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2D Structure
Also known as: Prometa, Orciprenaline sulphate, Th-152, Novasmasol, Metaprel, Alotec
Molecular Formula
C22H36N2O10S
Molecular Weight
520.6  g/mol
InChI Key
MKFFGUZYVNDHIH-UHFFFAOYSA-N

A beta-2 adrenergic agonist used in the treatment of ASTHMA and BRONCHIAL SPASM.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]-propan-2-ylazanium;sulfate
2.1.2 InChI
InChI=1S/2C11H17NO3.H2O4S/c2*1-7(2)12-6-11(15)8-3-9(13)5-10(14)4-8;1-5(2,3)4/h2*3-5,7,11-15H,6H2,1-2H3;(H2,1,2,3,4)
2.1.3 InChI Key
MKFFGUZYVNDHIH-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)[NH2+]CC(C1=CC(=CC(=C1)O)O)O.CC(C)[NH2+]CC(C1=CC(=CC(=C1)O)O)O.[O-]S(=O)(=O)[O-]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Alotec

2. Astmopent

3. Metaprel

4. Metaproterenol

5. Metaproterenol Polistirex

6. Metaproterenol Sulfate

7. Orciprenaline

8. Orciprenaline Sulfate

9. Polistirex, Metaproterenol

2.2.2 Depositor-Supplied Synonyms

1. Prometa

2. Orciprenaline Sulphate

3. Th-152

4. Novasmasol

5. Metaprel

6. Alotec

7. [2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]-propan-2-ylazanium;sulfate

8. Gj20h50yf0

9. Einecs 227-539-6

10. Unii-gj20h50yf0

11. 1-(3,5-dihydroxyphenyl)-2-(isopropylamino)ethanol Sulfate

12. 1-(3,5-dihydroxyphenyl)-1-hydroxy-2-isopropylaminoethane Sulfate

13. Metaproterenol Sulfate [usan:usp]

14. 3,5-dihydroxy-alpha-((isopropylamino)methyl)benzyl Alcohol Sulfate

15. 3,5-dihydroxy-alpha-((isopropylamino)methyl)benzyl Alcohol Sulfate (2:1)

16. (+-)-3,5-dihydroxy-alpha-((isopropylamino)methyl)benzyl Alcohol Sulfate (2:1)

17. 1,3-benzenediol, 5-(1-hydroxy-2-((1-methylethyl)amino)ethyl)-, Sulfate (2:1) (salt)

18. 1,3-benzenediol, 5-(1-hydroxy-2-((1-methylethyl)amino)ethyl)-, Sulfate (2:1) Salt

19. 1,3-benzenediol, 5-(1-hydroxy-2-(1-methylethyl)amino)ethyl-, (+-)-, Sulfate (2:1) (salt)

20. Benzyl Alcohol, 3,5-dihydroxy-alpha-((isopropylamino)methyl)-, Sulfate (2:1) (salt)

2.3 Create Date
2008-07-09
3 Chemical and Physical Properties
Molecular Weight 520.6 g/mol
Molecular Formula C22H36N2O10S
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count10
Rotatable Bond Count8
Exact Mass520.20906652 g/mol
Monoisotopic Mass520.20906652 g/mol
Topological Polar Surface Area243 Ų
Heavy Atom Count35
Formal Charge0
Complexity239
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 NameMetaproterenol sulfate
Drug LabelMetaproterenol sulfate syrup is an oral bronchodilator. Each teaspoonful (5 mL), for oral administration, contains metaproterenol sulfate 10 mg. In addition, each teaspoonful (5 mL) contains the following inactive ingredients:citric acid, edetate dis...
Active IngredientMetaproterenol sulfate
Dosage FormTablet; Syrup; Solution
RouteOral; Inhalation
Strength10mg/5ml; 0.4%; 0.6%; 10mg; 20mg
Market StatusPrescription
CompanyWockhardt; Silarx; Mylan Speclt; Par Pharm

2 of 2  
Drug NameMetaproterenol sulfate
Drug LabelMetaproterenol sulfate syrup is an oral bronchodilator. Each teaspoonful (5 mL), for oral administration, contains metaproterenol sulfate 10 mg. In addition, each teaspoonful (5 mL) contains the following inactive ingredients:citric acid, edetate dis...
Active IngredientMetaproterenol sulfate
Dosage FormTablet; Syrup; Solution
RouteOral; Inhalation
Strength10mg/5ml; 0.4%; 0.6%; 10mg; 20mg
Market StatusPrescription
CompanyWockhardt; Silarx; Mylan Speclt; Par Pharm

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.)


Bronchodilator Agents

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


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.)