13050-47-0

Basic information

• Product Name: 3-Methyl-benzoylhydrazide
• Synonyms: 3-Methylbenzohydrazide;Benzoic acid, 3-methyl-, hydrazide;M-TOLUYLIC ACID HYDRAZIDE;M-TOLUIC HYDRAZIDE;M-TOLUIC ACID HYDRAZIDE;AKOS BBS-00004510;3-METHYL-BENZOYLHYDRAZIDE;3-METHYLBENZOIC HYDRAZIDE
• CAS NO: 13050-47-0
• Molecular Formula: C₈H₁₀N₂O
• Molecular Weight: 150.18
• EINECS: 235-926-6
• Product Categories: AMIDE;Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes
• Mol File: 13050-47-0.mol
• Article Data: 73

Chemical Properties

• Melting Point: 96 °C
• Appearance: /
• Density: 1.127 g/cm³
• Refractive Index: 1.568
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• BRN: 2045125
• CAS DataBase Reference: 3-Methyl-benzoylhydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-benzoylhydrazide(13050-47-0)
• EPA Substance Registry System: 3-Methyl-benzoylhydrazide(13050-47-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 13050-47-0(Hazardous Substances Data)

Usage

Description

3-Methyl-benzoylhydrazide, also known as N'-methyl-3-oxobenzohydrazide, is a chemical compound characterized by the molecular formula C9H10N2O2. It presents as a white to yellow crystalline solid and serves as a versatile reagent in organic synthesis and a pharmaceutical intermediate. 3-Methyl-benzoylhydrazide is recognized for its potential applications across various fields, including medicine, agriculture, and materials science, with its antimicrobial and antifungal properties highlighting its bioactivity.

Uses

Used in Pharmaceutical Industry:
3-Methyl-benzoylhydrazide is used as a pharmaceutical intermediate for the synthesis of various drugs, leveraging its reactivity and structural properties to facilitate the creation of new medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Methyl-benzoylhydrazide is utilized as a key component in the production of pesticides and herbicides, contributing to the development of effective crop protection agents.
Used as a Dye Intermediate:
3-Methyl-benzoylhydrazide is employed as a dye intermediate, playing a crucial role in the synthesis of dyes used in various applications, including textiles and other industrial processes.
Used in Polymer Industry:
As a stabilizer in polymers, 3-Methyl-benzoylhydrazide helps to enhance the stability and performance of polymeric materials, extending their durability and resistance to degradation.
Used in Materials Science:
3-Methyl-benzoylhydrazide's potential in materials science is attributed to its ability to contribute to the development of new materials with improved properties, such as enhanced stability and reactivity.
Used in Antimicrobial and Anti-Fungal Applications:
3-Methyl-benzoylhydrazide is studied for its antimicrobial and antifungal properties, indicating its potential as a bioactive agent in various applications, including medical and environmental uses.

InChI:InChI=1/C8H10N2O/c1-6-3-2-4-7(5-6)8(11)10-9/h2-5H,9H2,1H3,(H,10,11)

Upstream product

• 1644630-65-8 C₁₄H₁₀ClNO₄ 
• 302-01-2 hydrazine 
• 99-04-7 m-Toluic acid 
• 1711-06-4 3-Methylbenzoyl chloride 
• 36718-84-0 4-nitrophenyl 3-methylbenzoate 
• 99-36-5 1-methoxycarbonyl-3-methylbenzene 
• 120-33-2 ethyl 3-methylbenzoate 

Downstream Products

• 807628-30-4 C₃₂H₃₅N₅O₅Si 
• 880030-47-7 N'-[(2-chloroquinolin-3-yl)methylidene]-3-methylbenzohydrazide 
• 1309382-86-2 1-(2-chloro-5-thiazolylmethyl)-3-methyl-5-(-3-methylbenzamido)-1,3,5-hexahydrotriazine-2-N-nitroimine 
• 882213-58-3 5-[4'-(5-m-tolyl-[1,3,4]oxadiazol-2-ylsulfanylmethyl)-biphenyl-2-yl]-2-trityl-2H-tetrazole 

Relevant articles and documents

Synthesis, crystal structures and insulin-like activity of three new oxidovanadium(V) complexes with aroylhydrazone ligand

Three new oxidovanadium(V) complexes were designed, synthesized and characterized by C, H, N elemental analysis, single crystal X-ray diffraction，UV/Vis and IR spectra. Complex 1: [VOL1X] (H2L1 = (E)-N′-(2-hydroxybenzylidene)-3-methbenzohydrazide, HX = ethylmaltol = 2-ethyl-3-hydroxy-4-pyrone), Complex 2: [VOL2(CH3O)(CH3OH)], (H2L2 = C16H16N2O4 = (E)-N′-(2-hydroxybenzylidene)-3,5-dimethoxybenzohydrazide, CH3OH = methanol), Complex 3: [VOL3X] (H2L3 = (E)-N′-(3-ethoxy-2-hydroxybenzylidene)-3,5-dimethoxybenzohydrazide). The insulin-like activity of the three complexes was tested. Both normal and streptozotocin (STZ)-diabetic mice were administered intragastrically for two weeks. It was found that the complexes at doses of 10.0 and 5.0 mg V·kg?1 can significantly decrease the blood glucose level in STZ-diabetic mice, and the blood glucose level in the treated normal mice was not altered. The lesions of kidney and liver caused by diabetes have varying degrees of improvement.

Synthesis and biological evaluation of honokiol derivatives bearing 3-((5-phenyl-1,3,4-oxadiazol-2-yl)methyl)oxazol-2(3h)-ones as potential viral entry inhibitors against sars-cov-2

The 2019 coronavirus disease (COVID-19) caused by SARS-CoV-2 virus infection has posed a serious danger to global health and the economy. However, SARS-CoV-2 medications that are specific and effective are still being developed. Honokiol is a bioactive component from Magnoliae officinalis Cortex with damp-drying effect. To develop new potent antiviral molecules, a series of novel honokiol analogues were synthesized by introducing various 3-((5-phenyl-1,3,4-oxadiazol-2-yl)methyl)oxazol-2(3H)-ones to its molecule. In a SARS-CoV-2 pseudovirus model, all honokiol derivatives were examined for their antiviral entry activities. As a result, 6a and 6p demonstrated antiviral entry effect with IC50 values of 29.23 and 9.82 μM, respectively. However, the parental honokiol had a very weak antiviral activity with an IC50 value more than 50 μM. A biolayer interfero-metry (BLI) binding assay and molecular docking study revealed that 6p binds to human ACE2 protein with higher binding affinity and lower binding energy than the parental honokiol. A competitive ELISA assay confirmed the inhibitory effect of 6p on SARS-CoV-2 spike RBD’s binding with ACE2. Importantly, 6a and 6p (TC50 > 100 μM) also had higher biological safety for host cells than honokiol (TC50 of 48.23 μM). This research may contribute to the discovery of potential viral entrance inhibitors for the SARS-CoV-2 virus, although 6p’s antiviral efficacy needs to be validated on SARS-CoV-2 viral strains in a biosafety level 3 facility.

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.