Pinacidil

• CAT Number: I008769
• CAS Number: 60560-33-0
• Molecular Formula: C13H19N5
• Molecular Weight: 245.33
• Purity: ≥95%
• Synonyms: Pinacidil; P-1134; P 1134; P1134; S-1230; S 1230; S1230;(Z)-2-cyano-1-(3,3-dimethylbutan-2-yl)-3-(pyridin-4-yl)guanidine
• Target: Potassium Channel
• Solubility: Soluble in DMSO
• Storage: -20°C
• IUPAC Name: 1-cyano-2-(3,3-dimethylbutan-2-yl)-3-pyridin-4-ylguanidine
• InChI: InChI=1S/C13H19N5/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)
• InChIKey: IVVNZDGDKPTYHK-UHFFFAOYSA-N
• SMILES: CC(C(C)(C)C)N=C(NC#N)NC1=CC=NC=C1

Pinacidil (CAT: I008769), also known as P-1134 and S-1230, is a guanidine derivative with vasodilatory properties. It acts by directly opening potassium channels, leading to peripheral arteriolar vasodilation. This vasodilation results in a reduction in blood pressure and peripheral resistance. Additionally, pinacidil can cause fluid retention due to its pharmacologic effects. Pinacidil’s ability to relax smooth muscles and lower blood pressure has made it a useful medication in the management of conditions such as hypertension and angina pectoris.

Reference

1:Ischemic postconditioning and pinacidil suppress calcium overload in anoxia-reoxygenation cardiomyocytes via down-regulation of the calcium-sensing receptor. Zhang L, Cao S, Deng S, Yao G, Yu T.PeerJ. 2016 Nov 1;4:e2612. eCollection 2016. PMID: 27833799 Free PMC Article2:Pinacidil-postconditioning is equivalent to ischemic postconditioning in defeating cardiac ischemia-reperfusion injury in rat. Yang YH, Zhang Y, Chen W, Wang Y, Cao S, Yu T, Wang H.Eur J Pharmacol. 2016 Jun 5;780:26-32. doi: 10.1016/j.ejphar.2016.03.027. Epub 2016 Mar 17. PMID: 26997370 3:Myorelaxant action of fluorine-containing pinacidil analog, flocalin, in bladder smooth muscle is mediated by inhibition of L-type calcium channels rather than activation of KATP channels. Philyppov IB, Golub AА, Boldyriev OI, Shtefan NL, Totska K, Voitychuk OI, Shuba YM.Naunyn Schmiedebergs Arch Pharmacol. 2016 Jun;389(6):585-92. doi: 10.1007/s00210-016-1228-4. Epub 2016 Mar 15. PMID: 26976335 4:Isosteviol Sensitizes sarcKATP Channels towards Pinacidil and Potentiates Mitochondrial Uncoupling of Diazoxide in Guinea Pig Ventricular Myocytes. Fan Z, Wen T, Chen Y, Huang L, Lin W, Yin C, Tan W.Oxid Med Cell Longev. 2016;2016:6362812. doi: 10.1155/2016/6362812. Epub 2016 Feb 2. PMID: 26949448 Free PMC Article5:Pinacidil and levamisole prevent glutamate-induced death of hippocampal neuronal cells through reducing ROS production. Shukry M, Kamal T, Ali R, Farrag F, Almadaly E, Saleh AA, Abu El-Magd M.Neurol Res. 2015 Oct;37(10):916-23. doi: 10.1179/1743132815Y.0000000077. Epub 2015 Jul 17. PMID: 26183935 6:The effects of ATP-dependent potassium channel opener; pinacidil, and blocker; glibenclamide, on the ischemia induced arrhythmia in partial and complete ligation of coronary artery in rats. Yaşar S, Bozdoğan Ö, Kaya ST, Orallar HS.Iran J Basic Med Sci. 2015 Feb;18(2):188-93. PMID: 25810894 Free PMC Article7:Effects of pinacidil on changes to the microenvironment around the incision site, of a skin/muscle incision and retraction, in a rat model of postoperative pain. Cao S, Qin Y, Chen J, Shen S.Mol Med Rep. 2015 Jul;12(1):829-36. doi: 10.3892/mmr.2015.3465. Epub 2015 Mar 10. PMID: 25760986 Free PMC Article8:Pinacidil protects osteoblastic cells against antimycin A-induced oxidative damage. Choi EM, Jung WW, Suh KS.Mol Med Rep. 2015 Jan;11(1):746-52. doi: 10.3892/mmr.2014.2721. Epub 2014 Oct 21. PMID: 25334089 9:Effect of pinacidil on rat ventricular myocytes during transient hypoxia and reperfusion. Dong XY, Zhu F.Genet Mol Res. 2014 Oct 8;13(4):8197-208. doi: 10.4238/2014.October.8.1. PMID: 25299204 Free Article10:Muscarinic stimulation and pinacidil produce similar facilitation of tachyarrhythmia induction in rat isolated atria. Zafalon N Jr, Oshiyama NF, Bassani JW, Bassani RA.J Mol Cell Cardiol. 2013 Dec;65:120-6. doi: 10.1016/j.yjmcc.2013.10.004. Epub 2013 Oct 17. PMID: 24140800