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Pirbuterol

Product Name
Pirbuterol
CAS No.
38677-81-5
Chemical Name
Pirbuterol
Synonyms
314-14;Pirbuterol;Pirbuterolum;Pirbuterol USP/EP/BP;2-tert-Butylamino-1-(5-hydroxy-6-hydroxymethyl-2-pyridyl)ethanol;6-[2-(tert-Butylamino)-1-hydroxyethyl]-3-hydroxy-2-pyridinemethanol;6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol;6-[(1S)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)-3-pyridinol;2,6-Pyridinedimethanol, a6-[[(1,1-dimethylethyl)amino]methyl]-3-hydroxy- (9CI)
CBNumber
CB1875287
Molecular Formula
C12H20N2O3
Formula Weight
240.3
MOL File
38677-81-5.mol
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Pirbuterol Property

Boiling point:
489.3±40.0 °C(Predicted)
Density 
1.196±0.06 g/cm3(Predicted)
pka
pKa 8.01/10.64(H2O,t =25±0.05,I=0.010) (Uncertain)
CAS DataBase Reference
38677-81-5
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
API0009166
Product name
PIRBUTEROL
Purity
95.00%
Packaging
5MG
Price
$500.17
Updated
2021/12/16
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Pirbuterol Chemical Properties,Usage,Production

Description

Pirbuterol is a β2-agonist in the management of disorders with reversible airways obstruction. It is given by inhalation and orally.

Originator

Exirel ,Pfizer Taito ,Japan,1982

Uses

This relatively selective β2-adrenergic receptor agonist is structurally very similar to albuterol, and it displays similar broncholytic properties. It is used as an inhaled drug for treating bronchial asthma.

Uses

Bronchodilator.

Definition

ChEBI: Pirbuterol is a member of pyridines.

Manufacturing Process

To 78 ml of a 1 M solution of diborane in tetrahydrofuran under nitrogen and cooled to 0°C is added dropwise over a period of 40 minutes 13.5 g of N-tertbutyl-2-(5-benzyloxy-6-hydroxymethyl-2-pyridyl)-2-hydroxyacetamide in 250 ml of the same solvent. The reaction mixture is allowed to stir at room temperature for 3.5 hours, and is then heated to reflux for 30 minutes and cooled to room temperature. Hydrogen chloride (70 ml, 1.34 N) in ethanol is added dropwise, followed by the addition of 300 ml of ether. The mixture is allowed to stir for 1 hour and is then filtered, yielding 11.0 g, melting point 202°C (dec.). The hydrochloride dissolved in water is treated with a sodium hydroxide solution to pH 11 and is extracted into chloroform (2 x 250 ml). The chloroform layer is dried over sodium sulfate, concentrated to dryness in vacuo, and the residue recrystallized from isopropyl ether, 3.78 g, melting point 81°C to 83.5°C.
A solution of 1.7 g of 2-hydroxymethyl-3-benzyloxy-(1-hydroxy-2-tert-butylaminoethyl)pyridine in 30 ml of methanol containing 1.2 ml of water is shaken with 700 mg of 5% palladiumon-charcoal in an atmosphere of hydrogen at atmospheric pressure. In 17 minutes the theoretical amount of hydrogen has been consumed and the catalyst is filtered. Concentration of the filtrate under reduced pressure provides 1.4 g of the crude product as an oil. Ethanol (5 ml) is added to the residual oil followed by 6 ml of 1.75 N ethanolic hydrogen chloride solution and, finally, by 5 ml of isopropyl ether. The precipitated product is filtered and washed with isopropyl ether containing 20% ethanol, 1.35 g, melting point 182°C (dec.).

brand name

Maxair (3M Pharmaceuticals).

Therapeutic Function

Bronchodilator

Synthesis

Pirbuterol, |á(6)¨C[[[1,1-dimethylethyl]amino]methyl]-3-hydroxy-2,6-pyridindimethanol (23.3.22), is synthesized from 3-hydroxypyridine, which undergoes subsequent hydroxymethylation and further alkylation by benzylchloride at the aromatic hydroxyl group, giving 3-benzyloxy-2,6-bis-(hydroxymethyl)pyridine (23.3.17). Selective oxidation of the 6-hydroxymethyl group using manganese peroxide gives 3-benzyloxy-2- hydroxymethylpiperidine-6-aldehyde (23.3.18). Condensation of this with nitromethane gives the corresponding nitromethylcarbinol 23.3.19, the nitro group of which is reduced to an amine group by hydrogen using Raney nickel as a catalyst, which forms an aminoalcohol 23.3.20. Alkylation of the aminogroup with tert-butylbromide gives a secondary amine (23.3.21), and removing the protective benzyl group by hydrogen reduction forms pirbuterol (23.3.22) .

Pirbuterol Preparation Products And Raw materials

Raw materials

Preparation Products

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Pirbuterol Suppliers

Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Amatek Scientific Co. Ltd.
Tel
0512-56316828
Fax
0512-56316826
Email
info@amateksci.com
Country
China
ProdList
28806
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
Dideu Industries Group Limited
Tel
+86-29-89586680 +86-15129568250
Email
1026@dideu.com
Country
China
ProdList
22784
Advantage
58
Wuhan pengyin Pharmaceutical Co., Ltd
Tel
13163333255
Email
1939328613@qq.com
Country
China
ProdList
395
Advantage
58
cjbscvictory
Tel
13348960310 13348960310
Email
3003867561@qq.com
Country
China
ProdList
10011
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
029-61856358 15229202216
Fax
029-88380327
Email
1020@dideu.com
Country
China
ProdList
10011
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24644
Advantage
58
TLC Pharmaceutical Standards Ltd.
Tel
18012923235
Email
chinasales04@tlcstandards.com.cn
Country
China
ProdList
4916
Advantage
58
TargetMol Chemicals Inc.
Tel
+8613564774135
Email
zijue.cai@tsbiochem.com
Country
United States
ProdList
19885
Advantage
58
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View Lastest Price from Pirbuterol manufacturers

Dideu Industries Group Limited
Product
Pirbuterol 38677-81-5
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-05-28

38677-81-5, PirbuterolRelated Search:


  • Pirbuterol
  • 2,6-Pyridinedimethanol, a6-[[(1,1-dimethylethyl)amino]methyl]-3-hydroxy- (9CI)
  • 2-tert-Butylamino-1-(5-hydroxy-6-hydroxymethyl-2-pyridyl)ethanol
  • 6-[2-(tert-Butylamino)-1-hydroxyethyl]-3-hydroxy-2-pyridinemethanol
  • 6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol
  • 6-[(1S)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)-3-pyridinol
  • Pirbuterol USP/EP/BP
  • 314-14
  • Pirbuterolum
  • 38677-81-5