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N-Acetyl-L-cysteine ethyl ester (59587-09-6)
N-Acetyl-L-cysteine ethyl ester (59587-09-6) video
N-Acetyl-L-cysteine ethyl ester (59587-09-6) Base Information
| Name | N-Acetyl-L-cysteine ethyl ester |
| CAS | 59587-09-6 |
| Purity | 98% |
| Chemical name | N-Acetyl-L-cysteine ethyl ester NACET(R)-ethyl 2-acetamido-3-mercaptopropanoate |
| Synonyms | N-Acetylcysteine ethylester;(R)-Methyl 2-acetaMido-3-Mercaptopropanoate;-Ethyl 2-acetamido-3-mercaptopropanoate;Ethyl (2R)-2-Acetamido-3-Sulfanyl-Propanoate; (2R)-2-Acetamido-3-Mercaptopropanoic Acid Ethyl Ester; (2R)-2-Acetamido-3-Mercapto-Propionic Acid Ethyl Ester |
| Molecular Formula | C7H13NO3S |
| Molecular Weight | 191.25 g/mol |
| Melting Point | 197.0 to 202.0°C |
| InChI Key | MSMRAGNKRYVTCX-LURJTMIESA-N |
| Form | Solid |
| Appearance | Off-white powder |
| Half Life | N/A |
| Solubility | N/A |
| Storage Condition | Store in cool place; Keep container tightly closed in a dry and well-ventilated place |
| Application | N-Acetyl-L-cysteine ethyl ester powder be used to boost memory, focus, creativity, intelligence and motivation. |
| Testing Document | Available |
N-Acetyl-L-cysteine ethyl ester (59587-09-6) General Description
N-Acetyl-L-cysteine ethyl ester powder (NACET): a novel lipophilic cell-permeable cysteine derivative with an unusual pharmacokinetic feature and remarkable antioxidant potential.
N-Acetyl-L-cysteine ethyl ester More research
Recent large clinical trials failed to confirm the supposed beneficial effects of N-acetylcysteine (NAC) in preventing oxidative stress-related diseases. This may be due to its low bioavailability. We thought that esterification of the carboxyl group of NAC to produce N-acetylcysteine ethyl ester (NACET) would drastically increase the lipophilicity of NAC, thus greatly improving its pharmacokinetics. In the present work, we report on representative chemical, pharmacological and anti-oxidant properties of NACET, especially in direct comparison with its congener NAC. We found that NACET is rapidly absorbed in rats after oral administration but reaches very low concentrations in plasma. This is due to a unique feature of NACET: it rapidly enters the cells where it is trapped being transformed into NAC and cysteine. After oral treatment, NACET (but not NAC) was able to increase significantly the glutathione content of most tissues examined, brain included, and to protect from paracetamol intoxication in the rat. NACET has also the unique feature to accumulate in human erythrocytes where it behaves as a potent protector against hydroperoxide-induced oxidative damage. Our study shows that being able to enter cells and to produce NAC and cysteine, NACET increases circulating hydrogen sulfide (H(2)S), thus representing a good candidate for the oral use as an H(2)S producer, with clear advantages over NAC. NACET has the potential to substitute NAC as a mucolytic agent, as a paracetamol antidote and as a GSH-related antioxidant.
N-Acetyl-L-cysteine ethyl ester Reference
- S-Nitroso-N-acetyl-L-cysteine ethyl ester (SNACET) and N-acetyl-L-cysteine ethyl ester (NACET)-Cysteine-based drug candidates with unique pharmacological profiles for oral use as NO, H2S and GSH suppliers and as antioxidants: Results and overview. 2018 Feb;8(1):1-9. doi: 10.1016/j.jpha.2017.12.003. Epub 2017 Dec 13. Review. PMID: 29568662
- N-acetylcysteine ethyl ester as GSH enhancer in human primary endothelial cells: A comparative study with other drugs. 2018 Oct;126:202-209. doi: 10.1016/j.freeradbiomed.2018.08.013. Epub 2018 Aug 14. PMID: 30114478
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