861. Atipamezole

Nomenclature

CAS number: 104054-27-5
5-(2-Ethyl-2,3-dihydro-1H-inden-2-yl)-1H-imidazole; 4(5)-(2-ethyl-2-indanyl)imidazole.
C14H16N2; mol wt 212.29.
C 79.21%, H 7.60%, N 13.20%.

Description and references

Specific α2-adrenoceptor antagonist. Prepn: A. J. Karjalainen et al., EP 183492; eidem, US 4689339 (1986, 1987 both to Farmos). Behavioral and neurochemical effects: H. Scheinin et al., Eur. J. Pharmacol. 151, 35 (1988) DOI PubMed. Binding study in comparison with yohimbine, q.v.: R. Virtanen et al., Arch. Int. Pharmacodyn. 297, 190 (1989) PubMed. LC-MS determn in pig plasma: H. Kanazawa et al., Biomed. Chromatogr. 9, 188 (1995) DOI PubMed. Pharmacodynamics and pharmacokinetics: X. Fargetton, T. Vh-Vahe, Tijdschr. Diergeneeskd. 114, Suppl. 1, 91S (1989) PubMed. Preliminary report as detomidine antagonist in horses: L. Nilsfors, C. Kvart, Acta Vet. Scand. Suppl. 82, 121 (1986) PubMed. Use as medetomidine antagonist in zoo animals: H. Jalanka, ibid. 85, 193 (1989) PubMed; in dogs: M. Granholm et al., Vet. Rec. 160, 891 (2007) PubMed.

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 104075-48-1
MPV-1248; Antisedan (Pfizer); Atipam (Dechra).
C14H16N2.HCl; mol wt 248.75.
C 67.60%, H 6.89%, N 11.26%, Cl 14.25%.

Properties

Crystals from dry HCl in ethyl acetate, mp 211-215°. LD50 in male, female rats (mg/kg): >50, 44 s.c. (Scheinin).

Therapeutic Category (Veterinary)

Antidote to α2-adrenoceptor induced sedation.