Formoterol Hemifumarate

Alias: Eformoterol; CGP 25827A; NSC 299587; YM 08316; Formoterol Fumarate; Aformoterol; CHEBI:63108; Atock; Foradil Aerolizer; Foradil formoterol, ((R*,R*)-(+-))-isomer; Oxis; formoterol fumarate, ((R*,R*)-(+-))-isomer
Cat No.:V1134 Purity: ≥98%
Hemifumarate (CGP-25827A, NSC-299587, YM-08316; Eformoterol; Aformoterol; Atock; Foradil Aerolizer), the Hemifumarate salt of formoterol, is a selective and long-acting β2-adrenoceptor agonist with airway smooth muscle relaxing effects.
Formoterol Hemifumarate Chemical Structure CAS No.: 43229-80-7
Product category: Adrenergic Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
25mg
50mg
100mg
250mg
500mg
Other Sizes

Other Forms of Formoterol Hemifumarate:

  • Formoterol fumarate dihydrate
  • Arformoterol
  • Formoterol Fumarate
  • Formoterol
  • Arformoterol tartrate
  • Formoterol-d6 ((±)Formoterol-d6)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Formoterol Hemifumarate (CGP-25827A, NSC-299587, YM-08316; Eformoterol; Aformoterol; Atock; Foradil Aerolizer), the Hemifumarate salt of formoterol, is a selective and long-acting β2-adrenoceptor agonist with airway smooth muscle relaxing effects. It has been used in the management of asthma and chronic obstructive pulmonary disease (COPD with high efficacy, and very high affinity and selectivity for the beta 2-adrenoceptor.

Biological Activity I Assay Protocols (From Reference)
Targets
β2-adrenergic receptor
ln Vitro

In vitro activity: Formoterol is a strong beta 2-adrenoceptor-specific smooth muscle relaxant with excellent efficacy, affinity, and selectivity. Given that formoterol's relaxant effect on human airway smooth muscle is resistant to repeated washing and that formoterol exhibits a "reassertion" of relaxation following washout of a beta-adrenoceptor antagonist, it appears to be retained in airway smooth muscle for extended periods of time. In test systems used in experiments, formoterol has been shown to potently inhibit these cells and processes. [1] Similar to salbutamol and salmeterol, formoterol relaxes human bronchus and guinea pig trachea preparations in isolation and inhibits the release of mediators induced by antigens from human lung fragments in a concentration-dependent manner. [2]

ln Vivo
Formoterol inhibits histamine-induced bronchoconstriction in a dose-dependent manner conscious guinea-pigs.[2] In guinea pig lung, formoterol inhibits histamine-induced plasma protein extravasation (PPE), with notable inhibition seen at 10 mg/mL and 100 mg/mL. For 2-4 hours, formoterol (100 mg/mL) inhibits PPE in guinea pig lung, which is an intermediate duration of action between the previously observed durations for salbutamol (1 hour) and salmeterol (> 6 hours). In the lung of guinea pigs, formoterol prevents neutrophil accumulation (lipopolysaccharide-induced), but only at doses higher than those needed to prevent granulocyte-independent PPE (histamine-induced). In guinea pig lung, formoterol (100 mg/mL) prevents eosinophil accumulation brought on by PAF.[3]
Animal Protocol
100 mg /mL
Guinea-pig
References

[1]. Life Sci . 1993;52(26):2145-60.

[2]. Eur J Pharmacol . 1994 Jan 14;251(2-3):127-35.

[3]. Br J Pharmacol . 1993 Oct;110(2):613-8.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H24N2O4.1/2C4H4O4
Molecular Weight
402.40
CAS #
43229-80-7
Related CAS #
Formoterol hemifumarate hydrate; 183814-30-4; Arformoterol; 67346-49-0; Formoterol-1; 73573-87-2; (S,S)-Formoterol; 67346-48-9; Arformoterol tartrate; 200815-49-2; Formoterol-d6; 1020719-45-2
Appearance
Powder
SMILES
C[C@@H](CC1=CC=C(C=C1)OC)NC[C@H](C2=CC(=C(C=C2)O)NC=O)O.C[C@@H](CC1=CC=C(C=C1)OC)NC[C@H](C2=CC(=C(C=C2)O)NC=O)O.C(=C/C(=O)O)\C(=O)O
InChi Key
OBRNDARFFFHCGE-PERKLWIXSA-N
InChi Code
InChI=1S/2C19H24N2O4.C4H4O4/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)/b;;2-1+/t2*13-,19+;/m00./s1
Chemical Name
(E)-but-2-enedioic acid;N-[2-hydroxy-5-[(1S)-1-hydroxy-2-[[(2S)-1-(4-methoxyphenyl)propan-2-yl]amino]ethyl]phenyl]formamide
Synonyms
Eformoterol; CGP 25827A; NSC 299587; YM 08316; Formoterol Fumarate; Aformoterol; CHEBI:63108; Atock; Foradil Aerolizer; Foradil formoterol, ((R*,R*)-(+-))-isomer; Oxis; formoterol fumarate, ((R*,R*)-(+-))-isomer
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~80 mg/mL (~198.8 mM)
Water: <1 mg/mL
Ethanol: <1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.21 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (6.21 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

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Solubility in Formulation 3: 2.5 mg/mL (6.21 mM) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.4851 mL 12.4254 mL 24.8509 mL
5 mM 0.4970 mL 2.4851 mL 4.9702 mL
10 mM 0.2485 mL 1.2425 mL 2.4851 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Formoterol Hemifumarate

    Formoterol inhibits basal and thrombin-, but not PDGF-induced DNA synthesis in human PAVSM cells.Respir Res. 2012; 13(1): 109.
  • Formoterol Hemifumarate

    Differential effects of formoterol on basal, thrombin- and PDGF-induced ERK1/2 phosphorylation in human PAVSM cells.Respir Res. 2012; 13(1): 109.
  • Formoterol Hemifumarate

    Formoterol does not affect mTORC1 and mTORC2 activation by chronic hypoxia, thrombin and PDGF.Respir Res. 2012; 13(1): 109.
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