Fenspiride-d5

Name: Fenspiride-d5
CAS#: 1246911-67-0
Chemical Formula: C15H15D5N2O2
Exact Mass: 265.1839
Molecular Weight: 265.3675
Elemental Analysis: C, 67.89; H, 9.49; N, 10.56; O, 12.06

Description: Fenspiride-d5 is intended for use as an internal standard for the quantification of fenspiride by GC- or LC-MS. Fenspiride is an antagonist of histamine H1 receptors and a non-steroidal anti-inflammatory drug (NSAID). 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). 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 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.

IUPAC/Chemical Name: 8-(phenethyl-d5)-1-oxa-3,8-diazaspiro[4.5]decan-2-one

InChi Key: FVNFBBAOMBJTST-RALIUCGRSA-N

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

SMILES Code: [2H]C1=C(C([2H])=C(C([2H])=C1CCN2CCC3(CC2)OC(NC3)=O)[2H])[2H]

Appearance: Solid powder