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SML2731

Sigma-Aldrich

alpha-NETA

≥98% (HPLC)

Synonym(s):

α-NETA, 2-(alpha-Naphthoyl)ethyltrimethylammonium iodide, N,N,N-Trimethyl-γ-oxo-1-naphthalenepropanaminium iodide, N,N,N-Trimethyl-3-(naphthalen-1-yl)-3-oxopropan-1-aminium iodide, a-NETA

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About This Item

Empirical Formula (Hill Notation):
C16H20INO
CAS Number:
Molecular Weight:
369.24
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1=CC=CC2=C1C=CC=C2)CC[N+](C)(C)C.[I-]

InChI

1S/C16H20NO.HI/c1-17(2,3)12-11-16(18)15-10-6-8-13-7-4-5-9-14(13)15;/h4-10H,11-12H2,1-3H3;1H/q+1;/p-1

InChI key

QZXMJYVXMZJOAO-UHFFFAOYSA-M

Related Categories

Biochem/physiol Actions

Originally identified as a substrate (ChA or choline)-noncompetitive, slowly reversible choline acetyltransferase inhibitor (human ChAT/BuChE/AChE IC50 = 88 nM/33.3 μM/48.6 μM; does not affect mAChRs, AChE, ChE, CrAT, ganglionic or skeletal muscular nAChRs), α-NETA is a fluorescent molecule (Ex 255 & 297 nm; Em 427 nm) also known for its trace amine-associated receptor 5 (TAAR5 EC50 = 150 nM) agonist and chemokine-like receptor-1 antagonist (IC50 = 375 nM; 7 nM chemerin-induced CMKLR1 β-ARR2 recruitment) potencies both in cultures and in animal disease models in vivo (3-20 mg/kg via ip. or sc. in rats & mice).
Potent ChAT inhibitor, TAAR5 agonist, CMKLR1 (ChemR23) antagonist with in vivo efficacies in animal disease models.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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