5933-32-4

Basic information

• Product Name: 4-BROMOBENZHYDRAZIDE
• Synonyms: 4-BROMOBENZOYLHYDRAZINE;4-BROMO-BENZOIC ACID HYDRAZIDE;4-BROMOBENZOIC HYDRAZIDE;4-BROMOBENZHYDRAZIDE;4-BROMOBENZOHYDRAZIDE;Benzoic acid, 4-bromo-, hydrazide;Benzoic acid, p-bromo-, hydrazide;p-bromo-benzoicacihydrazide
• CAS NO: 5933-32-4
• Molecular Formula: C₇H₇BrN₂O
• Molecular Weight: 215.05
• EINECS: 227-681-9
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Bromine Compounds;Carbonyl Compounds;Hydrazides;Organic Building Blocks
• Mol File: 5933-32-4.mol
• Article Data: 119

Chemical Properties

• Melting Point: 167-169°C
• Boiling Point: 353.2 °C at 760 mmHg
• Flash Point: 167.4 °C
• Appearance: Light beige/Powder
• Density: 1.615 g/cm³
• Vapor Pressure: 1.34E-05mmHg at 25°C
• Refractive Index: 1.615
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 12.09±0.10(Predicted)
• Water Solubility: Soluble in hot methanol (almost transparency). Slightly soluble in water.
• BRN: 777006
• CAS DataBase Reference: 4-BROMOBENZHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMOBENZHYDRAZIDE(5933-32-4)
• EPA Substance Registry System: 4-BROMOBENZHYDRAZIDE(5933-32-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39
• WGK Germany: 3
• RTECS: DG4449250
• Hazardous Substances Data: 5933-32-4(Hazardous Substances Data)

Usage

Description

4-BROMOBENZHYDRAZIDE is a light beige powder that serves as an essential intermediate in the synthesis of various organic compounds and pharmaceuticals. It is a chemical compound with the molecular formula C7H6BrN3 and is known for its significant role in the preparation of different organic molecules.

Uses

Used in Pharmaceutical Industry:
4-BROMOBENZHYDRAZIDE is used as a key intermediate for the synthesis of various pharmaceutical compounds. It plays a crucial role in the preparation of 2-[1-oxo-3-(4-bromophenyl)-2-propenyl]hydrazide-4-bromobenzoic acid, which is an important molecule in the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, 4-BROMOBENZHYDRAZIDE is used as a starting material for the synthesis of various organic compounds, including 2,2?-[1,4-phenylenebis(1-oxo-2-propene-3,1-diyl)]dihydrazide-p-bromobenzoic acid and substituted period[1,2-a]pyrimidine-2,4(3H)-diones (PPMDO). These synthesized compounds can be further utilized in the development of new drugs, materials, or other applications in the chemical industry.
Used in Material Science:
4-BROMOBENZHYDRAZIDE can also be employed in the development of new materials with specific properties, such as optical, electronic, or magnetic characteristics. The synthesized compounds from this intermediate can be used in the creation of advanced materials for various applications, including sensors, displays, and energy storage devices.

InChI:InChI=1/C7H7BrN2O/c8-6-3-1-5(2-4-6)7(11)10-9/h1-4H,9H2,(H,10,11)

Upstream product

• 1633-33-6 4-bromobenzoic anhydride 
• 99-90-1 para-bromoacetophenone 
• 82892-00-0 N-(4-bromobenzoyl)imidazole 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 7803-57-8 hydrazine hydrate 
• 586-75-4 4-chlorobenzoyl chloride 
• 586-76-5 4-Bromobenzoic acid 
• 5798-76-5 phenyl 4-bromobenzoate 
• 619-42-1 4-methoxycarbonylphenyl bromide 

Downstream Products

• 74038-71-4 N’-acetyl-4-bromobenzohydrazide 
• 82973-11-3 benzaldehyde-4-bromobenzoylhydrazone 
• 100989-07-9 1-(p-Bromobenzoyl)-2-(p-biphenylcarbonyl)hydrazine 
• 88238-17-9 1-(p-bromobenzoyl)-2-D-gluconylhydrazine 
• 78518-29-3 4-Bromo-benzoic acid N'-((2R,3R,4S,5R,6R)-2,3,4,5,6,7-hexahydroxy-heptanoyl)-hydrazide 
• 92695-72-2 4-bromo-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide 
• 748136-85-8 N'-[(2-aminophenyl)carbonyl]-4-bromobenzoylhydrazide 
• 118071-21-9 4-Bromo-N-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-benzamide 
• 102674-55-5 methyl N-4-bromobenzoyl-L-prolyl-L-valyl-2-methylalanyl-2-methylalaninate 
• 933650-49-8 4-bromo-N-(2,5-dimethyl-1H-pyrrol-1-yl)benzamide 
• 1224867-80-4 C₂₈H₂₀Br₂N₄O₄ 
• 1246534-86-0 C₂₁H₁₅Br₂N₅O₄ 
• 1226513-79-6 4-bromobenzoic acid (5-tert-butyl-2-hydroxybenzylidene)hydrazide 
• 903488-30-2 4-bromobenzoic acid (2-hydroxy-3,5-dinitrobenzylidene)hydrazide 

Relevant articles and documents

Synthesis, fungicidal activity, and 3D-QSAR of tetrazole derivatives containing phenyloxadiazole moieties

In an effort to discover new agents with good fungicidal activities against CDM (cucumber downy mildew), a series of tetrazole derivatives containing phenyloxadiazole moieties were designed and synthesized. The EC50 values for fungicidal activities against CDM were determined. Bioassay results indicated that most synthesized compounds exhibited potential in vivo fungicidal activity against CDM. A CoMFA (comparative molecular field analysis) model based on the bioactivity was developed to identify some primary structural quality for the efficiency. The values of q2 and r2 for the established model were 0.791 and 0.982 respectively, which reliability and predict abilities were verified. Three analogues (q3, q4, q5) were designed and synthesized based on the model. All these compounds exhibited significant fungicidal activity on CDM with the EC50 of 1.43, 1.52, 1.77 mg·L?1. This work could provide a useful instruction for the further structure optimization.

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, in vitro and in vivo evaluation against MRSA and molecular docking studies of novel pleuromutilin derivatives bearing 1, 3, 4-oxadiazole linker

A class of pleuromutilin derivatives containing 1, 3, 4-oxadiazole were designed and synthesized as potential antibacterial agents against Methicillin-resistant staphylococcus aureus (MRSA). The ultrasound-assisted reaction was proposed as a green chemistry method to synthesize 1, 3, 4-oxadiazole derivatives (intermediates 85–110). Among these pleuromutilin derivatives, compound 133 was found to be the strongest antibacterial derivative against MRSA (MIC = 0.125 μg/mL). Furthermore, the result of the time-kill curves displayed that compound 133 could inhibit the growth of MRSA in vitro quickly (- 4.36 log10 CFU/mL reduction). Then, compound 133 (- 1.82 log10 CFU/mL) displayed superior in vivo antibacterial efficacy than tiamulin (- 0.82 log10 CFU/mL) in reducing MRSA load in mice thigh model. Besides, compound 133 exhibited low cytotoxicity to RAW 264.7 cells. Molecular docking studies revealed that compound 133 was successfully localized in the binding pocket of 50S ribosomal subunit (ΔGb = -10.50 kcal/mol). The results indicated that these pleuromutilin derivatives containing 1, 3, 4-oxadiazole might be further developed into novel antibiotics against MRSA.