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ANA-12

SIGMA/SML0209 - ≥98% (HPLC)

Synonym: N-[2-[[(Hexahydro-2-oxo-1H-azepin-3-yl)amino]carbonyl]phenyl]-benzo[b]thiophene-2-carboxamide

CAS Number: 219766-25-3
Empirical Formula (Hill Notation): C22H21N3O3S
Molecular Weight: 407.49
MDL Number: MFCD00117444
Linear Formula: C22H21N3O3S
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML0209-5MG 5 mg
 $148.00
1/EA		 Add To Favorites
45-SML0209-25MG 25 mg
 $615.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to beige
form powder
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
Quality Level 100 
SMILES string O=C1NCCCCC1NC(=O)c2ccccc2NC(=O)c3cc4ccccc4s3
solubility DMSO: ≥5 mg/mL at 60 °C
storage temp. 2-8°C
Application: ANA-12 was used to inhibit TrkB in primary mouse cortical neurons and primary rat hippocampal cultures.
Biochem/physiol Actions: The neurotrophin brain-derived neurotrophic factor (BDNF) and its receptor tropomyosin-related kinase B (TrkB) have emerged as key mediators in the pathophysiology of several mood disorders, including anxiety and depression. ANA-12 is a TrkB ligand that prevents activation of the receptor by BDNF with a high potency. It binds selectively to TrkB and inhibits processes downstream of TrkB without altering TrkA and TrkC functions. In adult mice model ANA-12 decreases TrkB activity in the brain without affecting neuronal survival. Mice dosed with ANA-12 show reduced anxiety- and depression related behaviors on a variety of tests predictive of anxiolytic and antidepressant properties in humans. ANA-12 may be a valuable tool for studying BDNF/TrkB signaling and may constitute a lead compound for developing the next generation of therapeutic agents for the treatment of mood disorders. There is also N-T19, which is less potent.
Biochem/physiol Actions: TrkB antagonist that possesses potent anxiolytic-like and antidepressant-like activities in mice
Packaging: 5, 25 mg in glass bottle
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H302
Hazard Codes Xn
Risk Statements 22
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 51111800

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