34549-69-4

Basic information

• Product Name: 2-HYDROXY-5-METHOXY-3-NITRO-BENZALDEHYDE
• Synonyms: 2-HYDROXY-5-METHOXY-3-NITRO-BENZALDEHYDE;2-HYDROXY-3-NITRO-5-METHOXYBENZALDEHYDE;5-METHOXY-3-NITROSALICYLALDEHYDE;AKOS BBS-00008211;AKOS AU36-M373;3-NITRO-5-METHOXYSALICYLALDEHYDE;ASISCHEM D29245;2-HYDROXY-3-NITRO-5-METHOXYBENZALDEHYDE 97%
• CAS NO: 34549-69-4
• Molecular Formula: C₈H₇NO₅
• Molecular Weight: 197.14
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 34549-69-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 129-134°C
• Boiling Point: 303.1°C at 760 mmHg
• Flash Point: 137.1°C
• Appearance: /
• Density: 1.456g/cm³
• Vapor Pressure: 0.00053mmHg at 25°C
• Refractive Index: 1.629
• PKA: 5.28±0.38(Predicted)
• CAS DataBase Reference: 2-HYDROXY-5-METHOXY-3-NITRO-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-5-METHOXY-3-NITRO-BENZALDEHYDE(34549-69-4)
• EPA Substance Registry System: 2-HYDROXY-5-METHOXY-3-NITRO-BENZALDEHYDE(34549-69-4)

Safety Data

• Hazard Codes: T
• Statements: 25-43
• Safety Statements: 36/37-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 34549-69-4(Hazardous Substances Data)

Usage

Description

2-Hydroxy-5-methoxy-3-nitrobenzaldehyde is an organic compound characterized by its molecular structure featuring a nitro group, hydroxyl group, and methoxy group attached to a benzene ring. 2-HYDROXY-5-METHOXY-3-NITRO-BENZALDEHYDE is known for its potential applications in various fields, particularly in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-5-methoxy-3-nitrobenzaldehyde is used as a key intermediate in the synthesis of pyrimidine derivatives, which are known as VEGF receptor tyrosine kinase inhibitors. These inhibitors play a crucial role in the treatment of cancer by targeting the vascular endothelial growth factor (VEGF) receptor, a protein that promotes the growth of new blood vessels supplying tumors. By inhibiting this receptor, the growth and progression of cancerous cells can be effectively controlled.

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

Upstream product

• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 74422-90-5 2,5-dimethoxy-3-nitrobenzaldehyde 

Downstream Products

• 103030-14-4 6-methoxy-8-nitro-coumarin 
• 103262-46-0 2-hydroxy-5-methoxy-3-nitro-trans-cinnamic acid 
• 74422-90-5 2,5-dimethoxy-3-nitrobenzaldehyde 
• 33442-81-8 6'-methoxy-3-methyl-8'-nitro-3'-phenyl-3H-spiro[benzooxazole-2,2'-chromene] 
• 151918-92-2 2-[Bis-(5-methyl-furan-2-yl)-methyl]-4-methoxy-6-nitro-phenol 
• 129431-64-7 4-Nitro-3,3,7-trimethyl-2-(2-hydroxy-3-nitro-5-methoxystyryl)indolenine 
• 183364-36-5 2-(Di-morpholin-4-yl-methyl)-4-methoxy-6-nitro-phenol 
• 933466-19-4 N-(tertbutyldimethylsilyl)-2,5-dimethoxy-3-[(phenylsulfonyl)methyl]aniline 
• 933466-35-4 10-{6-[4-(3-amino-2,5-dimethoxy-phenyl)-1-methyl-but-1-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trienoic acid 
• 933466-33-2 (2,5-dimethoxy-3-{4-[6-(8-methoxy-10-oxo-deca-2,4,6-trienyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-pent-3-enyl}-phenyl)-carbamic acid allyl ester 
• 933466-32-1 (3-{4-[6-(10-hydroxy-8-methoxy-deca-2,4,6-trienyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-pent-3-enyl}-2,5-dimethoxy-phenyl)-carbamic acid allyl ester 
• 933466-34-3 10-{6-[4-(3-allyloxycarbonylamino-2,5-dimethoxy-phenyl)-1-methyl-but-1-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trienoic acid 
• 933466-31-0 2,2-dimethyl-propionic acid 10-{6-[4-(3-allyloxycarbonylamino-2,5-dimethoxy-phenyl)-1-methyl-but-1-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-methoxy-deca-4,6,8-trienyl ester 
• 933466-30-9 2,2-dimethyl-propionic acid 10-[6-(4-{3-[(tert-butyl-dimethyl-silanyl)-amino]-2,5-dimethoxy-phenyl}-1-methyl-but-1-enyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-3-methoxy-deca-4,6,8-trienyl ester 

Relevant articles and documents

Campestarenes: New building blocks with 5-fold symmetry

Campestarene is a planar, shape-persistent macrocycle with 5-fold symmetry. A range of derivatives bearing peripheral functional groups suitable for generating supramolecular interactions has been designed and synthesised for potential applications in creating 2D quasicrystal molecular assemblies. The new campestarene derivatives bear ester, carboxylic acid, methoxy, bromo, 4-pyridyl, 4-cyanophenyl and 4-phenyl carboxylic acid groups, including further derivatives of the latter two bearing alkyl chains on the phenyl groups to improve solubility. The campestarene derivatives were prepared by reductive condensation of phenol precursors bearing nitro and formyl groups using Na2S2O4. The target functional groups were installed either by pre-cyclisation derivatisation or by synthesis of methoxy-substituted campestarene and subsequent derivatisation. The cyclisation reaction is tolerant of the functional groups introduced. The ten new campestarene derivatives were characterised by NMR spectroscopy and MALDI-TOF MS, although the poor solubility of some examples precluded their detailed characterisation.

Quinazoline derivatives with anti-tumour activity

The invention concerns quinazoline derivatives of Formula I wherein each of m, R1, n, R2 and R3 have any of the meanings defined in the description; processes for their preparation, pharmaceutical compositions containing them and their use in the manufacture of a medicament for use as an anti-invasive agent in the containment and/or treatment of solid tumour disease.

Nitrodecarboxylation and nitrodeformylation of some electron-rich benzoic acids and benzaldehydes

The nitration ipso to a carboxylic or formyl group of disubstituted and trisubstituted benzoic acids and benzaldehydes using nitric acid in acetic acid is described.