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Alpharma Brand of Terbutaline Sulfate
Also known as: Bricanyl, Terbutaline hemisulfate, Tert-butyl-[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]azanium;sulfate, Bricanyl turbuhaler, 576pu70y8e, 1,3-benzenediol, 5-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-, sulfate (2:1) (salt)
Molecular Formula
C24H40N2O10S
Molecular Weight
548.6  g/mol
InChI Key
KFVSLSTULZVNPG-UHFFFAOYSA-N

A selective beta-2 adrenergic agonist used as a bronchodilator and tocolytic.
1 2D Structure

Alpharma Brand of Terbutaline Sulfate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
tert-butyl-[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]azanium;sulfate
2.1.2 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)
2.1.3 InChI Key
KFVSLSTULZVNPG-UHFFFAOYSA-N
2.1.4 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-]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Arubendol

2. Asthmoprotect

3. Brethine

4. Bricanyl

5. Bricanyl Sa

6. Butaliret

7. Butalitab

8. Contimit

9. Kwd 2019

10. Kwd-2019

11. Kwd2019

12. Monovent

13. Taziken

14. Tedipulmo

15. Terbasmin

16. Terbul

17. Terbutalin Al

18. Terbutalin Ratiopharm

19. Terbutalin Stada

20. Terbutalin Von Ct

21. Terbutalin-ratiopharm

22. Terbutaline

23. Terbutaline Sulfate

24. Terbuturmant

2.2.2 Depositor-Supplied Synonyms

1. Bricanyl

2. Terbutaline Hemisulfate

3. Tert-butyl-[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]azanium;sulfate

4. Bricanyl Turbuhaler

5. 576pu70y8e

6. 1,3-benzenediol, 5-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-, Sulfate (2:1) (salt)

7. Einecs 245-386-3

8. Unii-576pu70y8e

9. 1-(3,5-dihydroxyphenyl)-2-tert-butylaminoethanol Sulphate

10. Terbutaline Sulfate [usan:usp:jan]

11. Nsc 757336

12. (+-)-alpha-((tert-butylamino)methyl)-3,5-dihydroxybenzyl Alcohol Sulfate (2:1) (salt)

13. Benzyl Alcohol, Alpha-((tert-butylamino)methyl)-3,5-dihydroxy-, Sulfate (2:1)

2.3 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 548.6 g/mol
Molecular Formula C24H40N2O10S
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count10
Rotatable Bond Count8
Exact Mass548.24036665 g/mol
Monoisotopic Mass548.24036665 g/mol
Topological Polar Surface Area243 Ų
Heavy Atom Count37
Formal Charge0
Complexity267
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameTerbutaline sulfate
Drug LabelTerbutaline Sulfate, USP, the active ingredient of Terbutaline Sulfate Injection, USP, is a betaadrenergic agonist bronchodilator available as a sterile, nonpyrogenic, aqueous solution in vials, for subcutaneous administration. Each milliliter of...
Active IngredientTerbutaline sulfate
Dosage FormTablet; Injectable
RouteInjection; Oral
Strength2.5mg; 1mg/ml; 5mg
Market StatusPrescription
CompanyBedford; Hikma Farmaceutica; United Biomedcl; Fresenius Kabi Usa; Lannett; Impax Labs; Akorn

2 of 2  
Drug NameTerbutaline sulfate
Drug LabelTerbutaline Sulfate, USP, the active ingredient of Terbutaline Sulfate Injection, USP, is a betaadrenergic agonist bronchodilator available as a sterile, nonpyrogenic, aqueous solution in vials, for subcutaneous administration. Each milliliter of...
Active IngredientTerbutaline sulfate
Dosage FormTablet; Injectable
RouteInjection; Oral
Strength2.5mg; 1mg/ml; 5mg
Market StatusPrescription
CompanyBedford; Hikma Farmaceutica; United Biomedcl; Fresenius Kabi Usa; Lannett; Impax Labs; Akorn

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Adrenergic beta-2 Receptor Agonists

Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS. (See all compounds classified as Adrenergic beta-2 Receptor Agonists.)


Sympathomimetics

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)


Tocolytic Agents

Drugs that prevent preterm labor and immature birth by suppressing uterine contractions (TOCOLYSIS). Agents used to delay premature uterine activity include magnesium sulfate, beta-mimetics, oxytocin antagonists, calcium channel inhibitors, and adrenergic beta-receptor agonists. The use of intravenous alcohol as a tocolytic is now obsolete. (See all compounds classified as Tocolytic Agents.)


Bronchodilator Agents

Agents that cause an increase in the expansion of a bronchus or bronchial tubes. (See all compounds classified as Bronchodilator Agents.)


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