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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H10N2O2S
Molecular Weight 162.21
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACETYLCYSTEINAMIDE

SMILES

CC(=O)N[C@@H](CS)C(N)=O

InChI

InChIKey=UJCHIZDEQZMODR-BYPYZUCNSA-N
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

HIDE SMILES / InChI

Molecular Formula C5H10N2O2S
Molecular Weight 162.21
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Acetylcysteine amide (NACA) is a novel thiol-containing antioxidant. NACA is a modified form of its parent compound N-acetylcysteine (NAC) that is a precursor of the most abundant endogenous antioxidant, glutathione (GSH). NACA demonstrated the multiple therapeutic abilities, including antioxidant, anti-apoptotic, and anti-inflammatory properties with greater efficacy compared to its parent compound. NACA treatment significantly maintained acute mitochondrial bioenergetics and normalized GSH levels following spinal cord injury. It is a new neuroprotective drug, that might be effective at slowing down nigral neuronal degeneration and illness progression in patients with Parkinson's disease.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
75, 150, 300 or 600 mg/kg body weight at 15min and 6h post-injury
Route of Administration: Intraperitoneal
In Vitro Use Guide
Survival of neuroblastoma cells exposed to levodopa (0.06 mM), dopamine (0.06 mM), 6-OHDA (0.06 mM) or MPP+ (1.5 mM) was reduced by 50% (P < 0.01). However, cotreatment with AD4 (0.05–2 mM) raised the survival rates by 20–50% (P < 0.05) in a dose-dependent manner.
Substance Class Chemical
Record UNII
4N69717RKW
Record Status Validated (UNII)
Record Version