18378-15-9

Basic information

• Product Name: 4-Benzofurazanamine, 7-nitro-N-phenyl-
• Synonyms: 4-Benzofurazanamine, 7-nitro-N-phenyl-;N-Phenyl-7-nitro-2,1,3-benzoxadiazole-4-amine;N-Phenyl-7-nitro-4-benzofurazanamine;N-Phenyl-7-nitrobenzofurazane-4-amine
• CAS NO: 18378-15-9
• Molecular Formula: C₁₂H₈N₄O₃
• Molecular Weight: 256.22
• Mol File: 18378-15-9.mol

Chemical Properties

• Melting Point: 151-152 °C
• Boiling Point: 463.3±55.0 °C(Predicted)
• Appearance: /
• Density: 1.501±0.06 g/cm3(Predicted)
• PKA: -1.38±0.50(Predicted)
• CAS DataBase Reference: 4-Benzofurazanamine, 7-nitro-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzofurazanamine, 7-nitro-N-phenyl-(18378-15-9)
• EPA Substance Registry System: 4-Benzofurazanamine, 7-nitro-N-phenyl-(18378-15-9)

Safety Data

• Hazardous Substances Data: 18378-15-9(Hazardous Substances Data)

Upstream product

• 5714-17-0 5-chloro-4-nitrobenzo[c]-[1,2,5]oxadiazole 
• 62-53-3 aniline 
• 7116-16-7 4-chloro-2,1,3-benzoxadiazole 
• 19155-86-3 5-chlorobenzo[c][1,2,5]oxadiazole 
• 1635-61-6 5-chloro-2-nitroaniline 
• 17348-69-5 5-chlorobenzofurazan-1-oxide 
• 142-04-1 aniline hydrochloride 
• 10199-89-0 NBD chloride 
• 18333-73-8 4-methoxy-7-nitro-benzo[1,2,5]oxadiazole 

Relevant articles and documents

Alkyl-substituted phenylamino derivatives of 7-nitrobenz-2-oxa-1,3-diazole as uncouplers of oxidative phosphorylation and antibacterial agents: involvement of membrane proteins in the uncoupling action

In search for new effective uncouplers of oxidative phosphorylation, we studied 4-aryl amino derivatives of a fluorescent group 7-nitrobenz-2-oxa-1,3-diazol (NBD). In our recent work (Denisov et al., Bioelectrochemistry, 2014), NBD-conjugated alkyl amines

NBD-organic amine fluorescence probe, and preparation method and application thereof

The invention discloses an NBD-organic amine fluorescence probe, and a preparation method and an application thereof. The structure of the fluorescence probe is represented by formula (1); and in the formula (1), m is 0 or an integer in a range of 1 to 5,

Investigation of thiolysis of NBD amines for the development of H2S probes and evaluating the stability of NBD dyes

In order to evaluate the thiolysis of NBD (7-nitro-1,2,3-benzoxadiazole) amines for development of H2S probes, herein we investigated the reactivity and selectivity of a series of NBD amines for the first time. The piperazinyl- and piperidyl-ba

POTENT ANALOGUES OF THE C-MYC INHIBITOR 10074-G5 WITH IMPROVED CELL PERMEABILITY

The present invention relates compounds and compositions for interfering with the association of Myc and Max. These compounds and compositions are useful in methods for inhibiting growth or proliferation of a cell. Methods of inhibiting growth or proliferation of a cell comprise contacting the cell with an amount of a compound that interferes with Myc and Max association effective to inhibit growth or proliferation of the cell. The compounds exhibit increased inhibitory activity against c-Myc relative to the known c-Myc inhibitor small-molecule benzofurazan N-([1,1′-biphenyl]-2-yl)-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine (10074-G5).

Pharmacophore identification of c-Myc inhibitor 10074-G5

A structure-activity relationship (SAR) study of the c-Myc (Myc) inhibitor 10074-G5 (N-([1,1′-biphenyl]-2-yl)-7-nitrobenzo[c][1,2,5]oxadiazol-4- amine, 1) - which targets a hydrophobic domain of the Myc oncoprotein that is flanked by arginine residues - was executed in order to determine its pharmacophore. Whilst the 7-nitrobenzofurazan was found to be critical for inhibitory activity, the ortho-biphenyl could be replaced with a para-carboxyphenyl group to furnish the new inhibitor JY-3-094 (3q). Around five times as potent as the lead with an IC50 of 33 μM for disruption of the Myc-Max heterodimer, JY-3-094 demonstrated excellent selectivity over Max-Max homodimers, with no apparent effect at 100 μM. Importantly, the carboxylic acid of JY-3-094 improves the physicochemical properties of the lead compound, which will facilitate the incorporation of additional hydrophobicity that might enhance Myc inhibitory activity further still.

Nonlinear bronsted and hammett correlations associated with reactions of 4-chloro-7-nitrobenzofurazan with anilines in dimethyl sulfoxide solution

The kinetics and mechanism of nucleophilic aromatic substitution reactions of 4-chloro-7-nitrobenzofurazan 1 with 4-X-substituted anilines 2a-g (X = OH, OCH3, CH3, H, I, Cl, and CN) are investigated in a dimethyl sulfoxide (Me2

Single electron transfer (SET) pathway: Nucleophilic substitution reaction of 4-chloro-7-nitrobenzofurazan with anilines in MeOH-MeCN mixtures

A nucleophilic substitution reaction of 4-chloro-7-nitrobenzofurazan (NBF-Cl) with anilines in MeOH-MeCN mixtures was conducted at 25, 35, and 45 oC. Based on the higher nuc values (1.0-1.6) of the reaction and a good correlation of the rate constants wit

High Bronsted βnuc values in SNAr displacement. An indicator of the SET pathway?

Nucleophilic substitutions of 4-chloro-7-nitrobenzofurazan (NBD-Cl) and 3-methyl-1-(4-nitrobenzofurazanyl)-imidazolium ions (NBD-Im+) with a series of 4-X-substituted anilines have beeen kinetically investigated in 70-30 (v/v) and 20-80 (v/v) H

Use of 4-nitro-2,1,3,-benzoxadiazole derivatives as dyes in colouring agents for keratin fibres

The object of the present invention is the use of 4-nitro-2,1,3-benzoxadiazole derivatives of general formula (I) as dye in colorants for keratin fibers such as, for example, wool, silk, furs or hair and particularly human hair In formula (I) X denotes ox

Effects of the substituent groups at the 4- and 7-positions on the fluorescence characteristics of benzofurazan compounds

To develop new fluorogenic reagents having the benzofurazan structure, we investigated the effects of the substituent groups at the 4- and 7-positions of the benzofurazan skeleton on the fluorescence characteristics (fluorescence intensity, maximum excitation wavelength and maximum emission wavelength). Seventy benzofurazan compounds substituted at the 4- and 7-positions were obtained for this purpose. The Hammett substituent constant (σp) was adopted as a parameter for electronic effects by substituent groups. The study using the sum and the difference of the Hammett substituent constants (σp) at the 4- and 7-positions revealed that the highly fluorescent benzofurazan compounds were classified into two groups and that singlet excitation energies, calculated by the maximum excitation and emission wavelengths, of the benzofurazan compounds were different between these two groups. The fluorescence characteristics of benzofurazan compounds substituted at the 4- and 7-positions were empirically predictable by these relationships and σp values. A new fluorogenic reagent, 4-phenylaminosulfonyl-7-fluoro-2,1,3-benzoxadiazole, for amines was developed based on this method and applied to the amino acids analysis.