2450-26-2

Basic information

• Product Name: 4-HYDROXY-3-METHOXY-2-NITROBENZALDEHYDE
• Synonyms: AKOS B028869;4-HYDROXY-3-METHOXY-2-NITROBENZALDEHYDE;LABOTEST-BB LT00159049;2-Nitrovanillin;4-Hydroxy-2-Nitro-M-anisaldehyde;Benzaldehyde, 4-hydroxy-3-methoxy-2-nitro-;NSC 95689
• CAS NO: 2450-26-2
• Molecular Formula: C₈H₇NO₅
• Molecular Weight: 197.14
• EINECS: 1592732-453-0
• Mol File: 2450-26-2.mol

Chemical Properties

• Melting Point: 137-138 °C
• Boiling Point: 387.8°Cat760mmHg
• Flash Point: 188.4°C
• Appearance: /
• Density: 1.456g/cm³
• Vapor Pressure: 1.43E-06mmHg at 25°C
• Refractive Index: 1.629
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 7.40±0.25(Predicted)
• CAS DataBase Reference: 4-HYDROXY-3-METHOXY-2-NITROBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-3-METHOXY-2-NITROBENZALDEHYDE(2450-26-2)
• EPA Substance Registry System: 4-HYDROXY-3-METHOXY-2-NITROBENZALDEHYDE(2450-26-2)

Safety Data

• Hazardous Substances Data: 2450-26-2(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-HYDROXY-3-METHOXY-2-NITROBENZALDEHYDE is used as a key intermediate in the synthesis of various organic compounds, particularly in the preparation of o-nitrolignin monomers. These monomers serve as readily degradable lignin-generation agents for plants, which can help improve the efficiency of lignin degradation under UV irradiation.
Used in Environmental Applications:
In the environmental industry, 4-HYDROXY-3-METHOXY-2-NITROBENZALDEHYDE plays a crucial role in the development of eco-friendly processes for lignin degradation. By facilitating the breakdown of lignin, a complex organic polymer found in the cell walls of plants, 4-HYDROXY-3-METHOXY-2-NITROBENZALDEHYDE contributes to the reduction of environmental pollution caused by the accumulation of lignin-based waste materials.
Used in Pharmaceutical Applications:
Although not explicitly mentioned in the provided materials, 4-HYDROXY-3-METHOXY-2-NITROBENZALDEHYDE may also find applications in the pharmaceutical industry due to its unique chemical structure. It could potentially be used as a building block for the synthesis of novel drugs or as a precursor for the development of new drug delivery systems.

InChI:InChI=1/C8H7NO5/c1-14-8-6(11)3-2-5(4-10)7(8)9(12)13/h2-4,11H,1H3

Upstream product

• 881-68-5 vanillin acetate 
• 2698-69-3 4-formyl-2-methoxy-3-nitrophenyl acetate 
• 121-33-5 vanillin 
• 64-17-5 ethanol 
• 7697-37-2 nitric acid 
• 1148134-74-0 4-formyl-2-methoxy-3-nitrophenyl benzenesulfonate 
• 55149-84-3 2-nitroveratraldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 101936-59-8 4-((Z)-4-acetoxy-3-methoxy-2-nitro-benzylidene)-2-phenyl-4H-oxazol-5-one 
• 2450-27-3 4-(benzyloxy)-3-methoxy-2-nitrobenzaldehyde 
• 55149-84-3 2-nitroveratraldehyde 
• 50545-37-4 3,4-dihydroxy-2-nitrobenzaldehyde 
• 938195-02-9 (E)-3-(4-hydroxy-3-methoxy-2-nitrophenyl)acrylic acid 
• 886442-85-9 2-Methoxy-3-nitro-4-[(Z)-2-(3,4,5-trimethoxy-phenyl)-vinyl]-phenol 
• 886442-78-0 (Z)-2-(2'-nitro-3'-methoxy-4'-tert-butyldimethylsilyloxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethene 
• 79025-28-8 3,4-Dimethoxy-2-nitro-benzoic acid 
• 5701-87-1 3,4-dimethoxyanthranilic acid 
• 485-90-5 hydrangetin 
• 6665-98-1 3-nitrobenzene-1,2-diol 

Relevant articles and documents

Vanillin derivatives as the selective small molecule inhibitors of FtsZ

A series of vanillin derivatives have been designed and synthesized and their biological activities were also evaluated as potential inhibitors of FtsZ. These compounds were assayed for antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis, and Staphylococcus aureus. Compounds with potent antibacterial activities were tested for their FtsZ inhibitory activity. Compound 4u showed the most potent antibacterial activity with MIC of 0.28 μg/mL against E. coli strains and exhibited the most potent FtsZ inhibitory activity with polymerization IC50 of 2.1 μM. Docking simulation was performed to position compound 4u into the FtsZ active site to determine the probable binding conformation.

First Total Synthesis of 9-Hydroxy-8H-pyrano[3,2-f]indol-2-one

A simple and efficient approach to synthesize a novel pyrrolocoumarin 9-hydroxy-8H-pyrano[3,2-f]indol-2-one (7) has been described. Starting from vanillin, the key intermediate 7-methoxy-1H-indol-6-yl propiolate (6) was synthesized in six steps. Then, the target compound was obtained by forming pyrone-ring and demethylation simultaneously in one step. A plausible mechanism invoking PtCl4 catalyzed one-step reaction of cyclization and demethylation was also presented.

Synthesis and physico-chemical properties of nitrocaffeic acids

The synthesis and spectroscopic properties of the three isomers of nitrocaffeic acid are described. The three pKa s of each isomer were measured by UV-visible spectroscopy. The comparison of the UV-visible spectra of nitrocaffeic acids and those obtained from the reaction of caffeic acid with reactive nitrogen species led to the conclusion that the nitration of caffeic acid with acidic nitrite does not significantly occur and confirmed trie absence of nitration when caffeic acid reacts with peroxynitrite. Attempts to obtain free radical species from nitrocaffeic acids by classical methods showed a different reactivity to that of nitroaromatics and catechols. Nitrocaffeic acids do not autoxidize under aqueous basic conditions and are insensitive to t-BuOK or O2-. (two reactants known for their capabilities to oxidize catechols and reduce nitroaromatics). Nitroaromatic anion radicals may be obtained using sodium borohydride as reductant and are particularly stable under an uncontrolled atmosphere. Copyright

EASILY DECOMPOSABLE LIGNIN GENERATOR

PROBLEM TO BE SOLVED: To provide an easily decomposable lignin generator containing a compound that can be introduced to a structure of lignin and can make lignin easily decomposable. SOLUTION: The easily decomposable lignin generator contains a compound represented by general formula (1), where R1 to R3 are identical or different and each represent a hydrogen atom, alkoxy group or alkyl group, R4 represents an organic group, and n represents an integer from 0 to 3. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT

METHOD FOR PREPARING DIPHENYLMETHANE DERIVATIVES

The present invention relates to an improved process for preparing a diphenyl methane derivative which is useful as an inhibitor of a sodium-dependent glucose transporter (SGLT). Since the process of the present invention is performed by convergent synthe

Class of large ring heterocyclic compound restraining HCV and manufacturing and uses thereof

The invention relates to a class of compounds that inhibit HCV. The compounds are represented by Formula A. The invention also relates to preparation and pharmaceutical use of the compounds.

Design, synthesis and biological evaluation of 2,3-dihydroimidazo[1,2-: C] quinazoline derivatives as novel phosphatidylinositol 3-kinase and histone deacetylase dual inhibitors

Histone deacetylase (HDAC) inhibitors are known to induce multiple epigenetic modifications affecting signaling networks and act synergistically with phosphatidylinositol 3-kinase (PI3K) inhibitors for the treatment of cancer. Herein we present a novel design approach for cancer drug development by incorporating HDAC inhibitory functionality into a PI3K inhibitor pharmacophore to construct dual-acting inhibitors. The designed compounds were synthesized and showed inhibitory activities against PI3K and HDAC. The representative dual PI3K/HDAC inhibitors, compounds 12a-j, showed potent antiproliferative activities against K562 and Hut78 in cellular assays. This work may lay the foundation for developing novel dual PI3K/HDAC inhibitors as potential anticancer therapeutics.

SYNTHESIS OF COPANLISIB AND ITS DIHYDROCHLORIDE SALT

The present invention relates to a novel method of preparing copanlisib, and copanlisib dihydrochloride, to novel intermediate compounds, and to the use of said novel intermediate compounds for the preparation of said copanlisib.

SYNTHESIS OF COPANLISIB AND ITS DIHYDROCHLORIDE SALT

The present invention relates to a novel method of preparing copanlisib, copanlisib dihydrochloride, or hydrates of copanlisib dihydrochloride, to novel intermediate compounds, and to the use of said novel intermediate compounds for the preparation of said copanlisib, copanlisib dihydrochloride, or hydrates of copanlisib dihydrochloride. The present invention also relates to copanlisib dihydrochloride hydrates as compounds.

SYNTHESIS OF PI3K INHIBITOR AND SALTS THEREOF

The present invention relates to a novel method of preparing a compound of formula (I) or salt thereof, to novel intermediate compounds, to the use of said novel intermediate compounds for the preparation of said compound of formula (I) or salt thereof an