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51022-70-9

51022-70-9 Structure

51022-70-9 Structure
IdentificationMore
[Name]

Albuterol sulfate
[CAS]

51022-70-9
[Synonyms]

2-(TERT-BUTYLAMINO)-1-(4-HYDROXY-3-HYDROXYMETHYLPHENYL)ETHANOL HEMISULFATE
4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol
5-[2-(TERT-BUTYLAMINO)-1-HYDROXYETHYL]-2-HYDROXYBENZYL ALCOHOL HEMISULFATE
ALBUTEROL
ALBUTEROL BASE
ALBUTEROL SULFATE
ALPHA-1-[[(1,1-DIMETHYLETHYL)AMINO]METHYL]-4-HYDROXY-1,3-BENZENEDIMETHANOL HEMISULFATE
ALPHA1-[[(1,1-DIMETHYLETHYL)AMINO]METHYL]-4-HYDROXY-1,3-BENZENEDIMETHANOL SULPHATE
ALPHA1-[(TERT-BUTYLAMINO)METHYL]-4-HYDROXY-1,3-BENZENEDIMETHANOL HEMISULFATE SALT
ALPHA-[(T-BUTYLAMINO)METHYL]-4-HYDROXY-M-XYLENE-ALPHA,ALPHA'-DIOL
ALPHA-[(T-BUTYLAMINO)METHYL]-4-HYDROXY-M-XYLENE-ALPHA,ALPHA'-DIOL HEMISULFATE SALT
ALPHA-[(TERT-BUTYLAMINO)METHYL]-4-HYDROXY-M-XYLENE-ALPHA,ALPHA'-DIOL
ASMAVEN SULFATE
COBUTOLIN
RARECHEM AB PP 3031
SALBUTAMOL
SALBUTAMOL BASE
SALBUTAMOL HEMISULFATE
SALBUTAMOL HEMISULFATE SALT
SALBUTAMOL SULFATE
[EINECS(EC#)]

242-424-0
[Molecular Formula]

C13H23NO7S
[MDL Number]

MFCD00148978
[Molecular Weight]

337.39
[MOL File]

51022-70-9.mol
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[Melting point ]

180 °C
[Fp ]

250 °C
[storage temp. ]

2-8°C
[solubility ]

1 M NaOH: soluble50 mg/ml, clear to slightly hazy, yellow-green
[form ]

neat
[color ]

White
[Water Solubility ]

Soluble in water and 1M sodium hydroxide (50 mg/ml).
[Usage]

?Adrenergic agonist
[Merck ]

216
[BCS Class]

1
[Major Application]

clinical
forensics and toxicology
pharmaceutical (small molecule)
[InChI]

InChI=1S/C13H21NO3.H2O4S/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15;1-5(2,3)4/h4-6,12,14-17H,7-8H2,1-3H3;(H2,1,2,3,4)
[InChIKey]

OVICLFZZVQVVFT-UHFFFAOYSA-N
[SMILES]

CC(C)(NCC(O)C1C=CC(O)=C(CO)C=1)C.S(O)(O)(=O)=O
[CAS DataBase Reference]

51022-70-9(CAS DataBase Reference)
Questions And AnswerBack Directory
[Preparation]

1. Starting from p-hydroxyacetophenone, a synthesis is achieved through 8 steps: bromination, hydrolysis, amination, hydrolysis, neutralization, catalytic hydrogenation, hydrogenolysis, and salt formation. The overall yield is 11%–13%. However, this method requires harsh reaction conditions, causes severe waste pollution, and has high costs. 2. Using salicylaldehyde and acyl chloride as raw materials, 4-bromoacetyl salicylaldehyde and 4-chloroacetyl salicylaldehyde are obtained by Friedel-Crafts acylation. These are then converted to 5-11-dimethylethyl)amino[acetyl-2-hydroxybenzaldehyde hydrochloride via a co-reduction reaction with potassium borohydride and zinc chloride at room temperature, followed by salt formation with sulfuric acid to obtain salbutamol sulfate.
3. Using salicylaldehyde and tert-butylamine as starting materials, a three-step one-pot reaction of condensation, esterification, and Fries rearrangement is carried out to prepare 2-chloro-1-{〔(1,1-dimethylethyl)iminomethyl-4-hydroxyphenyl}-ethyl ketone. Then, a three-step one-pot reaction of condensation, hydrolysis, and salt formation is carried out to convert it into 5-{〔(1,1-dimethylethyl)aminoacetyl}-2-caryophyllene benzaldehyde hydrochloride. Finally, the product is obtained by neutralization with sodium methoxide, catalytic transfer hydrogenation reduction, and salt formation.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
[Signal word ]

Warning
[Hazard statements ]

H317-H351-H361fd
[Precautionary statements ]

P202-P261-P272-P280-P302+P352-P308+P313
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R43:May cause sensitization by skin contact.
[Safety Statements ]

S36/37:Wear suitable protective clothing and gloves .
[RIDADR ]

2811
[WGK Germany ]

3
[RTECS ]

ZE4400000
[HS Code ]

29225090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Carc. 2
Repr. 2
Skin Sens. 1
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Palladium chloride
Hazard InformationBack Directory
[Description]

Albuterol sulfate (Brand name: PROVENTIL® HFA) is the sulfate form of albuterol which is also known as salbutamol. It is a kind of short-acting, selective beta2-adrenergic receptor agonist being capable of opening up the medium and large airways in the lungs. It is mainly used for the treatment of bronchospasm (induced by bronchial asthma or exercise) as well as chronic obstructive pulmonary disease (COPD). Albuterol sulfate takes effects through directly biding to the beta (2)-adrenergic receptors in the lung and causing relaxation of bronchial smooth muscles. This relaxation is mediated by its effect of stimulating cAMP production through activating adenylate cyclase, further inhibiting the phosphorylation of myosin and lowering the intracellular calcium level. Albuterol sulfate can also be used to treat acute hyperkalemia of the blood.
[Chemical Properties]

White Crystalline Solid
[Uses]

?Adrenergic agonist
[Uses]

A β2-adrenoceptor agonist. Bronchodilator; tocolytic.
[Uses]

Bronchodilator, antiasthmatic
[Definition]

ChEBI: Albuterol sulfate is an ethanolamine sulfate salt. It is functionally related to an albuterol.
[Brand name]

Accuneb (Dey); Proair (IVAX); Proventil (Schering); Ventolin (GlaxoSmithKline); Volmax (Muro); Vospire (Odyssey).
[General Description]

Standard for Supelco MIP SPE cartridges. For more information request Supelco Literature T407075, T706019, T706030, T706020
[Biological Activity]

Non-selective β -adrenergic agonist, more potent at β 2 than β 1 receptors.
[Veterinary Drugs and Treatments]

Albuterol is used principally in dogs and cats for its effects on bronchial smooth muscle to alleviate bronchospasm or cough. It is also used in horses as a bronchodilator.
[storage]

Store at RT
[Mode of action]

Albuterol Sulfate is the sulfate salt of the short-acting sympathomimetic agent albuterol, a 1:1 racemic mixture of (R)-albuterol and (S)-albuterol with bronchodilator activity. Albuterol stimulates beta2-adrenergic receptors in the lungs, thereby activating the enzyme adenylate cyclase that catalyzes the conversion of ATP to cyclic-3',5'-adenosine monophosphate (cAMP). Increased cAMP concentrations relax bronchial smooth muscle, relieve bronchospasms, and reduce inflammatory cell mediator release, especially from mast cells. To a lesser extent albuterol stimulates beta1-adrenergic receptors, thereby increasing the force and rate of myocardial contraction.
[References]

https://en.wikipedia.org/wiki/Salbutamol
https://www.drugbank.ca/drugs/DB01001
http://www.rxlist.com/albuterol-sulfate-drug/indications-dosage.htm
Spectrum DetailBack Directory
[Spectrum Detail]

Albuterol sulfate(51022-70-9)1HNMR
Albuterol sulfate(51022-70-9)IR1
Albuterol sulfate(51022-70-9)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Salbutamol sulfate, 99%(51022-70-9)
[TCI AMERICA]

Salbutamol Hemisulfate,>98.0%(T)(51022-70-9)
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