732944-35-3

Basic information

• Product Name: (2,4-Dichloro-benzylaMino)-acetic acid
• Synonyms: (2,4-Dichloro-benzylaMino)-acetic acid
• CAS NO: 732944-35-3
• Molecular Formula: C₉H₉Cl₂NO₂
• Molecular Weight: 234.07926
• Mol File: 732944-35-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2,4-Dichloro-benzylaMino)-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2,4-Dichloro-benzylaMino)-acetic acid(732944-35-3)
• EPA Substance Registry System: (2,4-Dichloro-benzylaMino)-acetic acid(732944-35-3)

Safety Data

• Hazardous Substances Data: 732944-35-3(Hazardous Substances Data)

Usage

Description

(2,4-Dichloro-benzylamino)-acetic acid, commonly known as dicamba, is a synthetic auxin herbicide derived from (2,4-dichlorophenyl)-methylamine and acetic acid. It exhibits plant growth-regulating properties and is widely utilized in the agricultural industry for weed control. Dicamba functions by mimicking the plant hormone auxin, which results in uncontrolled growth and eventual death of broadleaf weeds.

Uses

Used in Agriculture:
Dicamba is used as a herbicide for controlling broadleaf weeds in various crops such as corn, soybeans, and wheat. Its effectiveness stems from its ability to act as a synthetic auxin, disrupting the normal growth patterns of weeds and leading to their death. As a systemic herbicide, dicamba is absorbed and distributed throughout the plant, making it efficient even at low application rates.
However, it is important to note that the volatility of dicamba has led to concerns about off-target movement and potential damage to sensitive crops. This has resulted in restrictions on its use in certain regions to minimize the risk of unintended harm to non-target plants.

Upstream product

• 105-36-2 ethyl bromoacetate 
• 95-00-1 2,4-dichloro-benzenemethanamine 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 56-40-6 glycine 

Downstream Products

• 6943-39-1 3-(2,4-dichloro-benzyl)-sydnone 
• 90348-47-3 N-(2,4-dichloro-benzyl)-N-nitroso-glycine 

Relevant articles and documents

N-benzyl residues as the P10 substituents in phosphorus-containing extended transition state analog inhibitors of metalloaminopeptidases

Peptidyl enzyme inhibitors containing an internal aminomethylphosphinic bond system (P(O)(OH)-CH2-NH) can be termed extended transition state analogs by similarity to the corresponding phosphonamidates (P(O)(OH)-NH). Phosphonamidate pseudopeptides are broadly recognized as competitive mechanism-based inhibitors of metalloenzymes, mainly hydrolases. Their practical use is, however, limited by hydrolytic instability, which is particularly restricting for dipeptide analogs. Extension of phosphonamidates by addition of the methylene group produces a P-C-N system fully resistant in water conditions. In the current work, we present a versatile synthetic approach to such modified dipeptides, based on the three-component phospha-Mannich condensation of phosphinic acids, formaldehyde, and N-benzylglycines. The last-mentioned component allowed for simple and versatile introduction of functionalized P10 residues located on the tertiary amino group. The products demonstrated moderate inhibitory activity towards porcine and plant metalloaminopeptidases, while selected derivatives appeared very potent with human alanyl aminopeptidase (Ki = 102 nM for 6a). Analysis of ligand-protein complexes obtained by molecular modelling revealed canonical modes of interactions for mono-metallic alanyl aminopeptidases, and distorted modes for di-metallic leucine aminopeptidases (with C-terminal carboxylate, not phosphinate, involved in metal coordination). In general, the method can be dedicated to examine P10-S10 complementarity in searching for non-evident structures of specific residues as the key fragments of perspective ligands.