100306-70-5

Basic information

• Product Name: 4-BENZYLAMINO-3-NITROPYRIDINE
• Synonyms: 4-BENZYLAMINO-3-NITROPYRIDINE
• CAS NO: 100306-70-5
• Molecular Formula: C₁₂H₁₁N₃O₂
• Molecular Weight: 229.23
• Product Categories: Pyridine series;Pyridine
• Mol File: 100306-70-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 397.847 °C at 760 mmHg
• Flash Point: 194.411 °C
• Appearance: /
• Density: 1.312 g/cm³
• Vapor Pressure: 1.54E-06mmHg at 25°C
• Refractive Index: 1.666
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-BENZYLAMINO-3-NITROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZYLAMINO-3-NITROPYRIDINE(100306-70-5)
• EPA Substance Registry System: 4-BENZYLAMINO-3-NITROPYRIDINE(100306-70-5)

Safety Data

• Hazardous Substances Data: 100306-70-5(Hazardous Substances Data)

Usage

General Description

4-BENZYLAMINO-3-NITROPYRIDINE is a chemical compound with the molecular formula C12H10N4O2. It is a pyridine derivative with a benzylamino group and a nitro group attached to the pyridine ring. 4-BENZYLAMINO-3-NITROPYRIDINE has potential pharmaceutical applications and is commonly used as a building block in organic synthesis for the production of various pharmaceuticals and fine chemicals. Its unique properties make it a valuable intermediate for the synthesis of complex organic molecules, and it has also been studied for its potential biological and pharmacological activities. Additionally, it is used as a reagent in chemical research and is commercially available for various research and industrial applications.

InChI:InChI=1/C12H11N3O2/c16-15(17)12-9-13-7-6-11(12)14-8-10-4-2-1-3-5-10/h1-7,9H,8H2,(H,13,14)

Upstream product

• 13091-23-1 4-chloro-3-nitropyridine 
• 100-46-9 benzylamine 
• 626-64-2 pyridin-4-ol 
• 7732-18-5 water 
• 31872-62-5 4-methoxy-3-nitro-pyridine 
• 5435-54-1 4-hydroxy-3-nitropyridine 
• 94602-04-7 4-ethoxy-3-nitropyridine hydrochloride 

Downstream Products

• 57806-32-3 N⁴-benzylpyridine-3,4-diamine 
• 124897-39-8 1-benzyl-2-(4-pyridyl)-1H-imidazo<4,5-c>pyridine 
• 124897-35-4 1-benzyl-2-(5-ethyl-2-pyridiyl)-1H-imidazo<4,5-c>pyridine 
• 120537-43-1 1-benzyl-4-chloro-1H-imidazo<4,5-c>pyridine 
• 1457966-65-2 1-benzyl-2-butyl-1H-imidazo[4,5-c]pyridine 
• 1457966-66-3 1-benzyl-2-butyl-1H-imidazo[4,5-c]pyridine 5-oxide 
• 1457966-67-4 1-benzyl-2-butyl-1H-imidazo[4,5-c]pyridin-4-amine 
• 1457966-75-4 N-(1-benzyl-2-butyl-1H-imidazo[4,5-c]pyridin-4-yl)acetamide 
• 1457966-76-5 N-(1-benzyl-2-butyl-1H-imidazo[4,5-c]pyridin-4-yl)butyramide 
• 108564-91-6 1-benzyl-1H-[1,2,3]triazolo[4,5-c]pyridine 
• 1026226-70-9 1-Benzyl-4-chloro-1H-[1,2,3]triazolo[4,5-c]pyridine 
• 133563-50-5 N⁴-benzyl-2-chloropyridine-3,4-diamine 
• 54-96-6 3,4-diaminopyridine 

Relevant articles and documents

Some new methods for preparing 2,3- and 3,4-diaminopyridines

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Structure-activity relationships in Toll-like receptor 7 agonistic 1H-imidazo[4,5-c]pyridines

Engagement of TLR7 in plasmacytoid dendritic cells leads to the induction of IFN-α/β which plays essential functions in the control of adaptive immunity. We had previously examined structure-activity relationships (SAR) in TLR7/8-agonistic imidazoquinolines with a focus on substituents at the N 1, C2, N3 and N4 positions, and we now report SAR on 1H-imidazo[4,5-c]pyridines. 1-Benzyl-2-butyl-1H-imidazo[4,5-c] pyridin-4-amine was found to be a pure TLR7-agonist with negligible activity on TLR8. Increase in potency was observed in N6-substituted analogues, especially in those compounds with electron-rich substituents. Direct aryl-aryl connections at C6 abrogated activity, but TLR7 agonism was reinstated in 6-benzyl and 6-phenethyl analogues. Consistent with the pure TLR7-agonistic behavior, prominent IFN-α induction in human PBMCs was observed with minimal proinflammatory cytokine induction. A benzologue of imidazoquinoline was also synthesized which showed substantial improvements in potency over the parent imidazopyridine. Distinct differences in N6-substituted analogues were observed with respect to IFN-α induction in human PBMCs on the one hand, and CD69 upregulation in lymphocytic subsets, on the other.

Structure-guided design of substituted aza-benzimidazoles as potent hypoxia inducible factor-1α prolyl hydroxylase-2 inhibitors

We report the structure-based design and synthesis of a novel series of aza-benzimidazoles as PHD2 inhibitors. These efforts resulted in compound 22, which displayed highly potent inhibition of PHD2 function in vitro.