Sabeluzole

Sabeluzole (R-58,735) is a nootropic and neuroprotective drug which was originally developed for the treatment of Alzheimer's disease,[1][2] and has subsequently been researched for other applications such as sleep apnoea.[3] It acts primarily as an NMDA antagonist,[4] but other mechanisms of action may also be important.[5][6]

Sabeluzole
Clinical data
ATC code
  • none
Legal status
Legal status
  • In general: unscheduled
Identifiers
IUPAC name
  • 1-[4-[1,3-benzothiazol-2-yl(methyl)amino]piperidin-1-yl]-3-(4-fluorophenoxy)propan-2-ol
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC22H26FN3O2S
Molar mass415.53 g·mol−1
3D model (JSmol)
SMILES
  • CN(C1CCN(CC1)CC(COC2=CC=C(C=C2)F)O)C3=NC4=CC=CC=C4S3
InChI
  • InChI=1S/C22H26FN3O2S/c1-25(22-24-20-4-2-3-5-21(20)29-22)17-10-12-26(13-11-17)14-18(27)15-28-19-8-6-16(23)7-9-19/h2-9,17-18,27H,10-15H2,1H3
  • Key:IGMKTIJBFUMVIN-UHFFFAOYSA-N
  (verify)

See also

References

  1. Clincke GH, Tritsmans L, Idzikowski C, Amery WK, Janssen PA (1988). "The effect of R 58 735 (Sabeluzole) on memory functions in healthy elderly volunteers". Psychopharmacology. 94 (1): 52–7. doi:10.1007/BF00735880. PMID 3126527. S2CID 28451054.
  2. Mohr E, Nair NP, Sampson M, Murtha S, Belanger G, Pappas B, Mendis T (August 1997). "Treatment of Alzheimer's disease with sabeluzole: functional and structural correlates". Clinical Neuropharmacology. 20 (4): 338–45. doi:10.1097/00002826-199708000-00005. PMID 9260731.
  3. Hedner J, Grunstein R, Eriksson B, Ejnell H (May 1996). "A double-blind, randomized trial of sabeluzole--a putative glutamate antagonist--in obstructive sleep apnea". Sleep. 19 (4): 287–9. doi:10.1093/sleep/19.4.287. PMID 8776785.
  4. Van der Valk JB, Vijverberg HP (February 1993). "Chronic sabeluzole treatment of cultured rat cerebellar granule cells reduces N-methyl-D-aspartate-induced inward current". European Journal of Pharmacology. 232 (1): 131–4. doi:10.1016/0014-2999(93)90738-4. PMID 8458392.
  5. Geerts H, Nuydens R, De Jong M, Cornelissen F, Nuyens R, Wouters L (1996). "Sabeluzole stabilizes the neuronal cytoskeleton". Neurobiology of Aging. 17 (4): 573–81. doi:10.1016/0197-4580(96)00067-x. PMID 8832632. S2CID 25920662.
  6. Uberti D, Rizzini C, Galli P, Pizzi M, Grilli M, Lesage A, et al. (June 1997). "Priming of cultured neurons with sabeluzole results in long-lasting inhibition of neurotoxin-induced tau expression and cell death" (PDF). Synapse. 26 (2): 95–103. doi:10.1002/(SICI)1098-2396(199706)26:2<95::AID-SYN1>3.0.CO;2-8. hdl:11379/164175. PMID 9131769.
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