109925-10-2

Basic information

• Product Name: 1,3-Dimethyl-5-phenoxy-1H-pyrazole-4-carboxaldehyde
• Synonyms: 1,3-Dimethyl-5-phenoxy-1H-pyrazole-4-carboxaldehyde;1，3-dimethyl-5-plenoxy-1 H-pyrazole-4-carboxaldehyde;1,3-dimethyl-5-phenoxypyrazole-4-carbaldehyde
• CAS NO: 109925-10-2
• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.24
• Mol File: 109925-10-2.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-Dimethyl-5-phenoxy-1H-pyrazole-4-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dimethyl-5-phenoxy-1H-pyrazole-4-carboxaldehyde(109925-10-2)
• EPA Substance Registry System: 1,3-Dimethyl-5-phenoxy-1H-pyrazole-4-carboxaldehyde(109925-10-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 109925-10-2(Hazardous Substances Data)

Usage

General Description

1,3-Dimethyl-5-phenoxy-1H-pyrazole-4-carboxaldehyde is a chemical compound with a molecular formula C13H12N2O2. It is a yellow solid with a molecular weight of 224.25 g/mol. 1,3-Dimethyl-5-phenoxy-1H-pyrazole-4-carboxaldehyde is a pyrazole derivative and is often used in organic synthesis and medicinal chemistry. It is also known for its potential biological activities, including anti-inflammatory and antitumor properties. This chemical has been studied for its potential applications in pharmaceuticals and agrochemicals. Additionally, it is used as a building block in the synthesis of various biologically active compounds.

Upstream product

• 27006-76-4 5-chloro-4-formyl-1,3-dimethylpyrazole 
• 108-95-2 phenol 
• 2749-59-9 1,3-dimethyl-5-pyrazolone 
• 5203-77-0 1,3-dimethyl-1H-pyrazol-5-ol 

Downstream Products

• 149054-67-1 1,3-dimethyl-5-phenoxypyrazole-4-carbaldehyde oxime 
• 111812-58-9 fenpyroximate 
• 126763-67-5 1,3-dimethyl-5-phenoxypyrazol-4-carboaldoxime O-2,6,6-trimethylhept-2-ene-4-ynyl ether 
• 1424330-09-5 C₂₂H₂₄N₄O₂ 
• 149054-60-4 (CH₃)C₃N₂(OC₆H₅)(CH₃)COOH 
• 1620883-58-0 C₂₃H₂₁ClN₄O₃S 
• 110035-28-4 1,3-dimethyl-5-phenoxy-1H-pyrazole-4-carbaldehyde oxime 

Relevant articles and documents

Design of a simple and efficient synthesis for bioactive novel pyrazolyl-isoxazoline hybrids

A simple and new methodology has been developed for the synthesis of novel bioactive pyrazolyl-isoxazoline hybrids from a pyrazolyl-substituted oxime and various substituted allyloxybenzenes, which are easily available, inexpensive starting materials. All the novel synthesized target hybrids were characterized by NMR, IR, and mass spectroscopic techniques. We have employed some of the hybrid materials in anti-bacterial and anti-fungal activity studies. The hybrid materials 6m and 6p exhibited the best anti-bacterial and anti-fungal activities.

Discovery and structure-activity relationship study of 4-phenoxythiazol-5-carboxamides as highly potent TGR5 agonists

A novel therapy that stimulates endogenous glucagon-like peptide-1 (GLP-1) secretion by Takeda G-protein-coupled receptor 5 (TGR5) agonists might be a superior alternative for the treatment of type 2 diabetes mellitus. A series of 4-phenoxythiazol-5-carboxamides were developed as highly potent TGR5 agonists using a bioisosteric replacement strategy based on the scaffold of 4-phenoxynicotinamides. The structure-activity relationship on the bottom phenyl ring and the thiazole ring was extensively studied, and the 2-methylthiazole derivatives 30c and e displayed the best in vitro potency toward human TGR5, with EC50 values of approximately 1 nM. While endowed with excellent in vitro potency, the 2-methyl-thiazoles were flawed with high microsomal clearance.

Synthesis and evaluation of anticonvulsant activities of pyrazol semicarbazones. Part II

A series of 2-((5-aryloxy-1-methyl-3-methyl-1H-pyrazol-4-yl)methylene) hydrazinecarboxamides (6a-6l) and 2-((5-aryloxy-1-methyl-3-phenyl-1H-pyrazol-4-yl)methylene) hydrazinecarboxamides (7a-7l) were designed and synthesized. The maximal electroshock shock (MES) and subcutaneous pentylenetetrazole (sc-PTZ) seizure models in mice were used to evaluate the antiepileptic effect of compounds synthesized. Further, the acute neurotoxicity profile was also studied via the rotarod test. The results of sc-PTZ test indicate that a majority of compounds possessed anticonvulsant activity with long duration of protection effects. Among of them, compound 6k was found to be the most promising one, with an ED50 value of 20.4 mg/kg (in sc-PTZ model) and a PI value of 10.8, possessing higher anti-PTZ activity and wider safety margin than valproate and ethosuximide.