N-Acetyl-L-cysteine ethyl ester(NACET) – (59587-09-6)

N-Acetyl-L-cysteine ethyl ester (NACET) is an innovative compound that has garnered attention for its enhanced pharmacological properties compared to its parent molecule, N-acetyl-L-cysteine (NAC). NACET is a lipophilic and charge-free derivative of NAC, which significantly improves its cell permeability and pharmacokinetics. This esterified form of NAC is designed to produce NAC and cysteine upon metabolism, thereby increasing circulating hydrogen sulfide (H2S) levels and acting as a potent H2S producer.

NACET’s potential applications are vast, particularly in the fields of mucolytic therapy and antioxidant treatment. It has been shown to substitute NAC effectively as a mucolytic agent, aiding in the breakdown of mucus in the respiratory tract. Additionally, NACET exhibits strong antioxidant properties, making it a promising candidate for reducing oxidative stress and supporting glutathione (GSH) synthesis. Recent studies have highlighted its role in preventing oxidative damage in cells, such as retinal pigment epithelial cells, underscoring its potential as a therapeutic agent in various oxidative stress-related conditions.

The above information is displayed for information purpose only, and has not been reviewed by EON nor does EON attests or validates the accuracy nor does it constitutes a recommendation or validation.

N-Acetyl-L-cysteine ethyl ester (NACET) is an innovative compound that has garnered attention for its enhanced pharmacological properties compared to its parent molecule, N-acetyl-L-cysteine (NAC). NACET is a lipophilic and charge-free derivative of NAC, which significantly improves its cell permeability and pharmacokinetics. This esterified form of NAC is designed to produce NAC and cysteine upon metabolism, thereby increasing circulating hydrogen sulfide (H2S) levels and acting as a potent H2S producer.

NACET’s potential applications are vast, particularly in the fields of mucolytic therapy and antioxidant treatment. It has been shown to substitute NAC effectively as a mucolytic agent, aiding in the breakdown of mucus in the respiratory tract. Additionally, NACET exhibits strong antioxidant properties, making it a promising candidate for reducing oxidative stress and supporting glutathione (GSH) synthesis. Recent studies have highlighted its role in preventing oxidative damage in cells, such as retinal pigment epithelial cells, underscoring its potential as a therapeutic agent in various oxidative stress-related conditions.

The above information is displayed for information purpose only, and has not been reviewed by EON nor does EON attests or validates the accuracy nor does it constitutes a recommendation or validation.
Sources:
https://www.medchemexpress.com/n-acetyl-l-cysteine-ethyl-ester.html
https://www.mdpi.com/1424-8220/24/2/312
https://www.sciencedirect.com/science/article/abs/pii/S0891584918311055
https://www.sciencedirect.com/science/article/abs/pii/S0006295212006417
Other Names

(R)-ethyl 2-acetamido-3-mercaptopropanoate, L-Cysteine, N-acetyl-, ethyl ester, ethyl (2R)-2-acetamido-3-sulfanylpropanoate

IUPAC Name

ethyl (2R)-2-acetamido-3-sulfanylpropanoate

CAS

59587-09-6

Molecular Weight

191.25

Molecular Formula

C7H13NO3S

SMILES

CCOC(=O)[C@H](CS)NC(=O)C

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