N-Acetylcysteine amide Struktur

N-Acetylcysteine amide

Bezeichnung:N-Acetylcysteine amide

CAS-Nr38520-57-9

Englisch Name:N-Acetylcysteine amide

CBNumberCB91092625

SummenformelC5H10N2O2S

Molgewicht162.21

MOL-Datei38520-57-9.mol

N-Acetylcysteine amide physikalisch-chemischer Eigenschaften

Schmelzpunkt	147-149 °C(Solv: ethanol (64-17-5))
Siedepunkt	441.0±40.0 °C(Predicted)
Dichte	1.226±0.06 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	H2O: ≥20mg/mL
pka	9.21±0.10(Predicted)
Aggregatzustand	lyophilized powder
Farbe	white to off-white
InChI	InChI=1S/C5H10N2O2S/c1-3(8)7-4(2-10)5(6)9/h4,10H,2H2,1H3,(H2,6,9)(H,7,8)/t4-/m0/s1
InChIKey	ZLCOWUKVVFVVKA-GDVGLLTNSA-N
SMILES	C(N)(=O)[C@@H](NC(C)=O)CS

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22
WGK Germany	3

Gefahreninformationscode (GHS)

N-Acetylcysteine amide Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden
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
synthetische
N-Acetyl-L-cysteine methyl ester (10 g) under a flush of nitrogen was treated with ammonium hydroxide (28% aqueous, 66 mL) over 10 minutes at room temperature and stirred for 6 hours. The resulting solution was concentrated in vacuo and ethanol (100 mL) was added. Then the solution was concentrated again under reduced pressure at 48 00 then subjected to high vacuum overnight to afford N-acetylcysteine amide as a white crystalline solid.
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.
Clinical Use
N-Acetylcysteine amide has antioxidant and is often used in the preparation of Eyedrops. It has been used as a treatment for the prevention or healing of cataracts, macular degeneration, and other degenerative eye disorders.
Lager
Store at -20°C

N-Acetylcysteine amide Upstream-Materialien And Downstream Produkte

N-Acetylcysteine amide Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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