109466-84-4

Basic information

• Product Name: 2-Amino-4-nitrobenzaldehyde
• Synonyms: 2-Amino-4-nitrobenzaldehyde
• CAS NO: 109466-84-4
• Molecular Formula: C₇H₆N₂O₃
• Molecular Weight: 166.13
• Mol File: 109466-84-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2-Amino-4-nitrobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-nitrobenzaldehyde(109466-84-4)
• EPA Substance Registry System: 2-Amino-4-nitrobenzaldehyde(109466-84-4)

Safety Data

• Hazardous Substances Data: 109466-84-4(Hazardous Substances Data)

Usage

General Description

2-Amino-4-nitrobenzaldehyde is a chemical compound with the molecular formula C7H6N2O3. It is a yellow solid with a strong odor, and it is primarily used in organic synthesis and as a reagent in the production of pharmaceuticals and dyes. Its chemical structure consists of a benzene ring with an aldehyde and nitro functional groups attached at the 4 and 2 positions, respectively. The compound is considered to be a potential mutagen and carcinogen and must be handled with caution. It is also known by the synonyms 2-Amino-4-nitrobenzaldehyde, 4-Nitro-o-anisaldehyde, and 2-Amino-4-nitrobenzaldehyde, and it is commonly used as a precursor in the synthesis of various types of drugs and chemical compounds.

Upstream product

• 61599-67-5 4-[(E)-2-(2,4-dinitrophenyl)vinyl]-N,N-dimethylaniline 
• 71-43-2 benzene 
• 121-14-2 2,4-dinitrotoluene 
• 528-75-6 2,4-dinitrobenzaldehyde 
• 78468-34-5 (2-Amino-4-nitrophenyl)methan-1-ol 
• 52785-71-4 (E)-4-(2,4-dinitrostyryl)phenol 
• 619-17-0 4-Nitroanthranilic acid 

Downstream Products

• 98276-57-4 2,4-Diamino-benzaldehyde 
• 545394-98-7 methyl 7-nitro-2-oxo-1,3,4-trihydroquinoline-3-carboxylate 
• 14251-96-8 3-Nitro-acridin 
• 109581-97-7 11-amino-20(RS)-camptothecin 
• 1026437-82-0 3-Bromo-2-chloro-7-nitro-quinoline 
• 172843-48-0 3-cyano-7-nitro-2(1H)-quinolone 

Relevant articles and documents

Photoproducts and triplet reactivity of 4′-nitro- and 2′,4′-dinitro-substituted 4-hydroxystilbenes

The properties of triplet-excited trans-4-hydroxy-4′-nitrostilbene were studied by photochemical means. This species produces singlet molecular oxygen with a quantum yield of ΦΔ = 0.4 in benzene and 0.05 in acetonitrile. Population of the triplet state was also detected by flash photolysis. The triplet yield is substantial in benzene or toluene and small in polar solvents. The major photoprocess is trans → cis isomerization, whose quantum yield is Φt-c = 0.45 in benzene and smaller in more polar media. The effects of solvent polarity on the triplet reactivity were revealed. For trans-4-hydroxy-2′,4′-dinitrostilbene, ΦΔ and Φt-c are much smaller. The photoreaction to the corresponding hydroxyphenylisatogen was examined and mechanistic aspects were discussed.

ARYL AMIDE KINASE INHIBITORS

The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

Synthesis of quinolinomorphinan derivatives as highly selective δ opioid receptor ligands

We have reported previously the novel δ opioid agonist KNT-127 which showed high affinity and selectivity for the δ receptor. Moreover, the analgesic effect of subcutaneously administered KNT-127 was more potent than that of a prototypical δ agonist (-)-TAN-67 in the acetic acid writhing test. This study of the structure-activity relationship of KNT-127 derivatives focused on the introduction of substituents onto the 5′-, 6′-, 7′- or 8′-position of the quinoline ring and revealed that many derivatives with 5′- or 8′-substituents showed high affinities and selectivities for the δ receptor. Especially, SYK-153 with an 8′-OH group showed the highest affinity and the most balanced and highest selectivity for the δ receptor among the synthesized compounds.