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Merck

SML2731

alpha-NETA

≥98% (HPLC), ChAT inhibitor, powder

Sinónimos:

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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Acerca de este artículo

Fórmula empírica (notación de Hill):
C16H20INO
Número CAS:
Peso molecular:
369.24
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated
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Nombre del producto

alpha-NETA, ≥98% (HPLC)

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

SMILES string

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

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

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.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Justine M Abais-Battad et al.
Hypertension (Dallas, Tex. : 1979), 73(2), 440-448 (2019-01-01)
Studies from our laboratory have revealed an important role for the maternal diet and the dietary protein source in the development of hypertension and renal injury in Dahl salt-sensitive (SS) rats. The current study sought to compare salt-induced hypertension, renal
Vineet Kumar et al.
Scientific reports, 9(1), 7178-7178 (2019-05-11)
Small molecules that disrupt leukocyte trafficking have proven effective in treating patients with multiple sclerosis (MS). We previously reported that chemerin receptor chemokine-like receptor 1 (CMKLR1) is required for maximal clinical and histological experimental autoimmune encephalomyelitis (EAE); and identified CMKLR1
Kareem L Graham et al.
PloS one, 9(12), e112925-e112925 (2014-12-02)
Therapies that target leukocyte trafficking pathways can reduce disease activity and improve clinical outcomes in multiple sclerosis (MS). Experimental autoimmune encephalomyelitis (EAE) is a widely studied animal model that shares many clinical and histological features with MS. Chemokine-like receptor-1 (CMKLR1)
Weining Bian et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 26(2), 955-965 (2011-11-15)
Neural agrin plays a pleiotropic role in skeletal muscle innervation and maturation, but its specific effects on the contractile function of aneural engineered muscle remain unknown. In this study, neonatal rat skeletal myoblasts cultured within 3-dimensional engineered muscle tissue constructs
B V Sastry et al.
The Journal of pharmacology and experimental therapeutics, 245(1), 72-80 (1988-04-01)
The activities of 2-(alpha-naphthoyl)ethyltrimethylammonium (alpha-NETA) and its beta-isomer (beta-NETA) were studied at various sites of the cholinergic system using isolated enzyme and organ systems. They were selective inhibitors (I50: alpha-NETA, 9 microM; beta-NETA, 76 microM) of choline acetyltransferase (ChA). The

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