877-80-5

Basic information

• Product Name: N-[(E)-(4-nitrophenyl)methylidene]methanamine
• Synonyms: methanamine, N-[(1E)-(4-nitrophenyl)methylene]-; N-[(E)-(4-Nitrophenyl)methylene]methanamine
• CAS NO: 877-80-5
• Molecular Formula: C₈H₈N₂O₂
• Molecular Weight: 164.1613
• Mol File: 877-80-5.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 282.8°C at 760 mmHg
• Flash Point: 124.8°C
• Density: 1.15g/cm³
• Vapor Pressure: 0.00562mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: N-[(E)-(4-nitrophenyl)methylidene]methanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(E)-(4-nitrophenyl)methylidene]methanamine(877-80-5)
• EPA Substance Registry System: N-[(E)-(4-nitrophenyl)methylidene]methanamine(877-80-5)

Safety Data

• Hazardous Substances Data: 877-80-5(Hazardous Substances Data)

Upstream product

• 19499-60-6 N-methyl-4-nitrobenzylamine 
• 96-31-1 N,N'-Dimethylurea 
• 555-16-8 4-nitrobenzaldehdye 
• 593-51-1 methylamine hydrochloride 
• 74-89-5 methylamine 
• 112538-25-7 C₈H₉BrN₂O₂ 
• 40264-03-7 trans-2-methyl-3-phenyloxaziridine 
• 603-35-0 triphenylphosphine 
• 39245-63-1 cis-2-methyl-3-phenyloxaziridine 
• 108-98-5 thiophenol 
• 54530-08-4 2-methylspiro3,7>decane> 
• 603-32-7 triphenyl-arsane 
• 70972-95-1 N-Chloro-N-methyl-p-nitrobenzylamin 
• 19092-02-5 methyl-nitro-(4-nitro-benzyl)-amine 

Downstream Products

• 55881-70-4 cis-2-methyl-3-(4-nitrophenyl)-4-phenyl-1,2-thiazetidine 1,1-dioxide 
• 55881-70-4 trans-2-methyl-3-(4-nitrophenyl)-4-phenyl-1,2-thiazetidine 1,1-dioxide 
• 862193-11-1 C₁₈H₁₂N₂O₅ 
• 31108-56-2 3-(4-nitrophenyl)-5-phenylisoxazole 

Relevant articles and documents

Design, Synthesis, and Biological Evaluation of Novel 3-Aminomethylindole Derivatives as Potential Multifunctional Anti-Inflammatory and Neurotrophic Agents

The development of multifunctional molecules that are able to simultaneously interact with several pathological components has been considered as a solution to treat the complex pathologies of neurodegenerative diseases. Herein, a series of aminomethylindole derivatives were synthesized, and evaluation of their application for antineuroinflammation and promoting neurite outgrowth was disclosed. Our initial screening showed that most of the compounds potently inhibited lipopolysaccharide (LPS)-stimulated production of NO in microglial cells and potentiated the action of NGF to promote neurite outgrowth of PC12 cells. Interestingly, with outstanding NO/TNF-α production inhibition and neurite outgrowth-promoting activities, compounds 8c and 8g were capable of rescuing cells after injury by H2O2. Their antineuroinflammatory effects were associated with the downregulation of the LPS-induced expression of the inflammatory mediators inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2). Western blotting and immunofluorescence assay results indicated that the mechanism of their antineuroinflammatory actions involved suppression of the MAPK/NF-κB signal pathways. Further studies revealed that another important reason for the high comprehensive antineuroinflammatory activity was the anti-COX-2 capabilities of the compounds. All these results suggest that the potential biochemical multifunctional profiles of the aminomethylindole derivatives provide a new sight for the treatment of neurodegenerative diseases.

Epoxide-Mediated Stevens Rearrangements of α-Amino-Acid-Derived Tertiary Allylic, Propargylic, and Benzylic Amines: Convenient Access to Polysubstituted Morpholin-2-ones

A new strategy has been established for the synthesis of polysubstituted morpholin-2-ones through Stevens rearrangements of tertiary amines via in situ activation with epoxides. A range of α-amino acid-derived tertiary allylic, propargylic, and benzylic amines reacted with epoxides in the presence of zinc halide catalysts to afford structurally diverse allyl-, allenyl-, and benzyl-substituted morpholin-2-ones, respectively, in moderate-to-good yields with high regioselectivity. The process involves [2,3]- and [1,2]-Stevens rearrangements of quaternary ammonium ylide intermediates and constitutes a very convenient method to prepare polysubstituted morpholin-2-ones through tandem formation of C?N, C?O, and C?C bonds. Moreover, replacing epoxides with aziridines permitted the synthesis of polysubstituted piperazin-2-ones.

Development and in Vitro Evaluation of a Microbicide Gel Formulation for a Novel Non-Nucleoside Reverse Transcriptase Inhibitor Belonging to the N-Dihydroalkyloxybenzyloxopyrimidines (N-DABOs) Family

Preventing HIV transmission by the use of a vaginal microbicide is a topic of considerable interest in the fight against AIDS. Both a potent anti-HIV agent and an efficient formulation are required to develop a successful microbicide. In this regard, molecules able to inhibit the HIV replication before the integration of the viral DNA into the genetic material of the host cells, such as entry inhibitors or reverse transcriptase inhibitors (RTIs), are ideal candidates for prevention purpose. Among RTIs, S- and N-dihydroalkyloxybenzyloxopyrimidines (S-DABOs and N-DABOs) are interesting compounds active at nanomolar concentration against wild type of RT and with a very interesting activity against RT mutations. Herein, novel N-DABOs were synthesized and tested as anti-HIV agents. Furthermore, their mode of binding was studied by molecular modeling. At the same time, a vaginal microbicide gel formulation was developed and tested for one of the most promising candidates.