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F9552

Sigma-Aldrich

Formoterol fumarate dihydrate

>98% (HPLC), solid, β₂-Adrenoreceptor agonist.

Synonym(s):

(R*,R*)-N-[2-Hydroxy-5-[1-hydroxy-2-[[2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]formamide fumarate, Formoterol hemifumarate salt monohydrate

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About This Item

Empirical Formula (Hill Notation):
C19H24N2O4 · 0.5C4H4O4 · H2O
CAS Number:
Molecular Weight:
420.46
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Formoterol fumarate dihydrate, >98% (HPLC)

Assay

>98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: soluble 20 mg/mL
H2O: insoluble

originator

Novartis

SMILES string

O.O.OC(=O)\C=C\C(O)=O.COc1ccc(C[C@H](C)NC[C@@H](O)c2ccc(O)c(NC=O)c2)cc1.COc3ccc(C[C@H](C)NC[C@@H](O)c4ccc(O)c(NC=O)c4)cc3

InChI

1S/2C19H24N2O4.C4H4O4.2H2O/c2*1-13(9-14-3-6-16(25-2)7-4-14)20-11-19(24)15-5-8-18(23)17(10-15)21-12-22;5-3(6)1-2-4(7)8;;/h2*3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22);1-2H,(H,5,6)(H,7,8);2*1H2/b;;2-1+;;/t2*13-,19+;;;/m00.../s1

InChI key

RATSWNOMCHFQGJ-TUYNVFRMSA-N

Gene Information

human ... ADRB2(154)

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Application

Formoterol fumarate dihydrate has been used:
  • as ß2-adrenergic agonist, to determine whether ß2-adrenergic receptor signaling was sufficient to induce up-regulation of select gene transcripts
  • as a ß2-adrenergic receptor agonist and a long term bronchodilator
  • as ß2-adrenergic receptor (ß2AR) agonist to recover renal function in ischemia-reperfusion injury (IRI) in mice

Biochem/physiol Actions

Formoterol fumarate dihydrate can be used along with budesonide to treat asthma.
β2-Adrenoreceptor agonist.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Repr. 2 - STOT RE 2 - STOT SE 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Budesonide+ formoterol fumarate dihydrate for the treatment of asthma
Wolthers O D
Expert Opinion on Pharmacotherapy, 17(7), 1023-1030 (2016)
Proximal Tubule beta2 Adrenergic Receptor Mediates Formoterol-Induced Recovery of Mitochondrial and Renal Function After Ischemia-Reperfusion Injury.
Cameron R B, et al.
Journal of Pharmacology and Experimental Therapeutics, 31(10), 4335-4346 (2019)
Targeting acetylcholine receptor M3 prevents the progression of airway hyperreactivity in a mouse model of childhood asthma
Patel K R, et al.
Faseb Journal, 31(10), 4335-4346 (2017)
beta-Adrenergic-stimulated macrophages: comprehensive localization in the M1-M2 spectrum
Lamkin D M, et al.
Brain, behavior, and immunity, 57(7), 338-346 (2016)
Robert B Cameron et al.
The Journal of pharmacology and experimental therapeutics, 369(1), 173-180 (2019-02-03)
Acute kidney injury (AKI) is the rapid loss of renal function after an insult, and renal proximal tubule cells (RPTCs) are central to the pathogenesis of AKI. The β2-adrenergic receptor (β2AR) agonist formoterol accelerates the recovery of renal function in

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