13-01473. Bunamidine [Archived]

Nomenclature

CAS number: 3748-77-4
N,N-Dibutyl-4-(hexyloxy)-1-naphthalenecarboximidamide; N,N-dibutyl-4-hexyloxy-1-naphthamidine.
C25H38N2O; mol wt 382.58.
C 78.48%, H 10.01%, N 7.32%, O 4.18%.

Description and references

Prepn: NL 6403016 (1964 to Wellcome Found.), C.A. 62, 9083a (1965); NL 6603570 and FR M3766 (both 1966 to Wellcome Found.), C.A. 66, 37701t, 68911r (1967); M. Harfenist, R. Baltzly, US 3290375 (1966 to Burroughs-Wellcome). Review of synthesis, chemistry and activity: M. Harfenist et al., J. Med. Chem. 14, 97 (1971).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 1055-55-6
Scolaban (Cooper).
C25H38N2O.HCl; mol wt 419.04.
C 71.66%, H 9.38%, N 6.69%, O 3.82%, Cl 8.46%.

Properties

Crystals from ethanol + ethyl acetate + ether, mp 214-214.8°. LD50 (calculated as base) orally in mice: 540 mg/kg (Harfenist, 1971).

Derivative

3-Hydroxy-2-naphthoate.

Nomenclature

Buban (Burroughs Wellcome).

Properties

mp 169-170°.

Therapeutic Category (Veterinary)

Anthelmintic (Cestodes).

Status

This monograph has been retired and is no longer subject to revision or update.