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N-acetylcysteine amide_Molecular_structure_CAS_38520-57-9)
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N-acetylcysteine amide

Catalog No. A0737 Name Sigma Aldrich
CAS Number 38520-57-9 Website http://www.sigmaaldrich.com
M. F. C5H10N2O2S Telephone 1-800-521-8956
M. W. 162.2101 Fax
Purity ≥98% (HPLC) Email
Storage desiccated Chembase ID: 154810

SYNONYMS

IUPAC name
(2R)-2-acetamido-3-sulfanylpropanamide
IUPAC Traditional name
(2R)-2-acetamido-3-sulfanylpropanamide
Synonyms
N-Acetyl-L-cysteinamide
NACA
AD4
(R)- 2-(Acetylamino)-3-mercapto-Propanamide
acetylcysteinamide

DATABASE IDS

MDL Number MFCD01696115
CAS Number 38520-57-9

PROPERTIES

Empirical Formula (Hill Notation) C5H10N2O2S
Purity ≥98% (HPLC)
Apperance white to off-white powder
Solubility H2O: ≥20 mg/mL
Solubility DMSO: >40 mg/mL
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
Risk Statements 22
Storage Condition desiccated
Storage Temperature 2-8°C
German water hazard class 3

DETAILS

Description (English)
Other Notes
This product is hydroscopic and air sensitive.
Biochem/physiol Actions
N-acetylcysteine amide is a membrane penetrating antioxidant with antiinflamatory activity through regulation of activation of NF-κB and HIF-1α as well as modulation of ROS. The compound readily crosses cell membranes, replenishes intracellular GSH, and defends the cell from oxidative stress. In contrast to DTT, AD4 is able to directly reduce intracellularl GSSG to GSH without the involvement of glutathione peroxidase. Such direct thiol exchange might have a protective effect. This compound has a potential in research and exploration for treatment of neurodegeneration, radiation exposure, and other oxidation-mediated disorders.
Description (简体中文)
Other Notes
This product is hydroscopic and air sensitive.
Biochem/physiol Actions
N-acetylcysteine amide is a membrane penetrating antioxidant with antiinflamatory activity through regulation of activation of NF-κB and HIF-1α as well as modulation of ROS. The compound readily crosses cell membranes, replenishes intracellular GSH, and defends the cell from oxidative stress. In contrast to DTT, AD4 is able to directly reduce intracellularl GSSG to GSH without the involvement of glutathione peroxidase. Such direct thiol exchange might have a protective effect. This compound has a potential in research and exploration for treatment of neurodegeneration, radiation exposure, and other oxidation-mediated disorders.

REFERENCES