ChemicalBook CAS DataBase List 1188-21-2

1188-21-2

Name	N-Acetyl-L-leucine
CAS	1188-21-2
EINECS(EC#)	214-706-3
Molecular Formula	C8H15NO3
MDL Number	MFCD00026498
Molecular Weight	173.21
MOL File	1188-21-2.mol

Synonyms

2-(ACETYLAMINO)-4-METHYLPENTANOIC ACID AC-DL-LEU-OH ACETYL-DL-LEUCINE ACETYL-DL-LEUCINE, N- ACETYL-L-LEUCINE AC-LEUCINE AC-LEU-OH AKOS BBS-00004735 IFLAB-BB F0777-0821 N-ACETYL-DL-LEU N-ACETYL-DL-LEUCINE N-ACETYL LEUCINE N-ACETYL-L-LEUCINE N-ALPHA-ACETYL-DL-LEUCINE N-ALPHA-ACETYL-L-LEUCINE (S)-2-ACETYLAMINO-4-METHYL-PENTANOIC ACID (S)-N-Acetylleucine Leucine, N-acetyl-, L- L-Leucine, N-acetyl- N-Acetyl-L-lenucine

Chemical Properties

Appearance	White crystalline powder
Melting point	187-190 °C(lit.)
alpha	-24.5 º (c=4, MeOH)
Boiling point	303.86°C (rough estimate)
density	1.1599 (rough estimate)
refractive index	-22 ° (C=5, EtOH)
storage temp.	−20°C
solubility	DMSO (Slightly), Ethanol (Slightly), Water (Slightly, Heated)
form	Crystalline Powder
pka	3.67±0.10(Predicted)
color	White
Optical Rotation	[α]25/D 23±3°, c = 2 in ethanol
Water Solubility	0.81 g/100 mL (20 ºC)
BRN	1724849
Major Application	peptide synthesis
InChI	1S/C8H15NO3/c1-5(2)4-7(8(11)12)9-6(3)10/h5,7H,4H2,1-3H3,(H,9,10)(H,11,12)/t7-/m0/s1
InChIKey	WXNXCEHXYPACJF-ZETCQYMHSA-N
SMILES	CC(C)C[C@H](NC(C)=O)C(O)=O
CAS DataBase Reference	1188-21-2(CAS DataBase Reference)
NIST Chemistry Reference	L-leucine, n-acetyl-(1188-21-2)
EPA Substance Registry System	1188-21-2(EPA Substance)

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H319-H315-H335
Precautionary statements	P271-P261-P280
Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S24/25:Avoid contact with skin and eyes . S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . less more
WGK Germany	3
TSCA	Yes
HazardClass	IRRITANT
HS Code	29241990
Storage Class	11 - Combustible Solids

Raw materials And Preparation Products

Hazard Information

Chemical Properties

White crystalline powder

Uses

N-Acetyl-L-(-)-leucine is used in the preparation of small molecule inhibitors of anti-apoptotic Bcl-2 family proteins. Also used in the preparation of amphiphilic copolymers involving hydrophobic amino acid and oligopeptide side chains for optical tumor imaging in vivo.

Definition

ChEBI: The N-acetyl derivative of L-leucine.

reaction suitability

reaction type: C-H Activation
reaction type: solution phase peptide synthesis
reagent type: catalyst
reaction type: Peptide Synthesis

Pharmaceutical Applications

N-acetyl-l-leucine (NALL) has shown therapeutic potential for neurodegenerative diseases, including in prodromal stages of Parkinson's disease (PD). Researches show that the therapeutic potential of NALL for PD by its protective effects on α-synuclein pathology and synaptic function in vulnerable dopaminergic neurons^[1].

in vivo

Levacetylleucine (60 mg/kg, i.v., administration on days 1, 2 and 3 for 15 days) decreases the postural imbalance scores and accelerates the course of postural compensation induced by UL in rats^[3].
Levacetylleucine (100 mg/kg, oral gavage, administration daily for 28 days) attenuates cortical cell death afer traumatic brain injury (TBI) in N-Acetyl-L-leucine-treated TBI mouse cortices^[4].

Animal Model:	Male Sprague-Dawley rats (mean 400±20 g, age 3 months) after chemical UL^[3]
Dosage:	60 mg/kg
Administration:	i.v., 15 days
Result:	Significantly decreased the postural imbalance scores on 7 day and accelerated the course of postural compensation by about 6 days in rats.

Animal Model:	C57/BL6 mice^[4]
Dosage:	100 mg/kg
Administration:	oral gavage, administration daily for 1-28 days
Result:	Did not afect food intake and body weight in mice.

Animal Model:	N-Acetyl-L-leucine-treated TBI mouse cortices^[4]
Dosage:	100 mg/kg
Administration:	oral gavage, administration daily for 28 days
Result:	Prevented cortical cell death which peaks at early time points (day 1) afer TBI in N-Acetyl-L-leucine-treated TBI mouse cortices.

IC 50

Human Endogenous Metabolite

References

[1] Song, P., Chen, C., Franchini, R., Duong, B., Wang, Y.-Z., Coukos, R., Xie, Z., Savas, J. N., Zhou, Y., Bertoldi, M., Surmeier, D. J., Parisiadou, L., & Krainc, D. (2026). N-acetyl-l-leucine lowers α-synuclein levels and improves synaptic function in Parkinson's disease models. Journal of Clinical Investigation, 136 5. https://doi.org/10.1172/JCI196137

Spectrum Detail

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