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N3539

Sigma-Aldrich

Nicorandil

≥98% (HPLC)

Sinónimos:

2-(Pyridine-3-carbonylamino)ethyl nitrate, 2-Nicotinamidoethyl nitrate, Ikorel, N-[2-(Nitrooxy)ethyl]-3-pyridinecarboxamide, SG-75, Sigmart, Zynicor

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50 MG
$69.200
250 MG
$278.000

$69.200

Fecha estimada de envío21 de mayo de 2025

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50 MG
$69.200
250 MG
$278.000

About This Item

Fórmula empírica (notación de Hill):
C8H9N3O4
Número de CAS:
65141-46-0
Peso molecular:
211.17
Número CE:
265-514-1
Número MDL:
MFCD00186520
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329818637
NACRES:
NA.77

$69.200

Fecha estimada de envío21 de mayo de 2025

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Ensayo

≥98% (HPLC)

Formulario

powder

color

white to off-white

solubilidad

DMSO: >10 mg/mL

temp. de almacenamiento

room temp

cadena SMILES

[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)

Clave InChI

LBHIOVVIQHSOQN-UHFFFAOYSA-N

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Categorías relacionadas

Aplicación

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.[1]

Acciones bioquímicas o fisiológicas

Nicorandil exhibits cardio-protective effects.[2]
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.

Características y beneficios

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.

Pictogramas

FlameExclamation mark
GHS02,GHS07

Palabra de señalización

Danger

Frases de peligro

H242,H302

Clasificaciones de peligro

Acute Tox. 4 Oral - Org. Perox. D

Código de clase de almacenamiento

5.2 - Organic peroxides and self-reacting hazardous materials

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000238569
0000238567
0000235052
125M4712V
025M4701V

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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
L Toquero et al.
Colorectal disease : the official journal of the Association of Coloproctology of Great Britain and Ireland, 8(8), 717-720 (2006-09-15)
Use of Nicorandil in the treatment of ischaemic heart disease has been associated with oral, ileal and more recently anal ulceration. We report a series of six cases of peri-anal ulceration in patients on nicorandil therapy, their response to withdrawal
Shigeo Horinaka
Drugs, 71(9), 1105-1119 (2011-06-30)
Nicorandil, a unique dual pharmacological mechanism anti-anginal agent with adenosine triphosphate sensitive potassium (K(ATP)) channel agonist and nitrate-like properties, provides cardiologists with a means of managing angina pectoris patients effectively and provides long-term cardioprotection. The aim of this review is
Lamiaa A Ahmed et al.
Biochemical pharmacology, 86(9), 1301-1310 (2013-07-23)
Despite of its known cardiotoxicity, doxorubicin is still a highly effective anti-neoplastic agent in the treatment of several cancers. In the present study, the cardioprotective effect of nicorandil was investigated on hemodynamic alterations and mitochondrial dysfunction induced by cumulative administration
V M Smith et al.
The British journal of dermatology, 167(5), 1048-1052 (2012-10-09)
Nicorandil has been available in the U.K. since 1994 for the prophylaxis and treatment of angina. Since the first reported case of nicorandil-associated oral ulceration in 1997 complications elsewhere in the gastrointestinal tract have been reported. Our case series highlights
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