Brethaire

Base Information

• Chemical Name: Brethaire
• CAS No.: 23031-32-5
• Deprecated CAS: 98225-49-1
• Molecular Formula: 2C₁₂H₁₉NO₃*H₂O₄S
• Molecular Weight: 548.655
• Hs Code.: 2922504500
• NCI Thesaurus Code: C47748
• RXCUI: 10369
• Mol file: 23031-32-5.mol

Synonyms:Arubendol;Asthmoprotect;Brethaire;Brethine;Bricanyl;Bricanyl SA;Butaliret;Butalitab;Contimit;KWD 2019;KWD-2019;KWD2019;Monovent;Taziken;Tedipulmo;Terbasmin;Terbul;Terbutalin AL;Terbutalin ratiopharm;Terbutalin Stada;terbutalin von ct;Terbutalin-ratiopharm;Terbutaline;Terbutaline Sulfate;Terbuturmant

Chemical Property of Brethaire

Chemical Property:

• Appearance/Colour: Crystalline Powder
• Vapor Pressure: 8.92E-08mmHg at 25°C
• Melting Point: 246-248°C
• Refractive Index: 1.6900 (estimate)
• Boiling Point: 419.2 °C at 760 mmHg
• PKA: pKa1 8.8, pKa2 10.1, pKa3 11.2(at 25℃)
• Flash Point: 165.3 °C
• PSA: 228.42000
• Density: 1.1840 (rough estimate)
• LogP: 4.24840
• Storage Temp.: -20?C Freezer
• Solubility.: H2O: soluble100mg/mL, clear to slightly hazy, colorless to yello
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 548.24036665
• Heavy Atom Count: 37
• Complexity: 267

Purity/Quality:

99% ^*data from raw suppliers

Terbutaline Sulfate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 42/43-63
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)[NH2+]CC(C1=CC(=CC(=C1)O)O)O.CC(C)(C)[NH2+]CC(C1=CC(=CC(=C1)O)O)O.[O-]S(=O)(=O)[O-]
• Recent ClinicalTrials: β2-agonist Versus Ipratropium Bromide Associated With β2-agonists in Chronic Obstructive Pulmonary Disease Exacerbation
• Recent EU Clinical Trials: Pharmacological properties of in haled and oral terbutalin administrated in healthy trained males
• Description: Terbutaline is the N-t-butyl analogue of metaproterenol and, as such, would be expected to have a more potent β2-selectivity. When compared to metaproterenol, terbutaline has a threefold greater potency at the β2-receptor. Like metaproterenol, it is resistant to COMT and slowly metabolized by MAO, therefore having good oral bioavailability with similar onset and duration. Terbutaline is available as tablets and solutions for injection and inhalation. Adverse effects are similar to other direct-acting β2-selective agonists, however, with a greater incidence of palp Terbutaline (hemisulfate) (Item No. 21292) is an analytical reference standard categorized as a β2-adrenergic receptor agonist. Terbutaline has been used to enhance physical performance in athletes. This product is intended for use in analytical forensic applications. This product is also available as a general research tool .
• Uses: betaadrenergic agonist, bronchodilator Anti Asthmatic Terbutaline Sulfate is derived from the starting material, Terbutaline Hemisulfate Salt (T109750), which is a β-adrenergic receptor agonist. A Bronchodilator; Metabolite of Terbutaline (T109763).
• Therapeutic Function: Bronchodilator
• Clinical Use: Beta2 -adrenoceptor agonist: Reversible airways obstruction
• Drug interactions: Potentially hazardous interactions with other drugs Effect may be diminished by beta-blockers. Theophylline: increased risk of hypokalaemia.

Technology Process of Brethaire

There total 9 articles about Brethaire which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.3%

terbutaline (23031-25-6,37394-31-3,90877-48-8) → terbutaline hemisulfate (23031-32-5,24890-75-3,29802-93-5,32550-09-7)

Guidance literature:

With sulfuric acid; In methanol; water; at 0 - 10 ℃; for 0.5h; Solvent;

Reference yield: 70.0%

1-[3,5-bis(benzyloxy)phenyl]-2-(tert-butylamino)ethanol (28924-25-6) → terbutaline hemisulfate (23031-32-5,24890-75-3,29802-93-5,32550-09-7)

Guidance literature:

1-[3,5-bis(benzyloxy)phenyl]-2-(tert-butylamino)ethanol; With palladium 10% on activated carbon; hydrogen; In ethanol; at 30 - 35 ℃; under 3750.38 Torr;

With sulfuric acid; In ethanol; at 25 - 30 ℃;

Reference yield:

3,5-dihydroxyacetophenone (51863-60-6) → terbutaline hemisulfate (23031-32-5,24890-75-3,29802-93-5,32550-09-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: copper(ll) bromide / ethyl acetate; chloroform / 6 h / 20 - 70 °C

2.1: lithium borohydride / ethanol / 4 h / 5 - 20 °C

2.2: 4 h / 20 °C

3.1: isopropyl alcohol / 4 h / 75 °C

4.1: sulfuric acid / ethanol / 3 h / 5 - 20 °C / pH 4 - 5

With lithium borohydride; sulfuric acid; copper(ll) bromide; In ethanol; chloroform; ethyl acetate; isopropyl alcohol;

upstream raw materials:

3,5-dihydroxyacetophenone

2-bromo-1-(3,5-dihydroxyphenyl)ethan-1-one

terbutaline

1-(3,5-dinitrophenyl)ethanone

Downstream raw materials:

(-)-Terbutaline

terbutaline

(S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol

(R)-propranolol

Refernces

• 1、 -. "Preparation method of terbutaline sulfate". . . Retrieved 2020/04/29.