53055-05-3

Basic information

• Product Name: 3-Methoxy-2-nitrobenzaldehyde
• Synonyms: 2-NITRO-3-METHOXY BENZALDEHYDE;3-METHOXY-2-NITROBENZALDEHYDE;3-METHOXY-2-NITROBENZALDEHYDE, 97+%;Benzaldehyde,3-Methoxy-2-nitro-
• CAS NO: 53055-05-3
• Molecular Formula: C₈H₇NO₄
• Molecular Weight: 181.15
• EINECS: 258-332-9
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;C8;Carbonyl Compounds;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 53055-05-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 97-101 °C(lit.)
• Boiling Point: 344.2°Cat760mmHg
• Flash Point: 177.3°C
• Appearance: White to beige or yellow/Crystalline Powder
• Density: 1.322g/cm³
• Vapor Pressure: 6.7E-05mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• BRN: 1959385
• CAS DataBase Reference: 3-Methoxy-2-nitrobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methoxy-2-nitrobenzaldehyde(53055-05-3)
• EPA Substance Registry System: 3-Methoxy-2-nitrobenzaldehyde(53055-05-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 53055-05-3(Hazardous Substances Data)

Usage

Uses

3-Methoxy-2-nitrobenzaldehyde was used in the synthesis of 8-hydroxyquinazoline, methy-3-methoxyanthranilate and 3-methoxy-2-nitrobenzylidenebisformamide.

General Description

3-Methoxy-2-nitrobenzaldehyde undergoes 1,4-diazabicyclo[2.2.2]octane-catalyzed reaction with methyl vinyl ketone (MVK) to afford normal Baylis-Hillman adduct, the MVK dimer and a pair of diastereomeric bis-(MVK)Baylis-Hillman adducts.

InChI:InChI=1/C8H7NO4/c1-13-7-4-2-3-6(5-10)8(7)9(11)12/h2-5H,1H3

Upstream product

• 7697-37-2 nitric acid 
• 591-31-1 3-methoxy-benzaldehyde 
• 53055-04-2 (3-methoxy-2-nitrophenyl)methanol 
• 4920-80-3 3-methoxy-2-nitrobenzoic acid 
• 100-83-4 meta-hydroxybenzaldehyde 
• 7664-93-9 sulfuric acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 154623-79-7 6-amino-1,3-dipropyl-5-(3-methoxy-2-nitrobenzylideneamino)uracil 
• 42123-33-1 3-hydroxy-2-nitrobenzaldehyde 
• 186179-54-4 (2,3-dimethoxyphenyl)(2-nitro-3-methoxyphenyl)methanol 
• 70127-96-7 2-amino-3-methoxy-benzaldehyde 
• 122528-40-9 7-methoxy-2,1-benzisoxazole 
• 289665-38-9 1-(3-methoxy-2-nitrophenyl)-3-buten-1-ol 
• 1028278-74-1 (3-methoxy-2-nitro-phenyl)-(3,4,5-trimethoxy-phenyl)-methanol 
• 861631-65-4 3-methoxy-2-nitro-1-[(E)-2-phenylvinyl]benzene 
• 150330-40-8 2-Methoxy-6-vinyl-1-nitrobenzene 
• 66354-88-9 7-methoxy-2-phenyl-1H-indole 
• 496043-62-0 2-(2'-amino-3'-methoxyphenyl)-1,3-dithiane 
• 396094-82-9 2-[2'-(N-Boc-amino)-3'-methoxyphenyl]-1,3-dithiane 

Relevant articles and documents

TRICYCLIC HETEROARYL COMPOUNDS USEFUL AS IRAK4 INHIBITORS

Disclosed are compounds of Formula (I) or a salt or prodrug thereof, wherein: X11 and X22 are independently C or N, provided that zero or one of X11 and X22 is N; Ring A represented by the structure is: or; and Q, R11, R22, R33, R44, R66, and p are define herein. Also disclosed are methods of using such compounds as modulators of IRAK4, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing inflammatory and autoimmune diseases, or in the treatment of cancer.

Investigating the anti-proliferative activity of styrylazanaphthalenes and azanaphthalenediones

A group of styrylazanaphthalenes and azanaphthalenediones were synthesized and tested for their anti-proliferative activity. Most of the compounds were obtained with the use of microwave-assisted synthesis. The lipophilicity of the compounds was measured by RP-HPLC and their anti-proliferative activity was assayed against the human SK-N-MC neuroepithelioma and HCT116 human colon carcinoma cell lines. Active compounds were also tested in clonogenity and comet assays. Several quinazolinone and styrylquinazoline analogues were found to have markedly greater anti-proliferative activity than desferoxamine and cis-platin.

Studies of new indole alkaloid coupling methods for the synthesis of haplophytine

The two novel bisindole alkaloid structures shown can be synthesized in a few steps from the canthiphytine derivative 9.