For research use only. Not for therapeutic Use.
Pranidipine, also known as OPC-13340 and FRC 8411, is a potent and selective calcium channel blocker potentially for the treatment of angina pectoris and hypertension. Pranidipine enhances nitric oxide-induced vascular relaxation. pranidipine prevents the left ventricular remodeling process accompanied by systolic and diastolic dysfunction, and inhibits abnormal cardiac gene expression after myocardial infarction.
| Catalog Number | R009019 |
| CAS Number | 99522-79-9 |
| Synonyms | 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl 5-[(2E)-3-phenyl-2-propen-1-yl] Ester; FRC 8411; OPC 13340; |
| Molecular Formula | C25H24N2O6 |
| Purity | ≥95% |
| Target | Neuronal Signaling |
| Storage | -20°C |
| IUPAC Name | 3-O-methyl 5-O-[(E)-3-phenylprop-2-enyl] 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate |
| InChI | InChI=1S/C25H24N2O6/c1-16-21(24(28)32-3)23(19-12-7-13-20(15-19)27(30)31)22(17(2)26-16)25(29)33-14-8-11-18-9-5-4-6-10-18/h4-13,15,23,26H,14H2,1-3H3/b11-8+ |
| InChIKey | XTFPDGZNWTZCMF-DHZHZOJOSA-N |
| SMILES | CC1=C(C(C(=C(N1)C)C(=O)OCC=CC2=CC=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-])C(=O)OC |
| Reference | </br>1:Comparative effects of pranidipine with amlodipine in rats with heart failure. Veeraveedu PT, Watanabe K, Ma M, Gurusamy N, Palaniyandi SS, Wen J, Prakash P, Wahed MI, Kamal FA, Mito S, Kunisaki M, Kodama M, Aizawa Y.Pharmacology. 2006;77(1):1-10. Epub 2006 Feb 27. PMID: 16508340 </br>2:Inhibitory effect of pranidipine on N-type voltage-dependent Ca2+ channels in mice. Murakami M, Mori T, Nakagawasai O, Hagiwara K, Sakurada Y, Mobarakeh II, Murata A, Yamadera F, Miyoshi I, Tan-No K, Yanai K, Tadano T, Iijima T.Neurosci Lett. 2004 Aug 26;367(1):118-22. PMID: 15308311 </br>3:Effects of pranidipine, a novel calcium channel antagonist, on the progression of left ventricular dysfunction and remodeling in rats with heart failure. Wahed MI, Watanabe K, Ma M, Nakazawa M, Takahashi T, Hasegawa G, Naito M, Yamamoto T, Kodama M, Aizawa Y.Pharmacology. 2004 Sep;72(1):26-32. PMID: 15292652 </br>4:Pranidipine, a 1,4-dihydropyridine calcium channel blocker that enhances nitric oxide-induced vascular relaxation. Mori T, Takase H, Toide K, Hirano T, Kambe T, Nakayama N, Schwartz A.Cardiovasc Drug Rev. 2001 Spring;19(1):1-8. Review. PMID: 11314598 </br>5:Venodilatory effect of pranidipine, a calcium channel blocker, monitored with perfluorocarbon in vivo (19)F-NMR spectroscopy. Sogabe T, Mori T, Ohura M, Tominaga M, Koga K, Yabuuchi Y.Magn Reson Imaging. 2000 Oct;18(8):1011-6. PMID: 11121706 </br>6:Long-acting calcium channel antagonist pranidipine prevents ventricular remodeling after myocardial infarction in rats. Takeuchi K, Omura T, Yoshiyama M, Yoshida K, Otsuka R, Shimada Y, Ujino K, Yoshikawa J.Heart Vessels. 1999;14(3):111-9. PMID: 10776803 </br>7:Characterization of the renal action of pranidipine in the rat. Nagahama T, Hayashi K, Fujiwara K, Ozawa Y, Saruta T.Arzneimittelforschung. 2000 Mar;50(3):248-53. PMID: 10758776 </br>8:Pranidipine enhances the action of nitric oxide released from endothelial cells. Yang J, Fukuo K, Morimoto S, Niinobu T, Suhara T, Ogihara T.Hypertension. 2000 Jan;35(1 Pt 1):82-5. PMID: 10642279 Free Article</br>9:Differential properties of the optical-isomers of pranidipine, a 1,4-dihydropyridine calcium channel modulator. Hirano T, Mori T, Kido M, Toide K, Ohura M, Fujiki H, Orito K, Yoshida K, Ikezono K, Sumida T, Nakayama N, Yabuuchi Y.Fundam Clin Pharmacol. 1999;13(6):650-5. PMID: 10626752 </br>10:Pranidipine enhances relaxation produced by endothelium-derived relaxing factor in carotid artery. Koshita M, Takano H, Nakahira Y, Suzuki H.Eur J Pharmacol. 1999 Dec 3;385(2-3):191-7. PMID: 10607875 |
