351003-10-6

Basic information

• Product Name: 3-AMINO-4-METHOXY-BENZALDEHYDE
• Synonyms: 4-METHOXY-3-AMINOBENZALDEHYDE;3-AMINO-4-METHOXY-BENZALDEHYDE;Benzaldehyde, 3-amino-4-methoxy- (9CI);Benzaldehyde, 3-aMino-4-Methoxy-
• CAS NO: 351003-10-6
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: 604-604-1
• Product Categories: ALDEHYDE
• Mol File: 351003-10-6.mol

Chemical Properties

• Boiling Point: 313.715°C at 760 mmHg
• Flash Point: 178.026°C
• Appearance: /
• Density: 1.187g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.34±0.10(Predicted)
• CAS DataBase Reference: 3-AMINO-4-METHOXY-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-4-METHOXY-BENZALDEHYDE(351003-10-6)
• EPA Substance Registry System: 3-AMINO-4-METHOXY-BENZALDEHYDE(351003-10-6)

Safety Data

• Hazardous Substances Data: 351003-10-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-AMINO-4-METHOXY-BENZALDEHYDE is used as a key intermediate in the synthesis of various pharmaceuticals due to its unique chemical structure, which allows for the creation of a wide range of medicinal compounds.
Used in Dye and Pigment Production:
In the dye and pigment industry, 3-AMINO-4-METHOXY-BENZALDEHYDE is utilized for its ability to contribute to the color and stability of dyes and pigments, enhancing their performance in various applications.
Used in Agrochemicals:
3-AMINO-4-METHOXY-BENZALDEHYDE is employed in the production of agrochemicals, where it plays a role in the development of compounds that can improve crop protection and yield.
Used in Drug Development Research:
3-AMINO-4-METHOXY-BENZALDEHYDE is used as a starting material in the research and development of new drugs, given its demonstrated biological activity and potential for medicinal applications in preliminary studies.

InChI:InChI=1/C8H9NO2/c1-11-8-3-2-6(5-10)4-7(8)9/h2-5H,9H2,1H3

Upstream product

• 113479-35-9 (3S,5S)-3-<2-(3-amino-4-methoxybenzyl)ethyl>-4-oxa-1-azabicyclo<3.2.0>heptan-4-one 
• 31680-08-7 4-methoxy-3-nitrobenzaldehyde 

Downstream Products

• 61622-20-6 3-acetamido-4-methoxybenzaldehyde 
• 1071928-06-7 N-(5-formyl-2-methoxyphenyl)-3,3,3-trifluoropropanamide 
• 113928-90-8 (3-amino-4-methoxyphenyl)methanol 
• 1071927-88-2 N-(5-(5-(3,5-dichlorophenyl)-4,5-dihydro-5-trifluoromethyl-isoxazol-3-yl)-2-methoxy-phenyl)-3,3,3-trifluoro-propanamide 
• 1071927-87-1 N-(5-hydroxyiminomethyl-2-methoxy-phenyl)-3,3,3-trifluoro-propanamide 
• 1310720-65-0 ⁽³⁴¹⁾A₀₀₀₈₈₀ 
• 213113-12-3 ((E)-1-(3'-amino-4'-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene) 

Relevant articles and documents

COMBRETASTATIN DERIVATIVE PREPARATION METHOD

The invention relates to a method for preparing a combretastatin derivative (I) or (II), said method including the following steps: triaryl(3,4,5-trimethoxybenzyl)phosphonium halide P3 (III), wherein Ar denotes an aryl group selected from among phenyl or thienyl, is reacted with P2 having formula (IV) or P′2 having formula (V) so as to respectively obtain the compound P4 or P′4, which have formulas (VI) and (VII), respectively; then, during a step for deprotection in the presence of an acid and/or a base, the compound having P4 or P′4 leads, after an optional purification step, to the compound having formula (I) or (II).

ISOXAZOLINE COMPOUNDS AND THEIR USE IN PEST CONTROL

An isoxazoline compound represented by the formula (I): wherein the substituents are as defined in the description, has a controlling activity against pests.

Supported bilayer lipid membrane arrays on photopatterned self-assembled monolayers

This work demonstrates the use of photocleavable cholesterol derivatives to create supported bilayer lipid membrane arrays on silica. The photocleavable cholesteryl tether is attached to the surface by using the reaction of an amine-functionalized self-assembled monolayer (SAM) and the N- hydroxysuccinimide-based reagent 9. The resultant SAM contains an orthonitrobenzyl residue that can be cleaved by photolysis by using soft (365 nm) UV light regenerating the original amine surface, and which can be patterned using a mask. The photoreaction yield was ≈75% which was significantly higher than previously found for related ortho-nitrobenzyl photochemistry on gold substrates. The SAMs were characterized by means of contact angle measurements, ellipsometry and X-ray photoelectron spectroscopy. Patterned surfaces were characterized with SEM and AFM. After immersing the patterned surface into a solution containing small unilamellar vesicles of egg phosphatidylcholine (PC), supported lipid membranes were formed comprised of lipid bilayer over the amine functionalized "hydrophilic" regions and lipid monolayer over the cholesteryl "hydrophobic" regions. This was confirmed by fluorescence microscopy and AFM. FRAP studies yielded a lateral diffusion coefficient for the probe molecule of 0.14±0.05 μm 2s-1 in the bilayer regions and ≈0.01 μm 2s-1 in the monolayer regions. This order of magnitude difference in diffusion coefficients effectively serves to isolate the bilayer regions from one another, thus creating a bilayer array.

Method for preparing Combretastatin

The invention concerns novel methods for preparing Combretastatin by Wittig condensation between nitromethoxy-benzaldehyde and a trimethoxybenzyl phosphonium salt or inversely a nitromethoxybenzyl phosphonium salt with trimethoxybenzylaldehyde or further by a Wittig reaction on the same derivatives whereof the nitro function has been reduced into an amino group.