N3539
Nicorandil
≥98% (HPLC)
Synonym(s):
2-(Pyridine-3-carbonylamino)ethyl nitrate, 2-Nicotinamidoethyl nitrate, Ikorel, N-[2-(Nitrooxy)ethyl]-3-pyridinecarboxamide, SG-75, Sigmart, Zynicor
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About This Item
Empirical Formula (Hill Notation):
C8H9N3O4
CAS Number:
Molecular Weight:
211.17
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
265-514-1
MDL number:
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to off-white
solubility
DMSO: >10 mg/mL
storage temp.
room temp
SMILES string
[O-][N+](=O)OCCNC(=O)c1cccnc1
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)
InChI key
LBHIOVVIQHSOQN-UHFFFAOYSA-N
Application
Nicorandil has been used as an activator of potassium (K+) channel and inhibitor of voltage-gated calcium channel to study its effects on action potentials in long QT syndrome 2 (LQTS2) human induced pluripotent stem cell (hiPSCs)-derived cardiomyocytes.
Biochem/physiol Actions
Nicorandil exhibits cardio-protective effects.
Nicorandil is a hybrid ATP-sensitive K+ (KATP) channel opener and nicotinamide nitrate NO donor.
Nicorandil is a hybrid ATP-sensitive K+ (KATP) channel opener and nicotinamide nitrate NO donor. Nicorandil selectively activates SUR2B- versus SUR2A-containing KATP channels. It enhances endothelial NO synthase expression and protects against ischemic ventricular arrhythmias. By activating potassium channels, and donating nitric oxide to activate the enzyme guanylate cyclase, Nicorandil causes activation of GMP leading to both arterial and venous vasodilatation. Nicorandil is selective for vascular potassium channels, but has no significant action on cardiac contractility and conduction.
Features and Benefits
This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Org. Perox. D
Storage Class
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Related Content
Xiang-Rong Zuo et al.
PloS one, 7(9), e44485-e44485 (2012-09-13)
Most of the deaths among patients with severe pulmonary arterial hypertension (PAH) are caused by progressive right ventricular (RV) pathological remodeling, dysfunction, and failure. Nicorandil can inhibit the development of PAH by reducing pulmonary artery pressure and RV hypertrophy. However
A H Gomma et al.
Drugs, 61(12), 1705-1710 (2001-11-06)
Potassium channel openers or agonists represent a novel new class of compounds in the treatment of a range of cardiovascular disorders, particularly angina pectoris and hypertension. Nicorandil is the only clinically available potassium channel opener with antianginal effects, and with
Dene Simpson et al.
Drugs, 64(17), 1941-1955 (2004-08-27)
Nicorandil (Adancor, Angicor, Dancor, Nikoril [Europe], Ikorel [Europe and Oceania], Sigmart [Japan, Korea and Taiwan]) is an adenosine triphosphate (ATP)-sensitive potassium (KATP) channel agonist with nitrate-like properties used in the management of stable angina pectoris. With well established monotherapeutic antianginal
Global Trade Item Number
| SKU | GTIN |
|---|---|
| N3539-50MG | 04061834116202 |
| N3539-250MG | 04061834116196 |