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
• Empirical Formula (Hill Notation): C₈H₉N₃O₄
• CAS Number: 65141-46-0
• Molecular Weight: 211.17
• EC Number: 265-514-1
• MDL number: MFCD00186520
• UNSPSC Code: 12352200
• PubChem Substance ID: 329818637
• NACRES: NA.77

Properties

• 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

Description

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 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.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H242,H302
• Precautionary Statements: P210 - P235 - P280 - P301 + P312 - P370 + P378 - P410
• Hazard Classifications: Acute Tox. 4 Oral - Org. Perox. D
• Storage Class Code: 5.2 - Organic peroxides and self-reacting hazardous materials
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves