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67776-06-1

67776-06-1 structure
67776-06-1 structure

Name S-Nitroso-N-acetyl-DL-penicillamine
Synonyms MFCD00272624
N-Acetyl-3-(nitrososulfanyl)valine
Valine, N-acetyl-3-(nitrosothio)-
snap
Description S-Nitroso-N-acetyl-DL-penicillamine (SNAP) is a nitric oxide donor and acts as a stable inhibitor of platelet aggregation[1][2][3][4].
Related Catalog
In Vitro S-Nitroso-N-acetyl-DL-penicillamine (10 mM; 8 hours) induces toxicity of about 80% after 6 hours under normoxic conditions by releasing nitric oxide (NO)[1]. S-Nitroso-N-acetyl-DL-penicillamine has a half-time about 6 hours in in isolated rat ventricular myocytes[3]. S-Nitroso-N-acetyl-DL-penicillamine (100 µM; 30 minutes) causes sustained decrease in the basal pHi in isolated rat ventricular myocytes[3]. Cell Viability Assay[1] Cell Line: Rat liver sinusoidal endothelial cells Concentration: 2 mM, 5 mM, 10 mM Incubation Time: 2 hours, 4 hours, 6 hours, 8 hours Result: Exhibited cytotoxicity against cultivated endothelial cells.
In Vivo SNAP (100μM, 300μM) causes small but significant increases of the electrically evoked [3H]-acetylcholine release in guinea-pig tracheal[4].
References

[1]. E. Salas, et al. Comparative pharmacology of analogues of S-nitroso-N-acetyl-DL-penicillamine on human platelets. Br J Pharmacol. 1994 Aug;112(4):1071-6.

[2]. Ioannidis I, et al. Enhanced release of nitric oxide causes increased cytotoxicity of S-nitroso-N-acetyl-DL-penicillamine and sodium nitroprusside under hypoxic conditions. Biochem J. 1996 Sep 15;318 ( Pt 3):789-95.

[3]. Pravdic D, et al. Effect of nitric oxide donors S-nitroso-N-acetyl-DL-penicillamine, spermine NONOate and propylamine propylamine NONOate on intracellular pH in cardiomyocytes. Clin Exp Pharmacol Physiol. 2012 Sep;39(9):772-8.

[4]. Mang CF, et al. Modulation of acetylcholine release in the guinea-pig trachea by the nitric oxide donor, S-nitroso-N-acetyl-DL-penicillamine (SNAP). Br J Pharmacol. 2000 Sep;131(1):94-8.

Density 1.4±0.1 g/cm3
Melting Point 151ºC
Molecular Formula C7H12N2O4S
Molecular Weight 220.246
Exact Mass 220.051773
PSA 121.13000
LogP 1.13
Index of Refraction 1.560
Storage condition −20°C
Water Solubility H2O: ≥2 mg/mL
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3