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1-(3,5-Dihydroxyphenyl)-1-hydroxy-2-isopropylaminoethane Sulfate

1-(3,5-Dihydroxyphenyl)-1-hydroxy-2-isopropylaminoethane sulfate

Synopsis, Chemistry

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1-(3,5-Dihydroxyphenyl)-1-hydroxy-2-isopropylaminoethane sulfate

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

1-(3,5-Dihydroxyphenyl)-1-hydroxy-2-isopropylaminoethane sulfate

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 Formula	C₂₂H₃₆N₂O₁₀S
Molecular Weight	520.6 g/mol
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	8
Exact Mass	520.20906652 g/mol
Monoisotopic Mass	520.20906652 g/mol
Topological Polar Surface Area	243 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	239
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Metaproterenol sulfate
Drug Label	Metaproterenol 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 Ingredient	Metaproterenol sulfate
Dosage Form	Tablet; Syrup; Solution
Route	Oral; Inhalation
Strength	10mg/5ml; 0.4%; 0.6%; 10mg; 20mg
Market Status	Prescription
Company	Wockhardt; Silarx; Mylan Speclt; Par Pharm

2 of 2
Drug Name	Metaproterenol sulfate
Drug Label	Metaproterenol 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 Ingredient	Metaproterenol sulfate
Dosage Form	Tablet; Syrup; Solution
Route	Oral; Inhalation
Strength	10mg/5ml; 0.4%; 0.6%; 10mg; 20mg
Market Status	Prescription
Company	Wockhardt; 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.)