, 34947f (1979) (1971, 1972, 1979 all to Lion Dentifrice). Toxicology study: M. Kato et al., Oyo Yakuri 17, 287 (1979), C.A. 91, 68665e (1979). Acute toxicity: R. Goshima et al., Toho Igakkai Zasshi 17, 579 (1970), C.A. 74, 138765n (1971). Clinical effect on rapid eye movement (REM) sleep: Y. Hayashi et al., Psychopharmacology 77, 367 (1982); in Down's syndrome: J. C. Grubar et al., ibid. 90, 119 (1986).
Properties
Colorless viscous oil, bp0.30 mm 149-150°.Derivative
Hydrogen succinate.Nomenclature
CAS number: 32838-28-1
Butanedioic acid mono[3-[(2-ethylhexyl)amino]-1-methyl-3-oxopropyl]
ester; succinic acid monoester with N-(2-ethylhexyl)-3-hydroxybutyramide; N-2-ethylhexyl-β-oxybutyramide semisuccinate; BAHS; M-2H; Listomin S (Lion). C16H29NO5; mol wt 315.41.
C 60.93%, H 9.27%, N 4.44%, O 25.36%.
Properties
Colorless viscous oil; mp 46.5°.Derivative
Hydrogen succinate calcium salt.Nomenclature
CAS number: 32266-82-3
C32H58CaN2O10; mol wt 670.89.
C 57.29%, H 8.71%, Ca 5.97%, N 4.18%, O 23.85%.
Properties
White powder, slightly hygroscopic. uv max: 192 (E1%1cm 290). LD50 in mice (mg/kg): 476 i.p.; 2000 orally (Sakuma, 1971).Therapeutic Category
Sedative, hypnotic.
Keywords
Sedative/Hypnotic; Amides
Status
This monograph has been retired and is no longer subject to revision or update.