2645-07-0

Basic information

• Product Name: 4-NITROHIPPURIC ACID
• Synonyms: P-NITROHIPPURIC ACID;N-(4-NITROBENZOYL)GLYCINE;n-(4-nitrobenzoyl)-glycin;n-(p-nitrobenzoyl)-glycin;n-(p-nitrobenzoyl)glycine;p-nitrobenzoylglycine;p-nitro-hippuricaci;4-NITROHIPPURIC ACID
• CAS NO: 2645-07-0
• Molecular Formula: C₉H₈N₂O₅
• Molecular Weight: 224.17
• EINECS: 220-156-5
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 2645-07-0.mol

Chemical Properties

• Melting Point: 131-133 °C(lit.)
• Boiling Point: 365.56°C (rough estimate)
• Flash Point: 275°C
• Appearance: /
• Density: 1.4656 (rough estimate)
• Vapor Pressure: 4.11E-12mmHg at 25°C
• Refractive Index: 1.5570 (estimate)
• PKA: 3.31±0.10(Predicted)
• CAS DataBase Reference: 4-NITROHIPPURIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROHIPPURIC ACID(2645-07-0)
• EPA Substance Registry System: 4-NITROHIPPURIC ACID(2645-07-0)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: MC0785000
• Hazardous Substances Data: 2645-07-0(Hazardous Substances Data)

Usage

Chemical Properties

YELLOW GRANULES

General Description

Yellow powder.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

A nitrated amide and organic acid. Acts as a weak acid in aqueous solution. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Fire Hazard

Flash point data for 4-NITROHIPPURIC ACID are not available. 4-NITROHIPPURIC ACID is probably combustible.

InChI:InChI=1/C9H8N2O5/c12-8(13)5-10-9(14)6-1-3-7(4-2-6)11(15)16/h1-4H,5H2,(H,10,14)(H,12,13)/p-1

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 56-40-6 glycine 
• 75152-21-5 2-(4-nitro-phenyl)-4H-oxazol-5-one 
• 1037-31-6 4-nitrophenyl 4-nitrobenzoate 
• 62-23-7 4-nitro-benzoic acid 
• 6640-65-9 N-(2-hydroxyethyl)-4-nitrobenzamide 
• 7512-77-8 ethyl 2-(4-nitrobenzamido)acetate 

Downstream Products

• 61-78-9 p-Aminohippuric acid 
• 51769-55-2 4-nitro-N-(2-oxo-2-(phenylamino)ethyl)benzamide 
• 4211-95-4 2-(4-nitrophenyl)-4-(2-thienylmethylene)oxazol-5-one 
• 14721-91-6 4-(2,6-dimethyl-pyran-4-ylidene)-2-(4-nitro-phenyl)-4H-oxazol-5-one 
• 13895-56-2 4-(2,6-di-trans-styryl-pyran-4-ylidene)-2-(4-nitro-phenyl)-4H-oxazol-5-one 
• 22957-99-9 2-(4-nitro-phenyl)-4-(2,3,4,5,6-pentafluoro-benzylidene)-4H-oxazol-5-one 
• 22269-66-5 4-(4-dimethylamino-2-methyl-benzylidene)-2-(4-nitro-phenyl)-4H-oxazol-5-one 
• 25642-87-9 N-(methoxymethyl)-4-nitrobenzamide 
• 66404-30-6 4-(4-dimethylamino-benzylidene)-2-(4-nitro-phenyl)-4H-oxazol-5-one 
• 19500-43-7 3,3'-{4-[2-(4-nitro-phenyl)-5-oxo-oxazol-4-ylidenemethyl]-phenylazanediyl}-bis-propionitrile 
• 2059-11-2 2-(4-nitro-phenyl)-4-trifluoroacetyl-4H-oxazol-5-one 
• 20448-29-7 3,3'-{3-methyl-4-[2-(4-nitro-phenyl)-5-oxo-oxazol-4-ylidenemethyl]-phenylazanediyl}-bis-propionitrile 
• 2644-96-4 2-(4-nitrobenzamido)acetic acid methyl ester 
• 75152-17-9 (4-Nitro-benzoylamino)-acetic acid 4-nitro-phenyl ester 

Relevant articles and documents

MONOMER AND MULTIMERIC ANTI-HBV AGENTS

The present invention is directed to compounds, compositions and methods for preventing, treating or curing hepatitis B (HBV) infection in human subjects or other animal hosts. The compounds are as also pharmaceutically acceptable, salts, prodrugs, and other derivatives thereof as pharmaceutical compositions and methods for treatment, prevention or eradication of HBV infection.

Synthesis, Spectroscopic Characterization and Polymerization Abilities of Blue and Green Light Emitting Oxazol-5-one Fluorophores

New fluorescent thiophenyl group containing oxazol-5-one fluorophores of 3a (4-(3-thiophenylmethylene)-2-phenyloxazol-5-one), 3b (4-(3-thiophenylmethylene)-2-(4-tolyl)oxazol-5-one) and 3c (4-(3-thiophenylmethylene)-2-(4-nitrophenyl)oxazol-5-one) were synthesized and characterized. The newly synthesized oxazol-5-ones absorption and fluorescence characteristics were studied in some solvents of varying polarities. The heterocyclic chromophores were fluorescent, with two of them, 3a and 3b, emitting blue light, whilst the other one, 3c, emitting green light. The emission maxima of the derivatives varied between 415 and 572?nm according as the extent of conjugation and solvent polarity. As solvent polarity increased, 3c derivatives emission spectra displayed a large bathochromic shift, which revealed the considerable change of the dipole moment of the fluorescent structure because of an intramolecular charge transfer interaction. Furthermore, oxazolones polymerization ability via the thiophenyl group linked to the oxazol-5-one heterocycle showed that copolymerization of 3a was achieved, but homopolymerization was not observed.

Design and discovery of 4-anilinoquinazoline-urea derivatives as dual TK inhibitors of EGFR and VEGFR-2

EGFR and VEGFR-2 are involved in pathological disorders and the progression of different kinds of tumors, the combined blockade of EGFR and VEGFR signaling pathways appears to be an attractive approach to cancer therapy. In this work, a series of 4-anilinoquinazoline derivatives containing substituted diaryl urea or glycine methyl ester moiety were designed and identified as EGFR and VEGFR-2 dual inhibitors. Compounds 19i, 19j and 19l exhibited the most potent inhibitory activities against EGFR (IC50?=?1?nM, 78?nM and 51?nM, respectively) and VEGFR-2 (IC50?=?79?nM, 14?nM and 14?nM, respectively), they showed good antiproliferative activities as well. Molecular docking established the interaction of 19i with the DFG-out conformation of VEGFR-2, suggesting that they might be type II kinase inhibitors.

Preparation method of C.I. red pigment 170 derivative and application in producing special F3RK of water-borne coating

The invention relates to a preparation method, in particular to a preparation method of C.I. red pigment 170 derivative and application in producing special F3RK. The preparation method has the advantages that by adding a molecular structure and a similar derivative containing a hydrophilic group into a heavy nitrogen fraction, the synthesized pigment is more hydrophilic, so that the pigmentation is realized at normal temperature; the operation environment is improved, the labor cost is reduced, and the special pigment F3RK for a water-borne coating is obtained.

Synthesis and characterization of new green and orange region emitting anthracene based oxazol-5-one dyes

New anthracene oxazol-5-one dyes featuring an extended π-conjugated electron system have been successfully prepared by Erlenmeyer synthesis, structurally characterized and their spectroscopic properties were investigated by UV–vis absorption spectroscopy and fluorescence spectroscopy. The oxazol-5-ones were attached to the 9-position of the anthracene to obtain the desired structures. The dyes are having extended conjugation throughout their structure with oxazol-5-one ring as the chromophore. The spectral properties of the oxazol-5-one ring were monitored with respect to the substituents at the phenyl ring. All of the dyes synthesized show good solubility in common organic solvents. Also in order to establish whether there was any solvent affects the absorption and emission spectra of the compounds were measured in the solvents of acetonitrile, tetrahydrofuran and chloroform which have different polarity. Moreover, their absorption and emission properties were investigated in plasticized PVC film matrix. In comparison to the solution phase, the dyes displayed enhanced fluorescence emission quantum yield values when embedded in poly(vinyl chloride) polymer film. The anthracene based oxazol-5-ones were found to emit in the green portion of the spectrum for 2a and 2b, and in the orange portion of the spectrum for 2c. By attachment of nitro substituent at the para position of the phenyl ring bound to oxazol-5-one core, the fluorescence maxima could be effectively modulated from the green region of the spectra to the orange region. 4-(9-anthralydene)-2-(4-nitrophenyl)oxazol-5-one (2c) exhibits large Stokes shift up to 146 nm presumably due to intramolecular charge transfer.

Waspergillamide A, a Nitro depsi-Tetrapeptide Diketopiperazine from an Australian Mud Dauber Wasp-Associated Aspergillus sp. (CMB-W031)

Chemical profiling of extracts from a mud dauber wasp-associated fungus, Aspergillus sp. (CMB-W031), revealed a remarkably diverse array of secondary metabolites, with many biosynthetic gene clusters being transcriptionally responsive to specific culture conditions. Chemical fractionation of a jasmine rice cultivation yielded many known fungal metabolites, including the highly cytotoxic (?)-stephacidin B and an unprecedented nonribosomal peptide synthase derived nitro depsi-tetrapeptide diketopiperazine, waspergillamide A (1). All structures were assigned by detailed spectroscopic analysis and, where appropriate, chemical degradation and Marfey’s analysis.

4-substituted anilinoquinazoline derivatives, and preparation method and application thereof

The invention discloses novel 4-substituted anilinoquinazoline derivatives or pharmaceutically acceptable salts thereof, or polymorphic substances, solvates or stereomers of the 4-substituted anilinoquinazoline derivatives, and a preparation method and application thereof. The 4-substituted anilinoquinazoline compounds have favorable inhibition activities for EGFR and VEGFR-2 in a biological test and have obvious effects in an in-vitro anti-human tumor cell proliferation activity test.

Synthesis and Quantitative Structure-activity Relationships Study for Arylpropenamide Derivatives as Inhibitors of Hepatitis B Virus Replication

A series of new arylpropenamide derivatives containing different aryl groups were synthesized, characterized, and evaluated for their anti-hepatitis B virus (HBV) activities. A new high accuracy QSAR model of arylpropenamide was constructed based on a more completely activities data and calculation parameter. The 2D-QSAR equations, by using DFT and multiple linear regression analysis methods, revealed that higher value of thermal energy (TE) and lower entropy (S?) increase the anti-HBV activities of the arylpropenamide molecules. Predictive 3D-QSAR models were established by SYBYL multifit molecular alignment rule. The optimum models were all statistically significant with cross-validated and conventional coefficients, indicating that they were reliable enough for activity prediction.

Unsaturated oxazolones as nonlinear fluorophores

Unwanted bleaching of two-photon absorption microscopy probes can be reduced by designing more efficient nonlinear fluorophores. Here the linear and nonlinear photophysical properties of unsaturated oxazolones are studied. A set of push-pull oxazolone der

Ruthenium hydride catalyzed direct oxidation of alcohols to carboxylic acids via transfer hydrogenation: Styrene oxide as oxygen source

Direct oxidation of alcohols to carboxylic acids using styrene epoxide as oxidant in the presence of [RuHCl(CO)(PPh3)3] complex as catalyst is reported. By this catalytic system, a variety of primary alcohols including substituted benzyl alcohols as well as linear ones were directly converted into carboxylic acids in good to excellent yields. Georg Thieme Verlag Stuttgart · New York.