Formoterol Property

Boiling point:

603.2±55.0 °C(Predicted)

Density 

1.233±0.06 g/cm3(Predicted)

solubility 

DMSO: 20 mg/mL, soluble

form 

solid

pka

8.95±0.50(Predicted)

color 

off-white

Stability:

Stable. Incompatible with strong oxidizing agents.

CAS DataBase Reference

73573-87-2(CAS DataBase Reference)

Safety

WGK Germany 

3

Hazardous Substances Data

73573-87-2(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H361Suspected of damaging fertility or the unborn child

H362May cause harm to breast-fed children

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P263Avoid contact during pregnancy/while nursing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P281Use personal protective equipment as required.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

Formoterol Chemical Properties,Usage,Production

Description

Formoterol is a potent bronchoselective β-agonist with long duration of action given by inhalation.

Chemical Properties

solid

Uses

Labeled Formoterol, intended for use as an internal standard for the quantification of Formoterol by GC- or LC-mass spectrometry.

Uses

Formoterol is a useful compound for treating respiratory obstructive diseases.

Definition

ChEBI: A phenylethanoloamine having 4-hydroxy and 3-formamido substituents on the phenyl ring and an N-(4-methoxyphenyl)propan-2-yl substituent.

brand name

Foradil (Novartis).

General Description

Formoterol (Foradil) isalso a lipophilic (log P= 1.6) and long-acting β2-agonist. Ithas 3'-formylamino ( β-directing) and 4 OH groups on onephenyl ring and a lipophilic -directing N-isopropyl-pmethoxyphenylgroup on the nitrogen atom. Its long DOA(12 hours), which is comparable to that of salmeterol, hasbeen suggested to result from its association with the membranelipid bilayer, from which it gradually diffuses to provideprolonged stimulation of β2 receptors and its resistanceto MAO and COMT. Formoterol has a much faster onset ofaction than does salmeterol as result of its lower lipophilicity.Both of these long-acting drugs are used by inhalationand are recommended for maintenance treatment of asthma,usually in conjunction with an inhaled corticosteroid.

Mechanism of action

Formoterol has 3′-formylamino and 4′-hydroxy ring R3 substitution pattern but also an alkoxyphenylethyl lipophilic group R1 on the nitrogen, similar to ritodrine. Although it is less lipophilic (log P = 1.6) than salmeterol, it has a 12-hour duration of action similar to that for salmeterol. It is administered as an inhaled dry powder, because it is unstable to heat and moisture. It is a mixture of (R,R)-(–)- and (S,S)-(+)-stereoisomers, with the (R,R)-isomer having approximately 1,000-fold more affinity for the β2-receptor than the (S,S)-isomer. Because of its high potency and low dose, however, there is no clinical advantage for using (R,R)-formoterol as bronchodilator compared to the racemate. Unlike salmeterol, formoterol has a faster onset of action as a result of its lower lipophilicity. It is also more potent; a 12-μg dose of formoterol has been demonstrated to be equivalent to a 50-μg dose of salmeterol.