5814-06-2

Basic information

• Product Name: 2,4-DICHLOROBENZHYDRAZIDE
• Synonyms: AKOS BBS-00004605;2,4-DICHLOROBENZHYDRAZIDE;2,4-DICHLOROBENZOIC ACID HYDRAZIDE;SPECS AG-205/15424553;2,4-DICHLOROBENZOIC HYDRAZIDE;2,4-Dichlorobenzhydrazide,97%;2,4-DICHLOROBENZOHYDRAZIDE;2,4-DICHLOROBENZHYDRAZIDE 97%
• CAS NO: 5814-06-2
• Molecular Formula: C₇H₆Cl₂N₂O
• Molecular Weight: 205.04
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes
• Mol File: 5814-06-2.mol
• Article Data: 53

Chemical Properties

• Melting Point: 168-170°C
• Appearance: /
• Density: 1.455 g/cm³
• Refractive Index: 1.605
• BRN: 2092018
• CAS DataBase Reference: 2,4-DICHLOROBENZHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DICHLOROBENZHYDRAZIDE(5814-06-2)
• EPA Substance Registry System: 2,4-DICHLOROBENZHYDRAZIDE(5814-06-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 5814-06-2(Hazardous Substances Data)

Usage

General Description

2,4-Dichlorobenzhydrazide, also known as 2,4-DB, is a chemical compound commonly used as a herbicide in agricultural settings. It functions by inhibiting the growth of unwanted plants, particularly broadleaf weeds, without harming desired crops. 2,4-DB is commonly applied to grassy crops such as wheat, barley, and oats, as well as on non-crop areas such as golf courses and lawns. It is typically formulated as a liquid or granular product and is applied using spray equipment or spreaders. While 2,4-DB can be an effective herbicide, it is important to use it carefully and according to label instructions to minimize its potential impact on the environment and non-target organisms.

InChI:InChI=1/C7H6Cl2N2O/c8-4-1-2-5(6(9)3-4)7(12)11-10/h1-3H,10H2,(H,11,12)

Upstream product

• 35112-28-8 methyl 2,4-dichlorobenzoate 
• 56882-52-1 ethyl 2,4-dichlorobenzoate 
• 50-84-0 2,4 dichlorobenzoic acid 
• 89-75-8 2,4-dichlorobenzoyl chloride 

Downstream Products

• 78959-42-9 2,4-dichlorobenzoic acid 2-(2H-1,4-benzoxazin-3-yl)hydrazide 
• 78959-11-2 2,4-dichloro-benzoic acid 2-(2H-1,4-benzothiazin-3-yl)-hydrazide 
• 23288-92-8 5-(2,4-dichlorophenyl)-1,3,4-oxadiazoline-2(3H)-thione 
• 137156-81-1 3-(2,4-Dichloro-phenyl)-1H-4-oxa-1,2,9,10-tetraaza-anthracene 
• 130489-58-6 2,4-Dichloro-benzoic acid pent-(E)-ylidene-hydrazide 
• 107401-34-3 2-(2,4-Dichloro-phenyl)-5-((E)-styryl)-[1,3,4]oxadiazole 
• 125299-07-2 2,4-Dichloro-benzoic acid [2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-hydrazide 
• 140430-44-0 2-(2,4-Dichloro-benzoyl)-5-methyl-2,4-dihydro-pyrazol-3-one 
• 94100-65-9 C₁₅H₁₃Cl₂N₃OS 
• 93677-79-3 C₁₅H₁₃Cl₂N₃OS 
• 39575-21-8 Benzaldehyd-(2,4-dichlorbenzoyl)hydrazon 
• 107401-30-9 2,4-Dichloro-benzoic acid [1-(4-hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 107401-32-1 2-(2,4-Dichloro-phenyl)-5-(4-methoxy-phenyl)-[1,3,4]oxadiazole 
• 107401-23-0 2,4-Dichloro-benzoic acid [2-methyl-prop-(E)-ylidene]-hydrazide 

Relevant articles and documents

Synthesis, spectral analysis, antibacterial, antifungal, antioxidant and hemolytic activity studies of some new 2,5-disubstituted-1,3,4-oxadiazoles

Series of 1,3,4-oxadiazole derivatives (5a–5g and 5h, 5i) were synthesized and characterized by FT-IR, 1H NMR, 13C NMR and HR-MS spectral analysis. All the target compounds were screened for their in vitro antibacterial activity against two Gram-negative bacterial strains namely Escherichia coli (MTCC 405) and Salmonella typhi (MTCC 3224) and two Gram-positive bacterial strains namely Bacillus subtilis (MTCC 1790) and Bacillus megaterium (MTCC 1684) and antifungal activity against Aspergillus niger (MTCC 282), Rhizopus oryzae (MTCC 262), Penicillium chrysogenum (MTCC 974), and Candida albicans (MTCC 183) fungal strains. The synthesized compounds exhibited significant antibacterial and antifungal potential. Three compounds (5e, 5f and 5g) have shown higher antibacterial activity with very low MIC values comparable to streptomycin. According to the SAR study, the antibacterial efficacy can be intensified by substituting fluoro and methyl substituents at the para position in acid hydrazide. The synthesized compounds were also screened for % radical scavenging activity by OH and DPPH assay and found to be good antioxidant agents. Besides, the hemolytic study revealed that the synthesized 1,3,4-oxadiazoles possessed negligible cytotoxicity compared with the standard.

Design, Synthesis, and Study of the Insecticidal Activity of Novel Steroidal 1,3,4-Oxadiazoles

A series of novel steroidal derivatives with a substituted 1,3,4-oxadiazole structure was designed and synthesized, and the target compounds were evaluated for their insecticidal activity against five aphid species. Most of the tested compounds exhibited potent insecticidal activity against Eriosoma lanigerum (Hausmann), Myzus persicae, and Aphis citricola. Compounds 20g and 24g displayed the highest activity against E. lanigerum, showing LC50 values of 27.6 and 30.4 μg/mL, respectively. Ultrastructural changes in the midgut cells of E. lanigerum were detected by transmission electron microscopy, indicating that these steroidal oxazole derivatives might exert their insecticidal activity by destroying the mitochondria and nuclear membranes in insect midgut cells. Furthermore, a field trial showed that compound 20g exhibited effects similar to those of the positive controls chlorpyrifos and thiamethoxam against E. lanigerum, reaching a control rate of 89.5% at a dose of 200 μg/mL after 21 days. We also investigated the hydrolysis and metabolism of the target compounds in E. lanigerum by assaying the activities of three insecticide-detoxifying enzymes. Compound 20g at 50 μg/mL exhibited inhibitory action on carboxylesterase similar to the known inhibitor triphenyl phosphate. The above results demonstrate the potential of these steroidal oxazole derivatives to be developed as novel pesticides.

Design, synthesis, and evaluation of N-benzylpyrrolidine and 1,3,4-oxadiazole as multitargeted hybrids for the treatment of Alzheimer's disease

Novel N-Benzylpyrrolidine hybrids were designed, synthesized, and tested against multiple in-vitro and in-vivo parameters. Among all the synthesized molecules, 8f and 12f showed extensive inhibition against beta-secretase-1 (hBACE-1), human acetylcholinesterase (hAChE) & human butyrylcholinesterase (hBuChE). These molecules are also endowed with significant AChE-peripheral anionic site (PAS) binding capability, blood-brain barrier permeability, potential disassembly of Aβ aggregates along with neuroprotection ability on SHSY-5Y cell lines. Results of the Y-Maze and Morris water maze test concluded that compounds 8f and 12f ameliorated cognitive dysfunction induced by scopolamine and Aβ. The ex-vivo activity was executed on rat's brain homogenate indicating a reduction in AChE level and oxidative stress. The pharmacokinetic investigation ascertained considerable oral absorption profile of the lead 12f. The results of the in silico docking studies and molecular dynamics simulations demonstrated stable interactions of compounds 8f and 12f with the target residues of hAChE, hBuChE and hBACE-1.