A potassium channel opener
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Pinacidil (hydrate)

Item No. 15416

Technical Information
Formal Name
N-cyano-N'-4-pyridinyl-N''-(1,2,2-trimethylpropyl)-guanidine, monohydrate
CAS Number
85371-64-8
Molecular Formula
C13H19N5 • H2O
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 15 mg/mlDMF:PBS (pH 7.2) (1:8): 0.1 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/ml
SMILES
CC(C)(C)C(C)N/C(NC#N)=N/C1=CC=NC=C1.O
InChi Code
InChI=1S/C13H19N5.H2O/c1-10(13(2,3)4)17-12(16-9-14)18-11-5-7-15-8-6-11;/h5-8,10H,1-4H3,(H2,15,16,17,18);1H2
InChi Key
AFJCNBBHEVLGCZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Pinacidil is a cyanoguanidine compound that acts as a potassium channel opener, activating the ATP-modulated potassium channels of guinea pig bladder and heart with Ki values of 104 and 251 nM, respectively.1,2,3 It completely relaxes coronary artery rings preconstricted with serotonin (Item No. 14332; IC50 = 1.26 µM).4 Through this mechanism, pinacidil causes vascular relaxation, decreases peripheral vascular resistance, and reduces hypertension in animals and humans.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hermsmeyer, R.K. Pinacidil actions on ion channels in vascular muscle. J. Biomed. Sci. 12(Suppl 2), S17-S22 (1988).

    2. Davis-Taber, R., Molinari, E.J., Altenbach, R.J., et al[125I]A-312110, a novel high-affinity 1,4-dihydropyridine ATP-sensitive K+ channel opener: Characterization and pharmacology of binding. Mol. Pharmacol. 64(1), 143-153 (2003).

    3. Coghlan, M.J., Carroll, W.A., and Gopalakrishnan, M. Recent developments in the biology and medicinal chemistry of potassium channel modulators: Update from a decade of progress. J. Med. Chem. 44(11), 1627-1653 (2001).

    4. Gollasch, M., Bychkov, R., Ried, C., et alPinacidil relaxes porcine and human coronary arteries by activating ATP-dependent potassium channels in smooth muscle cells. J. Pharmacol. Exp. Ther. 275(2), 681-692 (1995).

    5. Cohen, M.L., and Kurz, K.D. Pinacidil-induced vascular relaxation: Comparison to other vasodilators and to classical mechanisms of vasodilation. J. Biomed. Sci. 12(Suppl 2), S5-S9 (1988).

    6. Goldberg, M.R. Clinical pharmacology of pinacidil, a prototype for drugs that affect potassium channels. J. Biomed. Sci. 12(Suppl 2), S41-S47 (1988).