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SML3125

Sigma-Aldrich

LEI-401

≥98% (HPLC)

Synonym(s):

N-(Cyclopropylmethyl)-6-((S)-3-hydroxypyrrolidin-1-yl)-2-((S)-3-phenylpiperidin-1-yl)pyrimidine-4-carboxamide, N-(Cyclopropylmethyl)-6-[(3S)-3-hydroxy-1-pyrrolidinyl]-2-[(3S)-3-phenyl-1-piperidinyl]-4-pyrimidinecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C24H31N5O2
CAS Number:
2393840-15-6
Molecular Weight:
421.54
MDL number:
MFCD32857148
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1=CC(N2CC[C@@H](C2)O)=NC(N3CCC[C@H](C3)C4=CC=CC=C4)=N1)NCC5CC5

Biochem/physiol Actions

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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