246. Alinidine
Nomenclature
CAS number: 33178-86-8
N-(2,6-Dichlorophenyl)-4,5-dihydro-N-2-propenyl-1H-imidazol-2-amine; 2-(N-allyl-2,6-dichloroanilino)-2-imidazoline; 2-[N-allyl-N-(2,6-dichlorophenyl)amino]-2-imidazoline; ST-567. C12H13Cl2N3; mol wt 270.16.
C 53.35%, H 4.85%, Cl 26.25%, N 15.55%.
Description and references
Specific bradycardic agent; analog of clonidine, q.v. Prepn: H. Sthle et al., DE 1958201; eidem, US 3708485 (1971, 1973 both to Boehringer, Ing.); eidem, J. Med. Chem. 23, 1217 (1980). Clinical pharmacology: D. W. G. Harron et al., J. Cardiovasc. Pharmacol. 4, 213 (1982). Mode of action study: J. S. Millar, E. M. Vaughan Williams, Lancet 1, 1291 (1981). HPLC determn in human plasma: U.-W. Wiegand et al., J. Chromatogr. 223, 238 (1981). Clinical pharmacokinetics: eidem, J. Cardiovasc. Pharmacol. 4, 59 (1982). Hemodynamic effects in angina or infarction: M. L. Simoons, P. G. Hugenholtz, Eur. Heart J. 5, 227 (1984). Review of pharmacology and potential therapeutic uses: D. W. G. Harron, R. G. Shanks, ibid. 6, 722-729 (1985).
Properties
Crystals, mp 130-131° (Sthle, 1973); also reported as mp 127-129° (Sthle, 1980). pKa 10.42.Derivative
Hydrobromide.C12H14BrCl2N3; mol wt 351.07.
C 41.05%, H 4.02%, Br 22.76%, Cl 20.20%, N 11.97%.