40278-32-8

Basic information

• Product Name: (1,3-DIPHENYL-1H-PYRAZOL-4-YL)-METHANOL
• Synonyms: 1,3-Diphenyl-4-(hydroxymethyl)pyrazole;(1,3-Diphenylpyrazol-4-yl)methanol
• CAS NO: 40278-32-8
• Molecular Formula: C₁₆H₁₄N₂O
• Molecular Weight: 250.3
• Mol File: 40278-32-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 460.1 °C at 760 mmHg
• Flash Point: 232 °C
• Appearance: /
• Density: 1.15 g/cm³
• Vapor Pressure: 2.92E-09mmHg at 25°C
• Refractive Index: 1.621
• PKA: 13.88±0.10(Predicted)
• CAS DataBase Reference: (1,3-DIPHENYL-1H-PYRAZOL-4-YL)-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1,3-DIPHENYL-1H-PYRAZOL-4-YL)-METHANOL(40278-32-8)
• EPA Substance Registry System: (1,3-DIPHENYL-1H-PYRAZOL-4-YL)-METHANOL(40278-32-8)

Safety Data

• Hazardous Substances Data: 40278-32-8(Hazardous Substances Data)

Usage

Description

(1,3-DIPHENYL-1H-PYRAZOL-4-YL)-METHANOL, a pyrazole derivative with the molecular formula C17H14N2O, is a chemical compound that features a phenyl ring and a hydroxyl group. It has been the subject of research for its potential pharmacological activities, such as anti-inflammatory and analgesic properties, and is considered a promising candidate for the development of new pharmaceutical drugs. Furthermore, it serves as a building block in the synthesis of other organic compounds, showcasing its versatility in both medicinal and organic chemistry fields.

Uses

Used in Pharmaceutical Development:
(1,3-DIPHENYL-1H-PYRAZOL-4-YL)-METHANOL is used as a pharmaceutical precursor for its potential anti-inflammatory and analgesic properties, making it a valuable compound in the development of new drugs to treat pain and inflammation.
Used in Organic Synthesis:
In the field of organic chemistry, (1,3-DIPHENYL-1H-PYRAZOL-4-YL)-METHANOL is used as a building block for synthesizing other organic compounds, contributing to the creation of novel chemical entities with various applications.

InChI:InChI=1/C16H14N2O/c19-12-14-11-18(15-9-5-2-6-10-15)17-16(14)13-7-3-1-4-8-13/h1-11,19H,12H2

Upstream product

• 59130-82-4 acetophenone phenylhydrazone 
• 92244-93-4 C₁₄H₁₄N₂ 
• 100-63-0 phenylhydrazine 
• 583-11-9 N-(1-phenylethylidene)phenylhydrazine 
• 59-88-1 phenylhydrazine hydrochloride 
• 98-86-2 acetophenone 
• 22722-98-1 sodium bis(2-methoxyethoxy)aluminium dihydride 
• 21487-45-6 1,3-diphenyl-4-formylpyrazole 
• 107-19-7 propargyl alcohol 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 

Downstream Products

• 55432-05-8 4-(chloromethyl)-1,3-diphenyl-1H-pyrazole 
• 873312-87-9 4-(azidomethyl)-1,3-diphenyl-1H-pyrazole 

Relevant articles and documents

Antispasmodic and antimicrobial activities of pyrazole-containing ferrocenyl alkanols versus their phenyl analogs, and the entry point to potential multitarget treatment for inflammatory bowel diseases

Inflammatory bowel diseases (IBM), such as Crohn's disease, and their common complications represent a global health challenge. Many pyrazole derivatives, such as the spasmolytic drug metamizole, have already found their place among the frequently used th

Synthesis, pharmacological activities and molecular docking studies of pyrazolyltriazoles as anti-bacterial and anti-inflammatory agents

A series of novel pyrazolyl alcohols (5a-h), pyrazolyl azides (6a-h), and pyrazolyltriazoles (8a-h, 10a-p and 12a-l) were prepared and evaluated for their bioactivity (anti-bacterial and anti-inflammatory) profile. The compound 5c displayed the potent anti-bacterial activity against Micrococcus luteus (MIC 3.9 and MBC 7.81 μg/mL). In vitro anti-inflammatory activity data denoted that compound 8b is effective among the tested compounds against IL-6 (IC50 6.23 μM). Docking analysis of compounds 5f, 8a-b, 8e-f and 8h displayed high binding energies for the compounds 8a-b and 8h towards TNF-α dimer (2AZ5 protein) and IL-6 (1ALU protein). In vivo anti-inflammatory activity of compounds 8b and 8h with respect to LPS induced mice model indicated that compound 8h showed significant reduction in TNF-α.

Unexpected Metal-Free Fluorination and Oxidation at the C-4 Position of Pyrazoles Promoted by Selectfluor

Metal-free electrophilic fluorination, promoted by Selectfluor, of pyrazoles with methylene groups (CH2X), in which XA =A OH, OMe, F, N3, and NHMe at the C-4 position furnished the 4-fluoro-pyrazole products from unexpected C-C bond cleavage, at moderate to good yields. Otherwise, under the same reaction conditions, when XA =A NEt2 or SPr, the oxidation product 4-formyl-pyrazole was obtained.