N-[2-[(2-oxoazepan-3-yl)carbamoyl]phenyl]-1-benzothiophene-2-carboxamide

Base Information

• Chemical Name: N-[2-[(2-oxoazepan-3-yl)carbamoyl]phenyl]-1-benzothiophene-2-carboxamide
• CAS No.: 219766-25-3
• Molecular Formula: C22H21N3O3S
• Molecular Weight: 407.49
• European Community (EC) Number: 803-090-7
• UNII: 54S4JPT8JX
• DSSTox Substance ID: DTXSID501045818
• Nikkaji Number: J3.325.535G
• Wikipedia: ANA-12
• Wikidata: Q25100908
• ChEMBL ID: CHEMBL4303548
• Mol file: 219766-25-3.mol

Synonyms:ANA-12;219766-25-3;ANA 12;ANA12;N-[2-[[(Hexahydro-2-oxo-1H-azepin-3-yl)amino]carbonyl]phenyl]-benzo[b]thiophene-2-carboxamide;54S4JPT8JX;N-(2-((2-oxoazepan-3-yl)carbamoyl)phenyl)benzo[b]thiophene-2-carboxamide;N-[2-[(2-oxoazepan-3-yl)carbamoyl]phenyl]-1-benzothiophene-2-carboxamide;N-(2-(((Hexahydro-2-oxo-1H-azepin-3-yl)amino)carbonyl)phenyl)benzo(b)thiophene-2-carboxamide;Benzo(b)thiophene-2-carboxamide, N-(2-(((hexahydro-2-oxo-1H-azepin-3-yl)amino)carbonyl)phenyl)-;N-{2-[(2-oxoazepan-3-yl)carbamoyl]phenyl}-1-benzothiophene-2-carboxamide;N-[2-[[(Hexahydro-2-oxo-1H-azepin-3-yl)amino]carbonyl]phenyl]benzo[b]thiophene-2-carboxamide;Maybridge1_001394;UNII-54S4JPT8JX;Oprea1_341312;CHEMBL4303548;SCHEMBL17493304;HMS545H08;EX-A815;CHEBI:140465;TUSCYCAIGRVBMD-UHFFFAOYSA-N;DTXSID501045818;HMS3886N17;BCP16021;MFCD00117444;s7745;AKOS024458344;N-{2-[(2-oxo-3-azepanyl)carbamoyl]phenyl}-1-benzothiophene-2-carb Oxamide;CCG-222404;CS-3616;NCGC00379202-06;NCGC00379202-10;AC-32995;ANA-12, >=98% (HPLC);AS-16798;HY-12497;FT-0700267;A878840;J-690263;N-(2-(2-oxoazepan-3-ylcarbamoyl)phenyl)benzo[b]thiophene-2-carboxamide;N-[2-[(2-oxoazepan-3-yl)carbamoyl]phenyl]-1-benzothiophene-2-carboxamide.

Chemical Property of N-[2-[(2-oxoazepan-3-yl)carbamoyl]phenyl]-1-benzothiophene-2-carboxamide

Chemical Property:

• PSA: 126.01000
• LogP: 4.78680
• Storage Temp.: 2-8°C
• Solubility.: DMSO: ≥5mg/mL at 60°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 407.13036271
• Heavy Atom Count: 29
• Complexity: 628

Purity/Quality:

99% ^*data from raw suppliers

ANA 12 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCNC(=O)C(C1)NC(=O)C2=CC=CC=C2NC(=O)C3=CC4=CC=CC=C4S3
• Description: ANA-12 is a selective TrkB antagonist with Kd of 10 nM and 12 μM for the high and low affinity sites, respectively. ANA-12 (219755-25-3) is a TrkB receptor antagonist. Binds to two distinct receptor sites preventing activation by BDNF non-competitively, IC50?= 45.6 nM and 41.1 μM for the high and low affinity sites respectively. Systemic administration to adult mice decreased TrkB activity in the brain without affecting neuronal survival or altering TrkA and TrkC functions. ANA-12 displays antidepressant and anxiolytic properties in mouse models after systemic administration.1?Shows antidepressant effects on LPS-induced depression-like behavior in mice.2?ANA-12 has been used to elucidate the role of BDNF in improvement of cognitive decline during calorie restriction3?and in the discovery of new neurotrophic agents4.
• Uses: ANA-12 was used to inhibit TrkB in primary mouse cortical neurons and primary rat hippocampal cultures.