Chemistry:Acetylleucine

From HandWiki
Acetylleucine
Stereo, skeletal model of acetylleucine (S)
(S)-(-)-N-Acetyl-leucine
Names
IUPAC name
2-Acetamido-4-methylpentanoic acid[1]
Other names
N-Acetylleucine; N-Acetyl-L-Leucine
Identifiers
3D model (JSmol)
3DMet
1724849 (S)-(-)
ChEBI
ChEMBL
ChemSpider
EC Number
  • Racemic: 202-734-9
985259 (S)-(-)
KEGG
MeSH acetylleucine
UNII
Properties
C8H15NO3
Molar mass 173.212 g·mol−1
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
1=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 [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Acetylleucine is a modified amino acid used in the treatment of vertigo[2] and cerebellar ataxia.

Acetylleucine is also being developed as a possible treatment for several neurological disorders by IntraBio Inc.[3] Clinical trials with acetylleucine for the treatment of three orphan, fatal, neurodegenerative disorders are underway: Niemann-Pick disease type C,[4] GM2 gangliosidoses (Tay-Sachs and Sandhoff diseases),[5] and ataxia–telangiectasia.[6] In 2020, IntraBio announced the successful multinational clinical trial results of the Niemann-Pick type C clinical trial.[7] IntraBio is also investigating acetylleucine for the treatment of common inherited and acquired neurological diseases including Lewy body dementia,[8] amyotrophic lateral sclerosis, restless legs syndrome, multiple sclerosis, and migraine[9] Acetylleucine has received orphan drug designations from the U.S. Food & Drug Administration (FDA)[10][11][12][13] and the European Commission.[14][15][16][17]

See also

References

  1. "N-Acetyl-DL-leucine". https://pubchem.ncbi.nlm.nih.gov/compound/N-Acetyl-DL-leucine#section=Top. 
  2. "N07CA04 (acetylleucine)". Norwegian Institute of Public Health. 19 Dec 2016. https://www.whocc.no/atc_ddd_index/?code=N07CA04&showdescription=yes. 
  3. "IntraBio" (in en-GB). http://intrabio.com/for-medical-professionals/. 
  4. "N-Acetyl-L-Leucine for Niemann-Pick Disease, Type C (NPC) - Full Text View - ClinicalTrials.gov" (in en). https://clinicaltrials.gov/ct2/show/NCT03759639. 
  5. "N-Acetyl-L-Leucine for GM2 Gangliosdisosis (Tay-Sachs and Sandhoff Disease) - Full Text View - ClinicalTrials.gov" (in en). https://clinicaltrials.gov/ct2/show/NCT03759665. 
  6. "N-Acetyl-L-Leucine for Ataxia-Telangiectasia (A-T) - Full Text View - ClinicalTrials.gov" (in en). https://clinicaltrials.gov/ct2/show/NCT03759678. 
  7. "IntraBio Reports Further Detail on Positive Data from IB1001 Multinational Clinical Trial for the Treatment of Niemann-Pick disease Type C". 19 October 2020. http://intrabio.com/2020/10/19/intrabio-reports-further-detail-on-positive-data-from-ib1001-multinational-clinical-trial-for-the-treatment-of-niemann-pick-disease-type-c/. 
  8. Passmore, Peter (2014-04-15). A clinical trial to test amlodipine as a new treatment for vascular dementia. doi:10.1186/isrctn31208535. 
  9. Strupp, Michael; Bayer, Otmar; Feil, Katharina; Straube, Andreas (2019-02-01). "Prophylactic treatment of migraine with and without aura with acetyl-dl-leucine: a case series" (in en). Journal of Neurology 266 (2): 525–529. doi:10.1007/s00415-018-9155-6. ISSN 1432-1459. PMID 30547273. 
  10. "Search Orphan Drug Designations and Approvals". https://www.accessdata.fda.gov/scripts/opdlisting/oopd/detailedIndex.cfm?cfgridkey=653218. 
  11. "Search Orphan Drug Designations and Approvals". https://www.accessdata.fda.gov/scripts/opdlisting/oopd/detailedIndex.cfm?cfgridkey=626218. 
  12. "Search Orphan Drug Designations and Approvals". https://www.accessdata.fda.gov/scripts/opdlisting/oopd/detailedIndex.cfm?cfgridkey=640818. 
  13. "Search Orphan Drug Designations and Approvals". https://www.accessdata.fda.gov/scripts/opdlisting/oopd/detailedIndex.cfm?cfgridkey=631918. 
  14. "Public Health - European Commission" (in en). https://ec.europa.eu/health/documents/community-register/html/o1848.htm. 
  15. "Public Health - European Commission" (in en). https://ec.europa.eu/health/documents/community-register/html/o1949.htm. 
  16. "Public Health - European Commission" (in en). https://ec.europa.eu/health/documents/community-register/html/o2059.htm. 
  17. "Public Health - European Commission" (in en). https://ec.europa.eu/health/documents/community-register/html/o2124.htm.