58586-81-5

Basic information

• Product Name: 4-ETHOXYBENZHYDRAZIDE
• Synonyms: 4-Ethoxybenzohydrazide;P-ETHOXY BENZHYDRAZIDE;ASISCHEM D51118;AKOS BBS-00004533;4-ETHOXYBENZHYDRAZIDE;4-ETHOXYBENZHYDRAZIDE 98%;4-Ethoxybenzhydrazide, 98+%
• CAS NO: 58586-81-5
• Molecular Formula: C₉H₁₂N₂O₂
• Molecular Weight: 180.2
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes
• Mol File: 58586-81-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: 126-128°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.144g/cm³
• Refractive Index: 1.549
• PKA: 12.67±0.10(Predicted)
• BRN: 2642900
• CAS DataBase Reference: 4-ETHOXYBENZHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ETHOXYBENZHYDRAZIDE(58586-81-5)
• EPA Substance Registry System: 4-ETHOXYBENZHYDRAZIDE(58586-81-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 58586-81-5(Hazardous Substances Data)

Usage

General Description

4-Ethoxybenzhydrazide is a organic compound with the chemical formula C9H12N2O. It is a white to off-white crystalline powder that is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. The compound has various industrial applications, including its use as a raw material for the production of dyes, pigments, and polymers. It is also reported to possess anticonvulsant and hypoglycemic properties, making it a potential candidate for the development of new drugs.4-Ethoxybenzhydrazide is considered to be relatively stable under normal conditions, but can react violently with strong oxidizing agents or acids. It should be handled and stored with caution to prevent any potential hazards.

InChI:InChI=1/C9H12N2O2/c1-2-13-8-5-3-7(4-6-8)9(12)11-10/h3-6H,2,10H2,1H3,(H,11,12)

Upstream product

• 619-86-3 4-(ethoxy)benzoic acid 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 23676-08-6 methyl 4-ethoxybenzoate 
• 23676-09-7 ethyl 4-ethoxybenzoate 

Downstream Products

• 891566-71-5 C₁₆H₁₆ClN₃O₂S 
• 1343824-88-3 C₁₀H₁₀N₂O₃ 
• 1630012-86-0 4-butyl-5-(4-ethoxyphenyl)-2H-1,2,4-triazole-3(4H)-one 
• 902110-38-7 C₁₄H₂₁N₃O₃ 
• 32416-92-5 N-(p-ethoxybenzamido)-N'-phenylthiourea 
• 84159-98-8 5-(4-ethoxy-phenyl)-[1,3,4]-oxadiazole-2-thiol 
• 93299-82-2 1-(4-Ethoxy-phenyl)-4H-5-oxa-2,3,9b-triaza-cyclopenta[a]naphthalene 
• 78959-34-9 p-ethoxybenzoic acid 2-(2H-1,4-benzoxazin-3-yl)hydrazide 
• 545367-65-5 4-ethoxy-benzoic acid isopropylidenehydrazide 

Relevant articles and documents

Synthesis, Antiproliferative and Antioxidant Activity of 3-Mercapto-1,2,4-Triazole Derivatives as Combretastatin A-4 Analogues

Two series of 3-mercapto-1,2,4-triazole derivatives containing alkoxy substituents different in size and position were synthesized and their structures were characterized by FT-IR, 1H NMR, 13C NMR spectroscopy and elemental analysis. The synthesized compounds were assessed for their antiproliferative activity against colon cancer cell line (SW480). The results indicated that the size and position of the alkoxy group significantly influenced the antiproliferative activity. The highest cancer cell growth inhibition values were observed for the compounds containing 3,4,5-trimethoxyphenyl groups in their structures (57.74, 54.14 and 60.70% at 50 μM for compounds 5a, 12b and 14, respectively). The synthesized compounds were also subjected to DPPH protocol for evaluating the antioxidant activity. The results showed that all compounds had moderate to high levels of antioxidant capacity as compared to ascorbic acid as standard, the highest free radical scavenging capacity of 75% was observed for compound 4a at 50 μM.

Microwave assisted synthesis and evaluation of some substituted 1,3,4-oxadiazoles as free radical scavenger

A series of 5-(4-substituted phenyl)-1,3,4-oxadiazoles (4a-h) were prepared from 4-substituted benzoic acid hydrazides (3a-h). Structures of the synthesized compounds were confirmed on the basis of IR, 13C NMR, Mass spectral methods and elemental analysis. The compounds were screened for antioxidant activities using hydrogen peroxide scavenging method comparing with ascorbic acid as standard antioxidant. The results reveal that the compounds possess significant free radical scavenging activities. It is recommended that these compounds might be used in future to generate derivatives for emerging free radical scavenger.

Synthesis and anticonvulsant activity evaluation of 4-butyl-5-(4- alkoxyphenyl)-2H-1,2,4-triazole-3(4H)-ones

A series of 4-butyl-5-(4-alkoxyphenyl)-2H-1,2,4-triazole-3(4H)-ones (6a-6u) was designed and synthesized. The anticonvulsant effects and neurotoxicity of the compounds were evaluated with maximal electroshock test and rotarod test. Among the synthetic compounds, 4-butyl-5-(4-(2-fluorinebenzyl)phenyl)-2H-1,2,4- triazole-3 (4H)-one (6k) was the most potent with ED50 value of 27.4 mg/kg and protective index (PI = TD50/ED50) value of 12.0. Besides the anti-MES efficacy, the potency of compound 6k against seizures induced by pentylenetetrazole (PTZ), 3-mercaptopropionic acid (3-MP), and bicuculline (BIC) was also established, which suggested that the mechanisms of action including enhancing of GABAergic activity might be involved in its anticonvulsant activity.