21630-48-8

Usage

InChI:InChI=1/C12H13N3/c13-11-6-7-12(15-9-11)14-8-10-4-2-1-3-5-10/h1-7,9H,8,13H2,(H,14,15)

Upstream product

• 100-46-9 benzylamine 
• 4548-45-2 2-chloro-5-nitropyridine 
• 100-39-0 benzyl bromide 
• 46224-49-1 (pyridin-1-iumyl)[(pyridin-2-yl)aminide] 
• 21626-41-5 N-benzyl-5-nitropyridin-2-amine 

Relevant academic research and scientific papers

Discovery of Aromatic Carbamates that Confer Neuroprotective Activity by Enhancing Autophagy and Inducing the Anti-Apoptotic Protein B-Cell Lymphoma 2 (Bcl-2)

Neurodegenerative diseases share certain pathophysiological hallmarks that represent common targets for drug discovery. In particular, dysfunction of proteostasis and the resultant apoptotic death of neurons represent common pathways for pharmacological intervention. A library of aromatic carbamate derivatives based on the clinically available drug flupirtine was synthesized to determine a structure-activity relationship for neuroprotective activity. Several derivatives were identified that possess greater protective effect in human induced pluripotent stem cell-derived neurons, protecting up to 80% of neurons against etoposide-induced apoptosis at concentrations as low as 100 nM. The developed aromatic carbamates possess physicochemical properties desirable for CNS therapeutics. The primary known mechanisms of action of the parent scaffold are not responsible for the observed neuroprotective activity. Herein, we demonstrate that neuroprotective aromatic carbamates function to increase the Bcl-2/Bax ratio to an antiapoptotic state and activate autophagy through induction of beclin 1.

Regioselective Synthesis of 2-Amino-5-(or 3-)arylazo-Substituted Pyridines and Pyrazines from Pyridinium N-Aminides

Differently modified 2-aminopyridines and pyrazines bearing an arylazo group at the 3- or 5-position have been generated from pyridinium N-aminides in a regioselective fashion. The detailed chemistry starts with attack of the N-aminide on a diazonium salt, to form the arylazo derivative. N-alkylation on the exocyclic nitrogen and reduction to break the N-N bond then affords the final compounds, as an extension of the broad synthetic uses of the pyridinium N-aminides.

Substituted 4-oxo-napthyridine-3-carboxamides: GABA brain receptor ligands

The present invention encompasses structures of the Formula or the pharmaceutically acceptable non-toxic salts thereof wherein: x is hydrogen, halogen, (un)substituted alkyl, (un)substituted alkoxy or amino; and Y is (un)substituted alkyl, aryl, or heteroaryl, which compounds are highly selective agonists, antagonists or inverse agonists for GABAa brain receptors or prodrugs of agonists, antagonists or inverse agonists for GABAa brain receptors. These compounds are useful in the diagnosis and treatment of anxiety, Down Syndrome, sleep, cognitive and seizure disorders, and overdose with benzodiazepine drugs and for enhancement of alertness.