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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:
183814-30-4
Molecular Weight:
420.46
MDL number:
MFCD11045919
UNSPSC Code:
12352200
PubChem Substance ID:
24278448
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
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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