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Merck

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

Key Documents

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Product Name

TrkB Antagonist, ANA-12,

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

assay

≥98% (HPLC)

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

Quality Level

100

Related Categories

Biochem/physiol Actions

Primary Target
TrkB

Disclaimer

Toxicity: Standard Handling (A)

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.

Other Notes

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

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.

Legal Information

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Global Trade Item Number

SKUGTIN
5.06304.000104055977243239

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