An internal standard for the quantification of ambrisentan
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Unlabeled Version(s)
23669Ambrisentan
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Ambrisentan-d3

Item No. 35558

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-((4,6-dimethylpyrimidin-2-yl)oxy)-3-(methoxy-d3)-3,3-diphenylpropanoic acid
CAS Number
1189479-60-4
Molecular Formula
C22H19D3N2O4
Formula Weight
381.4
Purity
≥99% deuterated forms (d1-d3)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
CC1=NC(OC(C(O)=O)C(OC([2H])([2H])[2H])(C2=CC=CC=C2)C3=CC=CC=C3)=NC(C)=C1
InChi Code
InChI=1S/C22H22N2O4/c1-15-14-16(2)24-21(23-15)28-19(20(25)26)22(27-3,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-14,19H,1-3H3,(H,25,26)/i3D3
InChi Key
OUJTZYPIHDYQMC-HPRDVNIFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    Product Description

    Ambrisentan-d3 is intended for use as an internal standard for the quantification of ambrisentan (Item No. 23669) by GC- or LC-MS. Ambrisentan is a nonpeptide endothelin A (ETA) receptor antagonist (IC50s = 0.251, 0.316, 0.398, 251, and 630 nM for rat preparations of heart, bladder, kidney, lung, and cerebral cortex, respectively).1 It inhibits contraction of isolated rabbit aortic rings induced by endothelin-1 (ET-1; Item No. 24127) by 43.23% when used at a concentration of 1 µM.2 Ambrisentan inhibits ET-1-induced contraction of human pulmonary and radial arteries in vitro (Kd = 0.042 and 0.11 μM, respectively).3 In a rat model of neonatal hyperoxic lung injury, ambrisentan (20 mg/kg per day, s.c.) reduces pulmonary arterial hypertension (PAH) as well as decreases PAH-induced right ventricular hypertrophy (RVH) and peak RV pressure.4 Formulations containing ambrisentan have been used in the treatment of PAH.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yokoyama, Y., Osano, A., Hyashi, H., et al. Endothelin-1 receptors in rat tissues: Characterization by bosentan, ambrisentan and CI-1020. Biol. Pharm. Bull. 37(3), 461-465 (2014).

    2. Xia, J., Song, J., Zhen, L., et al. Synthesis and in vitro evaluation of ambrisentan analogues as potential endothelin receptor antagonists. Bioorg. Med. Chem. Lett. 21(13), 3894-3897 (2011).

    3. Angus, J.A., Soeding, P.F., Hughes, R.J.A., et al. Functional estimation of endothelin-1 receptor antagonism by bosentan, macitentan and ambrisentan in human pulmonary and radial arteries in vitro. Eur. J. Pharmacol. 804, 111-116 (2017).

    4. Wagenaar, G.T., Laghmani, e.H., de Visser, Y.P., et al. Ambrisentan reduces pulmonary arterial hypertension but does not stimulate alveolar and vascular development in neonatal rats with hyperoxic lung injury. Am. J. Physiol. Lung Cell Mol. Physiol. 304(4), L264-L275 (2013).