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Ne-100

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Title: Ne-100  
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Subject: Sigma-1 receptor, Sigma receptor, L-687,384, Ditolylguanidine, PRE-084
Collection: Phenol Ethers
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Ne-100

NE-100
Systematic (IUPAC) name
4-methoxy-3-(2-phenylethoxy)-N,N-dipropylbenzeneethanamine
Identifiers
CAS Registry Number
PubChem CID:
IUPHAR/BPS
ChemSpider
Chemical data
Formula C23H33NO2
Molecular mass 355.51 g/mol

NE-100 or 4-methoxy-3-(2-phenylethoxy)-N,N-dipropylbenzeneethanamine is a selective sigma-1 receptor antagonist, with a reported binding affinity of Ki = 1.03 ± 0.01 nM, and more than 205 times selectivity over the sigma-2 receptor.[1][2]

NE-100 was one of the earliest selective sigma-1 receptor ligands reported and has been widely used as a pharmacological tool. The original, eight step synthesis of NE-100 was reported by Atsuro Nakazato and colleagues of Taisho Pharmaceutical Company in 1999.[3] More recently, Michael Kassiou and co-workers have reported a more expedient synthesis of NE-100 that proceeds in 56% unoptimized yield over 4 steps.[4]

References

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