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Key Documents

S6193

Sigma-Aldrich

SG-209

solid, ≥98% (HPLC)

Synonym(s):

N-[2-(Acetoxy)ethyl]-3-pyridinecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C10H12N2O3
CAS Number:
Molecular Weight:
208.21
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

description

air sensitive

assay

≥98% (HPLC)

form

solid

storage condition

desiccated
protect from light

color

tan

solubility

DMSO: soluble ~24 mg/mL
H2O: insoluble

Storage temp.

−20°C

SMILES string

CC(=O)OCCNC(=O)c1cccnc1

InChI

1S/C10H12N2O3/c1-8(13)15-6-5-12-10(14)9-3-2-4-11-7-9/h2-4,7H,5-6H2,1H3,(H,12,14)

Inchi Key

JQICNNKLTFYSLS-UHFFFAOYSA-N

Application

SG-209 may be used in cell signaling studies.

Biochem/physiol Actions

Potassium channel activator; analog of nicorandil; nitrate-free coronary vasodilator
SG-209, a derivative of nicorandil, opens up potassium channels and leads to vasodilation. It dilates tracheal smooth muscle and increases the blood flow to the trachea in dogs.3

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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X M Wei et al.
International immunopharmacology, 3(12), 1581-1588 (2003-10-14)
Modulation of cytokine release may be of interest in modulating inflammatory diseases. This study determined whether nicorandil, a potassium channel opener, and nitric oxide (NO) donor could inhibit the release of tumour necrosis factor alpha (TNFalpha) from lymphocytes. Nicorandil significantly
T Ishibashi et al.
Naunyn-Schmiedeberg's archives of pharmacology, 344(2), 235-239 (1991-08-01)
The mechanism of the vasodilating action of 2-nicotinamidoethyl acetate (SG-209), a derivative of nicorandil, was examined in the isolated rabbit aorta. Comparison was made using 2-nicotinamidoethyl alcohol (SG-86) and 2-nicotinamidoethyl nitrate (nicorandil; SG-75) to reveal any structure-activity relationships. SG-209 and
K Parimala et al.
European journal of obstetrics, gynecology, and reproductive biology, 126(2), 176-179 (2005-10-12)
To determine the effect of a nicorandil congener, SG-209 on the myometrium. Isolated strips of myometrium, from nine women who underwent hysterectomy, were made to contract with 55 mM KCl before and after incubation with three concentrations of SG-209 (1.5
H Yonekura et al.
Pancreas, 5(1), 75-81 (1990-01-01)
Nicorandil, a compound containing a nitrate moiety, can act as a K+ channel opener. Previously we reported stimulatory effects of an intraarterial injection of nicorandil on pancreatic exocrine secretion in the isolated, blood-perfused pancreas under a constant perfusion pressure. To
M Maruyama et al.
Archives internationales de pharmacodynamie et de therapie, 258(2), 260-266 (1982-08-01)
In anesthetized dogs, the tracheal vascular bed in situ was perfused with arterial blood through the cannulated cranial thyroid arteries. The effects of nicorandil, a coronary vasodilator, and its congeners (SG-212, GS-209 and SG-103; in which the nitroxy group of

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