MedKoo Cat#: 562879 | Name: SG-209

Description:

WARNING: This product is for research use only, not for human or veterinary use.

SG-209 is a potassium channel opener and nicorandil congener.

Chemical Structure

SG-209
SG-209
CAS#83440-03-3

Theoretical Analysis

MedKoo Cat#: 562879

Name: SG-209

CAS#: 83440-03-3

Chemical Formula: C10H12N2O3

Exact Mass: 208.0800

Molecular Weight: 208.21

Elemental Analysis: C, 57.69; H, 5.81; N, 13.45; O, 23.05

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Synonym
SG-209; SG 209; SG209;
IUPAC/Chemical Name
N-[2-(Acetoxy)ethyl]-3-pyridinecarboxamide
InChi Key
JQICNNKLTFYSLS-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
O=C(C1=CC=CN=C1)NCCOC(C)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 208.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Umaru B, Pyriochou A, Kotsikoris V, Papapetropoulos A, Topouzis S. ATP-sensitive potassium channel activation induces angiogenesis in vitro and in vivo. J Pharmacol Exp Ther. 2015 Jul;354(1):79-87. doi: 10.1124/jpet.114.222000. Epub 2015 May 14. PubMed PMID: 25977483. 2: Parimala K, Peedicayil J, Peedicayil A, Nelson N, Ernest K. The effect of a nicorandil congener on isolated human myometrium. Eur J Obstet Gynecol Reprod Biol. 2006 Jun 1;126(2):176-9. Epub 2005 Oct 10. PubMed PMID: 16216408. 3: Wei XM, Heywood GJ, Di Girolamo N, Thomas PS. Nicorandil inhibits the release of TNFalpha from a lymphocyte cell line and peripheral blood lymphocytes. Int Immunopharmacol. 2003 Nov;3(12):1581-8. PubMed PMID: 14555283. 4: Heywood GJ, Thomas PS. Nicorandil inhibits degranulation and TNF-alpha release from RBL-2H3 cells. Inflamm Res. 2002 Apr;51(4):176-81. PubMed PMID: 12058954. 5: Satoh K, Orito K, Yoneyama F, Taira N. A further study of the vasodilator and negative inotropic mechanisms of action of nicorandil and its congeners in the canine heart. Cardiovasc Drugs Ther. 1994 Apr;8(2):227-34. PubMed PMID: 7918135. 6: Abe S, Nishimura J, Nakamura M, Kanaide H. Effects of nicorandil on cytosolic calcium concentrations and on tension development in the rabbit femoral artery. J Pharmacol Exp Ther. 1994 Feb;268(2):762-71. PubMed PMID: 8113988. 7: Satoh K, Yamada H, Yoneyama F, Taira N. The group at C2 of N-ethylnicotinamide determines the vasodilator potencies and mechanisms of action of nicorandil and its congeners in canine coronary arteries. Naunyn Schmiedebergs Arch Pharmacol. 1991 Nov;344(5):589-95. PubMed PMID: 1839805. 8: Ishibashi T, Hamaguchi M, Imai S. 2-Nicotinamidoethyl acetate (SG-209) is a potassium channel opener: structure activity relationship among nicorandil derivatives. Naunyn Schmiedebergs Arch Pharmacol. 1991 Aug;344(2):235-9. PubMed PMID: 1658666. 9: Yonekura H, Iwatsuki K, Horiuchi A, Chiba S. Effects of N-(2-hydroxyethyl)nicotinamide nitrate (nicorandil; SG-75) and its derivatives on pancreatic exocrine secretion in the dog. Pancreas. 1990;5(1):75-81. PubMed PMID: 1688393. 10: Maruyama M, Satoh K, Taira N. Effects of nicorandil and its congeners on musculature and vasculature of the dog trachea in situ. Arch Int Pharmacodyn Ther. 1982 Aug;258(2):260-6. PubMed PMID: 6215905. Rout D, Chandra Dash U, Kanhar S, Swain SK, Sahoo AK. The modulatory role of prime identified compounds in the bioactive fraction of Homalium zeylanicum in high-fat diet fed-streptozotocin-induced type 2 diabetic rats. J Ethnopharmacol. 2020 Oct 5;260:113099. doi: 10.1016/j.jep.2020.113099. Epub 2020 Jun 11. PMID: 32535241.