53524-81-5

Basic information

• Product Name: 3-METHYL-BENZOFURAN-2-CARBOXYLIC ACID HYDRAZIDE
• Synonyms: 3-methyl-1-benzofuran-2-carbohydrazide(SALTDATA: FREE);3-methyl-2-benzofurancarbohydrazide;3-methylbenzofuran-2-carbohydrazide
• CAS NO: 53524-81-5
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.2
• Mol File: 53524-81-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Density: 1.266g/cm³
• Refractive Index: 1.634
• CAS DataBase Reference: 3-METHYL-BENZOFURAN-2-CARBOXYLIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-BENZOFURAN-2-CARBOXYLIC ACID HYDRAZIDE(53524-81-5)
• EPA Substance Registry System: 3-METHYL-BENZOFURAN-2-CARBOXYLIC ACID HYDRAZIDE(53524-81-5)

Safety Data

• Hazardous Substances Data: 53524-81-5(Hazardous Substances Data)

Usage

General Description

3-Methyl-benzofuran-2-carboxylic acid hydrazide is a chemical compound with the chemical formula C10H9NO2. It is a hydrazide derivative of benzofuran carboxylic acid and is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It is also known for its potential application as a corrosion inhibitor, as well as its antimicrobial and anticancer properties. 3-METHYL-BENZOFURAN-2-CARBOXYLIC ACID HYDRAZIDE has a variety of potential uses in the fields of medicine, agriculture, and material science due to its unique chemical structure and diverse range of properties.

InChI:InChI=1/C10H10N2O2/c1-6-7-4-2-3-5-8(7)14-9(6)10(13)12-11/h2-5H,11H2,1H3,(H,12,13)

Upstream product

• 22367-82-4 ethyl 3-methyl-1-benzofuran-2-carboxylate 
• 118-93-4 o-hydroxyacetophenone 
• 63815-27-0 2-(2'-acetylphenoxy)acetic acid ethyl ester 
• 139-02-6 sodium phenoxide 
• 7699-83-4 Ethyl 2-phenoxy-3-oxobutanoate 

Downstream Products

• 894237-42-4 1-[(3-methylbenzofuran-2-yl)carbonyl]-4-phenylthiosemicarbazide 
• 1186680-15-8 (Z)-1,2-di[(3-methylbenzofuran-2-ylcarbohydrazido)]-1-phenylethene 
• 1186680-17-0 (Z)-1,2-di[(3-methylbenzofuran-2-carbohydrazido)]-1-(4-chlorophenyl)ethene 
• 1204683-26-0 3-methyl-N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-1-benzofuran-2-carbohydrazide 
• 1204683-08-8 (1E,2E)-1-(piperidin-1-yl)-1-phenylhydrazono-2-[(3-methylbenzofuran-2-oyl)hydrazono]propane 

Relevant articles and documents

Development of novel benzofuran-based SLC-0111 analogs as selective cancer-associated carbonic anhydrase isoform IX inhibitors

In the present study, we describe the design of different series of benzofuran-based derivatives as potential carbonic anhydrase inhibitors (CAIs). The adopted design is based on bioisosteric replacement for the p-fluorophenyl SLC-0111 tail with the lipop

Development of 3-methyl/3-(morpholinomethyl)benzofuran derivatives as novel antitumor agents towards non-small cell lung cancer cells

As one of the most lethal malignancies, lung cancer is considered to account for approximately one-fifth of all malignant tumours-related deaths worldwide. This study reports the synthesis and in?vitro biological assessment of two sets of 3-methylbenzofurans (4a–d, 6a–c, 8a–c and 11) and 3-(morpholinomethyl)benzofurans (15a–c, 16a–b, 17a–b and 18) as potential anticancer agents towards non-small cell lung carcinoma A549 and NCI-H23 cell lines, with VEGFR-2 inhibitory activity. The target benzofuran-based derivatives efficiently inhibited the growth of both A549 and NCI-H23 cell lines with IC50 spanning in ranges 1.48–47.02 and 0.49–68.9 μM, respectively. The three most active benzofurans (4b, 15a and 16a) were further investigated for their effects on the cell cycle progression and apoptosis in A549 (for 4b) and NCI-H23 (for 15a and 16a) cell lines. Furthermore, benzofurans 4b, 15a and 16a displayed good VEGFR-2 inhibitory activity with IC50 equal 77.97, 132.5 and 45.4 nM, respectively.

4-Hydroxy-3-methylbenzofuran-2-carbohydrazones as novel LSD1 inhibitors

Histone lysine specific demethylase 1 (LSD1 or KDM1A) is a potential therapeutic target in oncology due to its overexpression in various human tumors. We report herein a new class of benzofuran acylhydrazones as potent LSD1 inhibitors. Among the 31 compounds prepared, 14 compounds exhibited excellent LSD1 inhibitory activity with IC50 values ranging from 7.2 to 68.8 nM. In cellular assays, several compounds inhibited the proliferations of various cancer cell lines, including PC-3, MCG-803, U87 MG, PANC-1, HT-29 and MCF-7. This opens up the opportunity for further optimization and investigation of this class compounds for potential cancer treatment.