160388-54-5

Basic information

• Product Name: 4-(1H-1,2,4-TRIAZOL-1-YLMETHYL)BENZOIC ACID
• Synonyms: 4-[1,2,4]TRIAZOL-1-YLMETHYL-BENZOIC ACID;4-(1H-1,2,4-TRIAZOL-1-YLMETHYL)BENZOIC ACID;4-(1H-1,2,4-triazol-1-ylmethyl)benzoic acid hydrochloride;benzoic acid, 4-(1H-1,2,4-triazol-1-ylmethyl)-;4-(1H-1,2,4-TRIAZOL-1-YLMETHYL)BENZOIC ACID（WS204223）
• CAS NO: 160388-54-5
• Molecular Formula: C₁₀H₉N₃O₂
• Molecular Weight: 203.2
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Carboxylic Acids;Phenyls & Phenyl-Het;Carboxylic Acids;Phenyls & Phenyl-Het
• Mol File: 160388-54-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 227 °C
• Boiling Point: 456.9°C at 760 mmHg
• Flash Point: 230.1°C
• Appearance: /
• Density: 1.34g/cm³
• Vapor Pressure: 3.85E-09mmHg at 25°C
• Refractive Index: 1.651
• Storage Temp.: 2-8°C
• PKA: 4.14±0.10(Predicted)
• CAS DataBase Reference: 4-(1H-1,2,4-TRIAZOL-1-YLMETHYL)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1H-1,2,4-TRIAZOL-1-YLMETHYL)BENZOIC ACID(160388-54-5)
• EPA Substance Registry System: 4-(1H-1,2,4-TRIAZOL-1-YLMETHYL)BENZOIC ACID(160388-54-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 160388-54-5(Hazardous Substances Data)

Usage

General Description

4-(1H-1,2,4-triazol-1-ylmethyl)benzoic acid is a chemical compound with the molecular formula C10H9N3O2. It belongs to the class of benzoic acids, which are commonly used in the pharmaceutical and food industries. This particular compound contains a 1,2,4- triazole ring, which is a five-membered heterocyclic ring containing three nitrogen atoms. The presence of this triazole ring makes the compound potentially useful as a ligand for coordinating metal ions in coordination chemistry. It also has potential applications in medicinal chemistry as a building block for the synthesis of biologically active compounds or as a pharmacophore in drug design. Additionally, the carboxylic acid group in 4-(1H-1,2,4-triazol-1-ylmethyl)benzoic acid makes it a potential candidate for the development of novel drug delivery systems or prodrugs. Overall, this compound has diverse potential applications in the fields of chemistry, pharmaceuticals, and materials science.

InChI:InChI=1/C10H9N3O2/c14-10(15)9-3-1-8(2-4-9)5-13-7-11-6-12-13/h1-4,6-7H,5H2,(H,14,15)

Upstream product

• 288-88-0 1,2,4-Triazole 
• 6232-88-8 4-bromomethylbenzoic Acid 
• 26496-94-6 Ethyl 4-(bromomethyl)benzoate 
• 160388-64-7 ethyl 4-(1H-1,2,4-triazol-1-ylmethyl)benzoate 

Downstream Products

• 1612868-48-0 [copper(II)(4-(1H-1,2,4-trizol-1-ylmethyl)benzoate)(1,10-phenanthroline)(HCO₂)]_n 
• 1612868-46-8 copper(II) (4-(1H-1,2,4-trizol-1-ylmethyl)benzoicacid)₂Cl₂(H₂O) 
• 870766-45-3 methyl 4-(1H-1,2,4-triazol-1-ylmethyl)benzoate 
• 1447961-06-9 (3-(4-((1H-1,2,4-triazol-1-yl)methyl)-N-hydroxybenzamido)-1-(3,4-dichlorophenyl)propyl)phosphonic acid 

Relevant articles and documents

Copper(II) complexes with 4-(1H-1, 2, 4-trizol-1-ylmethyl) benzoic acid: Syntheses, crystal structures and antifungal activities

Reaction of Cu(II) with an asymmetric semi-rigid organic ligand 4-(1H-1, 2, 4-trizol-1-ylmethyl) benzoic acid (HL), yielded five compounds, [Cu 0.5L]n (1), [Cu(HL)2Cl2]n (2), [Cu(HL)2Cl2(H2O)] (3), [Cu(L) 2(H2O)]n (4) and [Cu(L)(phen)(HCO 2)]n (5), which have been fully characterized by infrared spectroscopy, elemental analysis, and single-crystal X-ray diffraction. As for compounds 1, 2 and 5, Cu(II) is bridged through HL, Cl-, and formic acid, respectively, featuring 1D chain-structure. In compound 3, Cu(II) with hexahedral coordination sphere is assembled through hydrogen-bonding into 3D supramolecular framework. In compound 4, 1D chain units -Cu-O-Cu-O- are ligand-bridged into a 3D network. All compounds were tested on fungi (Fusarium graminearum, Altemaria solani, Macrophoma kawatsukai, Alternaria alternata and Colletotrichum gloeosporioides). Compound 1 exhibits a better antifungal effect compared to other compounds. An effect of structure on the antifungal activity has also been correlated.

Pyrrole derivatives

Pyrrole derivatives represented by the following formula: wherein Ring Z is an optionally substituted pyrrole ring, etc.; W2 is —CO—, —SO2—, an optionally substituted C1-C4 alkylene, etc.; Ar2 is an optionally substituted aryl, etc.; W2 and Ar1 mean the following (1) and (2): (1) W1 is an optionally substituted C1-C4 alkylene, etc.; Ar1 is an optionally substituted bicyclic heteroaryl having 1 to 4 nitrogen atoms as ring-forming atoms: (2) W1 is an optionally substituted C2-C5 alkylene, an optionally substituted C2-C5 alkenylene, etc.; and Ar1 is an aryl or monocyclic heteroaryl, which are substituted by carboxyl, an alkoxycarbonyl, etc. at the ortho- or meta-position thereof with respect to the binding position of W1, or a pharmaceutically acceptable salt thereof These compounds are useful as medicaments such as a fibrosis inhibitor for organs or tissues.