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5.06304

ANA-12

≥98% (HPLC), TrkB antagonist, solid

Synonym(s):

TrkB Antagonist, ANA-12, N-(2-((2-oxoazepan-3-yl)carbamoyl)phenyl)benzo[b]thiophene-2-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C22H21N3O3S
CAS Number:
219766-25-3
Molecular Weight:
407.49
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00117444
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, protect from light
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Product Name

TrkB Antagonist, ANA-12,

assay

≥98% (HPLC)

Quality Level

100

form

solid

potency

10 nM Ki

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

DMSO: 25 mg/mL

storage temp.

2-8°C

SMILES string

[s]1c2c(cc1C(=O)Nc3c(cccc3)C(=O)NC4CCCCNC4=O)cccc2

InChI

1S/C22H21N3O3S/c26-20(25-17-10-5-6-12-23-21(17)27)15-8-2-3-9-16(15)24-22(28)19-13-14-7-1-4-11-18(14)29-19/h1-4,7-9,11,13,17H,5-6,10,12H2,(H,23,27)(H,24,28)(H,25,26)

InChI key

TUSCYCAIGRVBMD-UHFFFAOYSA-N

General description

A cell-permeable thiophene carboxymide derived compound that acts as a direct and selective antagonist of TrkB receptor. Binds to the high affinity site on the extracellular domain of TrkB in a dose-dependent manner (Kd = 10 nM) exhibiting much reduced binding to the low affinity site (Kd =12 µM) indicating that it does not compete with BDNF for the same binding site. Does not affect TrkA or TrkC receptors. Shown to permeate the blood-brain barrier, however, its antagonistic effects are not uniform throughout the brain. Does not affect the survivability of neurons. Reduces anxiety and depression related behavior in mice.

Biochem/physiol Actions

Primary Target
TrkB

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Cazorla, M., et al. 2011. J. Clin. Invest.121,1846.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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