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Acetylleucine

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Compound

Acetylleucine
Stereo, skeletal model of acetylleucine (S)
Stereo, skeletal model of acetylleucine (S)
(S)-(−)-N-Acetyl-leucine
Names
IUPAC name 2-Acetamido-4-methylpentanoic acid
Other names N-Acetylleucine; N-Acetyl-L-Leucine
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 1724849 (S)-(−)
ChEBI
ChEMBL
ChemSpider
EC Number
  • Racemic: 202-734-9
Gmelin Reference 985259 (S)-(−)
KEGG
MeSH acetylleucine
PubChem CID
UNII
InChI
  • 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)Key: WXNXCEHXYPACJF-UHFFFAOYSA-N
SMILES
  • Racemic: CC(C)CC(NC(C)=O)C(O)=O
Properties
Chemical formula C8H15NO3
Molar mass 173.212 g·mol
Appearance White crystals
Melting point −115 to −113 °C; −175 to −172 °F; 158 to 160 K
log P −0.265
Acidity (pKa) 3.666
Basicity (pKb) 10.331
Pharmacology
ATC code N07CA04 (WHO)
Related compounds
Related compounds ENU
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Acetylleucine (N-acetyl-leucine) is a modified leucine amino acid.

Two forms are commercialized: N-acetyl-DL-leucine (sold under the brand Tanganil, among others, and used in the treatment of vertigo) and N-acetyl-L-leucine (levacetylleucine, sold under the brand name Aqneursa, and used for the treatment of neurological manifestations of Niemann-Pick disease type C).

References

  1. "N-Acetyl-DL-leucine". PubChem Open Chemistry Database. Retrieved 26 March 2017.
  2. "N07CA04 (acetylleucine)". WHO Collaborating Centre for Drug Statistics Methodology. Norwegian Institute of Public Health. 19 December 2016. Retrieved 26 March 2017.
  3. Oertel WH, Janzen A, Henrich MT, Geibl FF, Sittig E, Meles SK, et al. (2 September 2024). "Acetyl-DL-leucine in two individuals with REM sleep behavior disorder improves symptoms, reverses loss of striatal dopamine-transporter binding and stabilizes pathological metabolic brain pattern—case reports". Nature Communications. 15 (1): 7619. doi:10.1038/s41467-024-51502-7. ISSN 2041-1723. PMC 11369233. PMID 39223119.
Drugs used for vertigo (N07C)
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