2759. Cyheptamide

Nomenclature

CAS number: 7199-29-3
10,11-Dihydro-5H-dibenzo[a,d]cycloheptene-5-carboxamide; dibenzo[a,d][1,4]cycloheptadiene-5-carboxamide; AY-8682.
C16H15NO; mol wt 237.30.
C 80.98%, H 6.37%, N 5.90%, O 6.74%.

Description and references

Prepn: M. A. Davis et al., FR 1355829 (1964 to Ayerst, McKenna & Harrison); M. A. Davis, S. O. Winthrop, US 3242212 (1966 to Am. Home Prods.). Prepn and anticonvulsant activity: M. A. Davis et al., J. Med. Chem. 7, 88 (1964). Physical characteristics: H. J. Doorenbos et al., Pharm. Weekbl. 104, 732 (1969). Pharmacology: A. B. H. Funcke et al., Arch. Int. Pharmacodyn. 187, 174 (1970). Toxicological studies: C. J. van Eeken et al., ibid. 188, 79 (1970). Metabolism in animals and man: M. Kraml et al., Biochem. Pharmacol. 20, 2327 (1971). Comparison of potency with other anticonvulsants: G. L. Jones et al., J. Pharm. Sci. 70, 618 (1981). Elucidation of structure by x-ray diffraction, mode of action: P. W. Codding et al., J. Med. Chem. 27, 649 (1984).

Chemical structure

Properties

Long needles from acetonitrile, mp 193-194°. Sol in chloroform; sparingly sol in methanol, acetone; slightly sol in ethanol, ether. Practically insol in water. LD50 in mice (g/kg): 4.2-5.2 orally; 2.4-2.6 i.p. (Funcke).