An internal standard for the quantification of moexipril
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Unlabeled Version(s)
21255Moexipril (hydrochloride)
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Moexipril-d5

Item No. 33814

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(S)-2-(((S)-1-ethoxy-1-oxo-4-(phenyl-d5)butan-2-yl)-L-alanyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
CAS Number
1356929-49-1
Molecular Formula
C27H29D5N2O7
Formula Weight
503.6
Purity
≥99% deuterated forms (d1-d5)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
[2H]C1=C([2H])C([2H])=C([2H])C([2H])=C1CC[C@@H](C(OCC)=O)N[C@@H](C)C(N2CC3=CC(OC)=C(OC)C=C3C[C@H]2C(O)=O)=O
InChi Code
InChI=1S/C27H34N2O7/c1-5-36-27(33)21(12-11-18-9-7-6-8-10-18)28-17(2)25(30)29-16-20-15-24(35-4)23(34-3)14-19(20)13-22(29)26(31)32/h6-10,14-15,17,21-22,28H,5,11-13,16H2,1-4H3,(H,31,32)/t17-,21-,22-/m0/s1/i6D,7D,8D,9D,10D
InChi Key
UWWDHYUMIORJTA-SBCWFVTISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $336

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    5 mg

    $1,092

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    10 mg

    $1,846

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    Product Description

    Moexipril-d5 intended for use as an internal standard for the quantification of moexipril (Item No. 21255) by GC- or LC-MS. Moexipril is a prodrug form of the angiotensin converting enzyme (ACE) inhibitor moexiprilat.1 It is converted to moexiprilat in vivo by side chain ester hydrolysis.2 Moexipril inhibits ACE in a cell-free assay (IC50 = 2.7 µM for the rabbit enzyme). It also inhibits phosphodiesterase 4 (IC50s = 38, 160, and 230 µM for PDE4B2, PDE4A5 and PDE4D5, respectively).2 Moexipril (0.1-30 mg/kg per day) reduces blood pressure in spontaneously hypertensive rats.1 It also reduces infarct volume in a rat model of focal cerebral ischemia when used at a concentration of 0.01 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Edling, O., Bao, G., Feelisch, M., et al. Moexipril, a new angiotensin-converting enzyme (ACE) inhibitor: Pharmacological characterization and comparison with enalapril. J. Pharmacol. Exp. Ther. 275(2), 854-863 (1995).

    2. Cameron, R.T., Coleman, R.G., Day, J.P., et al. Chemical informatics uncovers a new role for moexipril as a novel inhibitor of cAMP phosphodiesterase-4 (PDE4). Biochem. Pharmacol. 85(9), 1297-1305 (2013).

    3. Ravati, A., Junker, V., Kouklei, M., et al. Enalapril and moexipril protect from free radical-induced neuronal damage in vitro and reduce ischemic brain injury in mice and rats. Eur. J. Pharmacol. 373(1), 21-33 (1999).