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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 Satoh et al.
Cardiovascular drugs and therapy, 8(2), 227-234 (1994-04-01)
The vasodilator and negative inotropic mechanisms of action of nicorandil and its congeners (SG-209, SG-103, and SG-86) were investigated in isolated canine papillary muscle preparations cross-circulated through the anterior septal artery with support dogs. SG-209, SG-103, and SG-86 were obtained
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
S Abe et al.
The Journal of pharmacology and experimental therapeutics, 268(2), 762-771 (1994-02-01)
By using front-surface fluorometry and fura-2-loaded strips of the rabbit femoral artery, the effects of 2-nicotinamidoethyl nitrate (nicorandil) on cytosolic Ca++ concentration ([Ca++]i) and on tension development were measured simultaneously, and findings were compared with those of SG-209 (2-nicotinamidoethyl acetate)

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