CAS 67776-06-1|N-Acetyl-3-(nitrososulfanyl)valine
| Common Name | N-Acetyl-3-(nitrososulfanyl)valine | ||
|---|---|---|---|
| CAS Number | 67776-06-1 | Molecular Weight | 220.246 |
| Density | 1.4±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C7H12N2O4S | Melting Point | 151ºC |
| MSDS | ChineseUSA | Flash Point | / |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | S-Nitroso-N-acetyl-DL-penicillamine |
|---|---|
| Synonym | More Synonyms |
N-Acetyl-3-(nitrososulfanyl)valine BiologicalActivity
| 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 | Research Areas >>Cardiovascular DiseaseSignaling Pathways >>Immunology/Inflammation >>NO Synthase |
| 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. |
Chemical & Physical Properties
| 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 |
| InChIKey | ZIIQCSMRQKCOCT-UHFFFAOYSA-N |
| SMILES | CC(=O)NC(C(=O)O)C(C)(C)SN=O |
| Storage condition | −20°C |
| Water Solubility | H2O: ≥2 mg/mL |
Safety Information
| Symbol | 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 |
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Synonyms
| MFCD00272624 |
| N-Acetyl-3-(nitrososulfanyl)valine |
| Valine, N-acetyl-3-(nitrosothio)- |
| snap |
