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TERBUTALINE SULFATE

Product Name
TERBUTALINE SULFATE
CAS No.
23031-32-5
Chemical Name
TERBUTALINE SULFATE
Synonyms
TERBUTALINE SULPHATE;TERBUTALIN SULFATE;TERBUTALINE HEMISULFATE SALT;bricanyl;BRETHINE;BRETHAIRE;TERBUTALINE HEMISULFATE;Terbutaline sulfate CRS;TERBUL;Convon
CBNumber
CB4164487
Molecular Formula
C24H40N2O10S
Formula Weight
548.65
MOL File
23031-32-5.mol
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TERBUTALINE SULFATE Property

Melting point:
246-248°C
Density 
1.1840 (rough estimate)
refractive index 
1.6900 (estimate)
storage temp. 
2-8°C
solubility 
H2O: soluble100mg/mL, clear to slightly hazy, colorless to yellow
pka
pKa1 8.8, pKa2 10.1, pKa3 11.2(at 25℃)
color 
White to Off-White
InChI
InChI=1S/2C12H19NO3.H2O4S/c2*1-12(2,3)13-7-11(16)8-4-9(14)6-10(15)5-8;1-5(2,3)4/h2*4-6,11,13-16H,7H2,1-3H3;(H2,1,2,3,4)
InChIKey
KFVSLSTULZVNPG-UHFFFAOYSA-N
SMILES
C1(=CC(=CC(O)=C1)O)C(O)CNC(C)(C)C.C1(=CC(=CC(O)=C1)O)C(O)CNC(C)(C)C.S(=O)(=O)(O)O
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Safety

Hazard Codes 
Xn
Risk Statements 
42/43-63
Safety Statements 
26-36
WGK Germany 
3
RTECS 
DN9000000
HS Code 
2922504500
Toxicity
dog,LD50,intravenous,116mg/kg (116mg/kg),Kiso to Rinsho. Clinical Report. Vol. 6, Pg. 757, 1972.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T2528
Product name
Terbutaline hemisulfate salt
Packaging
1g
Price
$80.7
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR3246
Product name
Terbutaline Sulfate
Purity
pharmaceutical secondary standard, certified reference material
Packaging
250MG
Price
$201
Updated
2024/03/01
Sigma-Aldrich
Product number
1643500
Product name
Terbutaline sulfate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
125mg
Price
$358
Updated
2024/03/01
Sigma-Aldrich
Product number
BP318
Product name
Terbutaline sulfate
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
100MG
Price
$259
Updated
2023/06/20
Cayman Chemical
Product number
21292
Product name
Terbutaline (hemisulfate)
Packaging
1mg
Price
$37
Updated
2024/03/01
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TERBUTALINE SULFATE Chemical Properties,Usage,Production

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

Description

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 .

Chemical Properties

White or almost white, crystalline powder.

Originator

Bricanyl,Pharma-Stern,W. Germany,1971

Uses

betaadrenergic agonist, bronchodilator

Uses

Anti Asthmatic

Uses

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).

Uses

A B-Adrenergic receptor agonist. A Bronchodilator

Definition

ChEBI: Terbutaline sulfate is an ethanolamine sulfate salt. It is functionally related to a terbutaline.

Manufacturing Process

To a solution of 32 g of benzyl-t-butylamine in 300 ml of absolute ethanol at reflux temperature was added 32 g of 3,5-dibenzyloxy-?-bromoacetophenone in 10 ml of dry benzene. The mixture was refluxed for 20 hours and then evaporated. When absolute ether was added to the residue, benzyl-tbutylamine hydrobromide was precipitated. The precipitated compound was filtered off and to the filtrate was added an excess of 2 N sulfuric acid. This caused precipitation of the hydrogen sulfate of 3,5-dibenzyloxy-?-(benzyl-tbutylamino)- acetophenone which was recrystallized from acetone/ether. If the product is crystallized from different organic solvents, the melting point will vary with the type and amount of solvent of crystallization, but the product can be used directly for hydrogenation.
15 g of 3,5-dibenzyloxy-?-(benzyl-t-butylamino)-acetophenone hydrogen sulfate in 200 ml of glacial acetic acid were hydrogenated in a Parr pressure reaction apparatus in the presence of 1.5 g of 10% palladium charcoal at 50°C and 5 atmospheres pressure. The reaction time was 5 hours. The catalyst was filtered off, the filtrate was evaporated to dryness and the hydrogen sulfate of 1-(3',5'-dihydroxyphenyl)-2-(t-butylamino)-ethanol was received. This compound is hygroscopic, but it can be transformed into a nonhygroscopic sulfate in the following manner.
The hydrogen sulfate was dissolved in water and the pH of the solution was adjusted to 5.6 (pH-meter) with 0.1 N sodium hydroxide solution. The water solution was evaporated to dryness and the residue dried with absolute ethanol/benzene and once more evaporated to dryness. The remaining crystal mixture was extracted in a Soxhlet extraction apparatus with absolute methanol. From the methanol phase the sulfate of 1-(3',5'-dihydroxyphenyl)- 2-(t-butylamino)-ethanol crystallized. Melting point 246°C to 248°C.

brand name

Terbutaline is INN and BAN.

Therapeutic Function

Bronchodilator

Clinical Use

Beta2 -adrenoceptor agonist:
Reversible airways obstruction

Veterinary Drugs and Treatments

Terbutaline is used as a bronchodilating agent in the adjunctive treatment of cardiopulmonary diseases (including tracheobronchitis, collapsing trachea, pulmonary edema, and allergic bronchitis) in small animals. It may be of some benefit in treating bradyarrhythmias in dogs and cats.
Terbutaline has been used occasionally in horses for its bronchodilating effects, but adverse effects, short duration of activity after IV administration and poor oral absorption have limited its use. It has been shown to be useful as a diagnostic agent to diagnose anhidrosis in horses after intradermal injection.
Oral and intravenous terbutaline has been used successfully in humans for the inhibition of premature labor clinical signs.

Drug interactions

Potentially hazardous interactions with other drugs
Effect may be diminished by beta-blockers.
Theophylline: increased risk of hypokalaemia.

Metabolism

Terbutaline undergoes extensive first-pass metabolism by sulphate (and some glucuronide) conjugation in the liver and the gut wall. It is excreted in the urine and faeces partly as the inactive sulphate conjugate and partly as unchanged terbutaline, the ratio depending upon the route by which it is given.

TERBUTALINE SULFATE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from TERBUTALINE SULFATE manufacturers

airuikechemical co., ltd.
Product
Terbutaline sulfate 23031-32-5
Price
US $0.00-0.00/g
Min. Order
1g
Purity
99.9%
Supply Ability
20tons
Release date
2024-03-21
Zibo Hangyu Biotechnology Development Co., Ltd
Product
3-Bromo-6-methoxy-2-methylbenzoic acid 220901-25-7
Price
US $150.00-1500.00/KG
Min. Order
1KG
Purity
0.99
Supply Ability
20 tons
Release date
2024-03-15
Biopole Pharmatech Co., Ltd.
Product
Terbutaline sulfate 2563300
Price
US $0.00/g
Min. Order
1g
Purity
99.99%HPLC
Supply Ability
200kg
Release date
2024-02-04

23031-32-5, TERBUTALINE SULFATERelated Search:


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  • alpha-((tert-butylamino)methyl)-3,5-dihydroxy-benzylalcohosulfate(2:1)
  • bricanyl
  • Bricanyl[R]
  • 2-tert-Butylamino-1-(3,5-dihydroxyphenyl)ethanol, Brethaire, Brethine, Butaliret, Monovent, Terbasmin, Terbul
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