N-acetylcysteine amide
SIGMA/A0737 - ≥98% (HPLC)
Synonym: (R)- 2-
CAS Number: 38520-57-9
Empirical Formula (Hill Notation): C5H10N2O2S
Molecular Weight: 162.21
MDL Number: MFCD01696115
Linear Formula: C5H10N2O2S
Product Type: Chemical
| assay | ≥98% (HPLC) |
| color | white to off-white |
| form | lyophilized powder |
| InChI | 1S/C5H10N2O2S/c1-3(8)7-4( |
| InChI key | UJCHIZDEQZMODR-BYPYZUCNSA |
| Quality Level | 100  |
| SMILES string | CC(=O)N[C@@H](CS)C(N)=O |
| solubility | DMSO: >40 mg/mL |
| H2O: ≥20 mg/mL | |
| storage condition | desiccated |
| storage temp. | 2-8°C |
| Application: | N-acetylcysteine amide has been used: • to protect retinal pigment epithelium (RPE) from oxidative stress • to show that increased expression of cell adhesion molecule 4 (CADM4) in oligodendrocytes inhibits myelination • to protect cells from apoptosis induced by shikonin plus erlotinib/gefitinib • as a component in various culture media |
| Application: | as an antioxidant to reduce oxidative stress in brains of homozygous Drosophila spermine synthase (dSms e/e) mutant flies and melanoma cells. |
| 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. |
| Other Notes: | This product is hydroscopic and air sensitive. |
| Packaging: | 5, 25 mg in glass bottle |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P264 - P270 - P301 + P312 + P330 - P501 |
| Hazard Codes | Xn |
| Risk Statements | 22 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352209 |