An internal standard for the quantification of fenspiride
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Fenspiride-d5

Item No. 33711

Technical Information
Formal Name
8-(phenethyl-d5)-1-oxa-3,8-diazaspiro[4.5]decan-2-one
CAS Number
1246911-67-0
Synonyms
  • Decaspiride-d5
Molecular Formula
C15H15D5N2O2
Formula Weight
Purity
≥99% deuterated forms (d1-d5)
Formulation
A solid
DMSO: solubleMethanol: soluble
SMILES
[2H]C1=C([2H])C([2H])=C([2H])C([2H])=C1CCN2CCC3(OC(NC3)=O)CC2
InChi Code
InChI=1S/C15H20N2O2/c18-14-16-12-15(19-14)7-10-17(11-8-15)9-6-13-4-2-1-3-5-13/h1-5H,6-12H2,(H,16,18)/i1D,2D,3D,4D,5D
InChi Key
FVNFBBAOMBJTST-RALIUCGRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Fenspiride-d5 is intended for use as an internal standard for the quantification of fenspiride (Item No. 25512) by GC- or LC-MS. Fenspiride is an antagonist of histamine H1 receptors and a non-steroidal anti-inflammatory drug (NSAID).1,2 It inhibits histamine-induced contraction of isolated guinea pig trachea but not histamine-induced inotropy of isolated guinea pig heart. It also inhibits phosphodiesterase 4 (PDE4), PDE5, and PDE3 (IC50s = 69, ~158, and 363 µM, respectively, in isolated human bronchi derived from patients with lung cancer).3 It is selective for these phosphodiesterases over PDE1 and PDE2, where it provides less than 25% inhibition. Fenspiride potentiates the airway relaxant effects of isoproterenol (Item No. 15592) and sodium nitroprusside indicating an effect on cAMP and cGMP phosphodiesterases, respectively. Aerosolized fenspiride (1 mg/ml) reverses bronchoconstriction induced by capsaicin and, when used at aerosolized concentrations ranging from 1-10 mg/ml, reduces cough induced by citric acid in a guinea pig model of cough.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rognoni, F., Marchini, F., Piacenza, G., et alEffect of 8-N-phenethyl-1-oxa-2-oxo-3,8-diazaspiro(4,5)decane hydrochloride (decaspiride) on histamine receptors. Boll. Chim. Farm. 117(7), 397-401 (1978).

    2. Laude, E.A., Bee, D., Crambes, O., et alAntitussive and antibronchoconstriction actions of fenspiride in guinea-pigs. Eur. Respir. J. 8(10), 1699-1704 (1995).

    3. Cortijo, J., Naline, E., Ortiz, J.L., et alEffects of fenspiride on human bronchial cyclic nucleotide phosphodiesterase isoenzymes: Functional and biochemical study. Eur. J. Pharmacol. 341(1), 79-86 (1998).