Acetylcysteinamide

Acetylcysteinamide
Identifiers
	IUPAC name (2R)-2-Acetamido-3-sulfanylpropanamide;
CAS Number	38520-57-9 ; 15394-73-7 (racemic);
PubChem CID	9942232;
ChemSpider	74304;
UNII	4N69717RKW;
CompTox Dashboard (EPA)	DTXSID30436398 ;
ECHA InfoCard	100.211.696
Chemical and physical data
Formula	C5H10N2O2S
Molar mass	162.21 g·mol−1
3D model (JSmol)	Interactive image;
Density	1.227 g/cm3
Boiling point	308 °C (586 °F)
Solubility in water	22 mg/mL (20 °C)
	SMILES SC[C@H](C(=O)N)NC(=O)C;
	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-/m1/s1; Key:UJCHIZDEQZMODR-SCSAIBSYSA-N;

N-Acetylcysteine amide (abbrev. NACA, AD4 and also known as acetylcysteinamide) is an amide derivative of N-acetylcysteine that appears to have better blood–brain barrier permeability and bioavailability and a similar antioxidant capability.[1]

References

Sunitha K, Hemshekhar M, Thushara RM, Santhosh MS, Yariswamy M, Kemparaju K, Girish KS (May 2013). "N-Acetylcysteine amide: a derivative to fulfill the promises of N-Acetylcysteine". Free Radical Research. 47 (5): 357–67. doi:10.3109/10715762.2013.781595. PMID 23472882. S2CID 207517783.

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[1] Sunitha K, Hemshekhar M, Thushara RM, Santhosh MS, Yariswamy M, Kemparaju K, Girish KS (May 2013). "N-Acetylcysteine amide: a derivative to fulfill the promises of N-Acetylcysteine". Free Radical Research. 47 (5): 357–67. doi:10.3109/10715762.2013.781595. PMID 23472882. S2CID 207517783.