64328-60-5

Basic information

• Product Name: 4-PROPOXY-BENZOIC ACID HYDRAZIDE
• Synonyms: 4-PROPOXY-BENZOIC ACID HYDRAZIDE;ASISCHEM D51119
• CAS NO: 64328-60-5
• Molecular Formula: C₁₀H₁₄N₂O₂
• Molecular Weight: 194.23
• Mol File: 64328-60-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.116 g/cm³
• Refractive Index: 1.541
• CAS DataBase Reference: 4-PROPOXY-BENZOIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PROPOXY-BENZOIC ACID HYDRAZIDE(64328-60-5)
• EPA Substance Registry System: 4-PROPOXY-BENZOIC ACID HYDRAZIDE(64328-60-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 64328-60-5(Hazardous Substances Data)

Usage

General Description

4-Propoxy-benzoic acid hydrazide, also known as PBAH, is a chemical compound with the molecular formula C10H14N2O3. It is a white to off-white crystalline powder that is insoluble in water but soluble in organic solvents. PBAH is commonly used as a pharmaceutical intermediate in the synthesis of various organic compounds. It has also been studied for its potential use as a corrosion inhibitor and in the development of new materials. PBAH exhibits potential biological activities and has been investigated for its potential antitumor and antiviral properties. Additionally, it has shown potential as an inhibitor of enzymes involved in inflammatory processes.

InChI:InChI=1/C10H14N2O2/c1-2-7-14-9-5-3-8(4-6-9)10(13)12-11/h3-6H,2,7,11H2,1H3,(H,12,13)

Upstream product

• 115478-59-6 methyl 4-propoxy benzoate 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 5438-19-7 4-propoxybenzoic acid 
• 99-76-3 methyl 4-hydroxylbenzoate 

Downstream Products

• 134313-85-2 [(4-Propoxy-benzoyl)-hydrazono]-acetic acid 
• 406934-66-5 4-amino-5-(4-propyloxyphenyl)-2,4-dihydro-3H[1,2,4]triazole-3-thione 
• 139397-49-2 (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenyl-2-{2-[(4-propoxy-benzoyl)-hydrazono]-acetylamino}-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 
• 1609020-86-1 3-acetyl-5-(4-propoxy-phenyl)-2-(5-nitrofuran-2-yl)-2,3-dihydro-1,3,4-oxadiazole 
• 500195-02-8 4-propoxy-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide 
• 1630012-42-8 C₁₁H₁₂N₂O₃ 
• 1630012-90-6 4-butyl-5-(4-propoxyphenyl)-2H-1,2,4-triazole-3(4H)-one 
• 890298-05-2 C₁₅H₂₃N₃O₃ 

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.

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.

Synthesis, molecular modeling and preliminary biological evaluation of a set of 3-acetyl-2,5-disubstituted-2,3-dihydro-1,3,4-oxadiazole as potential antibacterial, anti-Trypanosoma cruzi and antifungal agents

A series of 3-acetyl-2,5-disubstituted-2,3-dihydro-1,3,4-oxadiazole derivatives was synthesized and their activity screened in vitro against Staphylococcus aureus, Trypanosoma cruzi, and Candida albicans. The bioactivity was expressed as minimum inhibitory concentration (MIC) for S. aureus strains, and as fifty-percent inhibitory concentration (IC50) of parasite population growth for T. cruzi. A molecular modeling approach was performed to establish qualitative relationships regarding the biological data and the compounds' physicochemical properties. The 5-(4-OC4H9Ph, 5μ), and 5-(4-CO2CH3Ph, 5o) derivatives were the most active compounds for S. aureus ATCC 25923 (MIC = 1.95 -1.25 μg/mL) and T. cruzi (IC50 = 7.91 μM), respectively. Also, a preliminary evaluation against C. albicans involving some compounds was performed and the 5-(4-CH 3Ph, 5e) derivative was the most active compound (MIC = 3.28-2.95 μg/mL). In this preliminary study, all synthesized 3-acetyl-2,5- disubstituted-2,3-dihydro-1,3,4-oxadiazole derivatives were active against all microorganisms tested.