22027-96-9

Basic information

• Product Name: 3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE
• Synonyms: 3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE;3,4-Dimethoxy-5-nitro-benazldehyde;nitroveratraldehyde
• CAS NO: 22027-96-9
• Molecular Formula: C₉H₉NO₅
• Molecular Weight: 211.17
• Mol File: 22027-96-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 389.7 °C at 760 mmHg
• Flash Point: 193.7 °C
• Appearance: /
• Density: 1.312g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE(22027-96-9)
• EPA Substance Registry System: 3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE(22027-96-9)

Safety Data

• Hazardous Substances Data: 22027-96-9(Hazardous Substances Data)

Usage

General Description

3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE is a chemical compound with the molecular formula C9H9NO5. It is a yellow crystalline substance that is commonly used in the synthesis of various pharmaceuticals and organic compounds. 3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE possesses both aldehyde and nitro functional groups, making it a versatile building block for the creation of more complex molecules. It is also known for its strong odor and is often used as a flavoring agent in the food industry. Additionally, 3,4-DIMETHOXY-5-NITRO-BENZALDEHYDE has been studied for its potential biological and pharmacological properties, with some research suggesting its potential use as an anti-inflammatory and anti-cancer agent.

Upstream product

• 6635-20-7 isonitrovanillin 
• 77-78-1 dimethyl sulfate 
• 121-33-5 vanillin 
• 116313-85-0 3,4-dihydroxy-5-nitrobenzaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 
• 22027-95-8 5-Nitro-vanillin-dimethylacetal 

Downstream Products

• 134611-46-4 α-(3,4-dimethoxy-5-nitrophenyl)-2-pyridinemethanol 
• 872283-58-4 3,4-dimethoxy-5-nitrobenzaldehyde oxime 
• 1609084-42-5 (3,4-dimethoxy-5-nitrophenyl)(3,4,5-trimethoxyphenyl)methanol 
• 1609084-43-6 C₁₈H₁₉NO₈ 
• 1609084-44-7 (3-amino-4,5-dimethoxyphenyl)(3,4,5-trimethoxyphenyl)methanone 
• 1609084-33-4 (E)-N-(2,3-dimethoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(3,4,5-trimethoxyphenyl)acrylamide 
• 1609084-34-5 (E)-N-(2,3-dimethoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(3,4-dimethoxyphenyl)acrylamide 
• 1609084-35-6 (E)-N-(2,3-dimethoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(4-methoxyphenyl)acrylamide 
• 1609084-36-7 (E)-N-(2,3-dimethoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(3-methoxyphenyl)acrylamide 
• 1609084-38-9 (E)-N-(2,3-dimethoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(3-(prop-2-ynyloxy)phenyl)acrylamide 
• 1609084-39-0 (E)-N-(2,3-dimethoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(4-fluorophenyl)acrylamide 
• 1609084-40-3 (E)-N-(2,3-dimethoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(4-(trifluoromethyl)phenyl)acrylamide 
• 1609084-41-4 (E)-N-(2,3-dimethoxy-5-(3,4,5-trimethoxybenzoyl)phenyl)-3-(3,4,5-trifluorophenyl)acrylamide 
• 1424941-91-2 C₂₂H₃₃N₃O₆Si 

Relevant articles and documents

NITRATION

The present invention relates to a process for preparing a nitrated compound, comprising the step of reacting a compound (A) comprising at least one substituted or unsubstituted aromatic or heteroaromatic ring, wherein said heteroaromatic ring comprises at least one heteroatom selected from the group consisting of oxygen, sulfur, phosphor, selenium and nitrogen, with a compound of formula (I) wherein Y is selected from the group consisting of hydrogen and nitro.

Synthesis and biological evaluation of cinnamido linked benzophenone hybrids as tubulin polymerization inhibitors and apoptosis inducing agents

A new class of hybrid molecules containing cinnamide subunit linked to benzophenone as inhibitors of tubulin polymerization were synthesized and evaluated for their anticancer potential. These hybrids exhibit anticancer activity with IC50 values ranging from 0.06 to 16.3 μM. Compounds 4f and 4g possessing fluoro and trifluoromethyl on the cinnamido subunit showed significant cytotoxic activity with IC50 values 0.06 and 0.09 μM against HeLa cell line, respectively. These compounds showed cell cycle arrest at G2/M phase of the cell cycle and inhibited tubulin polymerization followed by activation of caspase-3 activity and apoptotic cell death. Further in vitro tubulin polymerization assay showed that the level of tubulin inhibition was comparable to that of 2a for the compounds 4f and 4g. Moreover, Hoechst 33258 staining and DNA fragmentation assay suggested that these compounds induce cell death by apoptosis. Overall, the current study demonstrates that the synthesis of benzophenone linked cinnamide subunit conjugates as promising anticancer agents with G2/M arrest and apoptotic-inducing ability via targeting tubulin.

SUBSTITUTED ISOQUINOLINES AND THEIR USE AS TUBULIN POLYMERIZATION INHIBITORS

The present invention relates generally to substituted isoquinolines and their use as tubulin polymerization inhibitors. In particular, the invention relates to substituted isoquinolines which possess useful therapeutic activity, use of these compounds in methods of therapy and the manufacture of medicaments as well as compositions containing these compounds