Terbutaline
Title: Terbutaline
CAS Registry Number: 23031-25-6
CAS Name: 5-[2-[(1,1-Dimethylethyl)amino]-1-hydroxyethyl]-1,3-benzenediol
Additional Names: a-[(tert-butylamino)methyl]-3,5-dihydroxybenzyl alcohol; 1-(3,5-dihydroxyphenyl)-2-(tert-butylamino)ethanol
Molecular Formula: C12H19NO3
Molecular Weight: 225.28
Percent Composition: C 63.98%, H 8.50%, N 6.22%, O 21.31%
Literature References: b-Adrenergic agonist. Prepn: K. Wetterlin, L. A. Svensson, BE 704932; eidem, US 3937838 (1968, 1976 both to Draco). Pharmacology: Bergman et al., Experientia 25, 899 (1969). Resolution of isomers and activity studies: K. Wetterlin, J. Med. Chem. 15, 1182 (1972). Clinical study in treatment of preterm labor: S. N. Caritis et al., Am. J. Obstet. Gynecol. 150, 7 (1984). Review: J. J. McPhillips in Pharmacological and Biochemical Properties of Drug Substances vol. 1, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1977) pp 311-328. Review of clinical toxicology: J. D. Truwit, Crit. Care Clin. 7, 639-657 (1991). Comprehensive description: S. Ahuja, J. Ashman, Anal. Profiles Drug Subs. 19, 601-625 (1990).
Properties: Crystals from abs ether, mp 119-122°.
Melting point: mp 119-122°
 
Derivative Type: Sulfate
CAS Registry Number: 23031-32-5
Trademarks: Brethaire (Novartis); Brethine (Novartis); Bricanyl (AstraZeneca); Butaliret (Fatol); Monovent (Lagap); Terbasmin (Farmitalia); Terbul (Hexal)
Molecular Formula: (C12H19NO3)2.H2SO4
Molecular Weight: 548.65
Percent Composition: C 52.54%, H 7.35%, N 5.11%, O 29.16%, S 5.84%
Properties: mp 246-248°. uv max (0.1N HCl): 276 nm (A1%1cm 67.6). pKa1 8.8, pKa2 10.1, pKa3 11.2. Soly at 25° (mg/ml): water >20; 0.1N HCl >20; 0.1N NaOH >20; ethanol 1.2; 10% ethanol >20; methanol 2.7.
Melting point: mp 246-248°
pKa: pKa1 8.8, pKa2 10.1, pKa3 11.2
Absorption maximum: uv max (0.1N HCl): 276 nm (A1%1cm 67.6)
 
Therap-Cat: Bronchodilator; tocolytic.
Keywords: ?Adrenergic Agonist; Bronchodilator; Ephedrine Derivatives; Tocolytic.

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