36304-38-8

Basic information

• Product Name: M-TOLYLOXY-ACETIC ACID HYDRAZIDE
• Synonyms: 2-(3-methylphenoxy)acetohydrazide(SALTDATA: FREE);(3-Methylphenoxy)acetic acid hydrazide;2-(3-methylphenoxy)ethanehydrazide;Acetic acid, (3-methylphenoxy)-, hydrazide;Acetic acid, (m-tolyloxy)-, hydrazide (7CI);m-Tolyloxyacetylhydrazine
• CAS NO: 36304-38-8
• Molecular Formula: C₉H₁₂N₂O₂
• Molecular Weight: 180.21
• Mol File: 36304-38-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 179-181 °C(Solv: ethanol (64-17-5))
• Boiling Point: 405.4°Cat760mmHg
• Flash Point: 199°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 8.8E-07mmHg at 25°C
• Refractive Index: 1.548
• PKA: 12.28±0.35(Predicted)
• CAS DataBase Reference: M-TOLYLOXY-ACETIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: M-TOLYLOXY-ACETIC ACID HYDRAZIDE(36304-38-8)
• EPA Substance Registry System: M-TOLYLOXY-ACETIC ACID HYDRAZIDE(36304-38-8)

Safety Data

• Hazardous Substances Data: 36304-38-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H12N2O2/c1-7-3-2-4-8(5-7)13-6-9(12)11-10/h2-5H,6,10H2,1H3,(H,11,12)

Upstream product

• 66047-01-6 ethyl 3-methylphenoxyacetate 
• 63051-20-7 m-tolyloxyacetic acid methyl ester 
• 105-39-5 chloroacetic acid ethyl ester 
• 108-39-4 3-methyl-phenol 
• 1643-15-8 2-(m-tolyloxy)acetic acid 

Downstream Products

• 21520-92-3 2-Amino-5-(3'-methylphenoxymethyl)-1,3,4-oxadiazole 
• 66178-72-1 5-m-tolyloxymethyl-3H-[1,3,4]oxadiazole-2-thione 
• 372164-14-2 5-m-Tolyloxymethyl-2,4-dihydro-[1,2,4]triazole-3-thione 
• 117554-49-1 1-(3'-Methylphenoxyacetamido)-2,5-dimethylpyrrole 
• 300661-54-5 4-chloro-N-(N'-m-tolyloxyacetyl-hydrazinocarbothioyl)-benzamide 
• 372164-11-9 C₁₀H₁₃N₃O₂S 
• 180798-31-6 4-bromo-N-(N'-m-tolyloxyacetyl-hydrazinocarbothioyl)-benzamide 

Relevant articles and documents

Design, modification of phyllanthone derivatives as anti-diabetic and cytotoxic agents

Twelve benzylidene derivatives, one Baeyer-Villiger oxidative, six imine derivatives were successfully designed and synthesised from phyllanthone. In the search for potential new anti-diabetic agents, phyllanthone along with its benzylidene and oxidation analogues were evaluated for enzyme inhibition against α-glucosidase. In the benzylidene series, most analogues displayed stronger activity than the mother compound. Compound 1c revealed the strongest activity, outperforming the acarbose positive control with an IC50 value of 19.59 μM. Phyllanthone and its derivatives were then tested for cytotoxic activity against the K562 cell line. The imine analogues displayed the most powerful cytotoxic activity with 3cand 3d having IC50 values of 57.55 and 68.02 μM, respectively.

Synthesis, α-glucosidase inhibition, and molecular docking studies of novel N-substituted hydrazide derivatives of atranorin as antidiabetic agents

A series of novel N-substituted hydrazide derivatives were synthesized by reacting atranorin, a compound with a natural depside structure (1), with a range of hydrazines. The natural product and 12 new analogues (2–13) were investigated for inhibition of α-glucosidase. The N-substituted hydrazide derivatives showed more potent inhibition than the original. The experimental results were confirmed by docking analysis. This study suggests that these compounds are promising molecules for diabetes therapy. Molecular dynamics simulations were carried out with compound 2 demonstrating the best docking model using Gromac during simulation up to 20 ns to explore the stability of the complex ligand-protein. Furthermore, the activity of all synthetic compounds 2–13 against a normal cell line HEK293, used for assessing their cytotoxicity, was evaluated.

Synthesis and evaluation of antimicrobial potential of novel oxadiazoles derived from tolyloxy moiety

Oxadiazoles and m-cresol are the potent antimicrobial moieties. 2-(m-Tolyloxy)acetohydrazide (3), a derivative of ethyl-2-(m-tolyloxy)acetate), on cyclization with aromatic acids yielded 2-(aryl)-5-(m-tolyloxymethyl)- 1,3,4-oxadiazole derivatives (4a-e).