847446-87-1

Basic information

• Product Name: 4-(3-NITRO-2-PYRIDINYL)BENZENECARBALDEHYDE
• Synonyms: 4-(3-NITRO-2-PYRIDINYL)BENZENECARBALDEHYDE;4-(3-NITRO-2-PYRIDINYL)BENZENECARBOXALDEHYDE;4-(3-Nitropyridin-2-yl)benzaldehyde
• CAS NO: 847446-87-1
• Molecular Formula: C₁₂H₈N₂O₃
• Molecular Weight: 228.2
• Mol File: 847446-87-1.mol

Chemical Properties

• Melting Point: 128-130°C
• Boiling Point: 394.2±32.0 °C(Predicted)
• Appearance: /
• Density: 1.331±0.06 g/cm3(Predicted)
• PKA: -0.06±0.25(Predicted)
• CAS DataBase Reference: 4-(3-NITRO-2-PYRIDINYL)BENZENECARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-NITRO-2-PYRIDINYL)BENZENECARBALDEHYDE(847446-87-1)
• EPA Substance Registry System: 4-(3-NITRO-2-PYRIDINYL)BENZENECARBALDEHYDE(847446-87-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-43
• Safety Statements: 36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 847446-87-1(Hazardous Substances Data)

Upstream product

• 87199-17-5 4-formylphenylboronic acid, 

Downstream Products

• 847446-89-3 4-(3-nitro-pyridin-2-yl)-benzoic acid 
• 717116-08-0 N-(4-tert-butyl-phenyl)-4-(3-nitro-pyridin-2-yl)-benzamide 

Relevant articles and documents

NaI/PPh3-Mediated Photochemical Reduction and Amination of Nitroarenes

A mild transition-metal- and photosensitizer-free photoredox system based on the combination of NaI and PPh3 was found to enable highly selective reduction of nitroarenes. This protocol tolerates a broad range of reducible functional groups such as halogen (Cl, Br, and even I), aldehyde, ketone, carboxyl, and cyano. Moreover, the photoredox catalysis with NaI and stoichiometric PPh3 provides also an alternative entry to Cadogan-type reductive amination when o-nitrobiarenes were used.

Visible-light-driven Cadogan reaction

Visible-light-driven photochemical Cadogan-type cyclization has been discovered. The organic D-A type photosensitizer 4CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metal-free access to carbazoles and related heterocycles. DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3, which corresponds with experimental findings regarding reaction temperature. The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.

Biarylcarboxybenzamide derivatives as potent vanilloid receptor (VR1) antagonistic ligands

Seventeen biarylcarboxybenzamide derivatives were prepared for the study of their agonistic/antagonistic activities to the vanilloid receptor (VR1) in rat DRG neurons. The replacement of the piperazine moiety of the lead compound 1 with phenyl ring showed quite enhanced antagonistic activity. Among the prepared derivatives, N-(4-tert-butylphenyl)-4-pyridine-2-yl-benzamide (2, IC 50 = 31 nM) and N-(4-tert-butylphenyl)-4-(3-methylpyridine-2-yl) benzamide (3g, IC50 = 31 nM), showed 5-fold higher antagonistic activity than 1 in 45Ca2+-influx assay.