9811. Tulobuterol

Nomenclature

CAS number: 41570-61-0
2-Chloro-α-[[(1,1-dimethylethyl)amino]methyl]benzenemethanol; α-[(tert-butylamino)methyl]-o-chlorobenzyl alcohol.
C12H18ClNO; mol wt 227.73.
C 63.29%, H 7.97%, Cl 15.57%, N 6.15%, O 7.03%.

Description and references

A β-adrenergic receptor agonist, related structurally to terbutaline, q.v. Prepn: H. Kato, S. Kurata, DE 2244737 (1973 to Hokuriku), C.A. 78, 147538a (1973). Pharmacology: S. Kubo et al., Arzneim.-Forsch. 25, 1028 (1975); eidem, ibid. 27, 1433 (1977); I. Uesaka et al., ibid. 1439. Metabolism: T. Fujiihashi et al., Oyo Yakuri 18, 347 (1979), C.A. 92, 121781 (1980); K. Matsumura et al., Yakugaku Zasshi 101, 198 (1981), C.A. 94, 167404 (1981). Determn of tulobuterol and its metabolites in human urine: eidem, J. Chromatogr. 222, 53 (1981). Toxicological studies: S. Kubo et al., Oyo Yakuri 13, 197, 317 (1977), C.A. 88, 83591-2 (1978).

Chemical structure

Properties

Crystals, mp 89-91°. LD50 in male mice, rats, rabbits (mg/kg): 305, 850, 563 orally; 170, 417, 164 s.c. (Kubo, 1975).

Derivative

Hydrochloride.

Nomenclature

CAS number: 56776-01-3
C-78; Atenos (UCB); Berachin (Tokyo Tanabe); Brelomax (Abbott); Bremax (Abbott); Hokunalin (Hokuriku); Respacal (Bios-Coutelier).
C12H18ClNO.HCl; mol wt 264.19.
C 54.55%, H 7.25%, Cl 26.84%, N 5.30%, O 6.06%.

Properties

White crystalline powder, mp 161-163°.

Therapeutic Category

Bronchodilator.

Keywords

β-Adrenergic Agonist; Bronchodilator; Ephedrine Derivatives