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About This Item
Empirical Formula (Hill Notation):
C24H31N5O2
CAS Number:
Molecular Weight:
421.54
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
InChI
1S/C24H31N5O2/c30-20-10-12-28(16-20)22-13-21(23(31)25-14-17-8-9-17)26-24(27-22)29-11-4-7-19(15-29)18-5-2-1-3-6-18/h1-3,5-6,13,17,19-20,30H,4,7-12,14-16H2,(H,25,31)/t19-,20+/m1/s1
InChI key
GFHJYPQZBBHOCC-UXHICEINSA-N
SMILES string
O=C(C1=CC(N2CC[C@@H](C2)O)=NC(N3CCC[C@H](C3)C4=CC=CC=C4)=N1)NCC5CC5
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
Quality Level
Related Categories
Biochem/physiol Actions
CNS-active, potent and selective inhibitor of N-acylphosphatidylethanolamine phospholipase D (NAPE-PLD)
LEI-401 is a CNS-active, potent and selective inhibitor of N-acylphosphatidylethanolamine phospholipase D (NAPE-PLD). LEI-401 reduces N-acylethanolamines (NAEs) in in the brain of freely moving mice and neuroblastoma cells.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Elliot D Mock et al.
Journal of medicinal chemistry, 64(1), 481-515 (2021-01-01)
N-Acylphosphatidylethanolamine phospholipase D (NAPE-PLD) is regarded as the main enzyme responsible for the biosynthesis of N-acylethanolamines (NAEs), a family of bioactive lipid mediators. Previously, we reported N-(cyclopropylmethyl)-6-((S)-3-hydroxypyrrolidin-1-yl)-2-((S)-3-phenylpiperidin-1-yl)pyrimidine-4-carboxamide (1, LEI-401) as the first potent and selective NAPE-PLD inhibitor that decreased NAEs
Elliot D Mock et al.
Nature chemical biology, 16(6), 667-675 (2020-05-13)
N-acylethanolamines (NAEs), which include the endocannabinoid anandamide, represent an important family of signaling lipids in the brain. The lack of chemical probes that modulate NAE biosynthesis in living systems hamper the understanding of the biological role of these lipids. Using
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