Nicorandil
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 526595

CAS#: 65141-46-0

Description: Nicorandil is a potassium-channel opener, stimulating apurinic/apyrimidinic endonuclease 1 (APE1) endonuclease activity by increasing catalytic efficiency approximately 2-fold.

Chemical Structure

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Nicorandil
CAS# 65141-46-0
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 526595
Name: Nicorandil
CAS#: 65141-46-0
Chemical Formula: C8H9N3O4
Exact Mass: 211.06
Molecular Weight: 211.177
Elemental Analysis: C, 45.50; H, 4.30; N, 19.90; O, 30.30

Price and Availability

Size Price Availability Quantity
5g USD 250 2 Weeks
25g USD 550 2 Weeks
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Synonym: Nicorandil

IUPAC/Chemical Name: 2-Nicotinamidoethyl nitrate

InChi Key: LBHIOVVIQHSOQN-UHFFFAOYSA-N

InChi Code: InChI=1S/C8H9N3O4/c12-8(7-2-1-3-9-6-7)10-4-5-15-11(13)14/h1-3,6H,4-5H2,(H,10,12)

SMILES Code: O=[N+]([O-])OCCNC(C1=CN=CC=C1)=O

Appearance: Solid powder

Purity: >95% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Product Data
Instruction:
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Biological target: Nicorandil (SG-75) is a potent potassium channel activator and targets vascular nucleoside diphosphate-dependent K+ channels and cardiac ATP-sensitive K+ channels (KATP).
In vitro activity: Nicorandil (100 micromol/liter) increased flavoprotein oxidation but not membrane current; a 10-fold higher concentration recruits both mitoK(ATP) and surfaceK(ATP) channels. Nicorandil blunted the rate of cell death in a pelleting model of ischemia; this cardioprotective effect was prevented by the mitoK(ATP) channel blocker 5-hydroxydecanoate but was unaffected by the surfaceK(ATP) channel blocker HMR1098. Reference: J Am Coll Cardiol. 2000 Feb;35(2):514-8. https://pubmed.ncbi.nlm.nih.gov/10676702/
In vivo activity: This study’s aim was to assess whether pharmacologic activation of the K(ATP) channel by nicorandil contributes to endothelial nitric oxide synthase (eNOS) levels. A total of 21 7-week old male Sprague-Dawley rats were used. Nicorandil caused tachycardia without a change in blood pressure, whereas glibenclamide had no effect on the nicorandil-induced change in heart rate or on blood pressure. RT-PCR revealed that nicorandil increased the eNOS and SUR2 mRNA levels by 2.2- and 2.0-fold, respectively, (p < 0.01 versus control), and that these increases were completely inhibited by glibenclamide. Reference: J Cardiovasc Pharmacol. 2001 Aug;38(2):200-10. https://pubmed.ncbi.nlm.nih.gov/11483869/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 28.3 134.17
Ethanol 42.0 198.89
Water 18.5 87.60

Preparing Stock Solutions

The following data is based on the product molecular weight 211.18 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Akao M, Teshima Y, Marbán E. Antiapoptotic effect of nicorandil mediated by mitochondrial atp-sensitive potassium channels in cultured cardiac myocytes. J Am Coll Cardiol. 2002 Aug 21;40(4):803-10. doi: 10.1016/s0735-1097(02)02007-7. PMID: 12204514. 2. Sato T, Sasaki N, O'Rourke B, Marbán E. Nicorandil, a potent cardioprotective agent, acts by opening mitochondrial ATP-dependent potassium channels. J Am Coll Cardiol. 2000 Feb;35(2):514-8. doi: 10.1016/s0735-1097(99)00552-5. PMID: 10676702. 3. Liu Y, Shu J, Liu T, Xie J, Li T, Li H, Li L. Nicorandil protects against coronary microembolization-induced myocardial injury by suppressing cardiomyocyte pyroptosis via the AMPK/TXNIP/NLRP3 signaling pathway. Eur J Pharmacol. 2022 Dec 5;936:175365. doi: 10.1016/j.ejphar.2022.175365. Epub 2022 Nov 3. PMID: 36336011. 4. Horinaka S, Kobayashi N, Higashi T, Hara K, Hara S, Matsuoka H. Nicorandil enhances cardiac endothelial nitric oxide synthase expression via activation of adenosine triphosphate-sensitive K channel in rat. J Cardiovasc Pharmacol. 2001 Aug;38(2):200-10. doi: 10.1097/00005344-200108000-00005. PMID: 11483869.
In vitro protocol: 1. Akao M, Teshima Y, Marbán E. Antiapoptotic effect of nicorandil mediated by mitochondrial atp-sensitive potassium channels in cultured cardiac myocytes. J Am Coll Cardiol. 2002 Aug 21;40(4):803-10. doi: 10.1016/s0735-1097(02)02007-7. PMID: 12204514. 2. Sato T, Sasaki N, O'Rourke B, Marbán E. Nicorandil, a potent cardioprotective agent, acts by opening mitochondrial ATP-dependent potassium channels. J Am Coll Cardiol. 2000 Feb;35(2):514-8. doi: 10.1016/s0735-1097(99)00552-5. PMID: 10676702.
In vivo protocol: 1. Liu Y, Shu J, Liu T, Xie J, Li T, Li H, Li L. Nicorandil protects against coronary microembolization-induced myocardial injury by suppressing cardiomyocyte pyroptosis via the AMPK/TXNIP/NLRP3 signaling pathway. Eur J Pharmacol. 2022 Dec 5;936:175365. doi: 10.1016/j.ejphar.2022.175365. Epub 2022 Nov 3. PMID: 36336011. 2. Horinaka S, Kobayashi N, Higashi T, Hara K, Hara S, Matsuoka H. Nicorandil enhances cardiac endothelial nitric oxide synthase expression via activation of adenosine triphosphate-sensitive K channel in rat. J Cardiovasc Pharmacol. 2001 Aug;38(2):200-10. doi: 10.1097/00005344-200108000-00005. PMID: 11483869.

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1: Kim CH, Park TK, Cho SW, Oh MS, Lee DH, Seong CS, Gwag HB, Lim AY, Yang JH, Song YB, Hahn JY, Choi JH, Lee SH, Gwon HC, Ahn J, Carriere KC, Choi SH. Impact of different nitrate therapies on long-term clinical outcomes of patients with vasospastic angina: A propensity score-matched analysis. Int J Cardiol. 2018 Feb 1;252:1-5. doi: 10.1016/j.ijcard.2017.07.031. PubMed PMID: 29249418.

2: Su Q, Li L, Zhao J, Sun Y, Yang H. Effects of nicorandil on PI3K/Akt signaling pathway and its anti-apoptotic mechanisms in coronary microembolization in rats. Oncotarget. 2017 Aug 5;8(59):99347-99358. doi: 10.18632/oncotarget.19966. eCollection 2017 Nov 21. PubMed PMID: 29245906; PubMed Central PMCID: PMC5725097.

3: Kuo PC, Yang CJ, Lee YC, Chen PC, Liu YC, Wu SN. The comprehensive electrophysiological study of curcuminoids on delayed-rectifier K(+) currents in insulin-secreting cells. Eur J Pharmacol. 2017 Dec 7;819:233-241. doi: 10.1016/j.ejphar.2017.12.004. [Epub ahead of print] PubMed PMID: 29225191.

4: Wang S, Fan Y, Feng X, Sun C, Shi Z, Li T, Lv J, Yang Z, Zhao Z, Sun D. Nicorandil alleviates myocardial injury and post-infarction cardiac remodeling by inhibiting Mst1. Biochem Biophys Res Commun. 2018 Jan 1;495(1):292-299. doi: 10.1016/j.bbrc.2017.11.041. Epub 2017 Nov 7. PubMed PMID: 29127009.

5: Lee TM, Lin SZ, Chang NC. Nicorandil regulates the macrophage skewing and ameliorates myofibroblasts by inhibition of RhoA/Rho-kinase signalling in infarcted rats. J Cell Mol Med. 2017 Nov 9. doi: 10.1111/jcmm.13130. [Epub ahead of print] PubMed PMID: 29119680.

6: Tabeshmehr P, Husnain HK, Salmannejad M, Sani M, Hosseini SM, Khorraminejad Shirazi MH. Nicorandil potentiates sodium butyrate induced preconditioning of neurons and enhances their survival upon subsequent treatment with H(2)O(2). Transl Neurodegener. 2017 Oct 30;6:29. doi: 10.1186/s40035-017-0097-1. eCollection 2017. PubMed PMID: 29093814; PubMed Central PMCID: PMC5662071.

7: Jeong SH, Kim H. Acute intractable headache and oculomotor nerve palsy associated with nicorandil: A case report. Am J Emerg Med. 2017 Dec;35(12):1988.e3-1988.e5. doi: 10.1016/j.ajem.2017.10.006. Epub 2017 Oct 5. PubMed PMID: 29033341.

8: Suleimani HF, Eshraghi A, Daloee MH, Hoseini S, Nakhaee N. Effect of nicorandil on QT dispersion in patients with stable angina pectoris undergoing elective angioplasty: A triple-blind, randomized, placebo-controlled study. Electron Physician. 2017 Aug 25;9(8):4934-4941. doi: 10.19082/4934. eCollection 2017 Aug. PubMed PMID: 28979725; PubMed Central PMCID: PMC5614275.

9: Katoh M, Takeda N, Arimoto T, Abe H, Oda K, Osuga Y, Fujii T, Komuro I. Bevacizumab-Related Microvascular Angina and Its Management with Nicorandil. Int Heart J. 2017 Oct 21;58(5):803-805. doi: 10.1536/ihj.16-537. Epub 2017 Sep 30. PubMed PMID: 28966326.

10: Fukui Y, Nozawa T, Ihori H, Sobajima M, Nakadate T, Matsuki A, Nonomura M, Fujii N, Inoue H, Kinugawa K. Nicorandil Attenuates Ischemia-Reperfusion Injury Via Inhibition of Norepinephrine Release From Cardiac Sympathetic Nerve Terminals. Int Heart J. 2017 Oct 21;58(5):787-793. doi: 10.1536/ihj.16-391. Epub 2017 Sep 30. PubMed PMID: 28966311.

11: Zhan B, Huang X, Jiang L, Bao H, Cheng X. Effect of Nicorandil Administration on Preventing Contrast-Induced Nephropathy: A Meta-Analysis. Angiology. 2017 Jan 1:3319717732237. doi: 10.1177/0003319717732237. [Epub ahead of print] PubMed PMID: 28950711.

12: Limprasutr V, Saengklub N, Meedech P, Kijtawornrat A, Hamlin RL. Characteristics of electromechanical window in anesthetized rabbit models of short QT and long QT syndromes. J Toxicol Sci. 2017;42(5):579-587. doi: 10.2131/jts.42.579. PubMed PMID: 28904293.

13: Ferrari R, Camici PG, Crea F, Danchin N, Fox K, Maggioni AP, Manolis AJ, Marzilli M, Rosano GMC, Lopez-Sendon JL. Expert consensus document: A 'diamond' approach to personalized treatment of angina. Nat Rev Cardiol. 2017 Sep 7. doi: 10.1038/nrcardio.2017.131. [Epub ahead of print] Review. PubMed PMID: 28880025.

14: Wang YP, Zhang Y, Sun YR, Sun ZG, Zuo ZK, Feng ZR, Chang FY, Xu YC, Chen BZ, Ye YY. [Effect of nicorandil on ventricular arrhythmia in patients with acute ST-segment elevation myocardial infarction underwent emergent percutaneous coronary intervention treatment]. Zhonghua Xin Xue Guan Bing Za Zhi. 2017 Aug 24;45(8):701-705. doi: 10.3760/cma.j.issn.0253-3758.2017.08.016. Chinese. PubMed PMID: 28851188.

15: Tarkin JM, Kaski JC. Erratum to: Vasodilator Therapy: Nitrates and Nicorandil. Cardiovasc Drugs Ther. 2017 Aug;31(4):483. doi: 10.1007/s10557-017-6744-z. PubMed PMID: 28808945.

16: Campo G, Pavasini R, Morciano G, Lincoff MA, C Gibson M, Kitakaze M, Lonborg J, Ahluwalia A, Ishii H, Frenneaux M, Ovize M, Galvani M, Atar D, Ibanez B, Cerisano G, Biscaglia S, Neil BJ, Asakura M, Engstrom T, Jones DA, Dawson D, Ferrari R, Pinton P, Ottani F. Data on administration of cyclosporine, nicorandil, metoprolol on reperfusion related outcomes in ST-segment Elevation Myocardial Infarction treated with percutaneous coronary intervention. Data Brief. 2017 Jul 18;14:197-205. doi: 10.1016/j.dib.2017.07.033. eCollection 2017 Oct. PubMed PMID: 28795098; PubMed Central PMCID: PMC5537426.

17: Morishita S, Maeba H, Takehana K, Shiojima I. Nicorandil was an Effective Treatment Option for a Patient with Bland-White-Garland Syndrome. Intern Med. 2017 Sep 1;56(17):2295-2299. doi: 10.2169/internalmedicine.8516-16. Epub 2017 Aug 10. PubMed PMID: 28794372; PubMed Central PMCID: PMC5635302.

18: Lavery MJ, Cooke N. A Case of Ischemia-Induced Perianal Ulceration Mimicking Pyoderma Gangrenosum. Skinmed. 2017 Jun 1;15(3):235-237. eCollection 2017. PubMed PMID: 28705292.

19: Iwamuro M, Oka S, Kanzaki H, Tanaka T, Kawano S, Kawahara Y, Okada H. Pseudomelanosis duodeni:a case report. Nihon Shokakibyo Gakkai Zasshi. 2017;114(7):1264-1268. doi: 10.11405/nisshoshi.114.1264. Japanese. PubMed PMID: 28679982.

20: Gao J, Chen M, Ren XC, Zhou XB, Shang Q, Lu WQ, Luo P, Jiang ZH. Synthesis and cardiomyocyte protection activity of crocetin diamide derivatives. Fitoterapia. 2017 Sep;121:106-111. doi: 10.1016/j.fitote.2017.06.014. Epub 2017 Jun 15. PubMed PMID: 28625734.