4036-59-3

Usage

Chemical class

Benzoic acids

Molecular structure

Consists of a benzoic acid molecule with a hydrazine functional group and a benzylidene group attached to one of its benzene rings

Potential applications

Organic synthesis, pharmaceuticals

Possible use

Reagent in chemical reactions, starting material for synthesis of other organic compounds

Additional research needed

To fully understand the potential uses and properties of the compound

InChI:InChI=1/C14H12N2O2/c17-14(18)12-8-4-5-9-13(12)16-15-10-11-6-2-1-3-7-11/h1-10,16H,(H,17,18)/b15-10+

Upstream product

• 56070-95-2 3-benzylideneamino-1,2,3-benzotriazin-4-one 
• 64-17-5 ethanol 
• 150483-54-8 N-benzyl-2-nitrosobenzamide 
• 33906-30-8 2-hydrazinobenzoic acid hydrochloride 
• 100-52-7 benzaldehyde 
• 5326-27-2 2-hydrazino-benzoic acid 
• 52745-10-5 N-(phenylmethyl)-2-nitrobenzamide 
• 10604-20-3 1-benzylideneamino-indole-2,3-dione 
• 7722-84-1 dihydrogen peroxide 
• 1608-42-0 benzenedizolium-2-carboxylate 
• 16721-45-2 triphenyl(phenylmethylene)phosphorane 
• 83412-86-6 C₃₂H₂₅N₂O₂P 
• 1100-88-5 benzyltriphenylphosphonium chloride 

Downstream Products

• 52578-99-1 1,5-Bis-(2-carboxy-phenyl)-3-phenyl-formazan 
• 574757-80-5 2-(N'-benzyl-hydrazino)-benzoic acid 
• 1848-46-0 2-benzyl-1,2-dihydro-3H-indazol-3-one 
• 74882-52-3 2-benzylidene-1-(2-methoxycarbonylphenyl)hydrazine 
• 686268-74-6 methyl 2-[2-benzylidene-1-(3-ethoxy-3-oxopropanoyl)hydrazino]benzoate 
• 931402-02-7 ethyl 4-hydroxy-2-oxo-1-{[(1E)-phenylmethylidene]amino}-1,2-dihydro-3-quinolinecarboxylate 
• 850814-42-5 3-(1,1-Dioxo-1,4-dihydro-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-4-hydroxy-1-{[1-phenyl-meth-(E)-ylidene]-amino}-1H-quinolin-2-one 
• 686269-69-2 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-{[(2-methylphenyl)methylene]amino}quinolin-2(1H)-one 
• 686269-63-6 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-{[(4-methylphenyl)methylene]amino}quinolin-2(1H)-one 
• 686269-66-9 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-{[(3-methylphenyl)methylene]amino}quinolin-2(1H)-one 
• 686269-25-0 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-{[1-phenylethylidene]amino}quinolin-2(1H)-one 
• 686269-86-3 1-{[(4-bromophenyl)methylene]amino}-3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxyquinolin-2(1H)-one 
• 686269-83-0 1-{[(3-bromophenyl)methylene]amino}-3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxyquinolin-2(1H)-one 
• 686269-89-6 1-{[(2-bromophenyl)methylene]amino}-3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxyquinolin-2(1H)-one 

Relevant academic research and scientific papers

Fast alpha nucleophiles: Structures that undergo rapid hydrazone/oxime formation at neutral pH

Hydrazones and oximes are widely useful structures for conjugate formation in chemistry and biology, but their formation can be slow at neutral pH. Kinetics studies were performed for a range of structurally varied hydrazines, and a surprisingly large variation in reaction rate was observed. Structures that undergo especially rapid reactions were identified, enabling reaction rates that rival orthogonal cycloaddition-based conjugation chemistries.

Fast hydrazone reactants: Electronic and acid/base effects strongly influence rate at biological pH

Kinetics studies with structurally varied aldehydes and ketones in aqueous buffer at pH 7.4 reveal that carbonyl compounds with neighboring acid/base groups form hydrazones at accelerated rates. Similarly, tests of a hydrazine with a neighboring carboxylic acid group show that it also reacts at an accelerated rate. Rate constants for the fastest carbonyl/hydrazine combinations are 2-20 M-1 s-1, which is faster than recent strain-promoted cycloaddition reactions.

HCV INHIBITORS

The present invention provides HCV polymerase inhibiting compounds having the formula (I) where R1is cyclobutyl-N(Ra)-, n is 1, 2, 3 or 4, and at least one R5 is RaSO2N(Rj)alkyl-. In a non-

Synthesis and spectral properties of some bis-substituted formazans

Novel, 1,4-bis-[3,3′-phenyl-5,5′-(o-carboxyphenyl)-formaz-1-yl]-benzene-o-sulphonic acid and its derivatives contained {single bond}OH group at the o-, m-, p-positions of the 3-phenyl ring were synthesized. The structures of the formazans were confirmed by elemental analyses, GC-mass, IR, 1H NMR, UV-vis spectra. Their absorption properties were investigated. It was seen that λmax values shifted towards shorter wave lengths by 130 nm in CSPF relative to 1,3,5-triphenylformazan (TPF) due to the fact that the structure of CSPF contained electron withdrawing {single bond}COOH and {single bond}SO3H groups (hypsochromic effect). With binding of {single bond}OH group to 3-phenyl ring of CSPF, it was observed a small bathochromic effect in accordance to the electron donating effect of {single bond}OH group.

Inhibitors of HCV NS5B polymerase: Synthesis and structure-activity relationships of N-1-heteroalkyl-4-hydroxyquinolon-3-yl-benzothiadiazines

N-1-Alkylamino and N-1-alkyloxy-4-hydroxyquinolon-3-yl benzothiadiazines were synthesized and evaluated as inhibitors of genotype 1 HCV polymerase. The N-1-alkyloxy derivatives were not potent inhibitors, however N-1-alkylamino derivatives displayed compa

Anti-infective agents

Compounds having the formula are hepatitis C (HCV) polymerase inhibitors. Also disclosed are a composition and method for inhibiting hepatitis C (HCV) polymerase, processes for making the compounds, and synthetic intermediates employed in the processes.

Electrosynthesis and in situ chemical rearrangement of o-nitrosobenzamides

Primary and secondary o-nitrosobenzamides can be prepared in a "redox" cell but are unstable in the solvent used for electrolysis (acetate buffer-alcohol).At room temperature N-aryl-2-nitrosobenzamides give 2-carboxyazobenzenes.N-alkyl-2-nitrosobenzamides decompose thermally into 2-methoxy or 2-ethoxycarbonylphenylhydrazones according to the alcohol used.Similarly, methyl benzoate (or ethyl benzoate) is obtained from 2-nitrosobenzamide.A possible mechanism involves an unstable heterocycle formed by the coupling of the two nitrogen atoms (nitroso and amide) followed by cleavage of the carbonyl-nitrogen bond resulting from nucleophilic attack of the solvent (water or alcohol). Key Words: flow cell electrosynthesis / 2-nitrosobenzamides / 2-carboxyazobenzenes / 2-alkoxycarbonylphenylhydrazones / indazol-3-one

The Reactioon of Benzylidenetriphenylphosphoranes with Benzenediazonium-2-carboxylate

The title reaction affords to the adducts 3 which upon alkaline treatment give compounds 5, while by thermolysis give 6 and 7.Hydrochloride salts of 3 in refluxing xylene afford to chlorohydrazones 10 as the major products.A mechanism is proposed for thermal decomposition of 3.