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SML1350

Sigma-Aldrich

EPPTB

≥95% (HPLC)

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Synonym(s):
N-(3-Ethoxy-phenyl)-4-pyrrolidin-1-yl-3-trifluoromethyl-benzamide, RO5212773
Empirical Formula (Hill Notation):
C20H21F3N2O2
CAS Number:
1110781-88-8
Molecular Weight:
378.39
MDL number:
MFCD21605509
PubChem Substance ID:
329825806
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

CCOC1=CC=CC(NC(C2=CC(C(F)(F)F)=C(N3CCCC3)C=C2)=O)=C1

InChI

1S/C20H21F3N2O2/c1-2-27-16-7-5-6-15(13-16)24-19(26)14-8-9-18(25-10-3-4-11-25)17(12-14)20(21,22)23/h5-9,12-13H,2-4,10-11H2,1H3,(H,24,26)

InChI key

KLFVWQCQUXXLOU-UHFFFAOYSA-N

Biochem/physiol Actions

EPPTB is a selective antagonist of the trace amine-associated receptor 1 (TAAR1), a G protein-coupled receptor (GPCR) activated by endogenous trace amines (tyramine, tryptamine, synephrine, octopamine, β)-phenylethylamine), which are chemically similar to monoaminergic neurotransmitters (epinephrine, norepinephrine, dopamine). TAAR1 is considered a promising target for the treatment of neuropsychiatric disorders, however study of TAAR1 has hampered by the fact that selective ligands have not been available. EPPTB is the first potent and selective TAAR1 antagonist with an IC50 of 28 nM at mouse TAAR1. EPPTB is less selective for rat and human with IC50 values of 4539 and 7487 nM, respectively.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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