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

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

Downstream Products

• 461681-54-9 N’-(1-(4-methoxyphenyl)ethylidene)-3-methylbenzofuran-2-carbohydrazide 
• 1204683-03-3 (1Z,2E)-2-{[(3-methylbenzofuran-2-yl)carbonyl]hydrazono}-N-(4-nitrophenyl)propanehydrazonoyl chloride 
• 1204683-05-5 (1Z,2E)-2-{[(3-methylbenzofuran-2-yl)carbonyl]hydrazono}-N-(4-bromophenyl)propanehydrazonoyl chloride 
• 1204682-97-2 (1Z,2E)-2-{[(3-methylbenzofuran-2-yl)carbonyl]hydrazono}-N-phenylpropanehydrazonoyl chloride 
• 1204683-01-1 (1Z,2E)-2-{[(3-methylbenzofuran-2-yl)carbonyl]hydrazono}-N-(4-methoxyphenyl)propanehydrazonoyl chloride 
• 1204682-99-4 (1Z,2E)-2-{[(3-methylbenzofuran-2-yl)carbonyl]hydrazono}-N-(4-tolyl)propanehydrazonoyl chloride 
• 1204683-08-8 (1E,2E)-1-(piperidin-1-yl)-1-phenylhydrazono-2-[(3-methylbenzofuran-2-oyl)hydrazono]propane 
• 1204683-26-0 3-methyl-N'-[(1E,2E)-3-phenylprop-2-en-1-ylidene]-1-benzofuran-2-carbohydrazide 
• 1186680-17-0 (Z)-1,2-di[(3-methylbenzofuran-2-carbohydrazido)]-1-(4-chlorophenyl)ethene 

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 novel benzofuran-isatin conjugates as potential antiproliferative agents with apoptosis inducing mechanism in Colon cancer

In the current work, a new set of carbohydrazide linked benzofuran-isatin conjugates (5a–e and 7a–i) was designed and synthesised. The anticancer activity for compounds (5b–d, 7a, 7b, 7d and 7g) was measured against NCI-55 human cancer cell lines. Compound 5d was the most efficient, and thus subjected to the five-dose screen where it showed excellent broad activity against almost all tested cancer subpanels. Furthermore, all conjugates (5a–e and 7a–i) showed a good anti-proliferative activity towards colorectal cancer SW-620 and HT-29 cell lines, with an excellent inhibitory effect for compounds 5a and 5d (IC50 = 8.7 and 9.4 μM (5a), and 6.5 and 9.8 μM for (5d), respectively). Both compounds displayed selective cytotoxicity with good safety profile. In addition, both compounds provoked apoptosis in a dose dependent manner in SW-620 cells. Also, they significantly inhibited the anti-apoptotic Bcl2 protein expression and increased the cleaved PARP level that resulted in SW-620 cells apoptosis.

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.