13392-18-2 Usage
Uses
antiinflammatory
Definition
ChEBI: A member of the class resorcinols that is 5-(1-hydroxyethyl)benzene-1,3-diol in which one of the methyl hydrogens is replaced by a 1-(4-hydroxyphenyl)propan-2-amino group. A beta2-adrenergic agonist, it is used (as the
ydrobromide salt) as a bronchodilator in the management of reversible airway obstruction.
Brand name
Berotec [as hydrobromide](Boehringer Ingelheim);Dosberotec;Duovent;Fensol;Partusisten.
Therapeutic Function
Bronchodilator
World Health Organization (WHO)
Fenoterol, a beta 2-adrenoreceptor agonist with bronchodilator
activity, was introduced in 1971 for the management of asthma. In the 1960's, the
use of other sympathomimetics in pressurised aerosols had already been
associated with an increase in mortality due to asthma. However, it was not clear
whether patients died from the severity of the asthma attack or from its treatment.
Mechanism of action
Fenoterol is a selective stimulant of β2-adrenoreceptors. It dilates bronchi and blood vessels,
has a pronounced tocolytic action, lowers contractile activity and reduces uterus
tonicity. It is mainly used in premature births.
Synthesis
Fenoterol, 3,5-dihydroxy-α[[(-p-hydroxy-α-methylphenethyl)amino]methyl]-
benzyl alcohol (23.3.16), is synthesized from 3,5-diacetoxyacetophenone, which is brominated
to give 3,5-diacetoxybromacetophenone (23.3.12). This is reacted with
2-benzylamino-1-(4-methoxyphenyl)-propane, giving the corresponding tertiary amine
23.3.13. Hydrolysis of the acetyl group of this product and removal of the protective benzyl
group by hydrogen reduction using a palladium on carbon catalyst gives a secondary
amine 23.3.14. This is reacted with hydrobromic acid, which cleaves the ether bond in the
benzene ring, producing phenol derivative 23.3.15. Finally, reduction of the carbonyl group
with hydrogen gives the desired fenoterol (23.3.16).
Check Digit Verification of cas no
The CAS Registry Mumber 13392-18-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,3,9 and 2 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 13392-18:
(7*1)+(6*3)+(5*3)+(4*9)+(3*2)+(2*1)+(1*8)=92
92 % 10 = 2
So 13392-18-2 is a valid CAS Registry Number.
InChI:InChI=1/C17H21NO4/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13/h2-5,7-9,11,17-22H,6,10H2,1H3
13392-18-2Relevant articles and documents
Combined doses
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, (2008/06/13)
The present invention discloses a method and a pharmaceutical dry powder combined dose for the prophylaxis or treatment of a respiratory disorder in a mammalian host by inhalation of a metered dry powder combined dose of finely divided dry medication powders. At least one dry powder medicament is selected from a first group of bronchodilating medicaments and at least one dry powder medicament from a second group of anti-inflammatory medicaments. A metered dry powder medicinal combined dose comprising separately metered deposits of medicinally suitable quantities of each of the selected medicaments is prepared, in which the sum of the metered deposits constitutes the metered quantities of powder of the combined dose and the medicinal combined dose is introduced into an adapted inhaler device for a generally simultaneous delivery of the medicinal combined dose during the course of a single inhalation by a user, such that the delivered medicinal combined dose is composed of a high proportion of mixed de-aggregated fine particles of the selected medicaments, whereby an desired therapeutic or treating effect to the user is achieved.
