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HomeProduct name listFormoterol fumarate

Formoterol fumarate

Synonym(s):((±)-2′-Hydroxy-5′-[(R*)-1-hydroxy-2-[[(R*)-p-methoxy-a-methylphenethyl]amino]ethyl]formanilide fumarate (2:1) (salt) dihydrate;Formoterol fumarate dihydrate

  • CAS NO.:43229-80-7
  • Empirical Formula: C42H52N4O12
  • Molecular Weight: 804.88
  • MDL number: MFCD03093863
  • EINECS: 1308068-626-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-02 08:55:11
Formoterol fumarate Structural

What is Formoterol fumarate?

Description

Formoterol fumarate is a β2-selective adrenergic agonist useful in the treatment of bronchial asthma. It s potency and duration of action a r e reported to exceed those of salbutamol, as is its ability to inhibit allergic and non-allergic histamine release.

Chemical properties

Crystalline Solid

Originator

Yarnanouchi (Japan)

The Uses of Formoterol fumarate

Formoterol fumarate is a potent β2-AR agonist.

The Uses of Formoterol fumarate

A selective 2-adrenergic receptor agonist. Used as an antiasthmatic

The Uses of Formoterol fumarate

antiasthmatic;?2-agonist

The Uses of Formoterol fumarate

long-acting β 2-agonist, anti-asthmatic

What are the applications of Application

Formoterol fumarate is a potent β2-AR agonist

Definition

ChEBI: (S,S)-formoterol fumarate is a fumarate salt prepared from (S,S)-formoterol by reaction of one molecule of fumaric acid for every two molecules of (S,S)-formoterol. It contains a (S,S)-formoterol(1+). It is an enantiomer of an arformoterol fumarate.

brand name

Foradil (Novartis);ATOCK.

Mechanism of action

This is believed to result from formoterol's greater water solubility, allowing it to get to the receptor sites faster, whereas its moderate lipophilicity keeps it in the lungs longer. It is indicated for the long-term maintenance treatment of asthma and for patients with symptoms of nocturnal asthma who require regular treatment with inhaled, short-acting, β2-agonists. It is not indicated for patients whose asthma can be managed by occasional use of inhaled, short-acting, β2-agonists. Formoterol is available only as a powder in a capsule for administration via the aerosolizer. Patients should be cautioned not to take the capsules orally and to keep them in a safe place to avoid accidental oral administration.

Clinical Use

Formoterol has a β-directing N-isopropyl-p-methoxyphenyl group and a unique m-formamide and p-hydroxyphenyl ring, which provides selectivity for β2-receptors. It is resistant to MAO and COMT, making it a long-acting agonist. Formoterol has a more rapid onset as compared to salmeterol while maintaining the same long duration of action.

storage

Store at RT

References

1) Anderson et al. (1993), Formoterol: pharmacology, molecular basis of agonism and mechanism of long duration of a highly potent and selective beta 2-adrenoceptor agonist bronchodilator; Life Sciences, 52 2145 2) Teng et al. (2005), Structure-activity relationship study of novel necroptosis inhibitors; Bioorg. Med. Chem. Lett., 15 5039 3) Noguchi et al. (2015), Effect of beta2-adrenergic agonist on eosinophil adhesion, superoxide anion generation, and degranulation; Allergol. Int., 64 S46 4)Busquets et al. (2004), Anticachectic effects of formoterol: a drug for potential treatment of muscle wasting; Cancer Res., 64 6725 5) O’Neill et al. (2020), Pharmacological targeting of ?2-adrenoceptors is neuroprotective in the LPS inflammatory rat model of Parkinson’s disease; Br. J. Pharmacol., 177 282

Properties of Formoterol fumarate

Melting point: 138-140°C
storage temp.  Room temperature
solubility  Slightly soluble in water, soluble in methanol, slightly soluble in 2-propanol, practically insoluble in acetonitrile.
form  neat
pka pKa1 7.9; pKa2 9.2(at 25℃)
form  Solid
color  White to off-white
λmax 284nm(lit.)
Merck  14,4245
Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.

Safety information for Formoterol fumarate

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H300:Acute toxicity,oral
H370:Specific target organ toxicity, single exposure
H373:Specific target organ toxicity, repeated exposure
H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P201:Obtain special instructions before use.
P202:Do not handle until all safety precautions have been read and understood.
P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P273:Avoid release to the environment.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Computed Descriptors for Formoterol fumarate

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