AdipoGen Life Sciences

SIN-1 chloride

CHF 35.00
In stock
AG-CR1-0027-M01010 mgCHF 35.00
AG-CR1-0027-M05050 mgCHF 140.00
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Product Details
Synonyms 3-Morpholinosydnonimine; Linsidomine
Product Type Chemical
Properties
Formula

C6H11ClN4O2

MW 206.6
CAS 16142-27-1
RTECS WU7687800
Purity Chemicals ≥98% (NMR)
Appearance White to off-white solid.
Solubility Soluble in 100% ethanol, water or DMSO (> 5 mg/ml).
Identity Determined by 1H-NMR.
Other Product Data

Use freshly prepared solutions.

InChi Key ZRFWHHCXSSACAW-UHFFFAOYSA-M
Smiles NC1=C[N+](N2CCOCC2)=NO1.[Cl-]
Shipping and Handling
Shipping BLUE ICE
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Nitric oxide (NO) donor [1].
  • Generates both superoxide anion and nitric oxide that spontaneously form peroxynitrite [1]. 
  • Platelet aggregation inhibitor [2, 3].
  • Guanylyl cyclase activator [2, 3].
  • Cytotoxic [4].
  • Positive ionotropic [5].
  • Vasodilator [6].
Product References
  1. Production of hydroxyl radicals from the simultaneous generation of superoxide and nitric oxide: N. Hogg et al.; Biochem. J. 281|419 (1992) 
  2. Inhibition of platelet aggregation and stimulation of guanylate cyclase by an antianginal agent molsidomine and its metabolites: M. Nishikawa et al.; J. Phar.macol. Exp. Ther. 220, 183 (1982) 
  3. Synergistic platelet antiaggregatory effects of the adenylate cyclase activator iloprost and the guanylate cyclase activating agent SIN-1 in vivo: M. Spiecker, et al.; Thromb. Res. 70, 405 (1993)
  4. SIN-1 cytotoxicity to PC12 cells is mediated by thiol-sensitive short-lived substances generated through SIN-1 decomposition in culture medium: K. Konishi, et al.; Nitric Oxide 20, 270 (2009)
  5. cAMP-independent activation of protein kinase A by the peroxynitrite generator SIN-1 elicits positive inotropic effects in cardiomyocytes: M.J. Kohr, et al.; J. Mol. Cell. Cardiology 48, 645 (2010)
  6. Response of coronary arteries to nitrates, the EDRF-donor SIN-1, and calcium antagonists: W. Schulz & G. Kober; Basic Res. Cardiol. 86, 233 (1991)
  7. Lipopolysaccharide (LPS)-mediated priming of toll-like receptor 4 enhances oxidant-induced prostaglandin E2 biosynthesis in primary murine macrophages: Y. Zhang & O.J. Igwe; Int. Pharmacol. 54, 226 (2017)
  8. Exogenous oxidants activate nuclear factor kappa B through Toll-like receptor 4 stimulation to maintain inflammatory phenotype in macrophage: Y. Zhang & O.J. Igwe; Biochem. Pharmacol. ahead of print (2017)
  9. Role of nitric oxide on zymosan-induced inhibition of crop emptying in chicks: M. Takahashi, et al.; Comp. Biochem. Physiol. 261, 111057 (2021)
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