SML2731

alpha-NETA

≥98% (HPLC), ChAT inhibitor, powder

• 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
• Empirical Formula (Hill Notation): C₁₆H₂₀INO
• CAS Number: 115066-04-1
• Molecular Weight: 369.24
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00209857
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: desiccated

Properties

• Product Name: alpha-NETA, ≥98% (HPLC)
• Quality Segment: 100
• 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

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable