Acetylcysteinamide

{{Short description|Chemical compound}}

{{cs1 config|name-list-style=vanc|display-authors=6}}

{{one source|date=December 2020}}

{{Drugbox

| IUPAC_name = (2R)-2-Acetamido-3-sulfanylpropanamide

| image = Acetylcysteinamide.svg

| width = 150

| image2 = N-acetylcysteine amide3Dan.gif

| width2 = 180

| tradename =

| Drugs.com =

| MedlinePlus =

| licence_EU =

| licence_US =

| DailyMedID =

| pregnancy_AU =

| pregnancy_US =

| pregnancy_category=

| legal_AU =

| legal_CA =

| legal_UK =

| legal_US =

| legal_status =

| dependency_liability =

| routes_of_administration =

| bioavailability =

| protein_bound =

| metabolism =

| elimination_half-life =

| excretion =

| CAS_number_Ref = {{cascite|correct|CAS}}

| CAS_number = 38520-57-9

| CAS_supplemental =
{{CAS|15394-73-7}} (racemic)

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 4N69717RKW

| ATCvet =

| ATC_prefix =

| ATC_suffix =

| ATC_supplemental =

| PubChem = 9942232

| PubChemSubstance =

| IUPHAR_ligand =

| DrugBank =

| ChemSpiderID = 74304

| KEGG =

| ChEBI =

| ChEMBL =

| synonyms =

| chemical_formula =

| C=5 | H=10 | N=2 | O=2 | S=1

| smiles = SC[C@H](C(=O)N)NC(=O)C

| StdInChI = 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

| StdInChI_comment =

| StdInChIKey = UJCHIZDEQZMODR-SCSAIBSYSA-N

| density = 1.227

| melting_point =

| melting_high =

| melting_notes =

| boiling_point = 308

| boiling_notes =

| solubility =

22{{fact|date=December 2013}}

| specific_rotation =

| sec_combustion =

}}

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.{{cite journal | vauthors = Sunitha K, Hemshekhar M, Thushara RM, Santhosh MS, Yariswamy M, Kemparaju K, Girish KS | title = N-Acetylcysteine amide: a derivative to fulfill the promises of N-Acetylcysteine | journal = Free Radical Research | volume = 47 | issue = 5 | pages = 357–367 | date = May 2013 | pmid = 23472882 | doi = 10.3109/10715762.2013.781595 | s2cid = 207517783 }}